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

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 of TIMEFURONE

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
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

Approval Year

PubMed

PubMed

TitleDatePubMed
Patents

Patents

Sample Use Guides

cynomolgus monkeys: 10 mg/kg/day.
Route of Administration: Oral
Name Type Language
TIMEFURONE
INN   USAN  
INN   USAN  
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
Created by admin on Sat Dec 16 17:32:55 GMT 2023 , Edited by admin on Sat Dec 16 17:32:55 GMT 2023
Code System Code Type Description
USAN
T-97
Created by admin on Sat Dec 16 17:32:55 GMT 2023 , Edited by admin on Sat Dec 16 17:32:55 GMT 2023
PRIMARY
CAS
76301-19-4
Created by admin on Sat Dec 16 17:32:55 GMT 2023 , Edited by admin on Sat Dec 16 17:32:55 GMT 2023
PRIMARY
EPA CompTox
DTXSID40227178
Created by admin on Sat Dec 16 17:32:55 GMT 2023 , Edited by admin on Sat Dec 16 17:32:55 GMT 2023
PRIMARY
PUBCHEM
72161
Created by admin on Sat Dec 16 17:32:55 GMT 2023 , Edited by admin on Sat Dec 16 17:32:55 GMT 2023
PRIMARY
EVMPD
SUB11061MIG
Created by admin on Sat Dec 16 17:32:55 GMT 2023 , Edited by admin on Sat Dec 16 17:32:55 GMT 2023
PRIMARY
ChEMBL
CHEMBL297550
Created by admin on Sat Dec 16 17:32:55 GMT 2023 , Edited by admin on Sat Dec 16 17:32:55 GMT 2023
PRIMARY
MESH
C046829
Created by admin on Sat Dec 16 17:32:55 GMT 2023 , Edited by admin on Sat Dec 16 17:32:55 GMT 2023
PRIMARY
INN
5423
Created by admin on Sat Dec 16 17:32:55 GMT 2023 , Edited by admin on Sat Dec 16 17:32:55 GMT 2023
PRIMARY
FDA UNII
0415629F6C
Created by admin on Sat Dec 16 17:32:55 GMT 2023 , Edited by admin on Sat Dec 16 17:32:55 GMT 2023
PRIMARY
SMS_ID
100000077220
Created by admin on Sat Dec 16 17:32:55 GMT 2023 , Edited by admin on Sat Dec 16 17:32:55 GMT 2023
PRIMARY
NCI_THESAURUS
C152634
Created by admin on Sat Dec 16 17:32:55 GMT 2023 , Edited by admin on Sat Dec 16 17:32:55 GMT 2023
PRIMARY