ISBOGREL

Details

Stereochemistry	ACHIRAL
Molecular Formula	C18H19NO2
Molecular Weight	281.349
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	1
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

OC(=O)CCCC\C=C(/C1=CC=CC=C1)C2=CC=CN=C2

InChI

InChIKey=UWPBQLKEHGGKKD-GZTJUZNOSA-N

InChI=1S/C18H19NO2/c20-18(21)12-6-2-5-11-17(15-8-3-1-4-9-15)16-10-7-13-19-14-16/h1,3-4,7-11,13-14H,2,5-6,12H2,(H,20,21)/b17-11+

HIDE SMILES / InChI

Molecular Formula	C18H19NO2
Molecular Weight	281.349
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	1
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/mesh/67045446 | https://www.ncbi.nlm.nih.gov/pubmed/2936160 | https://www.ncbi.nlm.nih.gov/pubmed/2046138

ISBOGREL is a specific thromboxane A2 synthetase inhibitor. Its clinical development was discontinued, although it was a suitable candidate for clinical trials in cardiovascular diseases in which imbalance between thromboxane and prostacyclin may be involved in the pathogenesis.

Originator

Approval Year

PubMed

Title	Date	PubMed
Randomized trial of a selective inhibitor of thromboxane A2 synthetase, (E)-7-phenyl-7-(3-pyridyl)-6-heptenoic acid (CV-4151), for prevention of restenosis after coronary angioplasty.	1991-04	2046138
Thromboxane synthetase inhibitors (TXSI). Design, synthesis, and evaluation of a novel series of omega-pyridylalkenoic acids.	1985-03	4038746
(E)-7-Phenyl-7-(3-pyridyl)-6-heptenoic acid (CV-4151): a potent, specific thromboxane A2 synthetase inhibitor.	1985	2936160

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:13:16 GMT 2025` Edited by `admin` on `Mon Mar 31 18:13:16 GMT 2025`
Record UNII	HGB7P08R36
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

ISBOGREL

Official Name

English

ISBOGREL [MI]

Preferred Name

English

isbogrel [INN]

Common Name

English

ISBOGREL [JAN]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C471