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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

[H][C@@]12CCC[C@]1([H])N([C@@H](C2)C(O)=O)C(=O)[C@@H](C)N[C@@H](CCC3=CC=CC=C3)C(=O)OCC

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
139594
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
PubMed

PubMed

TitleDatePubMed
Biosensors for the enantioselective analysis of S-enalapril and S-ramipril.
1998 Nov
Development of a capillary electrophoresis method for the assay of ramipril and its impurities: an issue of cis-trans isomerization.
2011 May 6
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 Sat Dec 16 08:18:41 GMT 2023
Edited
by admin
on Sat Dec 16 08:18:41 GMT 2023
Record UNII
E7CEJ08B2F
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
(S,R,S,S,S)-EPIMER OF RAMIPRIL
Common Name English
RAMIPRIL EPIMER, (R-METHYL)-
Common Name English
(2S,3AS,6AS)-1-((2R)-2-(((1S)-1-(ETHOXYCARBONYL)-3-PHENYLPROPYL)AMINO)PROPANOYL)OCTAHYDROCYCLOPENTA(B)PYRROLE-2-CARBOXYLIC ACID
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 Sat Dec 16 08:18:41 GMT 2023 , Edited by admin on Sat Dec 16 08:18:41 GMT 2023
PRIMARY
CAS
129939-65-7
Created by admin on Sat Dec 16 08:18:41 GMT 2023 , Edited by admin on Sat Dec 16 08:18:41 GMT 2023
PRIMARY
FDA UNII
E7CEJ08B2F
Created by admin on Sat Dec 16 08:18:41 GMT 2023 , Edited by admin on Sat Dec 16 08:18:41 GMT 2023
PRIMARY
Related Record Type Details
Structure of RAMIPRIL
PARENT -> IMPURITY
UNSPECIFIED
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
NIH
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