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
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)
| 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
| Title | Date | PubMed |
|---|---|---|
| Aspirin resistance with genetic dyslipidemia: contribution of vascular thromboxane generation. | 2010-08 |
|
| Roles of IL-6-gp130 Signaling in Vascular Inflammation. | 2008-08 |
|
| Estrogen potentiates constrictor prostanoid function in female rat aorta by upregulation of cyclooxygenase-2 and thromboxane pathway expression. | 2008-06 |
|
| Oral vasodilators for primary Raynaud's phenomenon. | 2008-04-16 |
|
| Effect of inhibitors of arachidonic acid conversion in platelets on thrombin-fibrinogen interaction and thrombin tolerance. | 2007-10 |
|
| The calcium ionophore A23187 induces endothelium-dependent contractions in femoral arteries from rats with streptozotocin-induced diabetes. | 2007-03 |
|
| Mechanisms underlying ATP-induced endothelium-dependent contractions in the SHR aorta. | 2007-02-05 |
|
| In SHR aorta, calcium ionophore A-23187 releases prostacyclin and thromboxane A2 as endothelium-derived contracting factors. | 2006-11 |
|
| Acetylcholine-induced endothelium-dependent contractions in the SHR aorta: the Janus face of prostacyclin. | 2005-11 |
|
| Redirection of eicosanoid metabolism in mPGES-1-deficient macrophages. | 2005-04-29 |
|
| Attenuation of lipopolysaccharide-induced hyperreactivity of human internal mammary arteries by melatonin. | 2004-09 |
|
| Chronic AT(1) receptor blockade alters mechanisms mediating responses to hypoxia in rat skeletal muscle resistance arteries. | 2004-08 |
|
| BK2 but not BK1 receptors mediating contractile response in human umbilical arteries: role of thromboxane A2. | 2004-05 |
|
| Role of platelet microparticles in the production of thromboxane by rabbit pulmonary artery. | 2004-02 |
|
| Role of endothelin-1 and thromboxane A2 in the pulmonary hypertension induced by heparin-protamine interaction in anesthetized dogs. | 2004-01 |
|
| Effects of camonagrel, a selective inhibitor of platelet thromboxane synthase, on the platelet-subendothelium interaction. | 2003-09 |
|
| Study of the mechanisms involved in the bradykinin-induced contraction of the pig iris sphincter muscle in vitro. | 2003-01-01 |
|
| Effects of the selective inhibition of platelet thromboxane synthesis on the platelet-subendothelium interaction. | 2002-12 |
|
| Sexual dimorphism in prostanoid-potentiated vascular contraction: roles of endothelium and ovarian steroids. | 2002-11 |
|
| Role of contaminating platelets in thromboxane synthesis in primary cultures of human umbilical vein endothelial cells. | 2002-09 |
|
| Mechanisms involved in agonist-induced hyperaggregability of platelets from normal pregnancy. | 2002-01-26 |
|
| Prostaglandin endoperoxides and thromboxane A2 activate the same receptor isoforms in human platelets. | 2002-01 |
|
| Cyclooxygenase contracting factors and altered pulmonary vascular responses in chronically hypoxic newborn pigs. | 2002-01 |
|
| The mechanism of anti-thrombotic, thrombolytic and fibrinolytic actions of camonagrel--a new thromboxane synthase inhibitor. | 1995 |
|
| [(1H-imidazol-1-yl)methyl]- and [(3-pyridinyl)methyl]pyrroles as thromboxane synthetase inhibitors. | 1989-04 |
|
| UK-37, 248, a novel, selective thromboxane synthetase inhibitor with platelet anti-aggregatory and anti-thrombotic activity. | 1981-07-01 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:32:25 GMT 2025
by
admin
on
Mon Mar 31 18:32:25 GMT 2025
|
| Record UNII |
09ZFC7974Q
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Official Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
C029166
Created by
admin on Mon Mar 31 18:32:25 GMT 2025 , Edited by admin on Mon Mar 31 18:32:25 GMT 2025
|
PRIMARY | |||
|
SUB06925MIG
Created by
admin on Mon Mar 31 18:32:25 GMT 2025 , Edited by admin on Mon Mar 31 18:32:25 GMT 2025
|
PRIMARY | |||
|
C171920
Created by
admin on Mon Mar 31 18:32:25 GMT 2025 , Edited by admin on Mon Mar 31 18:32:25 GMT 2025
|
PRIMARY | |||
|
53001
Created by
admin on Mon Mar 31 18:32:25 GMT 2025 , Edited by admin on Mon Mar 31 18:32:25 GMT 2025
|
PRIMARY | |||
|
DB03052
Created by
admin on Mon Mar 31 18:32:25 GMT 2025 , Edited by admin on Mon Mar 31 18:32:25 GMT 2025
|
PRIMARY | |||
|
100000083448
Created by
admin on Mon Mar 31 18:32:25 GMT 2025 , Edited by admin on Mon Mar 31 18:32:25 GMT 2025
|
PRIMARY | |||
|
78218-09-4
Created by
admin on Mon Mar 31 18:32:25 GMT 2025 , Edited by admin on Mon Mar 31 18:32:25 GMT 2025
|
PRIMARY | |||
|
DAZOXIBEN
Created by
admin on Mon Mar 31 18:32:25 GMT 2025 , Edited by admin on Mon Mar 31 18:32:25 GMT 2025
|
PRIMARY | |||
|
DTXSID9045639
Created by
admin on Mon Mar 31 18:32:25 GMT 2025 , Edited by admin on Mon Mar 31 18:32:25 GMT 2025
|
PRIMARY | |||
|
09ZFC7974Q
Created by
admin on Mon Mar 31 18:32:25 GMT 2025 , Edited by admin on Mon Mar 31 18:32:25 GMT 2025
|
PRIMARY | |||
|
5130
Created by
admin on Mon Mar 31 18:32:25 GMT 2025 , Edited by admin on Mon Mar 31 18:32:25 GMT 2025
|
PRIMARY | |||
|
CHEMBL267473
Created by
admin on Mon Mar 31 18:32:25 GMT 2025 , Edited by admin on Mon Mar 31 18:32:25 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
TARGET -> INHIBITOR |
IC50
|
||
|
|
SALT/SOLVATE -> PARENT |
|
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
ACTIVE MOIETY |
|