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    Also known as: 226700-81-8, Fosamprenavir calcium salt, Lexiva, Telzir, Fosamprenavir (calcium salt), Fosamprenavir calcium [usan]
    Molecular Formula
    C25H34CaN3O9PS
    Molecular Weight
    623.7  g/mol
    InChI Key
    PMDQGYMGQKTCSX-HQROKSDRSA-L
    FDA UNII
    ID1GU2627N
    Fosamprenavir
    Fosamprenavir Calcium is the calcium salt form of fosamprenavir, prodrug of amprenavir, and a human immunodeficiency virus (HIV) protease inhibitor with antiviral property. Fosamprenavir is converted to amprenavir by cellular phosphatases in the epithelial cells of the intestine. Then amprenavir binds to the active site of HIV-1 protease, thereby preventing the proteolytic cleavage of viral Gag-Pol polypeptide into individual functional proteins, thereby leading to the formation of immature non-infectious viral particles.
    1 2D Structure

    Fosamprenavir

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    calcium;[(2R,3S)-1-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-[[(3S)-oxolan-3-yl]oxycarbonylamino]-4-phenylbutan-2-yl] phosphate
    2.1.2 InChI
    InChI=1S/C25H36N3O9PS.Ca/c1-18(2)15-28(39(33,34)22-10-8-20(26)9-11-22)16-24(37-38(30,31)32)23(14-19-6-4-3-5-7-19)27-25(29)36-21-12-13-35-17-21;/h3-11,18,21,23-24H,12-17,26H2,1-2H3,(H,27,29)(H2,30,31,32);/q;+2/p-2/t21-,23-,24+;/m0./s1
    2.1.3 InChI Key
    PMDQGYMGQKTCSX-HQROKSDRSA-L
    2.1.4 Canonical SMILES
    CC(C)CN(CC(C(CC1=CC=CC=C1)NC(=O)OC2CCOC2)OP(=O)([O-])[O-])S(=O)(=O)C3=CC=C(C=C3)N.[Ca+2]
    2.1.5 Isomeric SMILES
    CC(C)CN(C[C@H]([C@H](CC1=CC=CC=C1)NC(=O)O[C@H]2CCOC2)OP(=O)([O-])[O-])S(=O)(=O)C3=CC=C(C=C3)N.[Ca+2]
    2.2 Other Identifiers
    2.2.1 UNII
    ID1GU2627N
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. (3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-1-(phenylmethyl)-2-(phosphonooxy)propyl)carbamic Acid C-(tetrahydro-3-furanyl) Ester

    2. Fos-amprenavir

    3. Fosamprenavir

    4. Fosamprenavir Sodium

    5. Gw 433908

    6. Gw 433908a

    7. Gw 433908g

    8. Gw 908

    9. Gw-433908

    10. Gw-433908a

    11. Gw-433908g

    12. Gw-908

    13. Gw433908

    14. Gw433908g

    15. Lexiva

    16. Telzir

    17. Vx 175

    18. Vx-175

    2.3.2 Depositor-Supplied Synonyms

    1. 226700-81-8

    2. Fosamprenavir Calcium Salt

    3. Lexiva

    4. Telzir

    5. Fosamprenavir (calcium Salt)

    6. Fosamprenavir Calcium [usan]

    7. Gw433908g

    8. Gw 433908g

    9. Gw-433908g

    10. Id1gu2627n

    11. Lexiva (tn)

    12. Calcium;[(2r,3s)-1-[(4-aminophenyl)sulfonyl-(2-methylpropyl)amino]-3-[[(3s)-oxolan-3-yl]oxycarbonylamino]-4-phenylbutan-2-yl] Phosphate

    13. Carbamic Acid, ((1s,2r)-3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-1-(phenylmethyl)-2-(phosphonooxy)propyl)-, C-((3s)-tetrahydro-3-furanyl) Ester, Calcium Salt (1:1)

    14. Fosamprenavir Calcium (usan)

    15. Amprenavir Phosphate Calcium

    16. Calcium (2r,3s)-1-(4-amino-n-isobutylphenylsulfonamido)-4-phenyl-3-(((((s)-tetrahydrofuran-3-yl)oxy)carbonyl)amino)butan-2-yl Phosphate

    17. Unii-id1gu2627n

    18. Telzir (tn)

    19. Ncgc00168771-01

    20. Dsstox_cid_26777

    21. Dsstox_rid_81896

    22. Dsstox_gsid_46777

    23. ((3s)oxolan-3-yloxy)-n-((1s,2r)-3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-1-benzyl-2-(phosphonooxy)propyl)carboxamide Calcium Salt

    24. Mls006012033

    25. Schembl1649283

    26. Chembl1200734

    27. Dtxsid0046777

    28. Amy6787

    29. Tox21_112632

    30. Fosamprenavir Calcium [mart.]

    31. Akos015950832

    32. Fosamprenavir Calcium [who-dd]

    33. Cs-1411

    34. Fosamprenavir Calcium Salt [mi]

    35. Fosamprenavir Calcium [ema Epar]

    36. Fosamprenavir Calcium, >=98% (hplc)

    37. (3s)-tetrahydro-3-furyl ((alphas)-alpha-((1r)-1-hydroxy-2-(n(sup 1)-isobutylsulfanilamido)ethyl)phenethyl)carbamate, Calcium Phosphate (ester) (1:1)

    38. As-82030

    39. Carbamic Acid, ((1s,2r)-3-(((4-aminophenyl)sulfonyl)(2-methylpropyl)amino)-1-(phenylmethyl)-2-(phosphonooxy)propyl)-, C-((3s)-tetrahydro-3-furanyl) Ester, Calcium Salt

    40. Hy-17431

    41. Smr004703563

    42. Fosamprenavir Calcium [orange Book]

    43. Cas-226700-81-8

    44. C74170

    45. D03835

    46. Q27280661

    47. (3s)-tetrahydro-3-furyl ((.alpha.s)-.alpha.-((1r)-1-hydroxy-2-(n(sup 1)-isobutylsulfanilamido)ethyl)phenethyl)carbamate, Calcium Phosphate (ester) (1:1)

    48. (3s)-tetrahydro-3-furyl ((.alpha.s)-.alpha.-((1r)-1-hydroxy-2-(n1-isobutylsulfanilamido)ethyl)phenethyl)carbamate, Calcium Phosphate (ester) (1:1)

    49. Calcium(2r,3s)-1-(4-amino-n-isobutylphenylsulfonamido)-4-phenyl-3-(((((s)-tetrahydrofuran-3-yl)oxy)carbonyl)amino)butan-2-ylphosphate

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 623.7 g/mol
    Molecular Formula C25H34CaN3O9PS
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count11
    Rotatable Bond Count13
    Exact Mass623.1379287 g/mol
    Monoisotopic Mass623.1379287 g/mol
    Topological Polar Surface Area192 Ų
    Heavy Atom Count40
    Formal Charge0
    Complexity901
    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 2  
    Drug NameLexiva
    PubMed HealthFosamprenavir (By mouth)
    Drug ClassesAntiretroviral Agent
    Drug LabelLEXIVA (fosamprenavir calcium) is a prodrug of amprenavir, an inhibitor of HIV protease. The chemical name of fosamprenavir calcium is (3S)-tetrahydrofuran-3-yl (1S,2R)-3-[[(4-aminophenyl) sulfonyl](isobutyl)amino]-1-benzyl-2-(phosphonooxy) propylcar...
    Active IngredientFosamprenavir calcium
    Dosage FormTablet; Suspension
    RouteOral
    Strengtheq 700mg base; eq 50mg base/ml
    Market StatusPrescription
    CompanyViiv Hlthcare

    2 of 2  
    Drug NameLexiva
    PubMed HealthFosamprenavir (By mouth)
    Drug ClassesAntiretroviral Agent
    Drug LabelLEXIVA (fosamprenavir calcium) is a prodrug of amprenavir, an inhibitor of HIV protease. The chemical name of fosamprenavir calcium is (3S)-tetrahydrofuran-3-yl (1S,2R)-3-[[(4-aminophenyl) sulfonyl](isobutyl)amino]-1-benzyl-2-(phosphonooxy) propylcar...
    Active IngredientFosamprenavir calcium
    Dosage FormTablet; Suspension
    RouteOral
    Strengtheq 700mg base; eq 50mg base/ml
    Market StatusPrescription
    CompanyViiv Hlthcare

    4.2 Drug Indication

    Telzir in combination with low-dose ritonavir is indicated for the treatment of human-immunodeficiency-virus-type-1-infected adults, adolescents and children of six years and above in combination with other antiretroviral medicinal products.

    In moderately antiretroviral-experienced adults, Telzir in combination with low-dose ritonavir has not been shown to be as effective as lopinavir / ritonavir. No comparative studies have been undertaken in children or adolescents.

    In heavily pretreated patients, the use of Telzir in combination with low-dose ritonavir has not been sufficiently studied.

    In protease-inhibitor-experienced patients, the choice of Telzir should be based on individual viral resistance testing and treatment history.

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    HIV Protease Inhibitors

    Inhibitors of HIV PROTEASE, an enzyme required for production of proteins needed for viral assembly. (See all compounds classified as HIV Protease Inhibitors.)

    Anti-HIV Agents

    Agents used to treat AIDS and/or stop the spread of the HIV infection. These do not include drugs used to treat symptoms or opportunistic infections associated with AIDS. (See all compounds classified as Anti-HIV Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Cytochrome P450 3A4 Inhibitors [MoA]; HIV Protease Inhibitors [MoA]; P-Glycoprotein Inducers [MoA]; Protease Inhibitor [EPC]; Cytochrome P450 3A4 Inducers [MoA]
    5.3 ATC Code

    J05AE07

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    ABOUT THIS PAGE

    Fosamprenavir Manufacturers

    A Fosamprenavir manufacturer is defined as any person or entity involved in the manufacture, preparation, processing, compounding or propagation of Fosamprenavir, including repackagers and relabelers. The FDA regulates Fosamprenavir manufacturers to ensure that their products comply with relevant laws and regulations and are safe and effective to use. Fosamprenavir 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 Fosamprenavir manufacturers with USDMF, JDMF, KDMF, CEP, GMP, COA and API Price related information on PhamaCompass.

    Fosamprenavir Suppliers

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

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

    Fosamprenavir USDMF

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

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

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

    Fosamprenavir WC

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

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

    Fosamprenavir 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 Fosamprenavir as an active pharmaceutical ingredient (API).

    Finished drug products

    The FDA updates the NDC directory daily. The NDC numbers for Fosamprenavir 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 Fosamprenavir 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 Fosamprenavir and are produced by outsourcing facilities. While these outsourcing facilities are not mandated to assign a Fosamprenavir NDC to their finished compounded human drug products, they may choose to do so.

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

    Fosamprenavir GMP

    Fosamprenavir 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 Fosamprenavir 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 Fosamprenavir GMP manufacturer or Fosamprenavir GMP API supplier for your needs.

    Fosamprenavir CoA

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

    Fosamprenavir CoA mostly includes findings from lab analyses of a specific batch. For each Fosamprenavir 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.

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