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    Technical details about Alacepril, learn more about the structure, uses, toxicity, action, side effects and more

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    Alacepril

    APIs // Active Pharmaceutical Ingredients

    PharmaCompass

    Symbiotec: Global API manufacturer, specializing in Cortico-Steroids & Steroid-Hormone APIs.

    Metrochem has been delivering customized volume & quality products to customers across the world, taking utmost care of their needs.

    2D Structure
    1. Also known as: 74258-86-9, Cetapril, Du-1219, X39tl7jdpf, 1-(d-3-acetylthio-2-methylpropanoyl)-l-prolyl-l-phenylalanine, N-(1-((s)-3-mercapto-2-methylpropionyl)-l-prolyl)-3-phenyl-l-alanine acetate (ester)
    Molecular Formula
    C20H26N2O5S
    Molecular Weight
    406.5  g/mol
    InChI Key
    FHHHOYXPRDYHEZ-COXVUDFISA-N
    FDA UNII
    X39TL7JDPF
    Alacepril is a long-acting, sulfhydryl-containing angiotensin-converting enzyme (ACE) inhibitor with antihypertensive activity. As a prodrug, alacepril is rapidly metabolized to captopril; captopril competitively binds to and inhibits ACE, thereby blocking the conversion of angiotensin I to angiotensin II. This prevents the potent vasoconstrictive actions of angiotensin II and results in vasodilation. Captopril also decreases angiotensin II-induced aldosterone secretion by the adrenal cortex, which leads to an increase in sodium excretion and subsequently increases water outflow.
    1 2D Structure

    2D Structure

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (2S)-2-[[(2S)-1-[(2S)-3-acetylsulfanyl-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoic acid
    2.1.2 InChI
    InChI=1S/C20H26N2O5S/c1-13(12-28-14(2)23)19(25)22-10-6-9-17(22)18(24)21-16(20(26)27)11-15-7-4-3-5-8-15/h3-5,7-8,13,16-17H,6,9-12H2,1-2H3,(H,21,24)(H,26,27)/t13-,16+,17+/m1/s1
    2.1.3 InChI Key
    FHHHOYXPRDYHEZ-COXVUDFISA-N
    2.1.4 Canonical SMILES
    CC(CSC(=O)C)C(=O)N1CCCC1C(=O)NC(CC2=CC=CC=C2)C(=O)O
    2.1.5 Isomeric SMILES
    C[C@H](CSC(=O)C)C(=O)N1CCC[C@H]1C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)O
    2.2 Other Identifiers
    2.2.1 UNII
    X39TL7JDPF
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. Aracepril

    2. Du 1219

    3. Du-1219

    4. N-(1-(3-(acetylthio)-2-methyl-1-oxopropyl)-l-prolyl)-l-phenylalanine

    2.3.2 Depositor-Supplied Synonyms

    1. 74258-86-9

    2. Cetapril

    3. Du-1219

    4. X39tl7jdpf

    5. 1-(d-3-acetylthio-2-methylpropanoyl)-l-prolyl-l-phenylalanine

    6. N-(1-((s)-3-mercapto-2-methylpropionyl)-l-prolyl)-3-phenyl-l-alanine Acetate (ester)

    7. Nsc-338157

    8. Ncgc00182037-01

    9. Alaceprilum [latin]

    10. Alaceprilum

    11. Alacepril [inn:jan]

    12. 1-[(2s)-3-(acetylthio)-2-methyl-1-oxopropyl]-l-prolyl-l-phenylalanine

    13. Cetapril (tn)

    14. (s)-2-((s)-1-((s)-3-(acetylthio)-2-methylpropanoyl)pyrrolidine-2-carboxamido)-3-phenylpropanoic Acid

    15. Unii-x39tl7jdpf

    16. Nsc 338157

    17. Du 1219

    18. Brn 3634372

    19. 1-((2s)-3-(acetylthio)-2-methyl-1-oxopropyl)-l-prolyl-l-phenylalanine

    20. Alacepril [inn]

    21. Alacepril [jan]

    22. Alacepril [mi]

    23. N-(2-((s)-3-acetylthio-2-methylpropionyl)propyl)-3-phenylalanin

    24. Alacepril (jp17/inn)

    25. Alacepril [mart.]

    26. Alacepril [who-dd]

    27. Dsstox_cid_28502

    28. Dsstox_rid_82774

    29. Dsstox_gsid_48576

    30. Schembl34559

    31. Chembl2103775

    32. Dtxsid3048576

    33. Chebi:31182

    34. Zinc3775143

    35. Tox21_112904

    36. Akos015916655

    37. Ks-1321

    38. L-phenylalanine, N-(1-(3-(acetylthio)-2-methyl-1-oxopropyl)-l-prolyl)-, (s)-

    39. (2s)-2-[[(2s)-1-[(2s)-3-acetylsulfanyl-2-methylpropanoyl]pyrrolidine-2-carbonyl]amino]-3-phenylpropanoic Acid

    40. Cas-74258-86-9

    41. Hy-107318

    42. Cs-0028129

    43. D01900

    44. 258a869

    45. Q3290792

    46. 219554-02-6

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 406.5 g/mol
    Molecular Formula C20H26N2O5S
    XLogP32.1
    Hydrogen Bond Donor Count2
    Hydrogen Bond Acceptor Count6
    Rotatable Bond Count9
    Exact Mass406.15624311 g/mol
    Monoisotopic Mass406.15624311 g/mol
    Topological Polar Surface Area129 Ų
    Heavy Atom Count28
    Formal Charge0
    Complexity591
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count1
    4 Pharmacology and Biochemistry
    4.1 MeSH Pharmacological Classification

    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.)

    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.)

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