CIGLITAZONE
- Product Name
- CIGLITAZONE
- CAS No.
- 74772-77-3
- Chemical Name
- CIGLITAZONE
- Synonyms
- U-63287;AD-4533;ADD 3878;CIGLITIZONE;CIGLITAZONE;CIGLITLZONE;Ciglitazona;CIGLITAZONE USP/EP/BP;Ciglitazone Solution, 100ppm;Ciglitazone, PPARgamma agonist
- CBNumber
- CB5416208
- Molecular Formula
- C18H23NO3S
- Formula Weight
- 333.45
- MOL File
- 74772-77-3.mol
CIGLITAZONE Property
- 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
- WGK Germany
- 3
- RTECS
- XJ5813700
- HS Code
- 29341000
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H361Suspected of damaging fertility or the unborn child
- Precautionary statements
-
P201Obtain special instructions before use.
P202Do not handle until all safety precautions have been read and understood.
P281Use personal protective equipment as required.
P308+P313IF exposed or concerned: Get medical advice/attention.
P405Store locked up.
P501Dispose of contents/container to..…
N-Bromosuccinimide Price
- Product number
- C3974
- Product name
- Ciglitizone
- Purity
- ≥98% (HPLC)
- Packaging
- 5mg
- Price
- $378
- Updated
- 2025/07/31
- Product number
- 230950
- Product name
- Ciglitazone
- Packaging
- 5mg
- Price
- $182
- Updated
- 2025/07/31
- Product number
- 71730
- Product name
- Ciglitazone
- Purity
- ≥98%
- Packaging
- 1mg
- Price
- $23
- Updated
- 2024/03/01
- Product number
- 71730
- Product name
- Ciglitazone
- Purity
- ≥98%
- Packaging
- 5mg
- Price
- $100
- Updated
- 2024/03/01
- Product number
- 71730
- Product name
- Ciglitazone
- Purity
- ≥98%
- Packaging
- 10mg
- Price
- $177
- Updated
- 2024/03/01
CIGLITAZONE Chemical Properties,Usage,Production
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
Originator
Ciglitazone, synthetized by Takeda and reported in 1982, was a result of screening of clofibrate analogues for hypolipidemic activity.
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.
Pharmacology
Ciglitazone reduced plasma triglycerides, hyperglycemia and hyperinsulinemia in several insulin resistant diabetic and nondiabetic rodent models after repeated oral dosing at doses of 100 – 300 mg/kg body weight, while having little or no effect in normal rodents or those with insulin deficient diabetes. In long-term animal studies lens cataracts occurred and ciglitazone development was discontinued.
storage
Room temperature
Mode of action
Ciglitizone is a thiazolidine-2,4-dione derivative. The mechanism of blood glucose lowering activity by thiazolidinedione derivatives has not been fully elucidated yet. Only minor or no effects are observed in normal animals or insulin sensitive diabetes models. In obese or hyperinsulinemic insulin resistant rodents thiazolidinediones lower insulin and triglyceride levels after treatment for 2 to 8 d. If hyperglycemia occurs, also the blood glucose concentration is reduced. Mechanistic in vitro studies with adipocytes have shown that the thiazolidinediones are ligands of the peroxisome proliferator activated receptor. Peroxisome proliferator activated receptors (PPARs) belong to the nuclear receptor superfamily of ligand-activated transcription factors. So far, three receptor subtypes have been identified: PPAR , PPAR , and PPAR . The PPARs are believed to play a physiological role in the regulation of lipid metabolism. The in vivo antihyperglycemic activity of thiazolidinediones strongly correlates with their potency as PPAR agonists in vitro.
References
[1] BARRIE C. C. CANTELLO. [[.omega.-(Heterocyclylamino)alkoxy]benzyl]-2,4-thiazolidinediones as potent antihyperglycemic agents[J]. Journal of Medicinal Chemistry, 1994, 37 23: 3977-3985. DOI:10.1021/jm00049a017
[2] X XIN. Peroxisome proliferator-activated receptor gamma ligands are potent inhibitors of angiogenesis in vitro and in vivo.[J]. The Journal of Biological Chemistry, 1999, 274 13: 9116-9121. DOI:10.1074/jbc.274.13.9116
CIGLITAZONE Preparation Products And Raw materials
Raw materials
Preparation Products
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