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 3 / 3
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ZABICIPRIL

SMILES

CCOC(=O)[C@H](CCC1=CC=CC=C1)N[C@@H](C)C(=O)N2C3CCC(CC3)[C@H]2C(O)=O

InChI

InChIKey=OMGPCTGQLHHVDU-SSXGPBTGSA-N
InChI=1S/C23H32N2O5/c1-3-30-23(29)19(14-9-16-7-5-4-6-8-16)24-15(2)21(26)25-18-12-10-17(11-13-18)20(25)22(27)28/h4-8,15,17-20,24H,3,9-14H2,1-2H3,(H,27,28)/t15-,17?,18?,19-,20-/m0/s1

HIDE SMILES / InChI

Molecular Formula C23H32N2O5
Molecular Weight 416.5106
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 3 / 3
E/Z Centers 0
Optical Activity UNSPECIFIED

Zabicipril is an ethyl ester prodrug that is converted in vivo to zabiciprilat. Zabicipril induced an early, potent, and long-lasting converting enzyme inhibition. Furthermore, zabicipril did not affect plasma catecholamines and atrial natriuretic factor. It is antihypertensive and peripheral vasodilator. In normal men, zabicipril increases the renal fraction of cardiac output in the absence of a concomitant change in systemic haemodynamics. This specific effect of zabicipril on the kidney may be less important with advancing age.

Approval Year

Patents

Patents

Substance Class Chemical
Created
by admin
on Sat Dec 16 05:42:39 GMT 2023
Edited
by admin
on Sat Dec 16 05:42:39 GMT 2023
Record UNII
475035SS4C
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ZABICIPRIL
INN   WHO-DD  
INN  
Official Name English
zabicipril [INN]
Common Name English
(3S)-2-((2S)-N-((1S)-1-CARBOXY-3-PHENYLPROPYL)ALANYL)-2-AZABICYCLO(2.2.2)OCTANE-3-CARBOXYLIC ACID, 1-ETHYL ESTER
Common Name English
Zabicipril [WHO-DD]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C247
Created by admin on Sat Dec 16 05:42:39 GMT 2023 , Edited by admin on Sat Dec 16 05:42:39 GMT 2023
Code System Code Type Description
ChEMBL
CHEMBL2106476
Created by admin on Sat Dec 16 05:42:39 GMT 2023 , Edited by admin on Sat Dec 16 05:42:39 GMT 2023
PRIMARY
FDA UNII
475035SS4C
Created by admin on Sat Dec 16 05:42:39 GMT 2023 , Edited by admin on Sat Dec 16 05:42:39 GMT 2023
PRIMARY
SMS_ID
100000079384
Created by admin on Sat Dec 16 05:42:39 GMT 2023 , Edited by admin on Sat Dec 16 05:42:39 GMT 2023
PRIMARY
EVMPD
SUB00125MIG
Created by admin on Sat Dec 16 05:42:39 GMT 2023 , Edited by admin on Sat Dec 16 05:42:39 GMT 2023
PRIMARY
PUBCHEM
71262
Created by admin on Sat Dec 16 05:42:39 GMT 2023 , Edited by admin on Sat Dec 16 05:42:39 GMT 2023
PRIMARY
INN
6215
Created by admin on Sat Dec 16 05:42:39 GMT 2023 , Edited by admin on Sat Dec 16 05:42:39 GMT 2023
PRIMARY
MESH
C065499
Created by admin on Sat Dec 16 05:42:39 GMT 2023 , Edited by admin on Sat Dec 16 05:42:39 GMT 2023
PRIMARY
CAS
83059-56-7
Created by admin on Sat Dec 16 05:42:39 GMT 2023 , Edited by admin on Sat Dec 16 05:42:39 GMT 2023
PRIMARY
NCI_THESAURUS
C82218
Created by admin on Sat Dec 16 05:42:39 GMT 2023 , Edited by admin on Sat Dec 16 05:42:39 GMT 2023
PRIMARY
Related Record Type Details
ACTIVE MOIETY