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Details

Stereochemistry ACHIRAL
Molecular Formula C21H23Cl2N3O3S
Molecular Weight 468.397
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FK-614

SMILES

CCCCCS(=O)(=O)NC(=O)C1=CC2=C(C=C1)N=C(C)N2CC3=CC=C(Cl)C=C3Cl

InChI

InChIKey=UYGZODVVDUIDDQ-UHFFFAOYSA-N
InChI=1S/C21H23Cl2N3O3S/c1-3-4-5-10-30(28,29)25-21(27)15-7-9-19-20(11-15)26(14(2)24-19)13-16-6-8-17(22)12-18(16)23/h6-9,11-12H,3-5,10,13H2,1-2H3,(H,25,27)

HIDE SMILES / InChI
FK-614, a benzimidazole derivative without a thiazolidinedione structure, is a selective peroxisome proliferator-activated receptor gamma agonist. It is a diabetes drug candidate that found implication in pain, including post-herpetic neuralgia.

Approval Year

PubMed

PubMed

TitleDatePubMed
A selective peroxisome proliferator-activated receptor gamma modulator with distinct fat cell regulation properties.
2006-08
Unique properties of coactivator recruitment caused by differential binding of FK614, an anti-diabetic agent, to peroxisome proliferator-activated receptor gamma.
2006-03
FK614, a novel peroxisome proliferator-activated receptor gamma modulator, induces differential transactivation through a unique ligand-specific interaction with transcriptional coactivators.
2005-12
Ameliorating effect of FK614, a novel nonthiazolidinedione peroxisome proliferator-activated receptor gamma agonist, on insulin resistance in Zucker fatty rat.
2005-09-05
FK-614, a selective peroxisome proliferator-activated receptor gamma agonist, improves peripheral glucose utilization while decreasing hepatic insulin extraction in alloxan-induced diabetic dogs.
2005-09
Patents

Patents

Sample Use Guides

FK-614, rosiglitazone, and pioglitazone competed for specific binding of [3H]rosiglitazone to peroxisome proliferator-activated receptor gamma (PPARgamma) with Ki values of 11 nM, 47 nM, and 1.3 microM, respectively. K614 induced interaction of PPARgamma with nuclear receptor coactivator CBP but of lower magnitude than rosiglitazone and pioglitazone. The estimated Kd values of FK614-, rosiglitazone-, and pioglitazone-PPARgamma complex to CBP peptide were 1.8, 0.64, and 0.72 microM, respectively, indicating FK-614/PPARgamma complex exhibits a lower affinity for CBP peptide compared to other agonist-PPARgamma complexes.
Name Type Language
FK-614
Common Name English
1-(2,4-DICHLOROBENZYL)-2-METHYL-6-(1-PENTANESULFONYLCARBAMOYL)BENZIMIDAZOLE
Preferred Name English
FK614
Code English
3-(2,4-DICHLOROBENZYL)-2-METHYL-N-(PENTYLSULFONYL)-3H-BENZIMIDAZOLE-5-CARBOXAMIDE
Systematic Name English
Code System Code Type Description
FDA UNII
V5Q32BZX79
Created by admin on Mon Mar 31 18:04:06 GMT 2025 , Edited by admin on Mon Mar 31 18:04:06 GMT 2025
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PUBCHEM
9869229
Created by admin on Mon Mar 31 18:04:06 GMT 2025 , Edited by admin on Mon Mar 31 18:04:06 GMT 2025
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DRUG BANK
DB12557
Created by admin on Mon Mar 31 18:04:06 GMT 2025 , Edited by admin on Mon Mar 31 18:04:06 GMT 2025
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EPA CompTox
DTXSID60940978
Created by admin on Mon Mar 31 18:04:06 GMT 2025 , Edited by admin on Mon Mar 31 18:04:06 GMT 2025
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CAS
193012-35-0
Created by admin on Mon Mar 31 18:04:06 GMT 2025 , Edited by admin on Mon Mar 31 18:04:06 GMT 2025
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