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    Chemistry

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    Also known as: 204255-11-8, Tamiflu, Oseltamivir (phosphate), Oseltamir phosphate, Agucort, Ro 64-0796/002
    Molecular Formula
    C16H31N2O8P
    Molecular Weight
    410.40  g/mol
    InChI Key
    PGZUMBJQJWIWGJ-ONAKXNSWSA-N
    FDA UNII
    4A3O49NGEZ
    Oseltamivir Phosphate
    An acetamido cyclohexene that is a structural homolog of SIALIC ACID and inhibits NEURAMINIDASE.
    1 2D Structure

    Oseltamivir Phosphate

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    ethyl (3R,4R,5S)-4-acetamido-5-amino-3-pentan-3-yloxycyclohexene-1-carboxylate;phosphoric acid
    2.1.2 InChI
    InChI=1S/C16H28N2O4.H3O4P/c1-5-12(6-2)22-14-9-11(16(20)21-7-3)8-13(17)15(14)18-10(4)19;1-5(2,3)4/h9,12-15H,5-8,17H2,1-4H3,(H,18,19);(H3,1,2,3,4)/t13-,14+,15+;/m0./s1
    2.1.3 InChI Key
    PGZUMBJQJWIWGJ-ONAKXNSWSA-N
    2.1.4 Canonical SMILES
    CCC(CC)OC1C=C(CC(C1NC(=O)C)N)C(=O)OCC.OP(=O)(O)O
    2.1.5 Isomeric SMILES
    CCC(CC)O[C@@H]1C=C(C[C@@H]([C@H]1NC(=O)C)N)C(=O)OCC.OP(=O)(O)O
    2.2 Other Identifiers
    2.2.1 UNII
    4A3O49NGEZ
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Gs 4071

    2. Gs 4104

    3. Gs-4071

    4. Gs-4104

    5. Gs4071

    6. Gs4104

    7. Oseltamivir

    8. Tamiflu

    2.3.2 Depositor-Supplied Synonyms

    1. 204255-11-8

    2. Tamiflu

    3. Oseltamivir (phosphate)

    4. Oseltamir Phosphate

    5. Agucort

    6. Ro 64-0796/002

    7. Aseltamivir Phosphate

    8. Gs 4104

    9. Oseltamivir (as Phosphate)

    10. 4a3o49ngez

    11. Ethyl (3r,4r,5s)-4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate Phosphate

    12. Chebi:7799

    13. Ethyl (3r,4r,5s)-4-acetamido-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate Phosphate (1:1)

    14. (3r,4r,5s)-ethyl 4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate Phosphate

    15. (3r-(3alpha,4beta,5alpha))-ethyl 4-(acetylamino)-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate Phosphate (1:1)

    16. Ro-64-0796-002

    17. Ro-64-0796/002

    18. 1-cyclohexene-1-carboxylic Acid, 4-(acetylamino)-5-amino-3-(1-ethylpropoxy)-, Ethyl Ester, (3r,4r,5s)-, Phosphate (1:1)

    19. Phosphoric Acid Ethyl (3r,4r,5s)-5-amino-4-acetamido-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate

    20. Oseltamivir Phosphate [usan]

    21. Unii-4a3o49ngez

    22. Sr-05000001499

    23. Mfcd08059548

    24. Ebilfumin (tn)

    25. Oseltamivir Phosphate [usan:usp]

    26. Ethyl (3r,4r,5s)-4-acetamido-5-amino-3-pentan-3-yloxycyclohexene-1-carboxylate;phosphoric Acid

    27. Tamiflu (tn)

    28. Oseltamiviri Phosphas

    29. Gs 4104 Phosphate

    30. Schembl8730

    31. (3r-(3alpha,4beta,5alpha)-ethyl 4-(acetylamino)-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate Phosphate (1:1)

    32. Mls006011559

    33. Amy583

    34. Chembl1200340

    35. Dtxsid0044230

    36. Oseltamivir Phosphate (jan/usp)

    37. Bcpp000138

    38. Oseltamivir Phosphate [mi]

    39. Oseltamivir Phosphate [jan]

    40. Act03369

    41. Oseltamivir Phosphate [vandf]

    42. S2597

    43. Oseltamivir Phosphate [mart.]

    44. Akos015896056

    45. Oseltamivir Phosphate [usp-rs]

    46. Oseltamivir Phosphate [who-dd]

    47. Oseltamivir Phosphate [who-ip]

    48. Bcp9001033

    49. Ccg-230250

    50. Cs-0871

    51. Ks-1184

    52. Nsc 758897

    53. Oseltamivir Phosphate, >=98% (hplc)

    54. 1-cyclohexene-1-carboxylic Acid, 4-(acetylamino)-5-amino-3-(1-ethylpropoxy)-, Ethyl Ester, (3r-(3alpha,4beta,5alpha)-, Phosphate (1:1)

    55. Ac-25911

    56. Bo164181

    57. Ethyl (3r,4r,5s)-4-acetamido-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate, Phosphate (1:1)

    58. Hy-17016

    59. Smr004703323

    60. Oseltamivir Phosphate [orange Book]

    61. Oseltamivir Phosphate [ep Monograph]

    62. Oseltamivir Phosphate [usp Impurity]

    63. Oseltamivir Phosphate [usp Monograph]

    64. Oseltamiviri Phosphas [who-ip Latin]

    65. Gs-4104/002

    66. C08093

    67. D00900

    68. 255o118

    69. Sr-05000001960

    70. J-013302

    71. J-523838

    72. Sr-05000001499-2

    73. Sr-05000001960-1

    74. Q27107588

    75. Z1550675456

    76. Benzofuran-3-yl-(3-boc-amino-azetidin-1-yl)-aceticacid

    77. Oseltamivir Phosphate, United States Pharmacopeia (usp) Reference Standard

    78. Oseltamivir Phosphate (impurity B Free), European Pharmacopoeia (ep) Reference Standard

    79. Oseltamivir Phosphate, Pharmaceutical Secondary Standard; Certified Reference Material

    80. (3r,4r,5s)-4-(acetylamino)-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylic Acid Ethyl Ester Phosphate

    81. (3r,4r,5s)-4-acetylamino-5-amino-3-(1-ethyl-propoxy)-cyclohex-1-enecarboxylic Acid Ethyl Ester Phosphate

    82. (3r,4r,5s)-4-acetylamino-5-amino-3-(1-ethyl-propoxy)-cyclohex-1-enecarboxylic Acid Ethyl Ester Phosphoric Acid Salt

    83. (3r,5s)-ethyl 4-acetamido-5-amino-3-(pentan-3-yloxy)cyclohex-1-enecarboxylate Phosphate;osteltamivir Phosphate

    84. (3r-(3.alpha.,4.beta.,5.alpha.))-ethyl 4-(acetylamino)-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate Phosphate (1:1)

    85. Ethyl (3r,4r,5s)-5-amino-4-acetamido-3-(pentan-3-yloxy)cyclohex-1-ene-1-carboxylate; Phosphoric Acid

    86. Ethyl-(3r,4r,5s)-4-acetamido-5-amino-3-(1-ethylpropoxy)-1-cyclohexene-1-carboxylate Phosphate

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 410.40 g/mol
    Molecular Formula C16H31N2O8P
    Hydrogen Bond Donor Count5
    Hydrogen Bond Acceptor Count9
    Rotatable Bond Count8
    Exact Mass410.18180295 g/mol
    Monoisotopic Mass410.18180295 g/mol
    Topological Polar Surface Area168 Ų
    Heavy Atom Count27
    Formal Charge0
    Complexity468
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    4 Drug and Medication Information
    4.1 Drug Information
    1 of 4  
    Drug NameOseltamivir phosphate
    PubMed HealthOseltamivir (By mouth)
    Drug ClassesAntiviral
    Drug LabelTAMIFLU (oseltamivir phosphate) is available as capsules containing 30 mg, 45 mg, or 75 mg oseltamivir for oral use, in the form of oseltamivir phosphate, and as a powder for oral suspension, which when constituted with water as directed contains 6 m...
    Active IngredientOseltamivir phosphate
    Dosage FormCapsule
    Routeoral
    Strength30mg
    Market StatusTentative Approval
    CompanyNatco Pharma

    2 of 4  
    Drug NameTamiflu
    Drug LabelTAMIFLU (oseltamivir phosphate) is available as capsules containing 30 mg, 45 mg, or 75 mg oseltamivir for oral use, in the form of oseltamivir phosphate, and as a powder for oral suspension, which when constituted with water as directed contains 6 m...
    Active IngredientOseltamivir phosphate
    Dosage FormCapsule; For suspension
    RouteOral
    Strengtheq 75mg base; eq 6mg base/ml; eq 30mg base; eq 45mg base
    Market StatusPrescription
    CompanyRoche

    3 of 4  
    Drug NameOseltamivir phosphate
    PubMed HealthOseltamivir (By mouth)
    Drug ClassesAntiviral
    Drug LabelTAMIFLU (oseltamivir phosphate) is available as capsules containing 30 mg, 45 mg, or 75 mg oseltamivir for oral use, in the form of oseltamivir phosphate, and as a powder for oral suspension, which when constituted with water as directed contains 6 m...
    Active IngredientOseltamivir phosphate
    Dosage FormCapsule
    Routeoral
    Strength30mg
    Market StatusTentative Approval
    CompanyNatco Pharma

    4 of 4  
    Drug NameTamiflu
    Drug LabelTAMIFLU (oseltamivir phosphate) is available as capsules containing 30 mg, 45 mg, or 75 mg oseltamivir for oral use, in the form of oseltamivir phosphate, and as a powder for oral suspension, which when constituted with water as directed contains 6 m...
    Active IngredientOseltamivir phosphate
    Dosage FormCapsule; For suspension
    RouteOral
    Strengtheq 75mg base; eq 6mg base/ml; eq 30mg base; eq 45mg base
    Market StatusPrescription
    CompanyRoche

    4.2 Drug Indication

    * Treatment of influenza:

    Tamiflu is indicated in adults and children including full term neonates who present with symptoms typical of influenza, when influenza virus is circulating in the community. Efficacy has been demonstrated when treatment is initiated within two days of first onset of symptoms. Prevention of influenza

    - Post-exposure prevention in individuals one year of age or older following contact with a clinically diagnosed influenza case when influenza virus is circulating in the community.

    - The appropriate use of Tamiflu for prevention of influenza should be determined on a case-by-case basis by the circumstances and the population requiring protection. In exceptional situations (e. g. in case of a mismatch between the circulating and vaccine virus strains, and a pandemic situation) seasonal prevention could be considered in individuals one year of age or older.

    - Tamiflu is indicated for post-exposure prevention of influenza in infants less than 1 year of age during a pandemic-influenza outbreak.

    Tamiflu is not a substitute for influenza vaccination.

    The use of antivirals for the treatment and prevention of influenza should be determined on the basis of official recommendations. Decisions regarding the use of oseltamivir for treatment and prophylaxis should take into consideration what is known about the characteristics of the circulating influenza viruses, available information on influenza drug susceptibility patterns for each season and the impact of the disease in different geographical areas and patient populations.

    Treatment and prevention of influenza

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Enzyme Inhibitors

    Compounds or agents that combine with an enzyme in such a manner as to prevent the normal substrate-enzyme combination and the catalytic reaction. (See all compounds classified as Enzyme Inhibitors.)

    Antiviral Agents

    Agents used in the prophylaxis or therapy of VIRUS DISEASES. Some of the ways they may act include preventing viral replication by inhibiting viral DNA polymerase; binding to specific cell-surface receptors and inhibiting viral penetration or uncoating; inhibiting viral protein synthesis; or blocking late stages of virus assembly. (See all compounds classified as Antiviral Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Neuraminidase Inhibitors [MoA]; Neuraminidase Inhibitor [EPC]
    5.3 ATC Code

    J05AH02

    API Reference Price

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    07-Jan-2021
    30-Oct-2024
    KGS
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    Average Price (USD/KGS)

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

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    (USD/KGS)    		 Number of Transactions

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