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    Also known as: 89396-94-1, Imidapril hcl, Imidapril (hydrochloride), Ta-6366, Imidapril monohydrochloride, Imidapril hydrochloride [jan]
    Molecular Formula
    C20H28ClN3O6
    Molecular Weight
    441.9  g/mol
    InChI Key
    LSLQGMMMRMDXHN-GEUPQXMHSA-N
    FDA UNII
    7NSF9GG1NU
    Imidapril Hydrochloride
    Imidapril Hydrochloride is the hydrochloride salt of imidapril, an angiotensin-converting enzyme (ACE) inhibitor with antihypertensive activity. As a prodrug, imidapril is converted by hydrolysis in the liver into its active form imidaprilat. Imidaprilat 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. Imidaprilat 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

    Imidapril Hydrochloride

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (4S)-3-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylic acid;hydrochloride
    2.1.2 InChI
    InChI=1S/C20H27N3O6.ClH/c1-4-29-19(27)15(11-10-14-8-6-5-7-9-14)21-13(2)17(24)23-16(18(25)26)12-22(3)20(23)28;/h5-9,13,15-16,21H,4,10-12H2,1-3H3,(H,25,26);1H/t13-,15-,16-;/m0./s1
    2.1.3 InChI Key
    LSLQGMMMRMDXHN-GEUPQXMHSA-N
    2.1.4 Canonical SMILES
    CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2C(CN(C2=O)C)C(=O)O.Cl
    2.1.5 Isomeric SMILES
    CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2[C@@H](CN(C2=O)C)C(=O)O.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    7NSF9GG1NU
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 1-methyl-3-(2-(n-(1-ethoxycarbonyl-3-phenylpropyl)amino)propionyl)-2-oxoimidazolidine-4-carboxylic Acid

    2. 4-imidazolidinecarboxylic Acid, 3-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)-1-methyl-2-oxo-, Monohydrochloride, (4s-(3(r*(r*)),4r*))-

    3. Imidapril

    4. Imidapril Hcl

    5. Ta 6366

    6. Ta-6366

    7. Tanatril

    2.3.2 Depositor-Supplied Synonyms

    1. 89396-94-1

    2. Imidapril Hcl

    3. Imidapril (hydrochloride)

    4. Ta-6366

    5. Imidapril Monohydrochloride

    6. Imidapril Hydrochloride [jan]

    7. Ta 6366

    8. Tanatril

    9. 7nsf9gg1nu

    10. Novaloc

    11. (4s)-3-[(2s)-2-[[(2s)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylic Acid;hydrochloride

    12. 4-imidazolidinecarboxylic Acid, 3-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)-1-methyl-2-oxo-, Monohydrochloride, (4s-(3(r*(r*)),4r*))-

    13. Dsstox_cid_26912

    14. Dsstox_rid_82010

    15. Dsstox_gsid_46912

    16. (4s)-3-[(2s)-2-[[(2s)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-1-methyl-2-oxoimidazolidine-4-carboxylic Acid,hydrochloride

    17. 4-imidazolidinecarboxylic Acid, 3-((2s)-2-(((1s)-1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)-1-methyl-2-oxo-, Monohydrochloride, (4s)-

    18. Tanapril

    19. (s)-3-((s)-2-(((s)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino)propanoyl)-1-methyl-2-oxoimidazolidine-4-carboxylic Acid Hydrochloride

    20. Cas-89396-94-1

    21. Ncgc00181342-01

    22. Unii-7nsf9gg1nu

    23. Novarok

    24. Tanatril (tn)

    25. Imidapril Hydrochloride,(s)

    26. Palmiticacidpropylester

    27. Mls004712066

    28. Schembl136722

    29. Chembl3183293

    30. Dtxsid7046912

    31. Imidapril Hydrochloride (jp17)

    32. Chebi:31691

    33. Hy-b1451

    34. Tox21_112801

    35. Ac-526

    36. Mfcd00923828

    37. S2109

    38. Akos015994537

    39. Tox21_112801_1

    40. Bs-1005

    41. Ccg-269148

    42. Cs-5010

    43. Imidapril Hydrochloride [mart.]

    44. Sh-6366

    45. Imidapril Hydrochloride [who-dd]

    46. Imidapril Monohydrochloride [mi]

    47. Ncgc00181342-02

    48. (4s)-3-[(2s)-2-[[(1s)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1-methyl-2-oxo-4-imidazolidinecarboxylic Acid Hydrochloride

    49. Imidapril Hydrochloride, >=98% (hplc)

    50. Smr003475023

    51. I0901

    52. C77009

    53. D01549

    54. A917212

    55. Q27268625

    56. (s)-3-((s)-2-(((s)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino)propanoyl)-1-methyl-2-oxoimidazolidine-4-carboxylicacidhydrochloride

    57. (s)-3-((s)-2-((s)-1-ethoxy-1-oxo-4-phenylbutan-2-ylamino)propanoyl)-1-methyl-2-oxoimidazolidine-4-carboxylic Acid Hydrochloride

    58. 3-((2s)-2-((1s)-n-(1-ethoxycarbonyl-3-phenylpropyl)amino)-propionyl)-1-methyl-2-oxoimidazolidine-4-carboxylic Acid, Hydrochloride-, 4s-

    59. 4-imidazolidinecarboxylic Acid, 3-((2s)-2-(((1s)-1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)-1-methyl-2-oxo-, Hydrochloride (1:1), (4s)-

    2.4 Create Date
    2005-08-08
    3 Chemical and Physical Properties
    Molecular Weight 441.9 g/mol
    Molecular Formula C20H28ClN3O6
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count7
    Rotatable Bond Count10
    Exact Mass441.1666633 g/mol
    Monoisotopic Mass441.1666633 g/mol
    Topological Polar Surface Area116 Ų
    Heavy Atom Count30
    Formal Charge0
    Complexity619
    Isotope Atom Count0
    Defined Atom Stereocenter Count3
    Undefined Atom Stereocenter Count0
    Defined Bond Stereocenter Count0
    Undefined Bond Stereocenter Count0
    Covalently Bonded Unit Count2
    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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