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    Chemistry

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    Also known as: 503612-47-3, Eliquis, Bms-562247, Bms-562247-01, Bms 562247-01, 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridine-3-carboxamide
    Molecular Formula
    C25H25N5O4
    Molecular Weight
    459.5  g/mol
    InChI Key
    QNZCBYKSOIHPEH-UHFFFAOYSA-N
    FDA UNII
    3Z9Y7UWC1J
    Apixaban
    Apixaban is an orally active inhibitor of coagulation factor Xa with anticoagulant activity. Apixaban directly inhibits factor Xa, thereby interfering with the conversion of prothrombin to thrombin and preventing formation of cross-linked fibrin clots.
    Apixaban is a Factor Xa Inhibitor. The mechanism of action of apixaban is as a Factor Xa Inhibitor.
    1 2D Structure

    Apixaban

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[3,4-c]pyridine-3-carboxamide
    2.1.2 InChI
    InChI=1S/C25H25N5O4/c1-34-19-11-9-18(10-12-19)30-23-20(22(27-30)24(26)32)13-15-29(25(23)33)17-7-5-16(6-8-17)28-14-3-2-4-21(28)31/h5-12H,2-4,13-15H2,1H3,(H2,26,32)
    2.1.3 InChI Key
    QNZCBYKSOIHPEH-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    COC1=CC=C(C=C1)N2C3=C(CCN(C3=O)C4=CC=C(C=C4)N5CCCCC5=O)C(=N2)C(=O)N
    2.2 Other Identifiers
    2.2.1 UNII
    3Z9Y7UWC1J
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Bms 562247

    2. Bms-562247

    3. Bms-562247-01

    4. Bms562247

    5. Eliquis

    2.3.2 Depositor-Supplied Synonyms

    1. 503612-47-3

    2. Eliquis

    3. Bms-562247

    4. Bms-562247-01

    5. Bms 562247-01

    6. 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridine-3-carboxamide

    7. 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridine-3-carboxamide

    8. 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[3,4-c]pyridine-3-carboxamide

    9. 3z9y7uwc1j

    10. Chembl231779

    11. Chebi:72296

    12. Bms562247-01

    13. Apixaban-13c,d3

    14. 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-1h,4h,5h,6h,7h-pyrazolo[3,4-c]pyridine-3-carboxamide

    15. 1-(4-methoxy-phenyl)-7-oxo-6-[4-(2-oxo-piperidin-1-yl)-phenyl]-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridine-3-carboxylic Acid Amide

    16. 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5-dihydropyrazolo[5,4-c]pyridine-3-carboxamide

    17. Apixaban [usan]

    18. Gg2

    19. Eliquis (tn)

    20. Unii-3z9y7uwc1j

    21. Apixabanum

    22. Apixaban (jan/usan/inn)

    23. Apixaban [usan:inn:jan]

    24. Hsdb 8223

    25. Apixaban- Bio-x

    26. Apixaban(bms-562247-01)

    27. Apixaban-[d3]

    28. Bms 562247

    29. Apixaban [inn]

    30. Apixaban [jan]

    31. Apixaban [mi]

    32. Apixaban [vandf]

    33. Apixaban [mart.]

    34. Apixaban [who-dd]

    35. Apixaban - Adooq Bioscience

    36. Apixaban [ema Epar]

    37. Mls006010026

    38. Schembl118023

    39. Apixaban [orange Book]

    40. Gtpl6390

    41. Apixaban,bms-562247-01

    42. Bdbm19023

    43. Amy1826

    44. Dtxsid80436500

    45. Ex-a048

    46. 2p16

    47. Bcpp000396

    48. Hms3655o07

    49. Bcp02451

    50. 503612-47-3, Eliquis,

    51. Apixaban (bms 562247-01)

    52. Bms562247

    53. Mfcd11977295

    54. Nsc784102

    55. S1593

    56. Zinc11677837

    57. Akos005146204

    58. Bcp9000310

    59. Ccg-229675

    60. Cs-0401

    61. Db06605

    62. Me-0152

    63. Nsc-784102

    64. Pb10976

    65. Ncgc00346555-01

    66. Ncgc00346555-02

    67. Ncgc00346555-05

    68. Ncgc00346555-08

    69. Ac-26301

    70. Bm164185

    71. Hy-50667

    72. Smr004676529

    73. Ft-0686944

    74. Sw220177-1

    75. D03213

    76. Ab01565766_02

    77. 612a473

    78. Ar-270/43507990

    79. Q414462

    80. J-200194

    81. 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyi)-4,5,6,7-tetrahydro-1h-pyrazolo(3,4-c)pyridine-3-carboxamide

    82. 1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxopiperidin-1-yl)phenyl)-4,5,6,7-tetrahydro-1h-pyrazolo(3,4c)pyridine-3-carboxamide

    83. 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo Piperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridine-3-carboxamide

    84. 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxo-1-piperidinyl)phenyl]-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridine-3-carboxamide

    85. 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1h-pyrazolo[3,4-c]pyridine-3-carboxamide?bms-562247; Bms-562247-01

    86. 1h-pyrazolo(3,4-c)pyridine-3-carboxamide, 4,5,6,7-tetrahydro-1-( 4-methoxyphenyl)-7-oxo-6-(4-(2-oxo-1-piperidinyl)phenyl)-

    87. 1h-pyrazolo(3,4-c)pyridine-3-carboxamide,4,5,6,7-tetrahydro-1-(4-methoxyphenyl)-7-oxo-6-(4-(2-oxo-1-piperidinyl)phenyl)-

    2.4 Create Date
    2006-10-25
    3 Chemical and Physical Properties
    Molecular Weight 459.5 g/mol
    Molecular Formula C25H25N5O4
    XLogP32.2
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count5
    Exact Mass459.19065430 g/mol
    Monoisotopic Mass459.19065430 g/mol
    Topological Polar Surface Area111 Ų
    Heavy Atom Count34
    Formal Charge0
    Complexity777
    Isotope Atom Count0
    Defined Atom Stereocenter Count0
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 2  
    Drug NameEliquis
    PubMed HealthApixaban (By mouth)
    Drug ClassesAnticoagulant
    Drug LabelELIQUIS (apixaban), a factor Xa (FXa) inhibitor, is chemically described as 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide. Its molecular formula is C25H25N5O4, which correspond...
    Active IngredientApixaban
    Dosage FormTablet
    RouteOral
    Strength2.5mg; 5mg
    Market StatusPrescription
    CompanyBristol Myers Squibb

    2 of 2  
    Drug NameEliquis
    PubMed HealthApixaban (By mouth)
    Drug ClassesAnticoagulant
    Drug LabelELIQUIS (apixaban), a factor Xa (FXa) inhibitor, is chemically described as 1-(4-methoxyphenyl)-7-oxo-6-[4-(2-oxopiperidin-1-yl)phenyl]-4,5,6,7-tetrahydro-1H-pyrazolo[3,4-c]pyridine-3-carboxamide. Its molecular formula is C25H25N5O4, which correspond...
    Active IngredientApixaban
    Dosage FormTablet
    RouteOral
    Strength2.5mg; 5mg
    Market StatusPrescription
    CompanyBristol Myers Squibb

    4.2 Therapeutic Uses

    Eliquis (apixaban) is indicated to reduce the risk of stroke and systemic embolism in patients with nonvalvular atrial fibrillation. /Included in US product label/

    NIH; DailyMed. Current Medication Information for Eliquis (Apixaban) Tablet, Film Coated (Revised: August 2014). Available from, as of March 26, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=e9481622-7cc6-418a-acb6-c5450daae9b0

    Eliquis is indicated for the prophylaxis of deep vein thrombosis (DVT), which may lead to pulmonary embolism (PE), in patients who have undergone hip or knee replacement surgery. /Included in US product label/

    NIH; DailyMed. Current Medication Information for Eliquis (Apixaban) Tablet, Film Coated (Revised: August 2014). Available from, as of March 26, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=e9481622-7cc6-418a-acb6-c5450daae9b0

    Eliquis is indicated for the treatment of pulmonary embolism (PE). /Included in US product label/

    NIH; DailyMed. Current Medication Information for Eliquis (Apixaban) Tablet, Film Coated (Revised: August 2014). Available from, as of March 26, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=e9481622-7cc6-418a-acb6-c5450daae9b0

    Eliquis is indicated for the treatment of deep vein thrombosis (DVT). /Included in US product label/

    NIH; DailyMed. Current Medication Information for Eliquis (Apixaban) Tablet, Film Coated (Revised: August 2014). Available from, as of March 26, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=e9481622-7cc6-418a-acb6-c5450daae9b0

    For more Therapeutic Uses (Complete) data for Apixaban (7 total), please visit the HSDB record page.

    4.3 Drug Warning

    /BOXED WARNING/ WARNING: PREMATURE DISCONTINUATION OF ELIQUIS INCREASES THE RISK OF THROMBOTIC EVENTS. Premature discontinuation of any oral anticoagulant, including Eliquis, increases the risk of thrombotic events. If anticoagulation with Eliquis is discontinued for a reason other than pathological bleeding or completion of a course of therapy, consider coverage with another anticoagulant.

    NIH; DailyMed. Current Medication Information for Eliquis (Apixaban) Tablet, Film Coated (Revised: August 2014). Available from, as of March 26, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=e9481622-7cc6-418a-acb6-c5450daae9b0

    /BOXED WARNING/ WARNING: SPINAL/EPIDURAL HEMATOMA. Epidural or spinal hematomas may occur in patients treated with Eliquis who are receiving neuraxial anesthesia or undergoing spinal puncture. These hematomas may result in long-term or permanent paralysis. Consider these risks when scheduling patients for spinal procedures. Factors that can increase the risk of developing epidural or spinal hematomas in these patients include: use of indwelling epidural catheters concomitant use of other drugs that affect hemostasis, such as nonsteroidal anti-inflammatory drugs (NSAIDs), platelet inhibitors, other anticoagulants a history of traumatic or repeated epidural or spinal punctures a history of spinal deformity or spinal surgery optimal timing between the administration of Eliquis and neuraxial procedures is not known. Monitor patients frequently for signs and symptoms of neurological impairment. If neurological compromise is noted, urgent treatment is necessary. Consider the benefits and risks before neuraxial intervention in patients anticoagulated or to be anticoagulated.

    NIH; DailyMed. Current Medication Information for Eliquis (Apixaban) Tablet, Film Coated (Revised: August 2014). Available from, as of March 26, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=e9481622-7cc6-418a-acb6-c5450daae9b0

    FDA Pregnancy Risk Category: B /NO EVIDENCE OF RISK IN HUMANS. Adequate, well controlled studies in pregnant women have not shown increased risk of fetal abnormalities despite adverse findings in animals, or, in the absence of adequate human studies, animal studies show no fetal risk. The chance of fetal harm is remote but remains a possibility./

    NIH; DailyMed. Current Medication Information for Eliquis (Apixaban) Tablet, Film Coated (Revised: August 2014). Available from, as of March 26, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=e9481622-7cc6-418a-acb6-c5450daae9b0

    It is unknown whether apixaban or its metabolites are excreted in human milk. Rats excrete apixaban in milk (12% of the maternal dose). Women should be instructed either to discontinue breastfeeding or to discontinue Eliquis therapy, taking into account the importance of the drug to the mother.

    NIH; DailyMed. Current Medication Information for Eliquis (Apixaban) Tablet, Film Coated (Revised: August 2014). Available from, as of March 26, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=e9481622-7cc6-418a-acb6-c5450daae9b0

    For more Drug Warnings (Complete) data for Apixaban (17 total), please visit the HSDB record page.

    4.4 Drug Indication

    Apixaban is indicated for reducing the risk of stroke and systemic embolism in patients who have nonvalvular atrial fibrillation, prophylaxis of deep vein thrombosis(DVT) leading to pulmonary embolism(PE) in patients after a hip or knee replacement surgery, and treatment of DVT and PE to reduce the risk of recurrence.

    FDA Label

    For

    * Eliquis 2. 5 mg film-coated tablets: :

    - Prevention of venous thromboembolic events (VTE) in adult patients who have undergone elective hip or knee replacement surgery.

    - Prevention of stroke and systemic embolism in adult patients with non-valvular atrial fibrillation (NVAF), with one or more risk factors, such as prior stroke or transient ischaemic attack (TIA); age 75 years; hypertension; diabetes mellitus; symptomatic heart failure (NYHA Class II).

    - Treatment of deep vein thrombosis (DVT) and pulmonary embolism (PE), and prevention of recurrent DVT and PE in adults (see section 4. 4 for haemodynamically unstable PE patients).

    For

    * Eliquis 5 mg film-coated tablets: :

    - Prevention of stroke and systemic embolism in adult patients with non-valvular atrial fibrillation (NVAF), with one or more risk factors, such as prior stroke or transient ischaemic attack (TIA); age 75 years; hypertension; diabetes mellitus; symptomatic heart failure (NYHA Class II).

    - Treatment of deep vein thrombosis (DVT) and pulmonary embolism (PE), and prevention of recurrent DVT and PE in adults (see section 4. 4 for haemodynamically unstable PE patients).

    Prevention of venous thromboembolic events (VTE) in adult patients who have undergone elective hip or knee replacement surgery.

    Prevention of stroke and systemic embolism in adult patients with non-valvular atrial fibrillation (NVAF), with one or more risk factors, such as prior stroke or transient ischaemic attack (TIA); age 75 years; hypertension; diabetes mellitus; symptomatic heart failure (NYHA Class II).

    Treatment of deep vein thrombosis (DVT) and pulmonary embolism (PE), and prevention of recurrent DVT and PE in adults (see section 4. 4 for haemodynamically unstable PE patients).

    Prevention of stroke and systemic embolism in adult patients with non-valvular atrial fibrillation (NVAF), with one or more risk factors, such as prior stroke or transient ischaemic attack (TIA); age 75 years; hypertension; diabetes mellitus; symptomatic heart failure (NYHA Class II).

    Treatment of deep vein thrombosis (DVT) and pulmonary embolism (PE), and prevention of recurrent DVT and PE in adults (see section 4. 4 for haemodynamically unstable PE patients).

    Treatment of venous thromboembolism

    Prevention of arterial thromboembolism, Prevention of venous thromboembolism

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    Apixaban selectively inhibits factor Xa in its free and bound forms, independant of antithrombin III. Apixaban also inhibits prothrominase. These effects prevent the formation of a thrombus.

    5.2 MeSH Pharmacological Classification

    Factor Xa Inhibitors

    Endogenous factors and drugs that inhibit or block the activity of FACTOR XA. (See all compounds classified as Factor Xa Inhibitors.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    APIXABAN
    5.3.2 FDA UNII
    3Z9Y7UWC1J
    5.3.3 Pharmacological Classes
    Factor Xa Inhibitors [MoA]; Factor Xa Inhibitor [EPC]
    5.4 ATC Code

    B01AF02

    B01AF02

    B01AF02

    S76 | LUXPHARMA | Pharmaceuticals Marketed in Luxembourg | Pharmaceuticals marketed in Luxembourg, as published by d'Gesondheetskeess (CNS, la caisse nationale de sante, www.cns.lu), mapped by name to structures using CompTox by R. Singh et al. (in prep.). List downloaded from https://cns.public.lu/en/legislations/textes-coordonnes/liste-med-comm.html. Dataset DOI:10.5281/zenodo.4587355

    B - Blood and blood forming organs

    B01 - Antithrombotic agents

    B01A - Antithrombotic agents

    B01AF - Direct factor xa inhibitors

    B01AF02 - Apixaban

    5.5 Absorption, Distribution and Excretion

    Absorption

    Apixaban is approximately 50% bioavailable though other studies report 43-46% oral bioavailability.

    Route of Elimination

    56% of an orally administered dose is recovered in the feces and 24.5-28.8% of the dose is recovered in the urine. 83-88% of the dose recovered in the urine was the unchanged parent compound.

    Volume of Distribution

    Approximately 21L.

    Clearance

    3.3L/h though other studies report 4876mL/h.

    Distribution in pregnant rats/fetuses: Cmax in amnion was high. Significant concentrations were found in placenta and fetal blood, kidney and liver. Toxicokinetic data collected in the reproductive and developmental toxicity studies in rats, mice and rabbits showed that generally fetal plasma concentrations of apixaban were lower than those in the dams.

    European Medicines Agency (EMA), Committee for Medicinal Products for Human Use (CHMP), European Public Assessment Report (EPAR): Eliquis (Apixaban) p.13 (2011). Available from, as of March 26, 2015: https://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Public_assessment_report/human/002148/WC500107726.pdf

    Two single dose radiolabel distribution studies were provided in rats. The data show a wide distribution, with the highest values in excretory organs (liver, kidney, urinary bladder (and contents), bile) and intestinal tract (and contents). After a dose of 20 mg/kg in male Long-Evans rats also relatively high Cmax and AUC were found in adrenals, lungs, thyroid gland, but after a dose of 5 mg/kg in Sprague Dawley rats (both sexes) these organs showed Cmax similar to most other organs and tissues. There was no qualitative difference in distribution between male and female rats, but the female rats showed higher Cmax values in the intestinal tract.

    European Medicines Agency (EMA), Committee for Medicinal Products for Human Use (CHMP), European Public Assessment Report (EPAR): Eliquis (Apixaban) p.13 (2011). Available from, as of March 26, 2015: https://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Public_assessment_report/human/002148/WC500107726.pdf

    Protein binding differs between the species. The unbound fraction at concentrations of 1-10 uM is about 13% in human vs about 4% in rats and 8% in dogs. At the tested concentrations there was no effect of concentration or gender. In mice protein binding is much lower, with 44-6 % unbound, dependent on the tested concentration (range 100-2000 ng apixaban/mL).

    European Medicines Agency (EMA), Committee for Medicinal Products for Human Use (CHMP), European Public Assessment Report (EPAR): Eliquis (Apixaban) p.13 (2011). Available from, as of March 26, 2015: https://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Public_assessment_report/human/002148/WC500107726.pdf

    Plasma to blood ratios of about one in dog and human blood indicate uniform distribution between plasma and red blood cells and thus no specific distribution to red blood cells.

    European Medicines Agency (EMA), Committee for Medicinal Products for Human Use (CHMP), European Public Assessment Report (EPAR): Eliquis (Apixaban) p.13 (2011). Available from, as of March 26, 2015: https://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Public_assessment_report/human/002148/WC500107726.pdf

    For more Absorption, Distribution and Excretion (Complete) data for Apixaban (12 total), please visit the HSDB record page.

    5.6 Metabolism/Metabolites

    50% of the orally administered dose is excreted as the unchanged parent compound, however 25% of the dose is excreted as O-demethyl apixaban sulfate. All apixaban metabolites account for approximately 32% of the excreted dose though the structure of all metabolites are not well defined. Apixaban is mainly metabolized by cytochrome p450(CYP)3A4 and to a lesser extent by CYP1A2, CYP2C8, CYP2C9, CYP2C19, and CYP2J2.

    Approximately 25% of an orally administered apixaban dose is recovered in urine and feces as metabolites. Apixaban is metabolized mainly via CYP3A4 with minor contributions from CYP1A2, 2C8, 2C9, 2C19, and 2J2. O-demethylation and hydroxylation at the 3-oxopiperidinyl moiety are the major sites of biotransformation. Unchanged apixaban is the major drug-related component in human plasma; there are no active circulating metabolites.

    NIH; DailyMed. Current Medication Information for Eliquis (Apixaban) Tablet, Film Coated (Revised: August 2014). Available from, as of December 31, 2014: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=e9481622-7cc6-418a-acb6-c5450daae9b0

    Apixaban is mainly metabolized by CYP3A4/5 with conjugation via SULT1A1, but several other CYP and SULT isozymes are also involved. No apixaban metabolites were found to have pharmacological activity and there were no unique human metabolites.

    European Medicines Agency (EMA), Committee for Medicinal Products for Human Use (CHMP), European Public Assessment Report (EPAR): Eliquis (Apixaban) p.13 (2011). Available from, as of March 26, 2015: https://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Public_assessment_report/human/002148/WC500107726.pdf

    The metabolism and disposition of (14)C-apixaban, an orally bioavailable, highly selective, and direct acting/reversible factor Xa inhibitor, was investigated in 10 healthy male subjects without (group 1, n=6) and with bile collection (group 2, n=4) after a single 20-mg oral dose. Urine, blood, and feces samples were collected from all subjects. Bile samples were also collected for 3 to 8 hr after dosing from group 2 subjects. There were no serious adverse events or discontinuations due to adverse effects. In plasma, apixaban was the major circulating component and O-demethyl apixaban sulfate, a stable and water-soluble metabolite, was the significant metabolite. The exposure of apixaban (C(max) and area under the plasma concentration versus time curve) in subjects with bile collection was generally similar to that in subjects without bile collection. The administered dose was recovered in feces (group 1, 56.0%; group 2, 46.7%) and urine (group 1, 24.5%; group 2, 28.8%), with the parent drug representing approximately half of the recovered dose. Biliary excretion represented a minor elimination pathway (2.44% of the administered dose) from group 2 subjects within the limited collection period. Metabolic pathways identified for apixaban included O-demethylation, hydroxylation, and sulfation of hydroxylated O-demethyl apixaban. Thus, apixaban is an orally bioavailable inhibitor of factor Xa with elimination pathways that include metabolism and renal excretion.

    PMID:18832478 Raghavan N et al; Drug Metab Dispos 37 (1): 74-81 (2009)

    The metabolism and disposition of (14)C-apixaban, a potent, reversible, and direct inhibitor of coagulation factor Xa, were investigated in mice, rats, rabbits, dogs, and humans after a single oral administration and in incubations with hepatocytes. In plasma, the parent compound was the major circulating component in mice, rats, dogs, and humans. O-Demethyl apixaban sulfate (M1) represented approximately 25% of the parent area under the time curve in human plasma. This sulfate metabolite was present, but in lower amounts relative to the parent, in plasma from mice, rats, and dogs. Rabbits showed a plasma metabolite profile distinct from that of other species with apixaban as a minor component and M2 (O-demethyl apixaban) and M14 (O-demethyl apixaban glucuronide) as prominent components. The fecal route was a major elimination pathway, accounting for >54% of the dose in animals and >46% in humans. The urinary route accounted for <15% of the dose in animals and 25 to 28% in humans. Apixaban was the major component in feces of every species and in urine of all species except rabbit. M1 and M2 were common prominent metabolites in urine and feces of all species as well as in bile of rats and humans. In vivo metabolite profiles showed quantitative differences between species and from in vitro metabolite profiles, but all human metabolites were found in animal species. After intravenous administration of (14)C-apixaban to bile duct-cannulated rats, the significant portion (approximately 22%) of the dose was recovered as parent drug in the feces, suggesting direct excretion of the drug from gastrointestinal tracts of rats. Overall, apixaban was effectively eliminated via multiple elimination pathways in animals and humans, including oxidative metabolism, and direct renal and intestinal excretion.

    PMID:19420130 Zhang D et al; Drug Metab Dispos 37 (8): 1738-48 (2009)

    ... The O-demethyl apixaban sulfate is a major circulating metabolite in humans but circulates at lower concentrations relative to parent in animals. The aim of this study was to identify the sulfotransferases (SULTs) responsible for the sulfation reaction. Apixaban undergoes O-demethylation catalyzed by cytochrome P450 enzymes to O-demethyl apixaban, and then is conjugated by SULTs to form O-demethyl apixaban sulfate. Of the five human cDNA-expressed SULTs tested, SULT1A1 and SULT1A2 exhibited significant levels of catalytic activity for formation of O-demethyl apixaban sulfate, and SULT1A3, SULT1E1, and SULT2A1 showed much lower catalytic activities. In human liver S9, quercetin, a highly selective inhibitor of SULT1A1 and SULT1E1, inhibited O-demethyl apixaban sulfate formation by 99%; 2,6-dichloro-4-nitrophenol, another inhibitor of SULT1A1, also inhibited this reaction by >90%; estrone, a competitive inhibitor for SULT1E1, had no effect on this reaction. The comparable K(m) values for formation of O-demethyl apixaban sulfate were 41.4 microM (human liver S9), 36.8 microM (SULT1A1), and 70.8 microM (SULT1A2). Because of the high level of expression of SULT1A1 in liver and its higher level of catalytic activity for formation of O-demethyl apixaban sulfate, SULT1A1 might play a major role in humans for formation of O-demethyl apixaban sulfate. O-Demethyl apixaban was also investigated in liver S9 of mice, rats, rabbits, dogs, monkeys, and humans. The results indicated that liver S9 samples from dogs, monkeys, and humans had higher activities for formation of O-demethyl apixaban sulfate than those of mice, rats, and rabbits.

    PMID:19131519 Wang L et al; Drug Metab Dispos 37 (4): 802-8 (2009)

    5.7 Biological Half-Life

    12.78.55h.

    Apixaban has ... an apparent half-life of approximately 12 hours following oral administration.

    NIH; DailyMed. Current Medication Information for Eliquis (Apixaban) Tablet, Film Coated (Revised: August 2014). Available from, as of March 26, 2015: https://dailymed.nlm.nih.gov/dailymed/drugInfo.cfm?setid=e9481622-7cc6-418a-acb6-c5450daae9b0

    In a comparative study elimination half-life in rats (2-3 hrs) was shorter than in dogs (5-6 hrs) and chimpanzees (5-7 hrs). Distribution volume is relatively low in rats (0.31 L/kg), dogs (0.30 L/kg) and chimpanzees (0.17 L/kg).

    European Medicines Agency (EMA), Committee for Medicinal Products for Human Use (CHMP), European Public Assessment Report (EPAR): Eliquis (Apixaban) p.13 (2011). Available from, as of March 26, 2015: https://www.ema.europa.eu/docs/en_GB/document_library/EPAR_-_Public_assessment_report/human/002148/WC500107726.pdf

    ... After a single oral administration ... the elimination half life of radioactivity in blood was 1.7 to 4.2 hr.

    PMID:2107152 Wang L et al; Drug Metab Dispos 39 (2): 256-64 (2011)

    5.8 Mechanism of Action

    Apixaban selectively inhibits factor Xa in its free and bound forms, independant of antithrombin III. Apixaban also inhibits prothrominase. These effects prevent the formation of a thrombus.

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    Apixaban IH

    Date of Issue : 2022-06-06

    Valid Till : 2025-06-10

    Written Confirmation Number : WC-0017

    Address of the Firm : Unit No. VIII, Sy. No. 10 & 13, Gaddapotharam Village, I,D.A. Kazipally, Jinnara...

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    07

    Morepen Laboratories

    India
    CPHI Middle east
    Not Confirmed
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    Morepen Laboratories

    India
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    CPHI Middle east
    Not Confirmed
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    Apixaban IH

    Date of Issue : 2021-12-24

    Valid Till : 2022-06-16

    Written Confirmation Number : WC-0050A4

    Address of the Firm : Village- Malkumajra (Morepen Village), Baddi Nalagarh Road, Distt. - Solan (Hima...

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    08

    MSN Laboratories

    India
    CPHI Middle east
    Not Confirmed
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    MSN Laboratories

    India
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    CPHI Middle east
    Not Confirmed
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    Apixaban (IH)

    Date of Issue : 2019-07-15

    Valid Till : 2022-07-14

    Written Confirmation Number : WC-0021

    Address of the Firm : Sy. No.317&323, Rudraram Village, Patancheru Mandal, Sangaredy District-502329 T...

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    09

    Natco Pharma

    India
    CPHI Middle east
    Not Confirmed
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    Natco Pharma

    India
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    CPHI Middle east
    Not Confirmed
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    Apixaban IH

    Date of Issue : 2019-06-26

    Valid Till : 2022-06-25

    Written Confirmation Number : WC-0014

    Address of the Firm : Mekaguda (V) kothur (M) Mahabood nagar Dist, Telangana State India

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    10

    Nifty Labs

    India
    CPHI Middle east
    Not Confirmed
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    Nifty Labs

    India
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    CPHI Middle east
    Not Confirmed
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    Apixaban IH

    Date of Issue : 2020-11-05

    Valid Till : 2021-04-04

    Written Confirmation Number : WC-0316A2

    Address of the Firm : Plot No.50-A,B,G & H, 64-A,B, C&D, 65-A,B,C&D, 66-A & B, 67-A & B, IDA, Kondapal...

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    NDC API

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    01

    Metrochem API Private Limited

    India
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    AES 2024
    Not Confirmed
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    Virtual BoothMetrochem has been delivering customized volume & quality products to customers across the world, taking utmost care of their needs.

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    APIXABAN

    NDC Package Code : 42765-025

    Start Marketing Date : 2020-12-30

    End Marketing Date : 2024-12-31

    Dosage Form (Strength) : POWDER (5kg/5kg)

    Marketing Category : BULK INGREDIENT

    Metrochem

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    02

    Cohance Lifesciences Limited

    India
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    AES 2024
    Not Confirmed
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    Virtual BoothCohance Lifesciences, offers full range of CDMO services for small molecule APIs, intermediates, ADCs, Pellets and Formulations.

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    APIXABAN

    NDC Package Code : 76072-1017

    Start Marketing Date : 2019-07-01

    End Marketing Date : 2025-12-31

    Dosage Form (Strength) : POWDER (1kg/kg)

    Marketing Category : BULK INGREDIENT

    Cohance

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    03

    Dr.Reddy's Laboratories Limited

    India
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    AES 2024
    Not Confirmed
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    Virtual BoothDRL offers a portfolio of products & services, including APIs, CMO services, generics, biosimilars & differentiated formulations.

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    APIXABAN

    NDC Package Code : 55111-980

    Start Marketing Date : 2015-10-23

    End Marketing Date : 2024-12-31

    Dosage Form (Strength) : POWDER (1kg/kg)

    Marketing Category : BULK INGREDIENT

    Dr Reddy Company Banner

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    04

    Aarti Pharmalabs Limited

    India
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    AES 2024
    Not Confirmed
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    Virtual BoothAarti Pharmalabs is a partner of choice for APIs & Intermediates and the largest Indian manufacturer of Xanthine Derivatives.

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    APIXABAN

    NDC Package Code : 15308-1221

    Start Marketing Date : 2021-07-01

    End Marketing Date : 2024-12-31

    Dosage Form (Strength) : POWDER (5kg/5kg)

    Marketing Category : BULK INGREDIENT

    Aarti Industries Company Banner

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    05

    Medichem Manufacturing (Malta) Ltd.

    Spain
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    AES 2024
    Not Confirmed
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    Virtual BoothMedichem is a vertically integrated pharmaceutical company specializing in the development & manufacturing of APIs & FDFs.

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    APIXABAN

    NDC Package Code : 16436-0113

    Start Marketing Date : 2014-03-20

    End Marketing Date : 2024-12-31

    Dosage Form (Strength) : POWDER (75kg/75kg)

    Marketing Category : BULK INGREDIENT

    Medichem

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    06

    Neuland Laboratories Limited

    India
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    AES 2024
    Not Confirmed
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    Virtual BoothNeuland Laboratories- A dedicated 100% API provider.

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    APIXABAN

    NDC Package Code : 58032-2028

    Start Marketing Date : 2017-12-13

    End Marketing Date : 2024-12-31

    Dosage Form (Strength) : POWDER (1kg/kg)

    Marketing Category : BULK INGREDIENT

    Neuland

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    07

    ScinoPharm Taiwan Ltd.

    Taiwan
    AES 2024
    Not Confirmed
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    ScinoPharm Taiwan Ltd.

    Taiwan
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    AES 2024
    Not Confirmed
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    APIXABAN

    NDC Package Code : 65129-1465

    Start Marketing Date : 2023-01-16

    End Marketing Date : 2024-12-31

    Dosage Form (Strength) : POWDER (1kg/kg)

    Marketing Category : BULK INGREDIENT

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    08

    SK BIOTEK IRELAND LIMITED

    U.S.A
    AES 2024
    Not Confirmed
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    SK BIOTEK IRELAND LIMITED

    U.S.A
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    AES 2024
    Not Confirmed
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    APIXABAN

    NDC Package Code : 50193-0893

    Start Marketing Date : 2012-12-28

    End Marketing Date : 2024-12-31

    Dosage Form (Strength) : POWDER (1kg/kg)

    Marketing Category : BULK INGREDIENT

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    09

    Zhejiang Ausun Pharmaceutical Co., ...

    China
    AES 2024
    Not Confirmed
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    Zhejiang Ausun Pharmaceutical Co., ...

    China
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    AES 2024
    Not Confirmed
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    APIXABAN

    NDC Package Code : 76397-010

    Start Marketing Date : 2020-01-01

    End Marketing Date : 2024-12-31

    Dosage Form (Strength) : POWDER (1kg/kg)

    Marketing Category : BULK INGREDIENT

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    10

    Zhejiang Ausun Pharmaceutical Co., ...

    China
    AES 2024
    Not Confirmed
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    Zhejiang Ausun Pharmaceutical Co., ...

    China
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    AES 2024
    Not Confirmed
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    APIXABAN

    NDC Package Code : 76397-007

    Start Marketing Date : 2020-01-01

    End Marketing Date : 2024-12-31

    Dosage Form (Strength) : POWDER (1g/g)

    Marketing Category : BULK INGREDIENT

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    API Reference Price

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    [{"dataSource":"API Export","activeIngredients":"APIXABAN","year":"2021","qtr":"Q1","strtotime":1609957800,"product":"APIXABAN","address":"H.NO. 8-2-337, BESIDE TV9 OFFICE,,","city":"HYDERABAD,TELANGANA","supplier":"CT0 SEZ PROCESS ","supplierCountry":"INDIA","foreign_port":"INCHEON INTL APT\/SEO","customer":"PHARMIRAE CO. LTD","customerCountry":"KOREA, REPUBLIC OF","quantity":"1.00","actualQuantity":"1","unit":"KGS","unitRateFc":"4540","totalValueFC":"4516","currency":"USD","unitRateINR":330284,"date":"07-Jan-2021","totalValueINR":"330284","totalValueInUsd":"4516","indian_port":"Reddy r-SEZ\/Srikakulam","hs_no":"29337990","bill_no":"4000013","productDescription":"API","marketType":"REGULATED MARKET","country":"KOREA,REPUBLIC O","selfForZScoreResived":"Pharma Grade","supplierPort":"Reddy r-SEZ\/Srikakulam","supplierAddress":"H.NO. 8-2-337, BESIDE TV9 OFFICE,,, HYDERABAD,TELANGANA","customerAddress":""},{"dataSource":"API Export","activeIngredients":"APIXABAN","year":"2021","qtr":"Q1","strtotime":1609957800,"product":"APIXABAN","address":"H.NO. 8-2-337, BESIDE TV9 OFFICE,,","city":"HYDERABAD,TELANGANA","supplier":"CT0 SEZ PROCESS ","supplierCountry":"INDIA","foreign_port":"INCHEON","customer":"PHARMIRAE CO. 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REDDY\\'S LABORATORIES","customerCountry":"SPAIN","quantity":"0.10","actualQuantity":"100","unit":"GMS","unitRateFc":"7","totalValueFC":"695","currency":"USD","unitRateINR":508.31999999999999,"date":"16-Jan-2021","totalValueINR":"50832","totalValueInUsd":"695","indian_port":"Reddy r-SEZ\/Srikakulam","hs_no":"29420090","bill_no":"4000026","productDescription":"API","marketType":"REGULATED MARKET","country":"SPAIN","selfForZScoreResived":"Pharma Grade","supplierPort":"Reddy r-SEZ\/Srikakulam","supplierAddress":"H.NO. 8-2-337,BESIDE TV9 OFFICE, HYDERABAD ANDHRA PRADESH","customerAddress":""},{"dataSource":"API Export","activeIngredients":"APIXABAN","year":"2021","qtr":"Q1","strtotime":1611253800,"product":"APIXABAN","address":"ALEMBIC PHARMACEUTICALS LTD\\r\\nALEMBIC ROAD","city":"VADODARA","supplier":"ALEMBIC PHARMACEUTICALS LIMITED","supplierCountry":"INDIA","foreign_port":"BUCHAREST","customer":"ZENTIVA","customerCountry":"ROMANIA","quantity":"0.25","actualQuantity":"0.25","unit":"KGS","unitRateFc":"15457.5","totalValueFC":"3912.6","currency":"USD","unitRateINR":1144627.8799999999,"date":"22-Jan-2021","totalValueINR":"286156.97","totalValueInUsd":"3912.6","indian_port":"AHMEDABAD AIR","hs_no":"29420090","bill_no":"8081907","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"ROMANIA","selfForZScoreResived":"Pharma Grade","supplierPort":"AHMEDABAD AIR","supplierAddress":"ALEMBIC PHARMACEUTICALS LTD\\r\\nALEMBIC ROAD, VADODARA","customerAddress":""},{"dataSource":"API Export","activeIngredients":"APIXABAN","year":"2021","qtr":"Q1","strtotime":1611685800,"product":"APIXABAN (LUT (ARN) NO AD270620003286F DATE 09.06.2020)","address":"329,?A?-?Z?INDUSTRIAL?ESTATE?,G.?KADAM?MARG?,?LOWER?PAREL,","city":"MUMBAI,?MAHARASHTRA","supplier":"OCEANIC PHARMACHEM","supplierCountry":"INDIA","foreign_port":"TAIPEI","customer":"CITY BANK TAIWAN","customerCountry":"TAIWAN","quantity":"2.00","actualQuantity":"2","unit":"KGS","unitRateFc":"14467.7","totalValueFC":"29296.6","currency":"USD","unitRateINR":1071331,"date":"27-Jan-2021","totalValueINR":"2142662","totalValueInUsd":"29296.6","indian_port":"BOMBAY AIR","hs_no":"29241900","bill_no":"8188681","productDescription":"API","marketType":"REGULATED MARKET","country":"TAIWAN","selfForZScoreResived":"Pharma Grade","supplierPort":"BOMBAY AIR","supplierAddress":"329,?A?-?Z?INDUSTRIAL?ESTATE?,G.?KADAM?MARG?,?LOWER?PAREL,, MUMBAI,?MAHARASHTRA","customerAddress":""},{"dataSource":"API Export","activeIngredients":"APIXABAN","year":"2021","qtr":"Q1","strtotime":1613413800,"product":"APIXABAN","address":"PLOT 170-172, CHANDRAMOULI,INDUSTR IAL ESTATE, MOHOL BAZARPETH","city":"SOLAPUR,MAHARASHTRA","supplier":"GLENMARK PHARMACEUTICALS","supplierCountry":"INDIA","foreign_port":"TUNIS","customer":"BANQUE INTERNATIONALE","customerCountry":"TUNISIA","quantity":"1.00","actualQuantity":"1","unit":"KGS","unitRateFc":"13881.3","totalValueFC":"13737","currency":"USD","unitRateINR":1000145,"date":"16-Feb-2021","totalValueINR":"1000145","totalValueInUsd":"13737","indian_port":"BOMBAY AIR","hs_no":"29332990","bill_no":"8672727","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"TUNISIA","selfForZScoreResived":"Pharma Grade","supplierPort":"BOMBAY AIR","supplierAddress":"PLOT 170-172, CHANDRAMOULI,INDUSTR IAL ESTATE, MOHOL BAZARPETH, SOLAPUR,MAHARASHTRA","customerAddress":""},{"dataSource":"API Export","activeIngredients":"APIXABAN","year":"2021","qtr":"Q1","strtotime":1613932200,"product":"APIXABAN","address":"8-3-167\/D\/16, KALYAN NAGAR - I,VENGAL RAO NAGAR","city":"HYDERABAD, A.P.","supplier":"MSN LABORATORIES","supplierCountry":"INDIA","foreign_port":"CAIRO","customer":"EVA PHARMA","customerCountry":"EGYPT","quantity":"1.50","actualQuantity":"1.5","unit":"KGS","unitRateFc":"11941.7","totalValueFC":"17726.3","currency":"USD","unitRateINR":860397.33333333337,"date":"22-Feb-2021","totalValueINR":"1290596","totalValueInUsd":"17726.3","indian_port":"HYDERABAD AIR","hs_no":"29331999","bill_no":"8832594","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"EGYPT","selfForZScoreResived":"Pharma Grade","supplierPort":"HYDERABAD AIR","supplierAddress":"8-3-167\/D\/16, KALYAN NAGAR - I,VENGAL RAO NAGAR, HYDERABAD, A.P.","customerAddress":""},{"dataSource":"API Export","activeIngredients":"APIXABAN","year":"2021","qtr":"Q1","strtotime":1613932200,"product":"APIXABAN","address":"8-3-166\/7\/1, HETERO HOUSE,","city":"HYDERABAD, AP.","supplier":"HONOUR LAB LTD","supplierCountry":"INDIA","foreign_port":"TABUK","customer":"TABUK PHARMACEUTICALS","customerCountry":"SAUDI ARABIA","quantity":"1.00","actualQuantity":"1","unit":"KGS","unitRateFc":"4469","totalValueFC":"4419.5","currency":"USD","unitRateINR":321771,"date":"22-Feb-2021","totalValueINR":"321771","totalValueInUsd":"4419.5","indian_port":"Vizag-HIPL SEZ","hs_no":"29337990","bill_no":"4000153","productDescription":"API","marketType":"LESS REGULATED MARKET","country":"SAUDI ARABIA","selfForZScoreResived":"Pharma Grade","supplierPort":"Vizag-HIPL SEZ","supplierAddress":"8-3-166\/7\/1, HETERO HOUSE,, HYDERABAD, AP.","customerAddress":""},{"dataSource":"API Export","activeIngredients":"APIXABAN","year":"2021","qtr":"Q1","strtotime":1614191400,"product":"OTHER ORGANIC COMPOUNDS- ORGANIC CHEMICA L (INV NO: PI\/3002100696 DT: 19.02.2021) APIXABAN.","address":"SURVEY NO.91, OPP.NAVIN FLOURINEIND. 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REDDY\\'S LABORATORIES","customerCountry":"INDIA","quantity":"0.50","actualQuantity":"0.5","unit":"KGS","unitRateFc":"3000","totalValueFC":"1515.6","currency":"USD","unitRateINR":"251700","date":"06-Mar-2024","totalValueINR":"125850","totalValueInUsd":"1515.6","indian_port":"Hyderabad Air","hs_no":"29337990","bill_no":"2452986","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"HANGCHOW (HANGZHOU)","supplierAddress":"XUNQIAO, LINHAI, ZHEJIANG, 317024,CHINA China China ChinaSDNF China","customerAddress":"H.NO. 8-2-337,BESIDE TV9 OFFICE"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1710441000,"product":"APIXABAN (QTY: 1 X 200 MG, VALUE USD: 590) (FOC)","address":"P.NO. D6 D8, SY.NO. 234\/2,234\/3,","city":"TURKAPALLY(V),SHAMEERPET, HYDERABAD","supplier":"USP","supplierCountry":"INDIA","foreign_port":"WASHINGTON, DULLES I","customer":"UNITED STATES PHARMACOPEIA - INDIA PRIVATE LIMITED","customerCountry":"INDIA","quantity":"0.00","actualQuantity":"0.0002","unit":"KGS","unitRateFc":"2950000","totalValueFC":"634.9","currency":"USD","unitRateINR":"263598200","date":"15-Mar-2024","totalValueINR":"52719.64","totalValueInUsd":"634.9","indian_port":"Hyderabad Air","hs_no":"29337990","bill_no":"2586123","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"WASHINGTON, DULLES I","supplierAddress":"7135 ENGLISH MUFFIN WAY FREDERICK,MD 21704 USA Frederick, , United States United States","customerAddress":"P.NO. D6 D8, SY.NO. 234\/2,234\/3,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1710441000,"product":"APIXABAN RELATED COMPOUND E (QTY: 1 X 15 MG, VALUE USD: 790)(FOC)","address":"P.NO. D6 D8, SY.NO. 234\/2,234\/3,","city":"TURKAPALLY(V),SHAMEERPET, HYDERABAD","supplier":"USP","supplierCountry":"INDIA","foreign_port":"WASHINGTON, DULLES I","customer":"UNITED STATES PHARMACOPEIA - INDIA PRIVATE LIMITED","customerCountry":"INDIA","quantity":"0.00","actualQuantity":"0.000015","unit":"KGS","unitRateFc":"52666666.7","totalValueFC":"850.1","currency":"USD","unitRateINR":"4706047333","date":"15-Mar-2024","totalValueINR":"70590.71","totalValueInUsd":"850.1","indian_port":"Hyderabad Air","hs_no":"29337990","bill_no":"2586123","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"WASHINGTON, DULLES I","supplierAddress":"7135 ENGLISH MUFFIN WAY FREDERICK,MD 21704 USA Frederick, , United States United States","customerAddress":"P.NO. D6 D8, SY.NO. 234\/2,234\/3,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1710441000,"product":"APIXABAN RELATED COMPOUND G (QTY: 3 X 25 MG, VALUE USD: 790\/EACH) (FOC)","address":"P.NO. D6 D8, SY.NO. 234\/2,234\/3,","city":"TURKAPALLY(V),SHAMEERPET, HYDERABAD","supplier":"USP","supplierCountry":"INDIA","foreign_port":"WASHINGTON, DULLES I","customer":"UNITED STATES PHARMACOPEIA - INDIA PRIVATE LIMITED","customerCountry":"INDIA","quantity":"0.00","actualQuantity":"0.000075","unit":"KGS","unitRateFc":"31600000","totalValueFC":"2550.4","currency":"USD","unitRateINR":"2823628400","date":"15-Mar-2024","totalValueINR":"211772.13","totalValueInUsd":"2550.4","indian_port":"Hyderabad Air","hs_no":"29337990","bill_no":"2586123","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"WASHINGTON, DULLES I","supplierAddress":"7135 ENGLISH MUFFIN WAY FREDERICK,MD 21704 USA Frederick, , United States United States","customerAddress":"P.NO. D6 D8, SY.NO. 234\/2,234\/3,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q1","strtotime":1710441000,"product":"APIXABAN RELATED COMPOUND H (QTY: 1 X 25 MG, VALUE USD:790)(FOC)","address":"P.NO. D6 D8, SY.NO. 234\/2,234\/3,","city":"TURKAPALLY(V),SHAMEERPET, HYDERABAD","supplier":"USP","supplierCountry":"INDIA","foreign_port":"WASHINGTON, DULLES I","customer":"UNITED STATES PHARMACOPEIA - INDIA PRIVATE LIMITED","customerCountry":"INDIA","quantity":"0.00","actualQuantity":"0.000025","unit":"KGS","unitRateFc":"31600000","totalValueFC":"850.1","currency":"USD","unitRateINR":"2823628400","date":"15-Mar-2024","totalValueINR":"70590.71","totalValueInUsd":"850.1","indian_port":"Hyderabad Air","hs_no":"29337990","bill_no":"2586123","productDescription":"Re-Import","marketType":"REGULATED MARKET","country":"INDIA","selfForZScoreResived":"Pharma Grade","supplierPort":"WASHINGTON, DULLES I","supplierAddress":"7135 ENGLISH MUFFIN WAY FREDERICK,MD 21704 USA Frederick, , United States United States","customerAddress":"P.NO. D6 D8, SY.NO. 234\/2,234\/3,"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q3","strtotime":1725474600,"product":"APIXABAN","address":"H.NO. 8-2-337,BESIDE TV9 OFFICE","city":"HYDERABAD ANDHRA PRADESH","supplier":"ZHEJIANG HUAHAI PHARMACEUTICAL","supplierCountry":"CHINA","foreign_port":"HANGCHOW (HANGZHOU)","customer":"DR. REDDY\\'S LABORATORIES","customerCountry":"INDIA","quantity":"0.20","actualQuantity":"0.2","unit":"KGS","unitRateFc":"3000","totalValueFC":"607.5","currency":"USD","unitRateINR":"254550","date":"05-Sep-2024","totalValueINR":"50910","totalValueInUsd":"607.5","indian_port":"Hyderabad Air","hs_no":"29337990","bill_no":"5443741","productDescription":"API","marketType":"REGULATED MARKET","country":"CHINA","selfForZScoreResived":"Pharma Grade","supplierPort":"HANGCHOW (HANGZHOU)","supplierAddress":"XUNQIAO, LINHAI, ZHEJIANG, 317024, CHINA China SDNF China","customerAddress":"H.NO. 8-2-337,BESIDE TV9 OFFICE"},{"dataSource":"API Import","activeIngredients":"","year":"2024","qtr":"Q4","strtotime":1729621800,"product":"APIXABAN","address":"2ND FLOOR, SERENE CHAMBERS,,ROAD N","city":"HYDEABAD,TELANGANA","supplier":"KRKA","supplierCountry":"SLOVENIA","foreign_port":"LJUBLJANA","customer":"LAURUS LABS","customerCountry":"INDIA","quantity":"39.25","actualQuantity":"39.251","unit":"KGS","unitRateFc":"4271.4","totalValueFC":"169498.4","currency":"USD","unitRateINR":"362853.6","date":"23-Oct-2024","totalValueINR":"14242367.63","totalValueInUsd":"169498.4","indian_port":"Vizag-APIICL SEZ","hs_no":"29337920","bill_no":"6278737","productDescription":"API","marketType":"REGULATED MARKET","country":"SLOVENIA","selfForZScoreResived":"Pharma Grade","supplierPort":"LJUBLJANA","supplierAddress":"Smarjeska cesta 6 NOVO MESTO SDNF Slovenia","customerAddress":"2ND FLOOR, SERENE CHAMBERS,,ROAD N"}]
    07-Jan-2021
    30-Oct-2024
    KGS
    overview
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    Average Price (USD/KGS)

    Number of Transactions

    Total Quantity (KGS)

    Total Value (USD)

    Quantity (KGS) & Unit rate (USD/KGS) over time

    API Imports and Exports

    Importing Country Total Quantity
    (KGS)    		 Average Price
    (USD/KGS)    		 Number of Transactions

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    INTERMEDIATES SUPPLIERS

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    01

    IOL Chemicals and Pharmaceuticals

    India
    Pharma, Lab & Chemical Expo
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    Virtual BoothIOL Chemicals is an innovation-driven bulk drug, Intermediate and Specialty Chemicals company.

    5, 6-dihydro-3-(4-morpholinyl)-1-(4-nitrophenyl)-2...

    CAS Number : 503615-03-0

    End Use API : Apixaban

    About The Company : With a history spanning over three decades, IOL Chemicals and Pharmaceuticals Limited is an innovation-driven company that specializes in bulk drugs, intermedia...

    IOL Chemicals

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    02

    IOL Chemicals and Pharmaceuticals

    India
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    Virtual BoothIOL Chemicals is an innovation-driven bulk drug, Intermediate and Specialty Chemicals company.

    1-(4-Aminophenyl)-5-morpholin-4-yl-2,3-dihydropyri...

    CAS Number : 1267610-26-3

    End Use API : Apixaban

    About The Company : With a history spanning over three decades, IOL Chemicals and Pharmaceuticals Limited is an innovation-driven company that specializes in bulk drugs, intermedia...

    IOL Chemicals

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    03

    IOL Chemicals and Pharmaceuticals

    India
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    Virtual BoothIOL Chemicals is an innovation-driven bulk drug, Intermediate and Specialty Chemicals company.

    2-chloro-2-[2-(4-methoxyphenyl)hydrazinylidene]-, ...

    CAS Number : 27143-07-3

    End Use API : Apixaban

    About The Company : With a history spanning over three decades, IOL Chemicals and Pharmaceuticals Limited is an innovation-driven company that specializes in bulk drugs, intermedia...

    IOL Chemicals

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    04

    PMC Isochem

    France
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    Virtual BoothPMC Isochem is your partner for smart CDMOs of Intermediates, APIs, & excipients & a catalog of Intermediates & Generic APIs.

    5-Chlorovaleroyl chloride

    CAS Number : 1575-61-7

    End Use API : Apixaban

    About The Company : PMC Isochem is a CDMO company acquired by PMC International in 2017. It manufactures cGMP intermediates, active pharmaceutical ingredients and functional excipi...

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    05

    Faran Shimi Pharmaceutical

    Iran
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    Virtual BoothFaran Shimi: Leading producer of high-quality APIs & alkaloid opiates, serving major pharmaceutical companies across the Middle East.

    Dapagliflozin Tetraacetate

    CAS Number : 461432-25-7

    End Use API : Apixaban

    About The Company : Faran Shimi Pharmaceutical Company, established in 2001 and affiliated with Golrang Pharmaceutical Investment Co, manufactures high-quality Active Pharmaceutica...

    Faran Shimi Pharmaceutical

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    06

    Aarti Pharmalabs

    India
    Pharma, Lab & Chemical Expo
    Not Confirmed
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    Virtual BoothAarti Pharmalabs is a partner of choice for APIs & Intermediates and the largest Indian manufacturer of Xanthine Derivatives.

    1-(4-Amino phenyl)-3-morpholino-5,6-dihydropyridin...

    CAS Number : 1267610-26-3

    End Use API : Apixaban

    About The Company : Aarti Pharmalab, earlier the pharma division of Aarti Industries, is a leading Indian manufacturer of APIs. It has dedicated facilities to manufacture HPAPIs, c...

    Aarti Industries Company Banner

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    07

    Aarti Pharmalabs

    India
    Pharma, Lab & Chemical Expo
    Not Confirmed
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    Virtual BoothAarti Pharmalabs is a partner of choice for APIs & Intermediates and the largest Indian manufacturer of Xanthine Derivatives.

    3-Morpholino-1-(4-(2-oxopiperidin-1-yl) phenyl) -5...

    CAS Number : 545445-44-1

    End Use API : Apixaban

    About The Company : Aarti Pharmalab, earlier the pharma division of Aarti Industries, is a leading Indian manufacturer of APIs. It has dedicated facilities to manufacture HPAPIs, c...

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    08

    Chynops Pharma

    India
    iPHEX India
    Attending
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    Virtual BoothChynops Pharma is an ideal sourcing partner for high-quality APIs, advanced intermediates, speciality chemicals & excipients.

    4-Iodoaniline

    CAS Number : 540-37-4

    End Use API : Apixaban

    About The Company : Chynops Pharma, a company certified with ISO 9001:2015, is situated in Ahmedabad, India. We specialize in exporting, supplying, and trading a wide range of prod...

    Chynops Pharma

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    09

    Actis Generics Pvt Ltd

    India
    Pharma, Lab & Chemical Expo
    Not Confirmed
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    Actis Generics Pvt Ltd

    India
    Pharma, Lab & Chemical Expo
    Not Confirmed
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    Virtual Booth Boost your online visibility by uploading your products, APIs, FDFs, intermediates, excipients, and services for free on PharmaCompass. Rank higher among suppliers and expand your reach across the internet efficiently and cost-effectively.

    Acetic acid, 2-chloro-2-[2-(4-methoxyphenyl)hydraz...

    CAS Number : 27143-07-3

    End Use API : Apixaban

    About The Company : Actis Generics Pvt Ltd is a fast emerging APIs (Active Pharmaceutical Ingredients) & Intermediates manufacturer & supplier in India set up by a group of young p...

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    10

    Allchem Laboratories

    India
    Pharma, Lab & Chemical Expo
    Not Confirmed
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    Allchem Laboratories

    India
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    Virtual Booth Boost your online visibility by uploading your products, APIs, FDFs, intermediates, excipients, and services for free on PharmaCompass. Rank higher among suppliers and expand your reach across the internet efficiently and cost-effectively.

    Ethyl chloro[(4-methoxyphenyl)hydrazono]acetate

    CAS Number : 27143-07-3

    End Use API : Apixaban

    About The Company : Established in 2003 with small pilot plant and came in to commercial production in 2013 in the name of Allchem Laboratories, it is an independent privately owne...

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    Patents & EXCLUSIVITIES

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    US Patents

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    01

    BRISTOL MYERS SQUIBB

    APIXABAN

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    Antibody Engineering
    Not Confirmed

    BRISTOL MYERS SQUIBB

    U.S.A
    arrow
    Antibody Engineering
    Not Confirmed

    Patent Expiration Date : 2026-11-21

    APIXABAN

    US Patent Number : 6967208

    Drug Substance Claim : Y

    Drug Product Claim : Y

    Application Number : 202155

    Patent Use Code : U-1730

    Delist Requested :

    Patent Use Description : REDUCE THE RISK OF REC...

    Patent Expiration Date : 2026-11-21

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    02

    BRISTOL MYERS SQUIBB

    APIXABAN

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    Antibody Engineering
    Not Confirmed

    BRISTOL MYERS SQUIBB

    U.S.A
    arrow
    Antibody Engineering
    Not Confirmed

    Patent Expiration Date : 2026-11-21

    APIXABAN

    US Patent Number : 6967208

    Drug Substance Claim : Y

    Drug Product Claim : Y

    Application Number : 202155

    Patent Use Code : U-1200

    Delist Requested :

    Patent Use Description : REDUCING THE RISK OF S...

    Patent Expiration Date : 2026-11-21

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    03

    BRISTOL MYERS SQUIBB

    APIXABAN

    arrow
    Antibody Engineering
    Not Confirmed

    BRISTOL MYERS SQUIBB

    U.S.A
    arrow
    Antibody Engineering
    Not Confirmed

    Patent Expiration Date : 2026-11-21

    APIXABAN

    US Patent Number : 6967208

    Drug Substance Claim : Y

    Drug Product Claim : Y

    Application Number : 202155

    Patent Use Code : U-1323

    Delist Requested :

    Patent Use Description : REDUCING THE RISK OF S...

    Patent Expiration Date : 2026-11-21

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    04

    BRISTOL MYERS SQUIBB

    APIXABAN

    arrow
    Antibody Engineering
    Not Confirmed

    BRISTOL MYERS SQUIBB

    U.S.A
    arrow
    Antibody Engineering
    Not Confirmed

    Patent Expiration Date : 2026-11-21

    APIXABAN

    US Patent Number : 6967208

    Drug Substance Claim : Y

    Drug Product Claim : Y

    Application Number : 202155

    Patent Use Code : U-1301

    Delist Requested :

    Patent Use Description : TREATMENT OF DEEP VEIN...

    Patent Expiration Date : 2026-11-21

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    05

    BRISTOL MYERS SQUIBB

    APIXABAN

    arrow
    Antibody Engineering
    Not Confirmed

    BRISTOL MYERS SQUIBB

    U.S.A
    arrow
    Antibody Engineering
    Not Confirmed

    Patent Expiration Date : 2026-11-21

    APIXABAN

    US Patent Number : 6967208

    Drug Substance Claim : Y

    Drug Product Claim : Y

    Application Number : 202155

    Patent Use Code : U-1501

    Delist Requested :

    Patent Use Description : PROPHYLAXIS OF DEEP VE...

    Patent Expiration Date : 2026-11-21

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    06

    BRISTOL MYERS SQUIBB

    APIXABAN

    arrow
    Antibody Engineering
    Not Confirmed

    BRISTOL MYERS SQUIBB

    U.S.A
    arrow
    Antibody Engineering
    Not Confirmed

    Patent Expiration Date : 2031-02-24

    APIXABAN

    US Patent Number : 9326945

    Drug Substance Claim :

    Drug Product Claim : Y

    Application Number : 202155

    Patent Use Code :

    Delist Requested :

    Patent Use Description :

    Patent Expiration Date : 2031-02-24

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    07

    BRISTOL MYERS SQUIBB

    APIXABAN

    arrow
    Antibody Engineering
    Not Confirmed

    BRISTOL MYERS SQUIBB

    U.S.A
    arrow
    Antibody Engineering
    Not Confirmed

    Patent Expiration Date : 2026-11-21

    APIXABAN

    US Patent Number : 6967208

    Drug Substance Claim : Y

    Drug Product Claim : Y

    Application Number : 202155

    Patent Use Code : U-1323

    Delist Requested :

    Patent Use Description : REDUCING THE RISK OF S...

    Patent Expiration Date : 2026-11-21

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    08

    BRISTOL MYERS SQUIBB

    APIXABAN

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    Antibody Engineering
    Not Confirmed

    BRISTOL MYERS SQUIBB

    U.S.A
    arrow
    Antibody Engineering
    Not Confirmed

    Patent Expiration Date : 2026-11-21

    APIXABAN

    US Patent Number : 6967208

    Drug Substance Claim : Y

    Drug Product Claim : Y

    Application Number : 202155

    Patent Use Code : U-1729

    Delist Requested :

    Patent Use Description : REDUCE THE RISK OF REC...

    Patent Expiration Date : 2026-11-21

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    BRISTOL MYERS SQUIBB

    APIXABAN

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    BRISTOL MYERS SQUIBB

    U.S.A
    arrow
    Antibody Engineering
    Not Confirmed

    Patent Expiration Date : 2026-11-21

    APIXABAN

    US Patent Number : 6967208

    Drug Substance Claim : Y

    Drug Product Claim : Y

    Application Number : 202155

    Patent Use Code : U-1302

    Delist Requested :

    Patent Use Description : TREATMENT OF PULMONARY...

    Patent Expiration Date : 2026-11-21

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    BRISTOL MYERS SQUIBB

    APIXABAN

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    Antibody Engineering
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    BRISTOL MYERS SQUIBB

    U.S.A
    arrow
    Antibody Engineering
    Not Confirmed

    Patent Expiration Date : 2026-11-21

    APIXABAN

    US Patent Number : 6967208

    Drug Substance Claim : Y

    Drug Product Claim : Y

    Application Number : 202155

    Patent Use Code : U-1167

    Delist Requested :

    Patent Use Description : PROPHYLAXIS OF DEEP VE...

    Patent Expiration Date : 2026-11-21

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