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

Details

Stereochemistry ABSOLUTE
Molecular Formula C24H28N2O5.ClH
Molecular Weight 460.95
Optical Activity UNSPECIFIED
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENAZEPRIL HYDROCHLORIDE, (R,R)-

SMILES

Cl.CCOC(=O)[C@@H](CCC1=CC=CC=C1)N[C@@H]2CCC3=CC=CC=C3N(CC(O)=O)C2=O

InChI

InChIKey=VPSRQEHTHIMDQM-GZJHNZOKSA-N
InChI=1S/C24H28N2O5.ClH/c1-2-31-24(30)20(14-12-17-8-4-3-5-9-17)25-19-15-13-18-10-6-7-11-21(18)26(23(19)29)16-22(27)28;/h3-11,19-20,25H,2,12-16H2,1H3,(H,27,28);1H/t19-,20-;/m1./s1

HIDE SMILES / InChI
BENAZEPRIL, (±)- is an impurity referred to as Related Compound B, which is a diastereomer of benazepril, an ACE inhibitor, under the brand name Lotensin used primarily in treatment of hypertension, congestive heart failure, and heart attacks, and also in preventing the renal and retinal complications of diabetes. BENAZEPRIL, (±)- is used as USP Reference Standard.

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
BENAZEPRIL HYDROCHLORIDE

Approved Use

Benazepril hydrochloride tablets are indicated for the treatment of hypertension. They may be used alone or in combination with thiazide diuretics.

Launch Date

1991

Sample Use Guides

In Vivo Use Guide
Unknown
Route of Administration: Unknown
In Vitro Use Guide
Curator's Comment: In the isolated rabbit aorta the vasocontraction induced by PGF2 alpha was competitively antagonized at 10(-5)-10(-4) mol/l, while vascular responses induced by PGE1, PGE2 or PGI2 was inhibited at 3 x 10(-4) mol/l of benazepril. https://www.ncbi.nlm.nih.gov/pubmed/2080946
Unknown
Name Type Language
BENAZEPRIL HYDROCHLORIDE, (R,R)-
Common Name English
((3R)-3-(((1R)-1-(ETHOXYCARBONYL)-3-PHENYLPROPYL)AMINO)-2,3,4,5-TETRAHYDRO-2-OXO-1H-1-BENZAZEPINE-1-ACETIC ACID, MONOHYDROCHLORIDE
Common Name English
1H-1-BENZAZEPINE-1-ACETIC ACID, 3-(((1R)-1-(ETHOXYCARBONYL)-3-PHENYLPROPYL)AMINO)-2,3,4,5-TETRAHYDRO-2-OXO-, HYDROCHLORIDE (1:1), (3R)-
Common Name English
BENAZEPRIL RELATED COMPOUND A [USP IMPURITY]
Common Name English
1H-1-BENZAZEPINE-1-ACETIC ACID, 3-(((1R)-1-(ETHOXYCARBONYL)-3-PHENYLPROPYL)AMINO)-2,3,4,5-TETRAHYDRO-2-OXO-, MONOHYDROCHLORIDE, (3R)-
Common Name English
BENAZEPRIL RELATED COMPOUND A [USP-RS]
Common Name English
BENAZEPRIL RELATED COMPOUND A
USP  
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID80175881
Created by admin on Sat Dec 16 07:09:40 GMT 2023 , Edited by admin on Sat Dec 16 07:09:40 GMT 2023
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PUBCHEM
56924237
Created by admin on Sat Dec 16 07:09:40 GMT 2023 , Edited by admin on Sat Dec 16 07:09:40 GMT 2023
PRIMARY
CAS
215447-89-5
Created by admin on Sat Dec 16 07:09:40 GMT 2023 , Edited by admin on Sat Dec 16 07:09:40 GMT 2023
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RS_ITEM_NUM
1048620
Created by admin on Sat Dec 16 07:09:40 GMT 2023 , Edited by admin on Sat Dec 16 07:09:40 GMT 2023
PRIMARY
FDA UNII
ZGK2LDW9PT
Created by admin on Sat Dec 16 07:09:40 GMT 2023 , Edited by admin on Sat Dec 16 07:09:40 GMT 2023
PRIMARY