Structure via PubChem · Public domain (PubChem)
dazoxiben
Sign in to saveAlso known as Benzoic acid, 4-(2-(1H-imidazol-1-yl)ethoxy)-, Dazoxibenum, Dazoxibene
Dazoxiben is an orally active thromboxane synthase inhibitor. It has shown a significant clinical improvement in patients with Raynaud's syndrome.
Chemical data
- Formula
- C12H12N2O3
- Molecular weight
- 232.23 g/mol
- IUPAC name
- 4-(2-imidazol-1-ylethoxy)benzoic acid
- SMILES
- C1=CC(=CC=C1C(=O)O)OCCN2C=CN=C2
- InChIKey
- XQGZSYKGWHUSDH-UHFFFAOYSA-N
- XLogP
- 1.4
- Polar surface area
- 64.4 Ų
- H-bond donors
- 1
- H-bond acceptors
- 4
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Phase 2
- Molecule type
- Small molecule
via ChEMBL · EBI
Research
376 papers- Dazoxiben.Lancet (London, England) · 1983
- Raynaud disease.The Journal of hand surgery · 2014
- Dazoxiben in human sepsis and adult respiratory distress syndrome.Clinical pharmacology and therapeutics · 1985
- Dazoxiben in stable angina.Lancet (London, England) · 1983
- Selective inhibition of thromboxane synthesis with dazoxiben in animals and man.Thrombosis research. Supplement · 1983
via PubMed
Wikidata facts
- Subclass of
- chemical compound
- Mass
- 232.084792
Show 4 more facts
- chemical formula
- C₁₂H₁₂N₂O₃
- canonical SMILES
- C1=CC(=CC=C1C(=O)O)OCCN2C=CN=C2
- subject has role
- enzyme inhibitor
- Commons category
- Dazoxiben
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Synthesis
- References
Dazoxiben is an orally active thromboxane synthase inhibitor. It has shown a significant clinical improvement in patients with Raynaud's syndrome.
==Synthesis== thumb|center|500px|Dazoxiben synthesis: One convenient synthesis starts with the O-chloroethyl ether of p-hydroxybenzamide and proceeds bydisplacement with imidazole to give 2. Hydrolysis of the amide function completes the synthesis of dazoxiben.
Excerpted from Wikipedia’s “dazoxiben” article, available under the CC BY-SA 4.0 licence.