U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

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
Structure of TIOXAPROFEN

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)

HIDE SMILES / InChI
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.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
PubMed

PubMed

TitleDatePubMed
A new anti-mycotic drug tioxaprofen and its uncoupling effect on isolated mitochondria.
1983-08-15
Laser-induced thrombi in rat mesenteric vessels and antithrombotic drugs.
1983
[Action of tioxaprofen on platelet function (author's transl)].
1982
[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
Curator's Comment: Rat data
Single dose - 10 mg/kg
Route of Administration: Oral
Name Type Language
TIOXAPROFEN
INN  
INN  
Official Name English
(±)-TIOXAPROFEN
Preferred Name English
tioxaprofen [INN]
Common Name English
TIOXAPROFEN, (±)-
Common Name English
PROPANOIC ACID, 2-((4,5-BIS(4-CHLOROPHENYL)-2-OXAZOLYL)THIO)-
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C257
Created by admin on Wed Apr 02 07:52:35 GMT 2025 , Edited by admin on Wed Apr 02 07:52:35 GMT 2025
Code System Code Type Description
EPA CompTox
DTXSID60865990
Created by admin on Wed Apr 02 07:52:35 GMT 2025 , Edited by admin on Wed Apr 02 07:52:35 GMT 2025
PRIMARY
PUBCHEM
72154
Created by admin on Wed Apr 02 07:52:35 GMT 2025 , Edited by admin on Wed Apr 02 07:52:35 GMT 2025
PRIMARY
ECHA (EC/EINECS)
254-834-7
Created by admin on Wed Apr 02 07:52:35 GMT 2025 , Edited by admin on Wed Apr 02 07:52:35 GMT 2025
PRIMARY
INN
4387
Created by admin on Wed Apr 02 07:52:35 GMT 2025 , Edited by admin on Wed Apr 02 07:52:35 GMT 2025
PRIMARY
FDA UNII
RA6D4LW87K
Created by admin on Wed Apr 02 07:52:35 GMT 2025 , Edited by admin on Wed Apr 02 07:52:35 GMT 2025
PRIMARY
CAS
40198-53-6
Created by admin on Wed Apr 02 07:52:35 GMT 2025 , Edited by admin on Wed Apr 02 07:52:35 GMT 2025
PRIMARY
NCI_THESAURUS
C76822
Created by admin on Wed Apr 02 07:52:35 GMT 2025 , Edited by admin on Wed Apr 02 07:52:35 GMT 2025
PRIMARY
EVMPD
SUB11098MIG
Created by admin on Wed Apr 02 07:52:35 GMT 2025 , Edited by admin on Wed Apr 02 07:52:35 GMT 2025
PRIMARY
ChEMBL
CHEMBL2106679
Created by admin on Wed Apr 02 07:52:35 GMT 2025 , Edited by admin on Wed Apr 02 07:52:35 GMT 2025
PRIMARY
SMS_ID
100000077257
Created by admin on Wed Apr 02 07:52:35 GMT 2025 , Edited by admin on Wed Apr 02 07:52:35 GMT 2025
PRIMARY