Ciglitazone
Ciglitazone structure
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Common Name | Ciglitazone | ||
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| CAS Number | 74772-77-3 | Molecular Weight | 333.445 | |
| Density | 1.2±0.1 g/cm3 | Boiling Point | 504.5±23.0 °C at 760 mmHg | |
| Molecular Formula | C18H23NO3S | Melting Point | 130-131ºC | |
| MSDS | Chinese USA | Flash Point | 258.9±22.6 °C | |
Use of CiglitazoneCiglitazone is a potent and selective PPARγ agonist (EC50=3 μM). Ciglitazone inhibits proliferation and differentiation of th17 cells. Ciglitazone is a hypoglycemic agent orally active in the obese-hyperglycemic animal models. Ciglitazone induces apoptosis accompanied by activation of p38 MAPK and nuclear translocation of apoptosis inducing factor (AIF) in opossum kidney (OK) renal epithelial cells[1][2][3][4]. |
This table lists Chinese names, IUPAC names and various aliases of this chemical substance.
| Name | ciglitazone |
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| Synonym | More Synonyms |
This table contains bioactivity, target information and biological‑assay experimental data of this compound.
| Description | Ciglitazone is a potent and selective PPARγ agonist (EC50=3 μM). Ciglitazone inhibits proliferation and differentiation of th17 cells. Ciglitazone is a hypoglycemic agent orally active in the obese-hyperglycemic animal models. Ciglitazone induces apoptosis accompanied by activation of p38 MAPK and nuclear translocation of apoptosis inducing factor (AIF) in opossum kidney (OK) renal epithelial cells[1][2][3][4]. |
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| Related Catalog | |
| In Vitro | Ciglitazone (0-20 μM; 24 hours) induces apoptosis through PPAR-independent mechanism. Ciglitazone causes generation of ROS and an increase in intracellular Ca2+[4]. |
| In Vivo | In C57BL/6J-ob/ob mice, Ciglitazone (100 mg/kg/day; 2 days) elicits a drastic fall in blood glucose. Regranulation of islet beta-cells and increased pancreatic insulin content are observed in ob/ob mice treated for 41-44 days with 100 mg/kg/day Ciglitazone[3]. |
| References |
This table shows physicochemical parameters including melting point, boiling point, density, solubility and optical rotation. Missing data is marked as N/A.
| Density | 1.2±0.1 g/cm3 |
|---|---|
| Boiling Point | 504.5±23.0 °C at 760 mmHg |
| Melting Point | 130-131ºC |
| Molecular Formula | C18H23NO3S |
| Molecular Weight | 333.445 |
| Flash Point | 258.9±22.6 °C |
| Exact Mass | 333.139862 |
| PSA | 80.70000 |
| LogP | 4.69 |
| Vapour Pressure | 0.0±1.3 mmHg at 25°C |
| Index of Refraction | 1.568 |
| InChIKey | YZFWTZACSRHJQD-UHFFFAOYSA-N |
| SMILES | CC1(COc2ccc(CC3SC(=O)NC3=O)cc2)CCCCC1 |
| Storage condition | 2-8°C |
This table provides MSDS information including hazard classification, first‑aid, fire‑fighting, spill handling, operation and storage instructions.
This table summarizes toxicological test data, acute & chronic toxicity and ecological hazard parameters for this chemical.
CHEMICAL IDENTIFICATION
HEALTH HAZARD DATAACUTE TOXICITY DATA
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This table covers safety warnings, protective measures, incompatible substances and disposal guidelines for this compound.
| Personal Protective Equipment | Eyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US) |
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| Hazard Codes | Xn |
| RIDADR | NONH for all modes of transport |
| WGK Germany | 3 |
| RTECS | XJ5813700 |
This table lists relevant public references with title, journal and publication metadata for this compound.
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Developmental regulation and induction of cytochrome P450 2W1, an enzyme expressed in colon tumors.
PLoS ONE 10(4) , e0122820, (2015) Cytochrome P450 2W1 (CYP2W1) is expressed predominantly in colorectal and also in hepatic tumors, whereas the levels are insignificant in the corresponding normal human adult tissues. CYP2W1 has been ... |
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Autonomous inhibition of apoptosis correlates with responsiveness of colon carcinoma cell lines to ciglitazone.
PLoS ONE 9(12) , e114158, (2014) Colorectal cancer is a leading cause of mortality worldwide. Resistance to therapy is common and often results in patients succumbing to the disease. The mechanisms of resistance are poorly understood... |
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Thiazolidinedione insulin sensitizers alter lipid bilayer properties and voltage-dependent sodium channel function: implications for drug discovery.
J. Gen. Physiol. 138(2) , 249-70, (2011) The thiazolidinediones (TZDs) are used in the treatment of diabetes mellitus type 2. Their canonical effects are mediated by activation of the peroxisome proliferator-activated receptor γ (PPARγ) tran... |
This table contains target information, in‑vitro & in‑vivo assay data for this compound.
This table collects all English aliases, systematic names and CAS‑related synonyms of the compound.
| Ciglitazone |
| UNII:U8QXS1WU8G |
| ciglitazonum |
| CIGLITIZONE |
| CIGLITLZONE |
| MFCD00865499 |
| 5-[4-(1-methylcyclohexylmethoxy) benzyl]-thiazolidine-2,4-dione |
| Flurofamide |
| AD-4533 |
| ciglitazona |
| ADD 3878 |
| 5-{4-[(1-Methylcyclohexyl)methoxy]benzyl}-1,3-thiazolidine-2,4-dione |
| Ciglitazone,5-[[4-[(1-Methylcyclohexyl)methoxy]phenyl]methyl]-2,4-thiazolidinedione |
This section contains frequently‑asked‑questions about this compound, including basic parameters, properties, storage conditions and corresponding answers.
| Q: What is the English name of ciglitazone? |
| A: The English name of ciglitazone is ciglitazone. |
| Q: What is the polar surface area (PSA) of ciglitazone? |
| A: Polar surface area (PSA) of ciglitazone is 80.70000. |
| Q: What is the SMILES notation of ciglitazone? |
| A: SMILES notation of ciglitazone is CC1(COc2ccc(CC3SC(=O)NC3=O)cc2)CCCCC1. |
| Q: What are the uses of ciglitazone? |
| A: Main uses of ciglitazone: Ciglitazone is a potent and selective PPARγ agonist (EC50=3 μM). Ciglitazone inhibits proliferation and differentiation of th17 cells. Ciglitazone is a hypoglycemic agent orally active in the obese-hyperglycemic animal models. Ciglitazone induces apoptosis accompanied by activation of p38 MAPK and nuclear translocation of apoptosis inducing factor (AIF) in opossum kidney (OK) renal epithelial cells[1][2][3][4]. |
| Q: What is the boiling point of ciglitazone? |
| A: Boiling point of ciglitazone is 504.5±23.0 °C at 760 mmHg. |
| Q: What is the InChIKey of ciglitazone? |
| A: InChIKey of ciglitazone is YZFWTZACSRHJQD-UHFFFAOYSA-N. |
| Q: What is the molecular formula of ciglitazone? |
| A: Molecular formula of ciglitazone is C18H23NO3S. |
| Q: What is the CAS number of ciglitazone? |
| A: CAS number of ciglitazone is 74772-77-3. |
| Q: What is the molecular weight of ciglitazone? |
| A: Molecular weight of ciglitazone is 333.445. |
| Q: What are the storage conditions for ciglitazone? |
| A: Storage conditions for ciglitazone: 2-8°C. |
This table lists manufacturers and suppliers of this compound, including vendor names and product supply reference information.
| Shanghai Nianxing Industrial Co., Ltd |