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    ACTIVE PHARMA INGREDIENTS

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    Chemistry

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    Also known as: 763113-22-0, Lynparza, Azd2281, Azd-2281, Ku-0059436, Azd 2281
    Molecular Formula
    C24H23FN4O3
    Molecular Weight
    434.5  g/mol
    InChI Key
    FDLYAMZZIXQODN-UHFFFAOYSA-N
    FDA UNII
    WOH1JD9AR8
    Olaparib
    Olaparib is a small molecule inhibitor of the nuclear enzyme poly(ADP-ribose) polymerase (PARP) with potential chemosensitizing, radiosensitizing, and antineoplastic activities. Olaparib selectively binds to and inhibits PARP, inhibiting PARP-mediated repair of single strand DNA breaks; PARP inhibition may enhance the cytotoxicity of DNA-damaging agents and may reverse tumor cell chemoresistance and radioresistance. PARP catalyzes post-translational ADP-ribosylation of nuclear proteins and can be activated by single-stranded DNA breaks.
    Olaparib is a Poly(ADP-Ribose) Polymerase Inhibitor. The mechanism of action of olaparib is as a Poly(ADP-Ribose) Polymerase Inhibitor.
    1 2D Structure

    Olaparib

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    4-[[3-[4-(cyclopropanecarbonyl)piperazine-1-carbonyl]-4-fluorophenyl]methyl]-2H-phthalazin-1-one
    2.1.2 InChI
    InChI=1S/C24H23FN4O3/c25-20-8-5-15(14-21-17-3-1-2-4-18(17)22(30)27-26-21)13-19(20)24(32)29-11-9-28(10-12-29)23(31)16-6-7-16/h1-5,8,13,16H,6-7,9-12,14H2,(H,27,30)
    2.1.3 InChI Key
    FDLYAMZZIXQODN-UHFFFAOYSA-N
    2.1.4 Canonical SMILES
    C1CC1C(=O)N2CCN(CC2)C(=O)C3=C(C=CC(=C3)CC4=NNC(=O)C5=CC=CC=C54)F
    2.2 Other Identifiers
    2.2.1 UNII
    WOH1JD9AR8
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Azd 2281

    2. Azd-2281

    3. Azd221

    4. Azd2281

    5. Lynparza

    2.3.2 Depositor-Supplied Synonyms

    1. 763113-22-0

    2. Lynparza

    3. Azd2281

    4. Azd-2281

    5. Ku-0059436

    6. Azd 2281

    7. 1-(cyclopropylcarbonyl)-4-[5-[(3,4-dihydro-4-oxo-1-phthalazinyl)methyl]-2-fluorobenzoyl]piperazine

    8. Olaparib (azd-2281)

    9. 4-(3-(4-(cyclopropanecarbonyl)piperazine-1-carbonyl)-4-fluorobenzyl)phthalazin-1(2h)-one

    10. Ku-59436

    11. Olaparib (azd2281, Ku-0059436)

    12. 4-[[3-[4-(cyclopropanecarbonyl)piperazine-1-carbonyl]-4-fluorophenyl]methyl]-2h-phthalazin-1-one

    13. Az2281

    14. Mfcd13185161

    15. Woh1jd9ar8

    16. Nsc-747856

    17. C24h23fn4o3

    18. Chebi:83766

    19. 4-(3-{[4-(cyclopropylcarbonyl)piperazin-1-yl]carbonyl}-4-fluorobenzyl)phthalazin-1(2h)-one

    20. 4-[3-(4-cyclopropanecarbonyl-piperazine-1-carbonyl)-4-fluoro-benzyl]-2h-phthalazin-1-one

    21. Az-2281

    22. Keylynk-010 Component Olaparib

    23. Ku59436

    24. Olaparib Component Of Keylynk-010

    25. Olaparib [inn]

    26. Olaparib Cpd

    27. Olaparib (azd2281; Ku-0059436)

    28. Olaparib [usan:inn]

    29. Unii-woh1jd9ar8

    30. Olaparib (azd2281)

    31. Acylpiperazine Analogue, 47

    32. Olaparibum

    33. Azd221

    34. 4-[3-[4-(cyclopropanecarbonyl)piperazine-1-carbonyl]-4-fluorobenzyl]phthalazin-1(2h)-one

    35. Olaparib- Bio-x

    36. Lynparza (tn)

    37. 09l

    38. 4-((3-((4-(cyclopropylcarbonyl)piperazin-1-yl)carbonyl)-4-fluorophenyl)methyl)phthalazin-1(2h)-one

    39. 4-((3-{(4-(cyclopropylcarbonyl)piperazin-1-yl)carbonyl}-4-fluorophenyl)methyl)phthalazin-1(2h)-one

    40. 4-[(3-{[4-(cyclopropylcarbonyl)piperazin-1-yl]carbonyl}-4-fluorophenyl)methyl]phthalazin-1(2h)-one

    41. Ku 59436

    42. Olaparib [usan]

    43. Olaparib [jan]

    44. Ku0059436

    45. Olaparib [mi]

    46. Olaparib [vandf]

    47. Olaparib - Azd2281

    48. Olaparib [mart.]

    49. Olaparib [who-dd]

    50. Azd-2281 (olaparib)

    51. Olaparib (jan/usan/inn)

    52. Mls006010185

    53. Schembl426568

    54. Olaparib [orange Book]

    55. Chembl521686

    56. Gtpl7519

    57. Bdbm27566

    58. Dtxsid60917988

    59. Ex-a002

    60. Bcpp000360

    61. Hms3295i09

    62. Hms3426c03

    63. Hms3654g13

    64. Hms3746k07

    65. Hms3870h03

    66. Amy10295

    67. Bcp01872

    68. 763113-22-0, Lynparza,

    69. Nsc747856

    70. Nsc753686

    71. S1060

    72. Zinc40430143

    73. Akos005145764

    74. Ac-7939

    75. Bcp9000363

    76. Ccg-264799

    77. Cs-0075

    78. Db09074

    79. Ex-7210

    80. Nsc 747856

    81. Nsc-753686

    82. Sb14617

    83. Ss-4573

    84. Azd2281,olaparib, Ku-0059436

    85. Ncgc00238451-01

    86. Ncgc00238451-02

    87. Ncgc00238451-08

    88. Ncgc00238451-09

    89. Ncgc00238451-11

    90. 4-[(3-{[4-cyclopropylcarbonyl)piperazin-4-yl]carbonyl}-4-fluorophenyl)methyl]phtalazin-1(2h)-one

    91. 4-[[3-[[4-(cyclopropylcarbonyl)-1-piperazinyl]carbonyl]-4-fluorophenyl]methyl]-1(2h)-phthalazinone

    92. Bo164169

    93. Hy-10162

    94. Smr004701291

    95. Sy040527

    96. Olaparib(azd2281,kudosku-0059436)

    97. A9666

    98. Bb 0260909

    99. Ft-0651458

    100. Ku 0059436

    101. Sw218142-2

    102. Ec-000.2324

    103. D09730

    104. J-503540

    105. Q7083106

    106. Brd-k02113016-001-08-9

    107. Brd-k02113016-001-09-7

    108. 1-(cyclopropylcarbonyl)-4-[5-[(3,4-dihydro-4-oxo-1-phthalazine

    109. 4-(3-(1-(cyclopropanecarbonyl)piperazine-4-carbonyl)-4-fluorobenzyl)phthalazin-1(2h)-one

    110. (2h)-phthalazinone, 4-((3-((4-(cyclopropylcarbonyl)-1-piperazinyl)carbonyl)-4-fluorophenyl)methyl)-

    111. 1(2h)-phthalazinone, 4-((3-((4-(cyclopropylcarbonyl)-1-piperazinyl)carbonyl)-4-fluorophenyl)methyl)-

    112. 1021843-02-6

    113. 4-({3-[(4-cyclopropanecarbonylpiperazin-1-yl)carbonyl]-4-fluorophenyl}methyl)-1,2-dihydrophthalazin-1-one

    114. Piperazine, 1-(cyclopropylcarbonyl)-4-(5-((3,4-dihydro-4-oxo-1-phthalazinyl)methyl)-2-fluorobenzoyl)-

    2.4 Create Date
    2008-02-11
    3 Chemical and Physical Properties
    Molecular Weight 434.5 g/mol
    Molecular Formula C24H23FN4O3
    XLogP31.9
    Hydrogen Bond Donor Count1
    Hydrogen Bond Acceptor Count5
    Rotatable Bond Count4
    Exact Mass434.17541877 g/mol
    Monoisotopic Mass434.17541877 g/mol
    Topological Polar Surface Area82.1 Ų
    Heavy Atom Count32
    Formal Charge0
    Complexity790
    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 Indication

    Olaparib is a poly (ADP-ribose) polymerase (PARP) inhibitor indicated for the treatment of: - Ovarian cancer, in which the medication is intended for [a] the maintenance treatment of adult patients with recurrent epithelial ovarian, fallopian tube or primary peritoneal cancer, who are in complete or partial response to platinum-based chemotherapy, or [b] for the treatment of adult patients with deleterious or suspected deleterious germline BRCA-mutated (gBRCAm) advanced ovarian cancer who have been treated with three or more prior lines of chemotherapy. Select patients for therapy based on an FDA-approved companion diagnostic for olaparib. - Breast cancer, in which the medication is intended for use in patients with deleterious or suspected deleterious gBRCAm, human epidermal growth factor receptor 2 (HER2)-negative metastatic breast cancer who have previously been treated with chemotherapy in the neoadjuvant, adjuvant or metastatic setting. Patients with hormone receptor (HR)-positive breast cancer should have been treated with a prior endocrine therapy or be considered inappropriate for endocrine treatment. Select patients for therapy based on an FDA-approved companion diagnostic for olaparib.

    FDA Label

    * Ovarian cancer :

    Lynparza is indicated as monotherapy for the:

    - maintenance treatment of adult patients with advanced (FIGO stages III and IV) BRCA1/2-mutated (germline and/or somatic) high-grade epithelial ovarian, fallopian tube or primary peritoneal cancer who are in response (complete or partial) following completion of first-line platinum-based chemotherapy.

    - maintenance treatment of adult patients with platinum sensitive relapsed high grade epithelial ovarian, fallopian tube, or primary peritoneal cancer who are in response (complete or partial) to platinum based chemotherapy.

    Lynparza in combination with bevacizumab is indicated for the:

    - maintenance treatment of adult patients with advanced (FIGO stages III and IV) high-grade epithelial ovarian, fallopian tube or primary peritoneal cancer who are in response (complete or partial) following completion of first-line platinum-based chemotherapy in combination with bevacizumab and whose cancer is associated with homologous recombination deficiency (HRD) positive status defined by either a BRCA1/2 mutation and/or genomic instability (see section 5. 1).

    * Breast cancer :

    Lynparza is indicated as monotherapy for the treatment of adult patients with germline BRCA1/2-mutations, who have HER2 negative locally advanced or metastatic breast cancer . Patients should have previously been treated with an anthracycline and a taxane in the (neo)adjuvant or metastatic setting unless patients were not suitable for these treatments (see section 5. 1).

    Patients with hormone receptor (HR)-positive breast cancer should also have progressed on or after prior endocrine therapy, or be considered unsuitable for endocrine therapy.

    * Adenocarcinoma of the pancreas:

    Lynparza is indicated as monotherapy for the maintenance treatment of adult patients with germline BRCA1/2-mutations who have metastatic adenocarcinoma of the pancreas and have not progressed after a minimum of 16 weeks of platinum treatment within a first-line chemotherapy regimen.

    * Prostate cancer :

    Lynparza is indicated as monotherapy for the treatment of adult patients with metastatic castration-resistant prostate cancer and BRCA1/2-mutations (germline and/or somatic) who have progressed following prior therapy that included a new hormonal agent.

    Lynparza is indicated as monotherapy for the maintenance treatment of adult patients with platinum sensitive relapsed BRCA mutated (germline and/or somatic) high grade serous epithelial ovarian, fallopian tube, or primary peritoneal cancer who are in response (complete response or partial response) to platinum based chemotherapy.

    5 Pharmacology and Biochemistry
    5.1 Pharmacology

    The effect of olaparib on cardiac repolarization was assessed in 119 patients following a single dose of 300 mg and in 109 patients following multiple dosing of 300 mg twice daily. No clinically relevant effect of olaparib on QT interval was observed.

    5.2 MeSH Pharmacological Classification

    Antineoplastic Agents

    Substances that inhibit or prevent the proliferation of NEOPLASMS. (See all compounds classified as Antineoplastic Agents.)

    Poly(ADP-ribose) Polymerase Inhibitors

    Chemicals and drugs that inhibit the action of POLY(ADP-RIBOSE)POLYMERASES. (See all compounds classified as Poly(ADP-ribose) Polymerase Inhibitors.)

    5.3 FDA Pharmacological Classification
    5.3.1 Active Moiety
    OLAPARIB
    5.3.2 FDA UNII
    WOH1JD9AR8
    5.3.3 Pharmacological Classes
    Poly(ADP-Ribose) Polymerase Inhibitors [MoA]; Poly(ADP-Ribose) Polymerase Inhibitor [EPC]
    5.4 ATC Code

    L01XK01

    L - Antineoplastic and immunomodulating agents

    L01 - Antineoplastic agents

    L01X - Other antineoplastic agents

    L01XK - Poly (adp-ribose) polymerase (parp) inhibitors

    L01XK01 - Olaparib

    5.5 Absorption, Distribution and Excretion

    Absorption

    Following oral administration, the absorption of olaparib is very rapid and can reach a peak concentration ranging between 4.7 and 9.1 mcg/ml after 1-3 hours. The reported AUC of olaparib after a dose of 200 mg is of 25.8 mcg.h/L and this AUC can be increased by 26% with constant administration. The consumption of a high-fat diet with olaparib can only decrease the tmax but do not have an effect in the peak concentration.

    Route of Elimination

    From the administered dose, approximately 86% of the administered dose is recovered after 7 days from which 44% is found in the urine and 42% is obtained in feces.

    Volume of Distribution

    After administration of a dose of 100 mg/kg, the reported volume of distribution was of 40.3 L.

    Clearance

    The total clearance of olaparib was reported to be 4.6 L/h.

    5.6 Metabolism/Metabolites

    Olaparib is extensively metabolized in the liver by the action of CYP3A isoenzymes. From the administered dose, the unchanged form of olaparib accounted for 70% of the circulating dose and it was considered the major component in urine and feces. The metabolic pathway of olaparib is mainly attributable to oxidation reactions with subsequent glucuronide and sulfate conjugation. However, the over 20 metabolites found in plasma, urine, and feces represented a minor portion of the administered dose. The major circulating metabolites were represented by the mono-oxygenated form and the piperazin-3-ol form.

    5.7 Biological Half-Life

    The reported elimination half-life ranges between 5 to 11 hours.

    5.8 Mechanism of Action

    Olaparib is an inhibitor of poly (ADP-ribose) polymerase (PARP) enzymes, including PARP1, PARP2, and PARP3. PARP enzymes are involved in normal cellular homeostasis, such as DNA transcription, cell cycle regulation, and DNA repair. Olaparib has been shown to inhibit growth of select tumor cell lines in vitro and decrease tumor growth in mouse xenograft models of human cancer both as monotherapy or following platinum-based chemotherapy. Increased cytotoxicity and anti-tumor activity following treatment with olaparib were noted in cell lines and mouse tumor models with deficiencies in BRCA. In vitro studies have shown that olaparib-induced cytotoxicity may involve inhibition of PARP enzymatic activity and increased formation of PARP-DNA complex, resulting in disruption of cellular homeostasis and cell death.

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    04-Mar-2021
    16-Oct-2024
    KGS
    overview
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    (KGS)    		 Average Price
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    Olaparib Manufacturers

    A Olaparib manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Olaparib, including repackagers and relabelers. The FDA regulates Olaparib manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Olaparib API Manufacturers are required to adhere to Good Manufacturing Practices (GMP) to ensure that their products are consistently manufactured to meet established quality criteria.

    click here to find a list of Olaparib manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

    Olaparib Suppliers

    A Olaparib supplier is an individual or a company that provides Olaparib active pharmaceutical ingredient (API) or Olaparib finished formulations upon request. The Olaparib suppliers may include Olaparib API manufacturers, exporters, distributors and traders.

    click here to find a list of Olaparib suppliers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PharmaCompass.

    Olaparib USDMF

    A Olaparib DMF (Drug Master File) is a document detailing the whole manufacturing process of Olaparib active pharmaceutical ingredient (API) in detail. Different forms of Olaparib DMFs exist exist since differing nations have different regulations, such as Olaparib USDMF, ASMF (EDMF), JDMF, CDMF, etc.

    A Olaparib DMF submitted to regulatory agencies in the US is known as a USDMF. Olaparib USDMF includes data on Olaparib's chemical properties, information on the facilities and procedures used, and details about packaging and storage. The Olaparib USDMF is kept confidential to protect the manufacturer’s intellectual property.

    click here to find a list of Olaparib suppliers with USDMF on PharmaCompass.

    Olaparib KDMF

    In Korea, the Ministry of Food and Drug Safety (MFDS) is in charge of regulating pharmaceutical products and services.

    Pharmaceutical companies submit a Olaparib Drug Master File in Korea (Olaparib KDMF) to the MFDS, which includes comprehensive information about the production, processing, facilities, materials, packaging, and testing of Olaparib. The MFDS reviews the Olaparib KDMF as part of the drug registration process and uses the information provided in the Olaparib KDMF to evaluate the safety and efficacy of the drug.

    After submitting a Olaparib KDMF to the MFDS, the registered manufacturer can provide importers or distributors with the registration number without revealing confidential information to Korean business partners. Applicants seeking to register their Olaparib API can apply through the Korea Drug Master File (KDMF).

    click here to find a list of Olaparib suppliers with KDMF on PharmaCompass.

    Olaparib WC

    A Olaparib written confirmation (Olaparib WC) is an official document issued by a regulatory agency to a Olaparib manufacturer, verifying that the manufacturing facility of a Olaparib active pharmaceutical ingredient (API) adheres to the Good Manufacturing Practices (GMP) regulations of the importing country. When exporting Olaparib APIs or Olaparib finished pharmaceutical products to another nation, regulatory agencies frequently require a Olaparib WC (written confirmation) as part of the regulatory process.

    click here to find a list of Olaparib suppliers with Written Confirmation (WC) on PharmaCompass.

    Olaparib NDC

    National Drug Code is a comprehensive database maintained by the FDA that contains information on all drugs marketed in the US. This directory includes information about finished drug products, unfinished drug products, and compounded drug products, including those containing Olaparib as an active pharmaceutical ingredient (API).

    Finished drug products

    The FDA updates the NDC directory daily. The NDC numbers for Olaparib API and other APIs are published in this directory by the FDA.

    Unfinished drugs

    The NDC unfinished drugs database includes product listing information submitted for all unfinished drugs, such as active pharmaceutical ingredients (APIs), drugs intended for further processing and bulk drug substances for compounding.

    Pharmaceutical companies that manufacture Olaparib as an active pharmaceutical ingredient (API) must furnish the FDA with an updated record of all drugs that they produce, prepare, propagate, compound, or process for commercial distribution in the US at their facilities.

    Compounded drug products

    The NDC directory also contains data on finished compounded human drug products that contain Olaparib and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Olaparib NDC to their finished compounded human drug products, they may choose to do so.

    click here to find a list of Olaparib suppliers with NDC on PharmaCompass.

    Olaparib GMP

    Olaparib Active pharmaceutical ingredient (API) is produced in GMP-certified manufacturing facility.

    GMP stands for Good Manufacturing Practices, which is a system used in the pharmaceutical industry to make sure that goods are regularly produced and monitored in accordance with quality standards. The FDA’s current Good Manufacturing Practices requirements are referred to as cGMP or current GMP which indicates that the company follows the most recent GMP specifications. The World Health Organization (WHO) has its own set of GMP guidelines, called the WHO GMP. Different countries can also set their own guidelines for GMP like China (Chinese GMP) or the EU (EU GMP).

    PharmaCompass offers a list of Olaparib GMP manufacturers, exporters & distributors, which can be sorted by USDMF, JDMF, KDMF, CEP (COS), WC, API price, and more, enabling you to easily find the right Olaparib GMP manufacturer or Olaparib GMP API supplier for your needs.

    Olaparib CoA

    A Olaparib CoA (Certificate of Analysis) is a formal document that attests to Olaparib's compliance with Olaparib specifications and serves as a tool for batch-level quality control.

    Olaparib CoA mostly includes findings from lab analyses of a specific batch. For each Olaparib CoA document that a company creates, the USFDA specifies specific requirements, such as supplier information, material identification, transportation data, evidence of conformity and signature data.

    Olaparib may be tested according to a variety of international standards, such as European Pharmacopoeia (Olaparib EP), Olaparib JP (Japanese Pharmacopeia) and the US Pharmacopoeia (Olaparib USP).

    Inform the supplier about your product requirements, specifying if you need a product with particular monograph like EP (Ph. Eur.), USP, JP, BP, or any other quality. In addition, clarify whether you need hydrochloride (HCl), anhydricum, base, micronisatum or a specific level of purity. To find reputable suppliers, utilize the filters and select those certified by GMP, FDA, or any other certification as per your requirement.
    For your convenience, we have listed synonyms and CAS numbers to help you find the best supplier. The use of synonyms and CAS numbers can be helpful in identifying potential suppliers, but it is crucial to note that they might not always indicate the exact same product. It is important to confirm the product details with the supplier before making a purchase to ensure that it meets your requirements.
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