U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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 RAMIPRIL EPIMER, (R,S,S,S,S)-

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-UVBQOVKKSA-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-/m0/s1

HIDE SMILES / InChI

Description

(R,S,S,S,S)-Ramipril Epimer is one of many isomers of ramipril and is known as Impurity H. 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
Name Type Language
RAMIPRIL EPIMER, (R,S,S,S,S)-
Common Name English
(2S,3AS,6AS)-1-((2S)-2-(((1R)-1-(ETHOXYCARBONYL)-3-PHENYLPROPYL)AMINO)PROPANOYL)OCTAHYDROCYCLOPENTA(B)PYRROLE-2-CARBOXYLIC ACID
Systematic Name English
CYCLOPENTA(B)PYRROLE-2-CARBOXYLIC ACID, 1-((1S)-2-(((1R)-1-(ETHOXYCARBONYL)-3-PHENYLPROPYL)AMINO)-1-OXOPROPYL)OCTAHYDRO-, (2S,3AS,6AS)-
Systematic Name English
RAMIPRIL IMPURITY H [EP IMPURITY]
Common Name English
(R,S,S,S,S)-EPIMER OF RAMIPRIL
Common Name English
RAMIPRIL EPIMER, ((R)-ETHOXYCARBONYL)-
Common Name English
Code System Code Type Description
CAS
104195-90-6
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
PUBCHEM
58153707
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
9947X9J31M
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
NIH
NCATS
PRIVACY ACT
ACCESSIBILITY
DISCLAIMER
HHS VULNERABILITY DISCLOSURE
For language access assistance, contact the NCATS Public Information Officer
National Center for Advancing Translational Sciences (NCATS),
6701 Democracy Boulevard, Bethesda MD 20892-4874 • 301-594-8966