| Identification | Back Directory | [Name]
CIGLITAZONE | [CAS]
74772-77-3 | [Synonyms]
U-63287
AD-4533
ADD 3878
CIGLITAZONE
CIGLITIZONE
CIGLITLZONE
CIGLITAZONE(SUBJECTTOPATENTFREE)
5-[p-[2,2-(Pentane-1,5-diyl)propyloxy]benzyl]thiazolidine-2,4-dione
(+/-)-5-[4-(1-METHYLCYCLOHEXYLMETHOXY)BENZYL]-THIAZOLIDINE-2,4-DIONE
5-((4-((1-methylcyclohexyl)methoxy)phenyl)methyl)-4-thiazolidinedione
5-[[4-[(1-METHYLCYCLOHEXYL)METHOXY]PHENYL]METHYL]-2,4-THIAZOLIDINEDIONE | [Molecular Formula]
C18H23NO3S | [MDL Number]
MFCD00865499 | [MOL File]
74772-77-3.mol | [Molecular Weight]
333.45 |
| Chemical Properties | Back Directory | [Appearance]
White Cyrstalline Solid | [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. |
| Hazard Information | Back Directory | [Chemical Properties]
White Cyrstalline Solid | [Uses]
Displays antihyperglycemic activity in genetically obese mice. It is a selective PPARg agonist | [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. | [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 . | [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. | [General Description]
A potent thiazolinedione (TDZ) type anti-hyperglycemic agent and a selective PPARγ agonist (EC50 = 3 μM). | [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. | [storage]
Room temperature | [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 |
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| Company Name: |
Sigma-Aldrich
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021-61415566 800-8193336 |
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https://www.sigmaaldrich.cn |
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