TEBUFELONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H28O2
Molecular Weight	300.4351
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

CC(C)(C)C1=CC(=CC(=C1O)C(C)(C)C)C(=O)CCCC#C

InChI

InChIKey=ZHXUEUKVDMWSKV-UHFFFAOYSA-N

InChI=1S/C20H28O2/c1-8-9-10-11-17(21)14-12-15(19(2,3)4)18(22)16(13-14)20(5,6)7/h1,12-13,22H,9-11H2,2-7H3

HIDE SMILES / InChI

Molecular Formula	C20H28O2
Molecular Weight	300.4351
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/2069096 | https://adisinsight.springer.com/drugs/800002346

Tebufelone (formerly NE-11740) is a member of the di-tert-butyl-phenol anti-inflammatory agents. Tebufelone is a dual cyclooxygenase (CO)/5-lipoxygenase (LO) inhibitor that has potent analgesic, antipyretic, and anti-inflammatory effects. This drug was studied for the treatment of rheumatic disorders; however, this study was discontinued.

Originator

Approval Year

PubMed

Title	Date	PubMed
Determination of leukotriene B4 in human plasma by gas chromatography using a mass selective detector and a stable isotope labelled internal standard. Effect of NE-11740 on arachidonic acid metabolism.	1990	1965571
Long-term performance of a gas chromatography/tandem mass spectrometry assay for tebufelone in plasma.	1990 Sep 1	2240571
Transcription, translation and secretion of interleukin 1 and tumor necrosis factor: effects of tebufelone, a dual cyclooxygenase/5-lipoxygenase inhibitor.	1991 Feb	1847874

Sample Use Guides

In Vivo Use Guide

Subjects received a single peroral dose of placebo, 650 mg aspirin (ASA), or tebufelone at doses of 25, 50, 100, or 200 mg.

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Fri Dec 16 17:19:30 UTC 2022` Edited by `admin` on `Fri Dec 16 17:19:30 UTC 2022`
Record UNII	O048K9ZFHO
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TEBUFELONE

Official Name

English

NE 11740

Code

English

NE-11740

Code

English

TEBUFELONE [USAN]

Common Name

English

tebufelone [INN]

Common Name

English

5-HEXYN-1-ONE, 1-(3,5-BIS(1,1-DIMETHYLETHYL)-4-HYDROXYPHENYL)-

Systematic Name

English

3',5'-DI-TERT-BUTYL-4'-HYDROXY-5-HEXYNOPHENONE

Systematic Name

English

Classification Tree Code System Code

NCI_THESAURUS

C257