TIMEFURONE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C15H14O5S
Molecular Weight	306.334
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

COC1=C2OC(CSC)=CC(=O)C2=C(OC)C3=C1OC=C3

InChI

InChIKey=SWKFRGASPZPNBV-UHFFFAOYSA-N

InChI=1S/C15H14O5S/c1-17-12-9-4-5-19-13(9)15(18-2)14-11(12)10(16)6-8(20-14)7-21-3/h4-6H,7H2,1-3H3

HIDE SMILES / InChI

Molecular Formula	C15H14O5S
Molecular Weight	306.334
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/3863623 | https://www.ncbi.nlm.nih.gov/pubmed/3863622 | https://www.ncbi.nlm.nih.gov/pubmed/4057238

Timefurone is a benzopyranone derivative patented by pharmaceutical company Upjohn Co. for the treatment of atherosclerosis. Timefurone mediates the hypolipidemic effect via the reduction of the intracellular synthesis of cholesterol. In preclinical studies, Timefurone significantly lowered low-density lipoprotein cholesterol, high-density lipoprotein cholesterol, and total cholesterol in cholesterol-fed male rats and monkeys. Timefurone caused small but significant changes in several clinical chemistry parameters including creatinine, total bilirubin, albumin, glucose, serum glutamic-oxalacetic transaminase, and serum glutamic-pyruvic transaminase in cynomolgus monkeys

Originator

Approval Year

PubMed

Title	Date	PubMed
Comparative effects of khellin and timefurone on serum parameters in normal male cynomolgus monkeys.	1985	4057238

Patents

Sample Use Guides

In Vivo Use Guide

cynomolgus monkeys: 10 mg/kg/day.

Route of Administration: Oral

Substance Class	Chemical Created by `admin` on `Sat Dec 16 17:32:55 GMT 2023` Edited by `admin` on `Sat Dec 16 17:32:55 GMT 2023`
Record UNII	0415629F6C
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

TIMEFURONE

Official Name

English

U-56,321

Code

English

timefurone [INN]

Common Name

English

5H-FURO(3,2-G)(1)BENZOPYRAN-5-ONE, 4,9-DIMETHOXY-7-((METHYLTHIO)METHYL)-

Systematic Name

English

4,9-Dimethoxy-7-[(methylthio)methyl]-5H-furo[3,2-g][1]benzopyran-5-one

Systematic Name

English

TIMEFURONE [USAN]

Common Name

English

U-56321

Code

English

Classification Tree Code System Code

NCI_THESAURUS

C29703