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Details

Stereochemistry RACEMIC
Molecular Formula C19H17ClF3NO4
Molecular Weight 415.791
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of HALOFENATE

SMILES

CC(=O)NCCOC(=O)C(OC1=CC=CC(=C1)C(F)(F)F)C2=CC=C(Cl)C=C2

InChI

InChIKey=BJBCSGQLZQGGIQ-UHFFFAOYSA-N
InChI=1S/C19H17ClF3NO4/c1-12(25)24-9-10-27-18(26)17(13-5-7-15(20)8-6-13)28-16-4-2-3-14(11-16)19(21,22)23/h2-8,11,17H,9-10H2,1H3,(H,24,25)

HIDE SMILES / InChI
Halofenate (MK-185) was invented as a hypolipidemic and hypouricemic agent. It was shown that halofenate lower serum triglycerides and uric acid in patients with a variety of hyperlipidemias. Treatment of dyslipidemic type 2 diabetic patients also showed triglyceride lowering and, surprisingly, significant reductions in plasma glucose and insulin. Halofenate is a selective PPAR-γ modulator (SPPARγM). SPPARγMs are believed to bind in distinct manners to the ligand-binding pocket of PPAR-γ, leading to altered receptor conformational stability and resulting in distinct patterns of gene expression. Thus, was suggested that halofenate hold promising therapeutic potential in the treatment of type 2 diabetes, without the side effects. However, information about the current use of this compound is not available.

Approval Year

PubMed

PubMed

TitleDatePubMed
Effect of halofenate and clofibrate on lipid synthesis in rat adipocytes.
1975 Feb 20
The effect of halofenate or halofenate free acid on human, rat and guinea pig platelet aggregation.
1976 Apr 30
Patents

Patents

Sample Use Guides

Combined halofenate-chlorpropamide was evaluated for the treatment of non-insulin-dependent diabetes mellitus (NIDDM). Four subjects treated with 500 mg/day chlorpropamide were given 500-1000 mg halofenate daily for 48 wk or longer.
Route of Administration: Oral
Name Type Language
HALOFENATE
INN   USAN   WHO-DD  
USAN   INN  
Official Name English
MK-185
Code English
BENZENEACETIC ACID, 4-CHLORO-.ALPHA.-(3-(TRIFLUOROMETHYL)PHENOXY)-, 2-(ACETYLAMINO)ETHYL ESTER
Common Name English
HALOFENATE [USAN]
Common Name English
(P-CHLOROPHENYL)((.ALPHA.,.ALPHA.,.ALPHA-TRIFLUORO-M-TOLYL)OXY)ACETIC ACID ESTER WITH N-(2-HYDROXYETHYL)ACETAMIDE
Common Name English
ACETAMIDE, N-(2-HYDROXYETHYL)-, (P-CHLOROPHENYL)((.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-M-TOLYL)OXY)ACETATE (ESTER)
Common Name English
Halofenate [WHO-DD]
Common Name English
ACETIC ACID, (P-CHLOROPHENYL)((.ALPHA.,.ALPHA.,.ALPHA.-TRIFLUORO-M-TOLYL)OXY)-, ESTER WITH N-(2-HYDROXYETHYL)ACETAMIDE
Systematic Name English
halofenate [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C921
Created by admin on Fri Dec 15 15:17:29 GMT 2023 , Edited by admin on Fri Dec 15 15:17:29 GMT 2023
NCI_THESAURUS C29703
Created by admin on Fri Dec 15 15:17:29 GMT 2023 , Edited by admin on Fri Dec 15 15:17:29 GMT 2023
Code System Code Type Description
INN
2536
Created by admin on Fri Dec 15 15:17:29 GMT 2023 , Edited by admin on Fri Dec 15 15:17:29 GMT 2023
PRIMARY
FDA UNII
K9TZK4MNO6
Created by admin on Fri Dec 15 15:17:29 GMT 2023 , Edited by admin on Fri Dec 15 15:17:29 GMT 2023
PRIMARY
CAS
24091-96-1
Created by admin on Fri Dec 15 15:17:29 GMT 2023 , Edited by admin on Fri Dec 15 15:17:29 GMT 2023
SUPERSEDED
EVMPD
SUB07999MIG
Created by admin on Fri Dec 15 15:17:29 GMT 2023 , Edited by admin on Fri Dec 15 15:17:29 GMT 2023
PRIMARY
ChEMBL
CHEMBL456071
Created by admin on Fri Dec 15 15:17:29 GMT 2023 , Edited by admin on Fri Dec 15 15:17:29 GMT 2023
PRIMARY
NCI_THESAURUS
C83805
Created by admin on Fri Dec 15 15:17:29 GMT 2023 , Edited by admin on Fri Dec 15 15:17:29 GMT 2023
PRIMARY
PUBCHEM
33584
Created by admin on Fri Dec 15 15:17:29 GMT 2023 , Edited by admin on Fri Dec 15 15:17:29 GMT 2023
PRIMARY
MESH
D006218
Created by admin on Fri Dec 15 15:17:29 GMT 2023 , Edited by admin on Fri Dec 15 15:17:29 GMT 2023
PRIMARY
EPA CompTox
DTXSID9023120
Created by admin on Fri Dec 15 15:17:29 GMT 2023 , Edited by admin on Fri Dec 15 15:17:29 GMT 2023
PRIMARY
SMS_ID
100000083922
Created by admin on Fri Dec 15 15:17:29 GMT 2023 , Edited by admin on Fri Dec 15 15:17:29 GMT 2023
PRIMARY
CAS
26718-25-2
Created by admin on Fri Dec 15 15:17:29 GMT 2023 , Edited by admin on Fri Dec 15 15:17:29 GMT 2023
PRIMARY