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1133819-87-0

1133819-87-0 Structure

1133819-87-0 Structure
IdentificationBack Directory
[Name]

5-(4-(2-(3-METHOXYPHENYL)-2-OXOETHOXY)BENZYL)THIAZOLIDINE-2,4-DIONE
[CAS]

1133819-87-0
[Synonyms]

MSDC 0602
Azemiglitazone
MSDC-0602; MSDC0602; MSDC 0602
5-(4-(2-(3-METHOXYPHENYL)-2-OXOETHOXY)BENZYL)THIAZOLIDINE-2,4-DIONE
5-[[4-[2-(3-Methoxyphenyl)-2-oxoethoxy]phenyl]methyl]-2,4-thiazolidinedione
2,4-Thiazolidinedione, 5-[[4-[2-(3-methoxyphenyl)-2-oxoethoxy]phenyl]methyl]-
[Molecular Formula]

C19H17NO5S
[MDL Number]

MFCD28502493
[MOL File]

1133819-87-0.mol
[Molecular Weight]

371.41
Chemical PropertiesBack Directory
[Melting point ]

>176°C (dec.)
[storage temp. ]

Hygroscopic, -20°C Freezer, Under inert atmosphere
[solubility ]

DMSO (Slightly), Methanol (Slightly, Heated)
[form ]

Solid
[color ]

Pale Yellow to Light Yellow
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
Hazard InformationBack Directory
[Uses]

MSDC 0602, an analogue of?thiazolidinediones, exhibits low affinity for binding and activation of peroxisome proliferator-activated receptor γ (PPARγ). Thiazolidinediones are effective insulin-sensitizing drugs for treating various metabolic and inflammatory diseases.
[in vivo]

Azemiglitazone (2-5 μM in blood, p.o for 2-4 weeks) improves insulin sensitivity in striated muscle, adipose tissue, and liver of DIO C57BL/6 mice[6].
Azemiglitazone (2-5 μM in blood, p.o for 2-4 weeks) improves mitochondrial respiratory rate in DIO C57BL/6 mice[6]. Azemiglitazone reduces NASH caused liver injury, prevents (2-5 μM in blood, p.o. for 12 weeks) and reverses (2-5 μM in blood, p.o. for 3 weeks) stellate cells activation and fibrosis in HTF-C diet feeding C57BL6/J mice[4].
Azemiglitazone (2-5 μM in blood, p.o.) causes weight loss and suppresses stellate cell activation with or without MPC function in HTF-C diet feeding LS-Mpc2-/-C57BL6/J mice[4].

Animal Model:HTF-C diet feeding C57BL6/J mice [4]
Dosage:331 ppm MSDC-0602 potassium salt (2-5 μM Azemiglitazone in blood)
Administration:oral administration for 12 weeks (after 4 weeks of HTF-C diet) or 3 weeks (16 weeks after HTF-C diet)
Result:Induced weight loss, decreased concentrations of plasma ALT and AST and stellate cell activation.
Animal Model:HTF-C diet feeding LS-Mpc2-/-C57BL6/J mice [4]
Dosage:331 ppm MSDC-0602 potassium salt (2-5 μM Azemiglitazone in blood)
Administration:oral administration for 12 weeks (after 4 weeks of HTF-C diet)
Result:Induced weight loss, suppressed stellate cell activation.
Animal Model:diet induced obesity C57BL/6 mice[6]
Dosage:300 ppm MSDC-0602 (2-5 μM Azemiglitazone in blood)
Administration:oral administration for 2-4 weeks
Result:Reduced insulin concentration in plasma, increased glucose infusion rate and glucose uptake into gastrocnemius, adipose tissue, and heart. Improved mitochondrial oxygen consumption.
Spectrum DetailBack Directory
[Spectrum Detail]

5-(4-(2-(3-METHOXYPHENYL)-2-OXOETHOXY)BENZYL)THIAZOLIDINE-2,4-DIONE(1133819-87-0)1HNMR
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