CIGLITAZONE

CAS No.：74772-77-3

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CIGLITAZONE Basic information

Product Name:	CIGLITAZONE
Synonyms:	Ciglitazone - CAS 74772-77-3 - Calbiochem;5-((4-((1-methylcyclohexyl)methoxy)phenyl)methyl)-4-thiazolidinedione;U-63287;(+/-)-5-[4-(1-METHYLCYCLOHEXYLMETHOXY)BENZYL]-THIAZOLIDINE-2,4-DIONE;5-[[4-[(1-METHYLCYCLOHEXYL)METHOXY]PHENYL]METHYL]-2,4-THIAZOLIDINEDIONE;ADD 3878;CIGLITAZONE;CIGLITIZONE
CAS:	74772-77-3
MF:	C18H23NO3S
MW:	333.45
EINECS:
Product Categories:	Active Pharmaceutical Ingredients;Metal Isotopes;Sulfur & Selenium Compounds;API's;Intracellular receptor
Mol File:	74772-77-3.mol

CIGLITAZONE Chemical Properties

Melting point	130-131°C
Boiling point	504.5±23.0 °C(Predicted)
density	1.189±0.06 g/cm3(Predicted)
storage temp.	Store at RT
solubility	Soluble in DMSO (up to 25 mg/ml) or in Ethanol (up to 25 mg/ml).
form	Tan solid
pka	6.36±0.50(Predicted)
color	Tan
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.

Safety Information

WGK Germany	3
RTECS	XJ5813700
HS Code	29341000

MSDS Information

Provider	Language
SigmaAldrich	English

CIGLITAZONE Usage And Synthesis

Description	Ciglitazone (74772-77-3) is a PPARγ agonist (EC50=3 μM). Stimulates adipogenesis in human mesenchymal stem cells. Ciglitazone inhibits HUVEC differentiation and angiogenesis. Cell permeable.
Chemical Properties	White Cyrstalline Solid
Uses	Displays antihyperglycemic activity in genetically obese mice. It is a selective PPARg agonist
Uses	Displays antihyperglycemic activity in genetically obese mice. It is a selective PPARg agonist.
Uses	Ciglitizone has been used as a proliferator-activated receptor γ (PPARγ) agonist: to study its effects on cell proliferation in human melanocytes to study its effects on pigmentation and migration of human melanocytes It also may be used to study its effects on cell cycle and apoptosis in monocytic cells.
Definition	ChEBI: An aromatic ether that consists of 1,3-thiazolidine-2,4-dione with position 5 substituted by a 4-[(1-methylcyclohexyl)methoxy]benzyl group. A selective PPARgamma agonist.
General Description	A potent thiazolinedione (TDZ) type anti-hyperglycemic agent and a selective PPARγ agonist (EC₅₀ = 3 μM).
Biological Activity	Selective agonist at PPAR γ (peroxisome proliferator-activated receptor γ ). Activates PPAR γ with an EC 50 value of 3 μ M in vitro , and is at least 33-fold selective over PPAR α and δ . Antihyperglycemic in vivo .
Biochem/physiol Actions	Ciglitizone belongs to the class of thiazolidinediones and is a peroxisome proliferator-activated receptor γ (PPARγ) agonist. It exhibits anti-diabetic activity. Ciglitizone has the potential to treat tumor necrosis factor α (TNFα)-related apoptosis-inducing ligand (TRAIL)-refractory high-grade urothelial cancers.
References	1) Cantello et al. (1994) [[omega-(Heterocyclylamino)alkoxy]benzyl]-2,4-thiazolidinediones as potent antihyperglycemic agents; J. Med. Chem. 37 3977 2) Xin et al. (1999) Peroxisome proliferator-activated receptor gamma ligands are potent inhibitors of angiogenesis in vitro and in vivo; J. Biol. Chem. 274 9116

CIGLITAZONE Preparation Products And Raw materials

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