Structure via PubChem · Public domain (PubChem)
ozagrel
Sign in to saveOzagrel (INN) is an antiplatelet agent working as a thromboxane A2 synthesis inhibitor. ==Synthesis== upright=2 The free-radical halogenation of ethyl 4-methylcinnamate (1) with N-bromosuccinimide in the presence of benzoyl peroxide gives ethyl 4-bromomethylcinnamate (2). Alkylation of imidazole (3) with this material gives the ethyl ester (4) of the drug, which is saponified to give ozagrel.
In the Vinony graph
Within Vinony's link graph, ozagrel is referenced by 221 other articles, and connects out to clonixin, blood and medication.
It is catalogued under topics including Chemical pages without DrugBank identifier, Drugs not assigned an ATC code and Drugs with non-standard legal status.
Its subject is documented across 5 Wikipedia language editions.
Chemical data
- Formula
- C13H12N2O2
- Molecular weight
- 228.25 g/mol
- IUPAC name
- (E)-3-[4-(imidazol-1-ylmethyl)phenyl]prop-2-enoic acid
- SMILES
- C1=CC(=CC=C1CN2C=CN=C2)/C=C/C(=O)O
- InChIKey
- SHZKQBHERIJWAO-AATRIKPKSA-N
- XLogP
- 1.6
- Polar surface area
- 55.1 Ų
- H-bond donors
- 1
- H-bond acceptors
- 3
- Formal charge
- 0
via PubChem
Drug data · ChEMBL
- Max clinical phase
- Approved
- Molecule type
- Small molecule
- First approval
- 1988
- Admin. routes
- oral
- Indications
- dry eye syndrome
via ChEMBL · EBI
Wikidata facts
- Mass
- 228.09
Show 4 more facts
- chemical formula
- C₁₃H₁₂N₂O₂
- isomeric SMILES
- C1=CC(=CC=C1CN2C=CN=C2)/C=C/C(=O)O
- canonical SMILES
- C1=CC(=CC=C1CN2C=CN=C2)C=CC(=O)O
- subject has role
- histamine antagonist
Sources (2)
via Wikidata · CC0
~1 min read
Encyclopedic overview
2 sectionsContents
- Synthesis
- References
Ozagrel (INN) is an antiplatelet agent working as a thromboxane A2 synthesis inhibitor. ==Synthesis== upright=2 The free-radical halogenation of ethyl 4-methylcinnamate (1) with N-bromosuccinimide in the presence of benzoyl peroxide gives ethyl 4-bromomethylcinnamate (2). Alkylation of imidazole (3) with this material gives the ethyl ester (4) of the drug, which is saponified to give ozagrel.
== References ==
Excerpted from Wikipedia’s “ozagrel” article, available under the CC BY-SA 4.0 licence.