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Details

Stereochemistry ABSOLUTE
Molecular Formula C27H21F3N2O6S
Molecular Weight 558.526
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CEVOGLITAZAR

SMILES

CC1=C(COC2=CC=C(C=C2)S(=O)(=O)N3[C@H](CC4=C3C=CC=C4)C(O)=O)N=C(O1)C5=CC=C(C=C5)C(F)(F)F

InChI

InChIKey=KVVODNUBDFULSC-XMMPIXPASA-N
InChI=1S/C27H21F3N2O6S/c1-16-22(31-25(38-16)17-6-8-19(9-7-17)27(28,29)30)15-37-20-10-12-21(13-11-20)39(35,36)32-23-5-3-2-4-18(23)14-24(32)26(33)34/h2-13,24H,14-15H2,1H3,(H,33,34)/t24-/m1/s1

HIDE SMILES / InChI

Molecular Formula C27H21F3N2O6S
Molecular Weight 558.526
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Cevoglitazar is a dual agonist for the peroxisome proliferator-activated receptor (PPAR)-alpha and -gamma subtypes. Cevoglitazar was as effective as pioglitazone at improving glucose tolerance, normalizes intramyocellular lipids and reduces body weight gain and adiposity, independent of food intake. Metabolic profiling showed that in the muscle cevoglitazar improves the lipid profile via both PPARα‐ and PPARγ‐mediated mechanisms. Cevoglitazar only induced small changes to the lipid composition of visceral fat. In subcutaneous fat, however, cevoglitazar induced changes similar to those observed with fenofibrate suggesting export of fatty acids from this depot.

Approval Year

PubMed

PubMed

TitleDatePubMed
Cevoglitazar, a novel peroxisome proliferator-activated receptor-alpha/gamma dual agonist, potently reduces food intake and body weight in obese mice and cynomolgus monkeys.
2010 Jul
Patents

Sample Use Guides

rat 5 mg/kg
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 16:31:27 UTC 2023
Edited
by admin
on Sat Dec 16 16:31:27 UTC 2023
Record UNII
6D0JK5KM96
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
CEVOGLITAZAR
INN  
INN  
Official Name English
1H-INDOLE-2-CARBOXYLIC ACID, 2,3-DIHYDRO-1-((4-((5-METHYL-2-(4-(TRIFLUOROMETHYL)PHENYL)-4-OXAZOLYL)METHOXY)PHENYL)SULFONYL)-, (2R)-
Common Name English
(2R)-1-((4-((5-METHYL-2-(4-(TRIFLUOROMETHYL)PHENYL)-1,3-OXAZOL-4-YL)METHOXY)PHENYL)SULFONYL)INDOLINE-2-CARBOXYLIC ACID
Systematic Name English
cevoglitazar [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C98233
Created by admin on Sat Dec 16 16:31:27 UTC 2023 , Edited by admin on Sat Dec 16 16:31:27 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID301004208
Created by admin on Sat Dec 16 16:31:27 UTC 2023 , Edited by admin on Sat Dec 16 16:31:27 UTC 2023
PRIMARY
FDA UNII
6D0JK5KM96
Created by admin on Sat Dec 16 16:31:27 UTC 2023 , Edited by admin on Sat Dec 16 16:31:27 UTC 2023
PRIMARY
NCI_THESAURUS
C81695
Created by admin on Sat Dec 16 16:31:27 UTC 2023 , Edited by admin on Sat Dec 16 16:31:27 UTC 2023
PRIMARY
INN
8721
Created by admin on Sat Dec 16 16:31:27 UTC 2023 , Edited by admin on Sat Dec 16 16:31:27 UTC 2023
PRIMARY
CAS
839673-52-8
Created by admin on Sat Dec 16 16:31:27 UTC 2023 , Edited by admin on Sat Dec 16 16:31:27 UTC 2023
PRIMARY
SMS_ID
300000036952
Created by admin on Sat Dec 16 16:31:27 UTC 2023 , Edited by admin on Sat Dec 16 16:31:27 UTC 2023
PRIMARY
PUBCHEM
10175076
Created by admin on Sat Dec 16 16:31:27 UTC 2023 , Edited by admin on Sat Dec 16 16:31:27 UTC 2023
PRIMARY
Related Record Type Details
TARGET -> AGONIST
TARGET -> AGONIST
Related Record Type Details
ACTIVE MOIETY