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
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

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
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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
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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
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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
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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
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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
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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
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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
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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
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