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Perindopril Erbumine

Synopsis, Chemistry

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Also known as: 107133-36-8, Aceon, Perindopril tert-butylamine, Mcn-a-2833-109, Perindopril erbumine [usan], Perindopril (erbumine)

Molecular Formula

C₂₃H₄₃N₃O₅

Molecular Weight

441.6 g/mol

InChI Key

IYNMDWMQHSMDDE-MHXJNQAMSA-N

FDA UNII

1964X464OJ

An angiotensin-converting enzyme inhibitor. It is used in patients with hypertension and heart failure.

1 2D Structure

Perindopril Erbumine

2 Identification

2.1 Computed Descriptors

2.1.1 IUPAC Name

(2S,3aS,7aS)-1-[(2S)-2-[[(2S)-1-ethoxy-1-oxopentan-2-yl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic acid;2-methylpropan-2-amine

2.1.2 InChI

InChI=1S/C19H32N2O5.C4H11N/c1-4-8-14(19(25)26-5-2)20-12(3)17(22)21-15-10-7-6-9-13(15)11-16(21)18(23)24;1-4(2,3)5/h12-16,20H,4-11H2,1-3H3,(H,23,24);5H2,1-3H3/t12-,13-,14-,15-,16-;/m0./s1

2.1.3 InChI Key

IYNMDWMQHSMDDE-MHXJNQAMSA-N

2.1.4 Canonical SMILES

CCCC(C(=O)OCC)NC(C)C(=O)N1C2CCCCC2CC1C(=O)O.CC(C)(C)N

2.1.5 Isomeric SMILES

CCC[C@@H](C(=O)OCC)N[C@@H](C)C(=O)N1[C@H]2CCCC[C@H]2C[C@H]1C(=O)O.CC(C)(C)N

2.2 Other Identifiers

2.2.1 UNII

1964X464OJ

2.3 Synonyms

2.3.1 MeSH Synonyms

1. Erbumine, Perindopril

2. Perindopril

3. Perstarium

4. Pirindopril

5. S 9490

6. S 9490 3

7. S 9490-3

8. S 94903

9. S-9490

10. S9490

2.3.2 Depositor-Supplied Synonyms

1. 107133-36-8

2. Aceon

3. Perindopril Tert-butylamine

4. Mcn-a-2833-109

5. Perindopril Erbumine [usan]

6. Perindopril (erbumine)

7. Pederindopril

8. S-9490-3

9. Chebi:8025

10. Nsc-758929

11. Perindopril T-butylamine Salt

12. (2s,3as,7as)-1-((s)-n-((s)-1-carboxybutyl)alanyl)hexahydro-2-indolinecarboxylic Acid, 1-ethyl Ester, Compound With Tert-butylamine (1:1)

13. 1964x464oj

14. (2s,3as,7as)-1-[(2s)-2-[[(2s)-1-ethoxy-1-oxopentan-2-yl]amino]propanoyl]-2,3,3a,4,5,6,7,7a-octahydroindole-2-carboxylic Acid;2-methylpropan-2-amine

15. S9490-3

16. Covapril

17. Coversyl

18. Unii-1964x464oj

19. Mfcd02313824

20. Aceon (tn)

21. Perindoprilerbumine

22. Dsstox_cid_24198

23. Dsstox_gsid_44198

24. Schembl41679

25. Spectrum1505212

26. Perindopril T-butylamine

27. Chembl1200343

28. Dtxsid1044198

29. Hy-b0130a

30. Perindopril Erbumine (jan/usp)

31. Amy3408

32. Hms1922n07

33. Hms2093m06

34. Perindopril Erbumine [jan]

35. Pharmakon1600-01505212

36. Perindopril Erbumine [vandf]

37. Tox21_303915

38. Bdbm50248096

39. Ccg-39035

40. Nsc758929

41. Perindopril Erbumine [mart.]

42. Perindopril Erbumine [usp-rs]

43. Perindopril Erbumine [who-dd]

44. Perindopril T-butylamine Salt- Bio-x

45. Akos015841351

46. Akos015961912

47. Cs-1904

48. Ks-1243

49. Nsc 758929

50. Perindopril Tert-butylamine [mi]

51. Ncgc00178276-01

52. Ncgc00357164-01

53. 1h-indole-2-carboxylic Acid, 1-(2-((1-(ethoxycarbonyl)butyl)amino)-1-oxopropyl)octahydro-, (2s-(1(r*(r*)),2alpha,3abeta,7abeta))-, Compd. With 2-methyl-2-propanamine (1:1)

54. 2-methylpropan-2-amine (2s,3as,7as)-1-(((s)-1-ethoxy-1-oxopentan-2-yl)-l-alanyl)octahydro-1h-indole-2-carboxylate

55. Ac-19078

56. Bp164255

57. Perindopril Erbumine [orange Book]

58. Perindopril Erbumine [usp Monograph]

59. Amlessa Component Perindopril Erbumine

60. Cas-107133-36-8

61. S9490

62. C07707

63. D00624

64. 133p368

65. Perindopril Tert-butylamine [ep Monograph]

66. Sr-05000001835

67. Sr-05000001835-1

68. Q27107642

69. Perindopril Erbumine, United States Pharmacopeia (usp) Reference Standard

70. Perindopril Tert-butylamine, European Pharmacopoeia (ep) Reference Standard

71. Perindopril Erbumine, Pharmaceutical Secondary Standard; Certified Reference Material

72. Perindopril For Peak Identification, European Pharmacopoeia (ep) Reference Standard

73. Perindopril For Stereochemical Purity, European Pharmacopoeia (ep) Reference Standard

74. (2s,3as,7as)-1-{(2s)-2-[(1s)-1-(ethoxycarbonyl)butylamino]propanoyl}octahydro-1h-indole-2-carboxylic Acid--2-methylpropan-2-amine (1/1)

75. (2s,3as,7as)-1-{(s)-2-[(s)-1-(ethoxycarbonyl)butylamino]propanoyl}octahydroindole-2-carboxylic Acid--1,1-dimethylethanamine (1/1)

76. 1h-indole-2-carboxylic Acid, 1-(2-((1-(ethoxycarbonyl)butyl)amino)-1-oxopropyl)octahydro-, (2s-(1(r*(r*)),2.alpha.,3a.beta.,7a.beta.))-, Compd. With 2-methyl-2-propanamine (1:1)

77. 1h-indole-2-carboxylic Acid,1-[(2s)-2-[[(1s)-1-(ethoxycarbonyl)butyl]amino]-1-oxopropyl]octahydro-,(2s,3as,7as)-, Compd. With 2-methyl-2-propanamine (1:1)other Ca Index Names:2-propanamine, 2-methyl-,(2s,3as,7as)-1-[(2s)-2-[[(1s)-1-(ethoxycarbonyl)butyl]amino]-1-oxopropyl]octahydro-1h-indole-2-carboxylate

78. 2-methylpropan-2-amine (2s,3as,7as)-1-((s)-2-(((s)-1-ethoxy-1-oxopentan-2-yl)amino)propanoyl)octahydro-1h-indole-2-carboxylate

79. 2-methylpropan-2-amine (2s,3as,7as)-1-((s)-2-((s)-1-ethoxy-1-oxopentan-2-ylamino)propanoyl)octahydro-1h-indole-2-carboxylate

2.4 Create Date

2004-09-16

3 Chemical and Physical Properties

Molecular Formula	C₂₃H₄₃N₃O₅
Molecular Weight	441.6 g/mol
Hydrogen Bond Donor Count	3
Hydrogen Bond Acceptor Count	7
Rotatable Bond Count	9
Exact Mass	441.32027148 g/mol
Monoisotopic Mass	441.32027148 g/mol
Topological Polar Surface Area	122 Å²
Heavy Atom Count	31
Formal Charge	0
Complexity	549
Isotope Atom Count	0
Defined Atom Stereocenter Count	5
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently Bonded Unit Count	2

4 Drug and Medication Information

4.1 Drug Information

1 of 4
Drug Name	Aceon
PubMed Health	Perindopril (By mouth)
Drug Classes	Antihypertensive, Cardiovascular Agent, Renal Protective Agent
Drug Label	ACEON (perindopril erbumine) Tablets contain the tert-butylamine salt of perindopril, the ethyl ester of a non-sulfhydryl angiotensin-converting enzyme (ACE) inhibitor. Perindopril erbumine is chemically described as (2S,3S,7S)-1-[(S)-N-[(S)-...
Active Ingredient	Perindopril erbumine
Dosage Form	Tablet
Route	Oral
Strength	4mg; 2mg; 8mg
Market Status	Prescription
Company	Symplmed Pharms

2 of 4
Drug Name	Perindopril erbumine
Drug Label	Perindopril erbumine tablets contain the tert-butylamine salt of perindopril, the ethyl ester of a non-sulfhydryl angiotensin-converting enzyme (ACE) inhibitor. Perindopril erbumine is chemically described as (2S,3S,7S)-1-[(S)-N-[(S)-1-Carboxy-bu...
Active Ingredient	Perindopril erbumine
Dosage Form	Tablet
Route	Oral
Strength	8mg; 4mg; 2mg
Market Status	Prescription
Company	Ani Pharms; Apotex; Aurobindo Pharma; Lupin; Roxane

3 of 4
Drug Name	Aceon
PubMed Health	Perindopril (By mouth)
Drug Classes	Antihypertensive, Cardiovascular Agent, Renal Protective Agent
Drug Label	ACEON (perindopril erbumine) Tablets contain the tert-butylamine salt of perindopril, the ethyl ester of a non-sulfhydryl angiotensin-converting enzyme (ACE) inhibitor. Perindopril erbumine is chemically described as (2S,3S,7S)-1-[(S)-N-[(S)-...
Active Ingredient	Perindopril erbumine
Dosage Form	Tablet
Route	Oral
Strength	4mg; 2mg; 8mg
Market Status	Prescription
Company	Symplmed Pharms

4 of 4
Drug Name	Perindopril erbumine
Drug Label	Perindopril erbumine tablets contain the tert-butylamine salt of perindopril, the ethyl ester of a non-sulfhydryl angiotensin-converting enzyme (ACE) inhibitor. Perindopril erbumine is chemically described as (2S,3S,7S)-1-[(S)-N-[(S)-1-Carboxy-bu...
Active Ingredient	Perindopril erbumine
Dosage Form	Tablet
Route	Oral
Strength	8mg; 4mg; 2mg
Market Status	Prescription
Company	Ani Pharms; Apotex; Aurobindo Pharma; Lupin; Roxane

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]