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Details

Stereochemistry RACEMIC
Molecular Formula C24H28N2O5
Molecular Weight 424.4895
Optical Activity ( + / - )
Defined Stereocenters 2 / 2
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENAZEPRIL, (±)-

SMILES

CCOC(=O)[C@@H](CCC1=CC=CC=C1)N[C@@H]2CCC3=C(C=CC=C3)N(CC(O)=O)C2=O

InChI

InChIKey=XPCFTKFZXHTYIP-WOJBJXKFSA-N
InChI=1S/C24H28N2O5/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)/t19-,20-/m1/s1

HIDE SMILES / InChI

Molecular Formula C24H28N2O5
Molecular Weight 424.4895
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 2 / 2
E/Z Centers 0
Optical Activity UNSPECIFIED

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
Substance Class Chemical
Created
by admin
on Sat Dec 16 06:58:25 GMT 2023
Edited
by admin
on Sat Dec 16 06:58:25 GMT 2023
Record UNII
PX47FSF9B3
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
BENAZEPRIL, (±)-
Common Name English
BENAZEPRIL HYDROCHLORIDE IMPURITY B [EP IMPURITY]
Common Name English
((3RS)-3-(((1SR)-1-(ETHOXYCARBONYL)-3-PHENYLPROPYL)AMINO)-2-OXO-2,3,4,5-TETRAHYDRO-1H-1-BENZAZEPIN-1-YL)ACETIC ACID
Systematic Name English
1H-1-BENZAZEPINE-1-ACETIC ACID, 3-((1-(ETHOXYCARBONYL)-3-PHENYLPROPYL)AMINO)-2,3,4,5-TETRAHYDRO-2-OXO-
Common Name English
Code System Code Type Description
PUBCHEM
51698396
Created by admin on Sat Dec 16 06:58:26 GMT 2023 , Edited by admin on Sat Dec 16 06:58:26 GMT 2023
PRIMARY
FDA UNII
PX47FSF9B3
Created by admin on Sat Dec 16 06:58:26 GMT 2023 , Edited by admin on Sat Dec 16 06:58:26 GMT 2023
PRIMARY
CAS
98626-50-7
Created by admin on Sat Dec 16 06:58:26 GMT 2023 , Edited by admin on Sat Dec 16 06:58:26 GMT 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP