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Details

Stereochemistry ACHIRAL
Molecular Formula C12H12N2O3
Molecular Weight 232.2353
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DAZOXIBEN

SMILES

OC(=O)C1=CC=C(OCCN2C=CN=C2)C=C1

InChI

InChIKey=XQGZSYKGWHUSDH-UHFFFAOYSA-N
InChI=1S/C12H12N2O3/c15-12(16)10-1-3-11(4-2-10)17-8-7-14-6-5-13-9-14/h1-6,9H,7-8H2,(H,15,16)

HIDE SMILES / InChI
Dazoxiben is a selective inhibitor of thromboxane synthetase (IC50 3 nM), an enzyme that converts the endo-peroxide PGH2 into thromboxane A2, which is a potent vasoconstrictor and platelet aggregating agent. Dazoxiben has demonstrated efficacy in some clinical trial for the treatment of Raynaud's syndrome, an ischaemic condition manifested by the pallor of affected digits. In subsequent studies, however, no significant effect of dazoxiben was found. Dazoxiben was also evaluated in patients with sepsis, adult respiratory distress syndrome, stable angina, and other conditions.

Approval Year

PubMed

PubMed

TitleDatePubMed
Study of the mechanisms involved in the bradykinin-induced contraction of the pig iris sphincter muscle in vitro.
2003 Jan 1
Effects of camonagrel, a selective inhibitor of platelet thromboxane synthase, on the platelet-subendothelium interaction.
2003 Sep
Chronic AT(1) receptor blockade alters mechanisms mediating responses to hypoxia in rat skeletal muscle resistance arteries.
2004 Aug
Role of endothelin-1 and thromboxane A2 in the pulmonary hypertension induced by heparin-protamine interaction in anesthetized dogs.
2004 Jan
BK2 but not BK1 receptors mediating contractile response in human umbilical arteries: role of thromboxane A2.
2004 May
Attenuation of lipopolysaccharide-induced hyperreactivity of human internal mammary arteries by melatonin.
2004 Sep
Acetylcholine-induced endothelium-dependent contractions in the SHR aorta: the Janus face of prostacyclin.
2005 Nov
Name Type Language
DAZOXIBEN
INN  
INN  
Official Name English
BENZOIC ACID, 4-(2-(1H-IMIDAZOL-1-YL)ETHOXY)-
Common Name English
P-(2-IMIDAZOL-1-YLETHOXY)BENZOIC ACID
Common Name English
dazoxiben [INN]
Common Name English
4-(2-IMIDAZOL-1-YLETHOXY)BENZOIC ACID
Systematic Name English
Code System Code Type Description
MESH
C029166
Created by admin on Fri Dec 15 16:36:28 GMT 2023 , Edited by admin on Fri Dec 15 16:36:28 GMT 2023
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EVMPD
SUB06925MIG
Created by admin on Fri Dec 15 16:36:28 GMT 2023 , Edited by admin on Fri Dec 15 16:36:28 GMT 2023
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NCI_THESAURUS
C171920
Created by admin on Fri Dec 15 16:36:28 GMT 2023 , Edited by admin on Fri Dec 15 16:36:28 GMT 2023
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PUBCHEM
53001
Created by admin on Fri Dec 15 16:36:28 GMT 2023 , Edited by admin on Fri Dec 15 16:36:28 GMT 2023
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DRUG BANK
DB03052
Created by admin on Fri Dec 15 16:36:28 GMT 2023 , Edited by admin on Fri Dec 15 16:36:28 GMT 2023
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SMS_ID
100000083448
Created by admin on Fri Dec 15 16:36:28 GMT 2023 , Edited by admin on Fri Dec 15 16:36:28 GMT 2023
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CAS
78218-09-4
Created by admin on Fri Dec 15 16:36:28 GMT 2023 , Edited by admin on Fri Dec 15 16:36:28 GMT 2023
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WIKIPEDIA
DAZOXIBEN
Created by admin on Fri Dec 15 16:36:28 GMT 2023 , Edited by admin on Fri Dec 15 16:36:28 GMT 2023
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EPA CompTox
DTXSID9045639
Created by admin on Fri Dec 15 16:36:28 GMT 2023 , Edited by admin on Fri Dec 15 16:36:28 GMT 2023
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FDA UNII
09ZFC7974Q
Created by admin on Fri Dec 15 16:36:28 GMT 2023 , Edited by admin on Fri Dec 15 16:36:28 GMT 2023
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INN
5130
Created by admin on Fri Dec 15 16:36:28 GMT 2023 , Edited by admin on Fri Dec 15 16:36:28 GMT 2023
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ChEMBL
CHEMBL267473
Created by admin on Fri Dec 15 16:36:28 GMT 2023 , Edited by admin on Fri Dec 15 16:36:28 GMT 2023
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