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Details

Stereochemistry ACHIRAL
Molecular Formula C12H14N2O3S3
Molecular Weight 330.446
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of MIVOTILATE

SMILES

CC(C)OC(=O)C(C(=O)NC1=NC(C)=CS1)=C2SCS2

InChI

InChIKey=WOUUWUGULFOVHG-UHFFFAOYSA-N
InChI=1S/C12H14N2O3S3/c1-6(2)17-10(16)8(11-19-5-20-11)9(15)14-12-13-7(3)4-18-12/h4,6H,5H2,1-3H3,(H,13,14,15)

HIDE SMILES / InChI

Molecular Formula C12H14N2O3S3
Molecular Weight 330.446
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Mivotilate is an orally active hepatoprotective agent for the treatment of liver cirrhosis and hepatitis-B infection. Mivotilate was shown to exert multiple effects on the hepatic cytochrome P450 system, particularly to inhibit CYP2E1 expression and to up-regulate the CYP1A1 expression. The low oral bioavailability of Mivotilate in rats could be primarily attributed to poor absorption and considerable hepatic and gastrointestinal first-pass effects. The thermal reversible microemulsion system of YH439 greatly enhances the bioavailability of YH439 after oral administration. Mivotilate prevents mutagenesis caused by agents such as benzopyrene and reduces skin tumours induced by these agents.

Approval Year

PubMed

PubMed

TitleDatePubMed
Acetaminophen induces apoptosis of C6 glioma cells by activating the c-Jun NH(2)-terminal protein kinase-related cell death pathway.
2001 Oct
Amino acid substitutions in the aryl hydrocarbon receptor ligand binding domain reveal YH439 as an atypical AhR activator.
2010 Jun
Nucleotide specificity of DNA binding of the aryl hydrocarbon receptor:ARNT complex is unaffected by ligand structure.
2014 Jan
Patents

Sample Use Guides

Rat: 200 mg per kg body weight, for 3 consecutive days
Route of Administration: Oral
The transport of MIVOTILATE across a Caco-2 cell monolayer was measured in a Transwell. A permeability of 4.07 x 10(-5) cm/s was obtained for the absorptive (i.e., apical to basolateral direction) transport of 0.42 pM YH439, implicating that the in vivo GI absorption is nearly complete. The absorptive transport exhibited a slight concentration-dependency with an intrinsic clearance (CLi) of 0.38 microLL/cm2/sec, which accounted for 28.1% of the total intrinsic clearance (i.e., CLi plus the intrinsic clearance for the linear component) of the transport.
Substance Class Chemical
Created
by admin
on Fri Dec 15 16:03:51 UTC 2023
Edited
by admin
on Fri Dec 15 16:03:51 UTC 2023
Record UNII
0789652QUL
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
MIVOTILATE
INN  
INN  
Official Name English
ISOPROPYL N-(4-METHYL-2-THIAZOLYL)-1,3-DITHIETANE-.DELTA.2,L-MALONAMATE
Common Name English
mivotilate [INN]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C2081
Created by admin on Fri Dec 15 16:03:51 UTC 2023 , Edited by admin on Fri Dec 15 16:03:51 UTC 2023
Code System Code Type Description
EPA CompTox
DTXSID90156348
Created by admin on Fri Dec 15 16:03:51 UTC 2023 , Edited by admin on Fri Dec 15 16:03:51 UTC 2023
PRIMARY
PUBCHEM
148185
Created by admin on Fri Dec 15 16:03:51 UTC 2023 , Edited by admin on Fri Dec 15 16:03:51 UTC 2023
PRIMARY
CAS
130112-42-4
Created by admin on Fri Dec 15 16:03:51 UTC 2023 , Edited by admin on Fri Dec 15 16:03:51 UTC 2023
PRIMARY
NCI_THESAURUS
C81129
Created by admin on Fri Dec 15 16:03:51 UTC 2023 , Edited by admin on Fri Dec 15 16:03:51 UTC 2023
PRIMARY
DRUG CENTRAL
1823
Created by admin on Fri Dec 15 16:03:51 UTC 2023 , Edited by admin on Fri Dec 15 16:03:51 UTC 2023
PRIMARY
SMS_ID
300000037012
Created by admin on Fri Dec 15 16:03:51 UTC 2023 , Edited by admin on Fri Dec 15 16:03:51 UTC 2023
PRIMARY
INN
7727
Created by admin on Fri Dec 15 16:03:51 UTC 2023 , Edited by admin on Fri Dec 15 16:03:51 UTC 2023
PRIMARY
ChEMBL
CHEMBL3301677
Created by admin on Fri Dec 15 16:03:51 UTC 2023 , Edited by admin on Fri Dec 15 16:03:51 UTC 2023
PRIMARY
FDA UNII
0789652QUL
Created by admin on Fri Dec 15 16:03:51 UTC 2023 , Edited by admin on Fri Dec 15 16:03:51 UTC 2023
PRIMARY
Related Record Type Details
TARGET->INHIBITOR OF EXPRESSION
TARGET->ACTIVATOR OF EXPRESSION
TARGET ORGANISM->INHIBITOR
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ACTIVE MOIETY