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Details

Stereochemistry ABSOLUTE
Molecular Formula C23H32N2O5
Molecular Weight 416.5106
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of (S,R,S,S,S)-EPIMER OF RAMIPRIL

SMILES

CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@H](C)C(=O)N2[C@H]3CCC[C@H]3C[C@H]2C(O)=O

InChI

InChIKey=HDACQVRGBOVJII-HTDHLNIYSA-N
InChI=1S/C23H32N2O5/c1-3-30-23(29)18(13-12-16-8-5-4-6-9-16)24-15(2)21(26)25-19-11-7-10-17(19)14-20(25)22(27)28/h4-6,8-9,15,17-20,24H,3,7,10-14H2,1-2H3,(H,27,28)/t15-,17+,18+,19+,20+/m1/s1

HIDE SMILES / InChI
Molecular Formula C23H32N2O5
Molecular Weight 416.5106
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Description

(2S,3AS,6AS)-1-((2R)-2-(((1S)-1-(Ethoxycarbonyl)-3-phenylpropyl)amino)propanoy)octahydrocyclopenta(B)pyrrole-2-carboxylic acid is one of many isomers of ramipril and is known as Impurity I. Ramipril is an angiotensin-converting enzyme (ACE) inhibitor, used to treat high blood pressure (hypertension) and congestive heart failure.

Approval Year

Unknown
149124
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Development of a capillary electrophoresis method for the assay of ramipril and its impurities: an issue of cis-trans isomerization.
2011-05-06
Biosensors for the enantioselective analysis of S-enalapril and S-ramipril.
1998-11
Patents

Patents

US20070232680
5
WO2008124611A1
3

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Unknown
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:59:46 GMT 2025
Edited
by admin
on Mon Mar 31 21:59:46 GMT 2025
Record UNII
E7CEJ08B2F
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(2S,3AS,6AS)-1-((2R)-2-(((1S)-1-(ETHOXYCARBONYL)-3-PHENYLPROPYL)AMINO)PROPANOYL)OCTAHYDROCYCLOPENTA(B)PYRROLE-2-CARBOXYLIC ACID
Preferred Name English
(S,R,S,S,S)-EPIMER OF RAMIPRIL
Common Name English
RAMIPRIL EPIMER, (R-METHYL)-
Common Name English
CYCLOPENTA(B)PYRROLE-2-CARBOXYLIC ACID, 1-((2R)-2-(((1S)-1-(ETHOXYCARBONYL)-3-PHENYLPROPYL)AMINO)-1-OXOPROPYL)OCTAHYDRO-, (2S,3AS,6AS)-
Systematic Name English
RAMIPRIL EPIMER, (S,R,S,S,S)-
Common Name English
RAMIPRIL IMPURITY I [EP IMPURITY]
Common Name English
Code System Code Type Description
PUBCHEM
55688
Created by admin on Mon Mar 31 21:59:46 GMT 2025 , Edited by admin on Mon Mar 31 21:59:46 GMT 2025
PRIMARY
CAS
129939-65-7
Created by admin on Mon Mar 31 21:59:46 GMT 2025 , Edited by admin on Mon Mar 31 21:59:46 GMT 2025
PRIMARY
FDA UNII
E7CEJ08B2F
Created by admin on Mon Mar 31 21:59:46 GMT 2025 , Edited by admin on Mon Mar 31 21:59:46 GMT 2025
PRIMARY
Related Record Type Details
Structure of RAMIPRIL
PARENT -> IMPURITY
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
NIH
NCATS
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