Home Categories Troglitazone
A7807412

Troglitazone , ≥96% , 97322-87-7

Synonym(s):
(±)-5-[4-[(6-Hydroxy-2,5,7,8-tetramethylchroman-2-yl)methoxy]benzyl]-2,4-thiazolidinedione;CS-045;Troglitazone - CAS 97322-87-7 - Calbiochem

CAS NO.:97322-87-7

Empirical Formula: C24H27NO5S

Molecular Weight: 441.54

MDL number: MFCD00878416

Pack Size Price Stock Quantity
10MG RMB175.20 In Stock
50MG RMB712.00 In Stock
100mg RMB1199.20 In Stock
others     Enquire
Update time: 2022-07-08

PRODUCT Properties

Melting point: 184-186°C
Boiling point: 657.0±55.0 °C(Predicted)
Density  1.266±0.06 g/cm3(Predicted)
storage temp.  Inert atmosphere,Store in freezer, under -20°C
solubility  DMSO: 20 mg/mL
form  solid
pka 6.34±0.50(Predicted)
color  white to yellow
Stability: Stable for 1 year from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20°C for up to 3 months.
InChI InChI=1S/C24H27NO5S/c1-13-14(2)21-18(15(3)20(13)26)9-10-24(4,30-21)12-29-17-7-5-16(6-8-17)11-19-22(27)25-23(28)31-19/h5-8,19,26H,9-12H2,1-4H3,(H,25,27,28)
InChIKey GXPHKUHSUJUWKP-UHFFFAOYSA-N
SMILES S1C(CC2=CC=C(OCC3(C)OC4=C(C)C(C)=C(O)C(C)=C4CC3)C=C2)C(=O)NC1=O
CAS DataBase Reference 97322-87-7(CAS DataBase Reference)

Description and Uses

Rezulin was launched in Japan, the UK (subseqently withdrawn) and the US for treatment of type Ⅱ diabetes. Two approaches, four steps and six steps, converge on 6-acetoxy-2-(4-aminophenoxymethyl)-2,5,7,8-tetramethylchroman which can be elaborated in two steps to Rezulin. It is the first of a new class of thiazolidenediones for NIDDM that reduces glucose concentrations without effecting insulin secretion. It binds to peroxisome proliferator-activated receptor gamma (PPARγ) thus activating this nuclear receptor which then influences carbohydrate metabolism. This is accomplished by increasing insulin sensitivity by upregulating glucose transporter (Glut1 and/or Glut4) expression without affecting the number or affinity of insulin receptors. There is also an increase in hepatic glycogen synthase activity which enhances glucose utilization and a reduction in hepatic gluconeogenesis by inhibiting fructose-1 ,&bisphosphatase. Pancreatic islet cell destruction is prevented. It reduces serum triglycerides because PPARγ causes fibroblasts to differentiate into adipocytes and does not activate RARα. It has a half-life of 9 h and is metabolized into three compounds having no activity.

Troglitazone is an an oral hypoglycemic agent which improves insulin sensitivity and decreases hepatic glucose production. Antidiabetic.

Safety

Safety Statements  22-24/25
WGK Germany  2
RTECS  XJ5813130
HS Code  29145090

RELATED PRODUCTS