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Details

Stereochemistry RACEMIC
Molecular Formula C20H17F3N2O5
Molecular Weight 422.3546
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MK-0767

SMILES

COC1=CC=C(CC2OC(=O)NC2=O)C=C1C(=O)NCC3=CC=C(C=C3)C(F)(F)F

InChI

InChIKey=ORZMUVMQJPGFOM-UHFFFAOYSA-N
InChI=1S/C20H17F3N2O5/c1-29-15-7-4-12(9-16-18(27)25-19(28)30-16)8-14(15)17(26)24-10-11-2-5-13(6-3-11)20(21,22)23/h2-8,16H,9-10H2,1H3,(H,24,26)(H,25,27,28)

HIDE SMILES / InChI
MK-0767 is a potent hypoglycaemic insulin sensitizer being evaluated by Kyorin with potential as an antidiabetic agent. MK-0767 acts as a dual agonist of the peroxisome proliferator-activated receptors alpha and gamma, induced high-affinity interactions of PPARα and PPARγ with the transcriptional coactivator CBP in vitro. In ob/ob mice, MK-0767 normalized hyperglycemia and hyperinsulinemia with equal or greater potency and efficacy than pioglitazone. Treatment of hamsters with MK-0767 produced substantial reductions in blood cholesterol and triglycerides. In dogs, MK-0767 reduced serum cholesterol levels with a potency more than 10-fold greater than simvastatin. The efficacies of MK-0767 and simvastatin were additive when given together.

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
83.0 nM [EC50]
140.0 nM [EC50]
PubMed

PubMed

TitleDatePubMed
A novel insulin sensitizer acts as a coligand for peroxisome proliferator-activated receptor-alpha (PPAR-alpha) and PPAR-gamma: effect of PPAR-alpha activation on abnormal lipid metabolism in liver of Zucker fatty rats.
1998 Dec
Fatty-acyl-CoA thioesters inhibit recruitment of steroid receptor co-activator 1 to alpha and gamma isoforms of peroxisome-proliferator-activated receptors by competing with agonists.
2001 Jan 15
Patents

Sample Use Guides

0.3-25 mg of MK-0767 were administered once daily for 14 days.
Route of Administration: Oral
Name Type Language
MK-0767
Common Name English
BENZAMIDE, 5-((2,4-DIOXO-5-OXAZOLIDINYL)METHYL)-2-METHOXY-N-((4-(TRIFLUOROMETHYL)PHENYL)METHYL)-
Systematic Name English
MK0767
Common Name English
Code System Code Type Description
CAS
934017-32-0
Created by admin on Fri Dec 15 15:47:47 GMT 2023 , Edited by admin on Fri Dec 15 15:47:47 GMT 2023
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SMS_ID
300000041413
Created by admin on Fri Dec 15 15:47:47 GMT 2023 , Edited by admin on Fri Dec 15 15:47:47 GMT 2023
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FDA UNII
Y180U02GSB
Created by admin on Fri Dec 15 15:47:47 GMT 2023 , Edited by admin on Fri Dec 15 15:47:47 GMT 2023
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DRUG BANK
DB12055
Created by admin on Fri Dec 15 15:47:47 GMT 2023 , Edited by admin on Fri Dec 15 15:47:47 GMT 2023
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PUBCHEM
56842109
Created by admin on Fri Dec 15 15:47:47 GMT 2023 , Edited by admin on Fri Dec 15 15:47:47 GMT 2023
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