TIOXAPROFEN

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 Search

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

Molecular Formula	C18H13Cl2NO3S
Molecular Weight	394.272
Charge	0
Count

Stereochemistry	RACEMIC
Additional Stereochemistry	No
Defined Stereocenters	0 / 1
E/Z Centers	0
Optical Activity	( + / - )

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/7201807 | https://www.ncbi.nlm.nih.gov/pubmed/6873243 | https://jglobal.jst.go.jp/en/detail?JGLOBAL_ID=200902202988515233&rel=0

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
Cyclooxygenase 89 Target ID: CHEMBL2094253 Sources: https://www.ncbi.nlm.nih.gov/pubmed/7201807	Inhibitor 8297
electron transport 1 Target ID: electron transport Sources: https://www.ncbi.nlm.nih.gov/pubmed/6873243	Inhibitor 8297

PubMed

Title	Date	PubMed
[Influence of platelet aggregation inhibitors on platelet damage at prosthetic heart valves in-vitro (author's transl)].	1981 May	6788103
[Action of tioxaprofen on platelet function (author's transl)].	1982	7201807
Laser-induced thrombi in rat mesenteric vessels and antithrombotic drugs.	1983	6132858
A new anti-mycotic drug tioxaprofen and its uncoupling effect on isolated mitochondria.	1983 Aug 15	6873243

Patents

Sample Use Guides

In Vivo Use Guide

Single dose - 10 mg/kg

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Sat Dec 16 16:27:01 GMT 2023` Edited by `admin` on `Sat Dec 16 16:27:01 GMT 2023`
Record UNII	RA6D4LW87K
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TIOXAPROFEN

Official Name

English

tioxaprofen [INN]

Common Name

English

(±)-TIOXAPROFEN

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