Details
| Stereochemistry | RACEMIC |
| Molecular Formula | C18H13Cl2NO3S |
| Molecular Weight | 394.272 |
| Optical Activity | ( + / - ) |
| Defined Stereocenters | 0 / 1 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(SC1=NC(=C(O1)C2=CC=C(Cl)C=C2)C3=CC=C(Cl)C=C3)C(O)=O
InChI
InChIKey=WGDADRBTCPGSDG-UHFFFAOYSA-N
InChI=1S/C18H13Cl2NO3S/c1-10(17(22)23)25-18-21-15(11-2-6-13(19)7-3-11)16(24-18)12-4-8-14(20)9-5-12/h2-10H,1H3,(H,22,23)
An oxazole compound, tioxaprofen, exerted a strong anti-mycotic activity against Trichophyton mentagrophytes and T. rubrum, which were major dermatophytes from patients. It was found that tioxaprofen was a potent uncoupling agent of mitochondrial respiration. Tioxaprofen inhibits the electron transport between cytochromes b and c1 in the mitochondrial respiratory chain. Tioxaprofen blocks the formation of thromboxane most probably by inhibition of cyclo-oxygenase.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
Target ID: CHEMBL2094253 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7201807 |
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Target ID: electron transport Sources: https://www.ncbi.nlm.nih.gov/pubmed/6873243 |
PubMed
| Title | Date | PubMed |
|---|---|---|
| A new anti-mycotic drug tioxaprofen and its uncoupling effect on isolated mitochondria. | 1983-08-15 |
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| Laser-induced thrombi in rat mesenteric vessels and antithrombotic drugs. | 1983 |
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| [Action of tioxaprofen on platelet function (author's transl)]. | 1982 |
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| [Influence of platelet aggregation inhibitors on platelet damage at prosthetic heart valves in-vitro (author's transl)]. | 1981-05 |
Patents
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6132858
Curator's Comment: Rat data
Single dose - 10 mg/kg
Route of Administration:
Oral
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NCI_THESAURUS |
C257
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ACTIVE MOIETY