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    Perindopril Erbumine

    ACTIVE PHARMA INGREDIENTS

    INTERMEDIATES

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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]