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

Details

Stereochemistry ACHIRAL
Molecular Formula C39H37F3N2O8
Molecular Weight 718.7149
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of GRANOTAPIDE

SMILES

CCOC(=O)C(COC(=O)CC1=CC=C(NC(=O)C2=CC=CC=C2C3=CC=C(C=C3)C(F)(F)F)C(=C1)C(=O)N(C)C)(C(=O)OCC)C4=CC=CC=C4

InChI

InChIKey=FPUQGCOBYOXAED-UHFFFAOYSA-N
InChI=1S/C39H37F3N2O8/c1-5-50-36(48)38(37(49)51-6-2,27-12-8-7-9-13-27)24-52-33(45)23-25-16-21-32(31(22-25)35(47)44(3)4)43-34(46)30-15-11-10-14-29(30)26-17-19-28(20-18-26)39(40,41)42/h7-22H,5-6,23-24H2,1-4H3,(H,43,46)

HIDE SMILES / InChI
Granotapide (JTT-130) has been studied for use in treatment of diabetes mellitus type II. This intestine-specific microsomal transfer protein inhibitor has hypoglycemic effects. Granotapide is thought to block fat absorption, which results in enhanced glucose-stimulated insulin secretion and enhanced insulin sensitivity. In an animal study, granotapide improved hyperglycemia and dyslipidemia via a mechanism independent of suppression of food intake. Granotapide enhances glucagon-like peptide-1 secretion and reduces lipotoxicity. A phase 2 study has been conducted to evaluate the effect of JTT-130 on diabetes as well as the safety and tolerability of JTT-130 in obese Type 2 diabetic patients.

Approval Year

Patents

Patents

Name Type Language
GRANOTAPIDE
INN   WHO-DD  
INN  
Official Name English
PROPANEDIOIC ACID, 2-(((2-(3-((DIMETHYLAMINO)CARBONYL)-4-(((4'-(TRIFLUOROMETHYL)(1,1'-BIPHENYL)-2-YL)CARBONYL)AMINO)PHENYL)ACETYL)OXY)METHYL)-2-PHENYL-, 1,3-DIETHYL ESTER
Common Name English
JTT-130
Code English
DIETHYL 2-((2-(3-(DIMETHYLCARBAMOYL)-4-(4'-(TRIFLUOROMETHYL)-(1,1'-BIPHENYL)-2-CARBOXAMIDO)PHENYL)ACETYLOXY)METHYL)-2-PHENYLPROPANEDIOATE
Common Name English
granotapide [INN]
Common Name English
Granotapide [WHO-DD]
Common Name English
PROPANEDIOIC ACID, ((((3-((DIMETHYLAMINO)CARBONYL)-4-(((4'-(TRIFLUOROMETHYL)(1,1'-BIPHENYL)-2-YL)CARBONYL)AMINO)PHENYL)ACETYL)OXY)METHYL)PHENYL-, DIETHYL ESTER
Common Name English
Code System Code Type Description
NCI_THESAURUS
C174852
Created by admin on Fri Dec 15 19:17:55 GMT 2023 , Edited by admin on Fri Dec 15 19:17:55 GMT 2023
PRIMARY
INN
9378
Created by admin on Fri Dec 15 19:17:55 GMT 2023 , Edited by admin on Fri Dec 15 19:17:55 GMT 2023
PRIMARY
DRUG BANK
DB12934
Created by admin on Fri Dec 15 19:17:55 GMT 2023 , Edited by admin on Fri Dec 15 19:17:55 GMT 2023
PRIMARY
PUBCHEM
11607299
Created by admin on Fri Dec 15 19:17:55 GMT 2023 , Edited by admin on Fri Dec 15 19:17:55 GMT 2023
PRIMARY
SMS_ID
300000034209
Created by admin on Fri Dec 15 19:17:55 GMT 2023 , Edited by admin on Fri Dec 15 19:17:55 GMT 2023
PRIMARY
CAS
594842-13-4
Created by admin on Fri Dec 15 19:17:55 GMT 2023 , Edited by admin on Fri Dec 15 19:17:55 GMT 2023
PRIMARY
FDA UNII
PSZ2YGB0DK
Created by admin on Fri Dec 15 19:17:55 GMT 2023 , Edited by admin on Fri Dec 15 19:17:55 GMT 2023
PRIMARY