Basic information
- CAS
107133-36-8- Standard SMILES
CC(C)(C)N.CCC[C@H](N[C@@H](C)C(=O)N1[C@H](C(=O)O)C[C@@H]2CCCC[C@@H]21)C(=O)OCC- InChIKey
IYNMDWMQHSMDDE-MHXJNQAMSA-N- Molecular formula
- C23H43N3O5
- Average molar mass
- 441.6 g/mol
- Monoisotopic mass
- 441.32027148
Overview
Perindopril erbumine is an addition compound. It has a role as an EC 3.4.15.1 (peptidyl-dipeptidase A) inhibitor and an antihypertensive agent. It contains a perindopril(1-).
Names & identifiers
- Preferred name
- Perindopril Erbumine
- IUPAC
- (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
- English name
- Perindopril erbumine
- Molecular formula
- C23H43N3O5
- Molecular weight
- 441.61
Names & synonyms
PERINDOPRIL ERBUMINE107133-36-8ACEONPerindopril tert-butylamineMcN-A-2833-109S-9490-3DTXSID1044198NSC-7589291964X464OJCHEBI:8025(2S,3aS,7aS)-1-((S)-N-((S)-1-Carboxybutyl)alanyl)hexahydro-2-indolinecarboxylic acid, 1-ethyl ester, compound with tert-butylamine (1:1)DTXCID9024198
Show more names
prindopril APIPerindopril ErbuMine (Aceon)Perindopril tert-butylamine saltPerindopril for stereochemical purity CRSCoversuMPrestariuMPerindorilPerinodopril
(2S,3aS,7aS)-1-[(S)-N-[(S)-1-Carboxybutyl]alanyl]hexahydro-2-indolinecarboxylic acid, 1-ethyl ester, compound with tert-butylamine (1:1)RefChem:570721H-Indole-2-carboxylic Acid, 1-(2-((1-(ethoxycarbonyl)butyl)amino)-1-oxopropyl)octahydro-,(2S-(1(R*(R*))2alpha,3abeta,7abeta))-, compound with 2-Methyl-2-propanamine(1:1)Perindopril erbumine [USAN]Perindopril t-Butylamine SaltPederindoprilPERINDOPRIL T-BUTYLAMINEPerindopril (erbumine)
Database identifiers
Properties
Computed structural properties
- Topological polar surface area
- 122 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 9
- Heavy atoms
- 31
- Formal charge
- 0
- Complexity
- 549
Experimental & physicochemical properties
Human Drugs
FDA approved drugs -> Active ingredient
FDA approved drugs -> Active ingredient
Collision Cross Section188.8 Ų [M+H]+ [CCS Type: TW; Method: calibrated with polyalanine and drug standards]
Physicochemical properties
- Melting point
- 126 · 126-128°C
- storage temp.
- 2 · 2-8°C
- solubility
- 2 O: · H2O: soluble10mg/mL, clear
- form
- powder
- color
- White
- Major Application
- pharmaceutical (small molecule)
- InChIKey
- IYNMDWMQHSMDDE-FEWFLNQGNA-N
- SMILES
- C(N)(C)(C)C.C(N1[C@@H](C[C@]2([H])CCCC[C@]12[H])C(=O)O)(=O)[C@H](C)N[C@@H](CCC)C(=O)OCC |&1:7,9,15,21,24,r|
- FDA UNII
- 1964 X464OJ · 1964X464OJ
- NCI Drug Dictionary
- Aceon
- UNSPSC Code
Safety & regulation
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 1.4% (1 of 71) of reports.
Warning
H302 (88.7%): Harmful if swallowed [Warning Acute toxicity, oral]
P203, P264, P270, P280, P301+P317, P318, P330, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 71 reports by companies from 11 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Hazard Classes and CategoriesAcute Tox. 4 (88.7%)
Toxicology
Drug Induced Liver Injury
Drug Induced Liver Injury Rank (DILIrank 2.0)
Perindopril erbumine
Ambiguous-DILI-concern
3
Adverse reactions
DOI:10.1016/j.drudis.2016.02.015
Safety data
- wgk
- 3
- rtecs
- NL5999600
- hs_code
- 2933999552
- risk_code
- 36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi
- safety_code
- 26-36
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- Hazard Classifications
- Repr. 2
Chemistry & industry
Pharmacology
FDA Pharmacological Classification
PERINDOPRIL ERBUMINE
Angiotensin Converting Enzyme Inhibitor [EPC]; Angiotensin-converting Enzyme Inhibitors [MoA]
MeSH Pharmacological Classification
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.
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.
Applications
UsesAn angiotensin-converting enzyme (ACE) inhibitor. Antihypertensive.
Usesantibacterial
General DescriptionPharmaceutical secondary standards for application in quality control provide pharma laboratories and manufacturers with a convenient and cost-effective alternative to the preparation of in-house working standards
Upstream & downstream products
Upstream raw materials
Related reactions
8 records
Compound notes
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