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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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