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    Chemistry

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    Also known as: Moexipril hcl, 82586-52-5, Univasc, Spm 925, Ci 925, Moexipril hydrochloride [usan]
    Molecular Formula
    C27H35ClN2O7
    Molecular Weight
    535.0  g/mol
    InChI Key
    JXRAXHBVZQZSIC-JKVLGAQCSA-N
    FDA UNII
    Q1UMG3UH45
    Moexipril
    Moexipril Hydrochloride is the hydrochloride salt form of moexipril, a prodrug and non-sulfhydryl angiotensin converting enzyme (ACE) inhibitor with antihypertensive activity. Moexipril hydrochloride is hydrolized into its active form moexiprilat, which competitively inhibits ACE, thereby blocking the conversion of angiotensin I to angiotensin II. This prevents the actions of the potent vasoconstrictor angiotensin II and leads to vasodilatation. It also prevents angiotensin II-induced aldosterone secretion by the adrenal cortex, thereby promoting diuresis and natriuresis. Moexipril hydrochloride also directly suppresses renin release.
    1 2D Structure

    Moexipril

    2 Identification
    2.1 Computed Descriptors
    2.1.1 IUPAC Name
    (3S)-2-[(2S)-2-[[(2S)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-6,7-dimethoxy-3,4-dihydro-1H-isoquinoline-3-carboxylic acid;hydrochloride
    2.1.2 InChI
    InChI=1S/C27H34N2O7.ClH/c1-5-36-27(33)21(12-11-18-9-7-6-8-10-18)28-17(2)25(30)29-16-20-15-24(35-4)23(34-3)14-19(20)13-22(29)26(31)32;/h6-10,14-15,17,21-22,28H,5,11-13,16H2,1-4H3,(H,31,32);1H/t17-,21-,22-;/m0./s1
    2.1.3 InChI Key
    JXRAXHBVZQZSIC-JKVLGAQCSA-N
    2.1.4 Canonical SMILES
    CCOC(=O)C(CCC1=CC=CC=C1)NC(C)C(=O)N2CC3=CC(=C(C=C3CC2C(=O)O)OC)OC.Cl
    2.1.5 Isomeric SMILES
    CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2CC3=CC(=C(C=C3C[C@H]2C(=O)O)OC)OC.Cl
    2.2 Other Identifiers
    2.2.1 UNII
    Q1UMG3UH45
    2.3 Synonyms
    2.3.1 MeSH Synonyms

    1. 2-((1-ethoxycarbony)-3-phenylpropylamino-1-oxopropyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic Acid

    2. Fempress

    3. Moex

    4. Moexipril

    5. Perdix

    6. Rs 10085

    7. Rs-10085

    8. Univasc

    2.3.2 Depositor-Supplied Synonyms

    1. Moexipril Hcl

    2. 82586-52-5

    3. Univasc

    4. Spm 925

    5. Ci 925

    6. Moexipril Hydrochloride [usan]

    7. Moexipril (hydrochloride)

    8. Spm-925

    9. Ci-925

    10. Rs-10085-197

    11. Q1umg3uh45

    12. Rs-10085

    13. Dsstox_cid_24267

    14. Dsstox_rid_80137

    15. Dsstox_gsid_44267

    16. (3s)-2-((2s)-n-((1s)-1-carboxy-3-phenylpropyl)alanyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylic Acid, 2-ethyl Ester, Monohydrochloride

    17. (3s)-2-[(2s)-2-[[(1s)-1-ethoxycarbonyl-3-phenyl-propyl]amino]propanoyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinoline-3-carboxylic Acid Hydrochloride

    18. (3s)-2-[(2s)-2-[[(2s)-1-ethoxy-1-oxo-4-phenylbutan-2-yl]amino]propanoyl]-6,7-dimethoxy-3,4-dihydro-1h-isoquinoline-3-carboxylic Acid;hydrochloride

    19. 3-isoquinolinecarboxylic Acid, 2-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-, Monohydrochloride, (3s-(2(r*(r*)),3r*))-

    20. Unii-q1umg3uh45

    21. Cas-82586-52-5

    22. Femipres

    23. Primoxil

    24. Rs 10085-197

    25. (3s)-2-[(2s)-2-[[(1s)-1-(ethoxycarbonyl)-3-phenyl-d5-propyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylic Acid Hydrochloride

    26. Univasc (tn)

    27. Moexipril Hcl- Bio-x

    28. Ncgc00167834-01

    29. Rs 10085

    30. 5-hydroxy-2-iodobenzoicacid

    31. Schembl40877

    32. Mls003882580

    33. Moexipril Hydrochloride (usp)

    34. Chebi:6961

    35. Chembl1200534

    36. Dtxsid7044267

    37. Hy-b0378a

    38. Moexipril Hydrochloride [mi]

    39. Tox21_112590

    40. S2079

    41. Akos016340373

    42. Tox21_112590_1

    43. Bs-1007

    44. Ccg-269939

    45. Moexipril Hydrochloride [mart.]

    46. Moexipril Hydrochloride [vandf]

    47. Moexipril Hydrochloride [usp-rs]

    48. Moexipril Hydrochloride [who-dd]

    49. Ncgc00263546-01

    50. 3-isoquinolinecarboxylic Acid, 1,2,3,4-tetrahydro-6,7-dimethoxy-2-(2-((1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)-, Monohydrochloride, (3s-(2(r*(r*)),3r*))-

    51. Bm164604

    52. Smr002533645

    53. Moexipril Hydrochloride [orange Book]

    54. Sw219263-1

    55. D00623

    56. Moexipril Hydrochloride [usp Monograph]

    57. Moexipril Hydrochloride, Powder, >=98% (hplc)

    58. Uniretic Component Moexipril Hydrochloride

    59. 586m525

    60. A846428

    61. Moexipril Hydrochloride Component Of Uniretic

    62. Q27286898

    63. Moexipril Hydrochloride, United States Pharmacopeia (usp) Reference Standard

    64. (3s)-2-((2s)-2-(((1s)-1-(ethoxycarbonyl)-3-phenylpropyl)amino)-1-oxopropyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylic Acid Hydrochloride

    65. (s)-2-(((s)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)-l-alanyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic Acid Hydrochloride

    66. (s)-2-((s)-2-(((s)-1-ethoxy-1-oxo-4-phenylbutan-2-yl)amino)propanoyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline-3-carboxylic Acid Hydrochloride

    67. 2-[(2s)-2-[[(1s)-1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1,2,3,4-tetrahydro-6,7-dimethoxy-3-isoquinolinecarboxylic Acid Hydrochloride

    2.4 Create Date
    2005-06-24
    3 Chemical and Physical Properties
    Molecular Weight 535.0 g/mol
    Molecular Formula C27H35ClN2O7
    Hydrogen Bond Donor Count3
    Hydrogen Bond Acceptor Count8
    Rotatable Bond Count12
    Exact Mass534.2132792 g/mol
    Monoisotopic Mass534.2132792 g/mol
    Topological Polar Surface Area114 Ų
    Heavy Atom Count37
    Formal Charge0
    Complexity742
    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 6  
    Drug NameMoexipril hydrochloride
    Drug LabelMoexipril hydrochloride, the hydrochloride salt of moexipril, has the empirical formula C27H34N2O7.HCl and a molecular weight of 535.04. It is chemically described as [3S-[2[R*(R*)],3R*]]-2-[2-[[1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1...
    Active IngredientMoexipril hydrochloride
    Dosage FormTablet
    RouteOral
    Strength7.5mg; 15mg
    Market StatusPrescription
    CompanyTeva; Apotex; Glenmark Generics; Paddock

    2 of 6  
    Drug NameUniretic
    PubMed HealthMoexipril/Hydrochlorothiazide (By mouth)
    Drug ClassesACE Inhibitor/Thiazide Combination, Antihypertensive, Cardiovascular Agent
    Active IngredientHydrochlorothiazide; moexipril hydrochloride
    Dosage FormTablet
    RouteOral
    Strength7.5mg; 25mg; 15mg; 12.5mg
    Market StatusPrescription
    CompanyUcb

    3 of 6  
    Drug NameUnivasc
    PubMed HealthMoexipril (By mouth)
    Drug ClassesAntihypertensive, Cardiovascular Agent, Renal Protective Agent
    Drug Labelunivasc (moexipril hydrochloride), the hydrochloride salt of moexipril, has the empirical formula C27H34N2O7HCl and a molecular weight of 535.04. It is chemically described as [3S-[2[R*(R*)],3R*]]-2-[2-[[1-(ethoxycarbonyl)-3-phenylpropyl]amino]-...
    Active IngredientMoexipril hydrochloride
    Dosage FormTablet
    RouteOral
    Strength7.5mg; 15mg
    Market StatusPrescription
    CompanyUcb

    4 of 6  
    Drug NameMoexipril hydrochloride
    Drug LabelMoexipril hydrochloride, the hydrochloride salt of moexipril, has the empirical formula C27H34N2O7.HCl and a molecular weight of 535.04. It is chemically described as [3S-[2[R*(R*)],3R*]]-2-[2-[[1-(ethoxycarbonyl)-3-phenylpropyl]amino]-1-oxopropyl]-1...
    Active IngredientMoexipril hydrochloride
    Dosage FormTablet
    RouteOral
    Strength7.5mg; 15mg
    Market StatusPrescription
    CompanyTeva; Apotex; Glenmark Generics; Paddock

    5 of 6  
    Drug NameUniretic
    PubMed HealthMoexipril/Hydrochlorothiazide (By mouth)
    Drug ClassesACE Inhibitor/Thiazide Combination, Antihypertensive, Cardiovascular Agent
    Active IngredientHydrochlorothiazide; moexipril hydrochloride
    Dosage FormTablet
    RouteOral
    Strength7.5mg; 25mg; 15mg; 12.5mg
    Market StatusPrescription
    CompanyUcb

    6 of 6  
    Drug NameUnivasc
    PubMed HealthMoexipril (By mouth)
    Drug ClassesAntihypertensive, Cardiovascular Agent, Renal Protective Agent
    Drug Labelunivasc (moexipril hydrochloride), the hydrochloride salt of moexipril, has the empirical formula C27H34N2O7HCl and a molecular weight of 535.04. It is chemically described as [3S-[2[R*(R*)],3R*]]-2-[2-[[1-(ethoxycarbonyl)-3-phenylpropyl]amino]-...
    Active IngredientMoexipril hydrochloride
    Dosage FormTablet
    RouteOral
    Strength7.5mg; 15mg
    Market StatusPrescription
    CompanyUcb

    5 Pharmacology and Biochemistry
    5.1 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.)

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

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