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Details

Stereochemistry ACHIRAL
Molecular Formula C12H12N2O3.ClH
Molecular Weight 268.696
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DAZOXIBEN HYDROCHLORIDE

SMILES

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

InChI

InChIKey=PVKDFUXBDJPRGU-UHFFFAOYSA-N
InChI=1S/C12H12N2O3.ClH/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);1H

HIDE SMILES / InChI

Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula C12H12N2O3
Molecular Weight 232.2353
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
UK-37, 248, a novel, selective thromboxane synthetase inhibitor with platelet anti-aggregatory and anti-thrombotic activity.
1981 Jul 1-15
[(1H-imidazol-1-yl)methyl]- and [(3-pyridinyl)methyl]pyrroles as thromboxane synthetase inhibitors.
1989 Apr
The mechanism of anti-thrombotic, thrombolytic and fibrinolytic actions of camonagrel--a new thromboxane synthase inhibitor.
1995
Effects of the selective inhibition of platelet thromboxane synthesis on the platelet-subendothelium interaction.
2002 Dec
Prostaglandin endoperoxides and thromboxane A2 activate the same receptor isoforms in human platelets.
2002 Jan
Sexual dimorphism in prostanoid-potentiated vascular contraction: roles of endothelium and ovarian steroids.
2002 Nov
Role of contaminating platelets in thromboxane synthesis in primary cultures of human umbilical vein endothelial cells.
2002 Sep
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
Role of platelet microparticles in the production of thromboxane by rabbit pulmonary artery.
2004 Feb
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
Mechanisms underlying ATP-induced endothelium-dependent contractions in the SHR aorta.
2007 Feb 5
The calcium ionophore A23187 induces endothelium-dependent contractions in femoral arteries from rats with streptozotocin-induced diabetes.
2007 Mar
Estrogen potentiates constrictor prostanoid function in female rat aorta by upregulation of cyclooxygenase-2 and thromboxane pathway expression.
2008 Jun
Substance Class Chemical
Created
by admin
on Fri Dec 15 14:59:06 GMT 2023
Edited
by admin
on Fri Dec 15 14:59:06 GMT 2023
Record UNII
G5AI939LWF
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
DAZOXIBEN HYDROCHLORIDE
USAN  
USAN  
Official Name English
DAZOXIBEN HYDROCHLORIDE [USAN]
Common Name English
UK-37248-01
Code English
BENZOIC ACID, 4-(2-(1H-IMIDAZOL-1-YL)ETHOXY)-, MONOHYDROCHLORIDE
Common Name English
DAZOXIBEN HCL
Common Name English
UK-37,248-01
Code English
P-(2-IMIDAZOL-1-YLETHOXY)BENZOIC ACID MONOHYDROCHLORIDE
Common Name English
Code System Code Type Description
CAS
74226-22-5
Created by admin on Fri Dec 15 14:59:06 GMT 2023 , Edited by admin on Fri Dec 15 14:59:06 GMT 2023
PRIMARY
EPA CompTox
DTXSID40225215
Created by admin on Fri Dec 15 14:59:06 GMT 2023 , Edited by admin on Fri Dec 15 14:59:06 GMT 2023
PRIMARY
PUBCHEM
53000
Created by admin on Fri Dec 15 14:59:06 GMT 2023 , Edited by admin on Fri Dec 15 14:59:06 GMT 2023
PRIMARY
NCI_THESAURUS
C169879
Created by admin on Fri Dec 15 14:59:06 GMT 2023 , Edited by admin on Fri Dec 15 14:59:06 GMT 2023
PRIMARY
ChEMBL
CHEMBL267473
Created by admin on Fri Dec 15 14:59:06 GMT 2023 , Edited by admin on Fri Dec 15 14:59:06 GMT 2023
PRIMARY
FDA UNII
G5AI939LWF
Created by admin on Fri Dec 15 14:59:06 GMT 2023 , Edited by admin on Fri Dec 15 14:59:06 GMT 2023
PRIMARY
DRUG BANK
DBSALT002937
Created by admin on Fri Dec 15 14:59:06 GMT 2023 , Edited by admin on Fri Dec 15 14:59:06 GMT 2023
PRIMARY
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