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2D Structure
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

2D Structure

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 Weight 441.6 g/mol
Molecular Formula C23H43N3O5
Hydrogen Bond Donor Count3
Hydrogen Bond Acceptor Count7
Rotatable Bond Count9
Exact Mass441.32027148 g/mol
Monoisotopic Mass441.32027148 g/mol
Topological Polar Surface Area122 Ų
Heavy Atom Count31
Formal Charge0
Complexity549
Isotope Atom Count0
Defined Atom Stereocenter Count5
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 4  
Drug NameAceon
PubMed HealthPerindopril (By mouth)
Drug ClassesAntihypertensive, Cardiovascular Agent, Renal Protective Agent
Drug LabelACEON (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 IngredientPerindopril erbumine
Dosage FormTablet
RouteOral
Strength4mg; 2mg; 8mg
Market StatusPrescription
CompanySymplmed Pharms

2 of 4  
Drug NamePerindopril erbumine
Drug LabelPerindopril 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 IngredientPerindopril erbumine
Dosage FormTablet
RouteOral
Strength8mg; 4mg; 2mg
Market StatusPrescription
CompanyAni Pharms; Apotex; Aurobindo Pharma; Lupin; Roxane

3 of 4  
Drug NameAceon
PubMed HealthPerindopril (By mouth)
Drug ClassesAntihypertensive, Cardiovascular Agent, Renal Protective Agent
Drug LabelACEON (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 IngredientPerindopril erbumine
Dosage FormTablet
RouteOral
Strength4mg; 2mg; 8mg
Market StatusPrescription
CompanySymplmed Pharms

4 of 4  
Drug NamePerindopril erbumine
Drug LabelPerindopril 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 IngredientPerindopril erbumine
Dosage FormTablet
RouteOral
Strength8mg; 4mg; 2mg
Market StatusPrescription
CompanyAni 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]