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 |
---|---|---|
UK-37, 248, a novel, selective thromboxane synthetase inhibitor with platelet anti-aggregatory and anti-thrombotic activity. | 1981 Jul 1-15 |
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[(1H-imidazol-1-yl)methyl]- and [(3-pyridinyl)methyl]pyrroles as thromboxane synthetase inhibitors. | 1989 Apr |
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The mechanism of anti-thrombotic, thrombolytic and fibrinolytic actions of camonagrel--a new thromboxane synthase inhibitor. | 1995 |
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Prostaglandin endoperoxides and thromboxane A2 activate the same receptor isoforms in human platelets. | 2002 Jan |
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Cyclooxygenase contracting factors and altered pulmonary vascular responses in chronically hypoxic newborn pigs. | 2002 Jan |
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Mechanisms involved in agonist-induced hyperaggregability of platelets from normal pregnancy. | 2002 Jan-Feb |
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Sexual dimorphism in prostanoid-potentiated vascular contraction: roles of endothelium and ovarian steroids. | 2002 Nov |
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Chronic AT(1) receptor blockade alters mechanisms mediating responses to hypoxia in rat skeletal muscle resistance arteries. | 2004 Aug |
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Role of platelet microparticles in the production of thromboxane by rabbit pulmonary artery. | 2004 Feb |
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Role of endothelin-1 and thromboxane A2 in the pulmonary hypertension induced by heparin-protamine interaction in anesthetized dogs. | 2004 Jan |
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BK2 but not BK1 receptors mediating contractile response in human umbilical arteries: role of thromboxane A2. | 2004 May |
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Attenuation of lipopolysaccharide-induced hyperreactivity of human internal mammary arteries by melatonin. | 2004 Sep |
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Redirection of eicosanoid metabolism in mPGES-1-deficient macrophages. | 2005 Apr 29 |
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The calcium ionophore A23187 induces endothelium-dependent contractions in femoral arteries from rats with streptozotocin-induced diabetes. | 2007 Mar |
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Effect of inhibitors of arachidonic acid conversion in platelets on thrombin-fibrinogen interaction and thrombin tolerance. | 2007 Oct |
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Oral vasodilators for primary Raynaud's phenomenon. | 2008 Apr 16 |
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Roles of IL-6-gp130 Signaling in Vascular Inflammation. | 2008 Aug |
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Estrogen potentiates constrictor prostanoid function in female rat aorta by upregulation of cyclooxygenase-2 and thromboxane pathway expression. | 2008 Jun |
|
Aspirin resistance with genetic dyslipidemia: contribution of vascular thromboxane generation. | 2010 Aug |
Substance Class |
Chemical
Created
by
admin
on
Edited
Fri Dec 15 16:36:28 GMT 2023
by
admin
on
Fri Dec 15 16:36:28 GMT 2023
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Record UNII |
09ZFC7974Q
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Record Status |
Validated (UNII)
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Record Version |
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C029166
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SUB06925MIG
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C171920
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53001
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DB03052
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100000083448
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78218-09-4
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DAZOXIBEN
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DTXSID9045639
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09ZFC7974Q
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5130
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CHEMBL267473
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SALT/SOLVATE -> PARENT |
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ACTIVE MOIETY |