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    FOSINOPRIL SODIUM

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

    FINISHED DOSAGE FORMULATIONS

    RELATED EXCIPIENT COMPANIES

    EXCIPIENTS BY APPLICATIONS

    DIGITAL CONTENT

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    REF. STANDARDS & IMPURITIES

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    2D Structure
    Also known as: Fosinopril sodium, 88889-14-9, Chebi:5164, 1217528-56-7, Dynacil, Eliten
    Molecular Formula
    C30H45NNaO7P
    Molecular Weight
    585.6  g/mol
    InChI Key
    TVTJZMHAIQQZTL-HREVRLCXSA-M
    A phosphinic acid-containing angiotensin-converting enzyme inhibitor that is effective in the treatment of hypertension. It is a prodrug that is converted to its active metabolite fosinoprilat.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    sodium;(2S,4S)-4-cyclohexyl-1-[2-[(2-methyl-1-propanoyloxypropoxy)-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylate
    2.1.2 InChI
    InChI=1S/C30H46NO7P.Na/c1-4-28(33)37-30(22(2)3)38-39(36,18-12-11-15-23-13-7-5-8-14-23)21-27(32)31-20-25(19-26(31)29(34)35)24-16-9-6-10-17-24;/h5,7-8,13-14,22,24-26,30H,4,6,9-12,15-21H2,1-3H3,(H,34,35);/q;+1/p-1/t25-,26+,30?,39?;/m1./s1
    2.1.3 InChI Key
    TVTJZMHAIQQZTL-HREVRLCXSA-M
    2.1.4 Canonical SMILES
    CCC(=O)OC(C(C)C)OP(=O)(CCCCC1=CC=CC=C1)CC(=O)N2CC(CC2C(=O)[O-])C3CCCCC3.[Na+]
    2.1.5 Isomeric SMILES
    CCC(=O)OC(C(C)C)OP(=O)(CCCCC1=CC=CC=C1)CC(=O)N2C[C@@H](C[C@H]2C(=O)[O-])C3CCCCC3.[Na+]
    2.2 Synonyms
    2.2.1 MeSH Synonyms

    1. Dynacil

    2. Fosenopril

    3. Fosinil

    4. Fosinopril

    5. Fosinopril Sodium

    6. Fosinopril, (1(s*(r*)),2 Alpha,4 Alpha)-(d-pro)-isomer

    7. Fosinopril, (1(s*(r*)),2 Alpha,4 Beta)-isomer

    8. Fosinopril, (1(s*(s*)),2 Alpha,4 Beta)-isomer

    9. Fosinorm

    10. Fositens

    11. Fozitec

    12. Hiperlex

    13. Monopril

    14. Newace

    15. Sodium, Fosinopril

    16. Sq 28,555

    17. Sq 28555

    18. Sq-28,555

    19. Sq-28555

    20. Sq28,555

    21. Sq28555

    22. Staril

    23. Tenso Stop

    24. Tensocardil

    2.2.2 Depositor-Supplied Synonyms

    1. Fosinopril Sodium

    2. 88889-14-9

    3. Chebi:5164

    4. 1217528-56-7

    5. Dynacil

    6. Eliten

    7. Sodium;(2s,4s)-4-cyclohexyl-1-[2-[(2-methyl-1-propanoyloxypropoxy)-(4-phenylbutyl)phosphoryl]acetyl]pyrrolidine-2-carboxylate

    8. Sodium (2s,4s)-4-cyclohexyl-1-(2-((2-methyl-1-(propionyloxy)propoxy)(4-phenylbutyl)phosphoryl)acetyl)pyrrolidine-2-carboxylate

    9. Fosinopril Sodium- Bio-x

    10. Ncgc00167432-01

    11. Dsstox_cid_26621

    12. Dsstox_rid_81772

    13. Dsstox_gsid_46621

    14. Schembl40690

    15. Chembl3188382

    16. Dtxsid7046621

    17. Tox21_112436

    18. Mfcd00897699

    19. Akos015888700

    20. Ac-6227

    21. Bcp9000703

    22. Bs-1003

    23. Sq28555

    24. Bf164489

    25. Cas-88889-14-9

    26. A842989

    27. Sodium (2s,4s)-4-cyclohexyl-1-({[2-methyl-1-(propanoyloxy)propoxy](4-phenylbutyl)phosphoryl}acetyl)pyrrolidine-2-carboxylate

    28. Sodium (2s,4s)-4-cyclohexyl-1-(2-((2-methyl-1-(propionyloxy)propoxy)(4-phenylbutyl)phosphoryl)acetyl)pyrrolidine-2-

    29. Sodium (2s,4s)-4-cyclohexyl-1-(2-((2-methyl-1-(propionyloxy)propoxy)-(4-phenylbutyl)phosphoryl)acetyl)pyrrolidine-2-carboxylate

    30. Sodium (2s,4s)-4-cyclohexyl-1-(2-{[2-methyl-1-(propionyloxy) Propoxy](4-phenylbutyl)phosphoryl}acetyl)pyrrolidine-2-carboxylate

    31. Sodium(2s,4s)-4-cyclohexyl-1-(2-((2-methyl-1-(propionyloxy)propoxy)(4-phenylbutyl)phosphoryl)acetyl)pyrrolidine-2-carboxylate

    2.3 Create Date
    2008-02-05
    3 Chemical and Physical Properties
    Molecular Weight 585.6 g/mol
    Molecular Formula C30H45NNaO7P
    Hydrogen Bond Donor Count0
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count15
    Exact Mass585.28313405 g/mol
    Monoisotopic Mass585.28313405 g/mol
    Topological Polar Surface Area113 Ų
    Heavy Atom Count40
    Formal Charge0
    Complexity857
    Isotope Atom Count0
    Defined Atom Stereocenter Count2
    Undefined Atom Stereocenter Count2
    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 NameFosinopril sodium
    Drug LabelFosinopril sodium tablet, USP is the sodium salt of fosinopril USP, the ester prodrug of an angiotensin converting enzyme (ACE) inhibitor, fosinoprilat. It contains a phosphinate group capable of specific binding to the active site of angiotensin con...
    Active IngredientFosinopril sodium
    Dosage FormTablet
    RouteOral
    Strength10mg; 40mg; 20mg
    Market StatusPrescription
    CompanyActavis Labs Fl; Teva; Apotex; Aurobindo Pharma; Sandoz; Invagen Pharms

    2 of 2  
    Drug NameFosinopril sodium
    Drug LabelFosinopril sodium tablet, USP is the sodium salt of fosinopril USP, the ester prodrug of an angiotensin converting enzyme (ACE) inhibitor, fosinoprilat. It contains a phosphinate group capable of specific binding to the active site of angiotensin con...
    Active IngredientFosinopril sodium
    Dosage FormTablet
    RouteOral
    Strength10mg; 40mg; 20mg
    Market StatusPrescription
    CompanyActavis Labs Fl; Teva; Apotex; Aurobindo Pharma; Sandoz; Invagen Pharms

    5 Pharmacology and Biochemistry
    5.1 MeSH Pharmacological Classification

    Angiotensin-Converting Enzyme Inhibitors

    A class of drugs whose main indications are the treatment of hypertension and heart failure. They exert their hemodynamic effect mainly by inhibiting the renin-angiotensin system. They also modulate sympathetic nervous system activity and increase prostaglandin synthesis. They cause mainly vasodilation and mild natriuresis without affecting heart rate and contractility. (See all compounds classified as Angiotensin-Converting Enzyme Inhibitors.)

    Antihypertensive Agents

    Drugs used in the treatment of acute or chronic vascular HYPERTENSION regardless of pharmacological mechanism. Among the antihypertensive agents are DIURETICS; (especially DIURETICS, THIAZIDE); ADRENERGIC BETA-ANTAGONISTS; ADRENERGIC ALPHA-ANTAGONISTS; ANGIOTENSIN-CONVERTING ENZYME INHIBITORS; CALCIUM CHANNEL BLOCKERS; GANGLIONIC BLOCKERS; and VASODILATOR AGENTS. (See all compounds classified as Antihypertensive Agents.)

    5.2 FDA Pharmacological Classification
    5.2.1 Pharmacological Classes
    Angiotensin-converting Enzyme Inhibitors [MoA]; Angiotensin Converting Enzyme Inhibitor [EPC]