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Details

Stereochemistry RACEMIC
Molecular Formula C19H17NO5S
Molecular Weight 371.407
Optical Activity ( + / - )
Defined Stereocenters 0 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AZEMIGLITAZONE

SMILES

COC1=CC=CC(=C1)C(=O)COC2=CC=C(CC3SC(=O)NC3=O)C=C2

InChI

InChIKey=YAUMOGALQJYOJQ-UHFFFAOYSA-N
InChI=1S/C19H17NO5S/c1-24-15-4-2-3-13(10-15)16(21)11-25-14-7-5-12(6-8-14)9-17-18(22)20-19(23)26-17/h2-8,10,17H,9,11H2,1H3,(H,20,22,23)

HIDE SMILES / InChI

Molecular Formula C19H17NO5S
Molecular Weight 371.407
Charge 0
Count
Stereochemistry RACEMIC
Additional Stereochemistry No
Defined Stereocenters 0 / 1
E/Z Centers 0
Optical Activity ( + / - )

MSDC 0602, a first-in-class oral, once-daily, insulin sensitiser that acts by stimulating mitochondrial proteins, is being developed by Metabolic Solutions and Cirius Therapeutics for treatment Type 2 diabetes mellitus and Non-alcoholic steatohepatitis. MSDC-0602 prevented and reversed liver fibrosis and suppressed expression of markers of stellate cell activation in livers of mice fed a diet rich in trans-fatty acids, fructose, and cholesterol. Moreover, mice with liver-specific deletion of MPC2 were protected from development of NASH on this diet. MSDC-0602 directly reduced hepatic stellate cell activation in vitro, and MSDC-0602 treatment or hepatocyte MPC2 deletion also limited stellate cell activation indirectly by affecting secretion of exosomes from hepatocytes. Cirius Therapeutics plans the phase III trial for Type 2 diabetes mellitus and Non-alcoholic steatohepatitis in September 2019

Approval Year

PubMed

PubMed

TitleDatePubMed
MSDC-0602K, a metabolic modulator directed at the core pathology of non-alcoholic steatohepatitis.
2018 Jul
Patents

Sample Use Guides

100-500 mg once daily
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Fri Dec 15 17:16:40 GMT 2023
Edited
by admin
on Fri Dec 15 17:16:40 GMT 2023
Record UNII
81MXZ6QOBM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AZEMIGLITAZONE
INN  
Official Name English
(±)-5-(4-(2-(3-METHOXYPHENYL)-2-OXOETHOXY)BENZYL)-1,3-THIAZOLIDINE-2,4-DIONE
Systematic Name English
azemiglitazone [INN]
Common Name English
MSDC 0602
Common Name English
MSDC-0602
Common Name English
Azemiglitazone [WHO-DD]
Common Name English
5-(4-(2-(3-METHOXYPHENYL)-2-OXOETHOXY)BENZYL)-1,3-THIAZOLIDINE-2,4-DIONE
Systematic Name English
Code System Code Type Description
CAS
1133819-87-0
Created by admin on Fri Dec 15 17:16:40 GMT 2023 , Edited by admin on Fri Dec 15 17:16:40 GMT 2023
PRIMARY
INN
10826
Created by admin on Fri Dec 15 17:16:40 GMT 2023 , Edited by admin on Fri Dec 15 17:16:40 GMT 2023
PRIMARY
FDA UNII
81MXZ6QOBM
Created by admin on Fri Dec 15 17:16:40 GMT 2023 , Edited by admin on Fri Dec 15 17:16:40 GMT 2023
PRIMARY
NCI_THESAURUS
C175055
Created by admin on Fri Dec 15 17:16:40 GMT 2023 , Edited by admin on Fri Dec 15 17:16:40 GMT 2023
PRIMARY
SMS_ID
300000023898
Created by admin on Fri Dec 15 17:16:40 GMT 2023 , Edited by admin on Fri Dec 15 17:16:40 GMT 2023
PRIMARY
PUBCHEM
25230266
Created by admin on Fri Dec 15 17:16:40 GMT 2023 , Edited by admin on Fri Dec 15 17:16:40 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
TARGET -> INHIBITOR
SALT/SOLVATE -> PARENT
Related Record Type Details
ACTIVE MOIETY
metabolic disorders