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Ciglitazone structure, CAS 74772-77-3

Ciglitazone

CAS Number74772-77-3

SynonymsCiglitazone; 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

Molecular FormulaC18H23NO3S

Molecular Weight333.45

Purity≥98 (HPLC)%

Density1.2±0.1 g/cm3

Boiling Point504.5±23.0 °C at 760 mmHg

Melting Point130-131ºC

Flash Point

Appearancesolid

EINECS

MSDSChineseEnglish

SymbolTransport

Signal WordWarning

Cat. No.: 2A-9009784 Purity: ≥98 (HPLC)%
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Quality Control of [ 74772-77-3 ] Purity: ≥98 (HPLC)% SDS Specification MoL

COA NMR CNMR HPLC LC-MS
Chemical & Physical Properties
CAS Number74772-77-3
Catalog No.2A-9009784
Chinese Name酪里达唑
SynonymsCiglitazone; 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
Molecular FormulaC18H23NO3S
Molecular Weight333.45
Purity≥98 (HPLC)
Density1.2±0.1 g/cm3
Boiling Point504.5±23.0 °C at 760 mmHg
Melting Point130-131ºC
Appearancesolid
Storage ConditionSealed in a cool, dry environment
ApplicationCiglitazone is a potent and selective PPARγ agonist (EC50=3μM). Ciglitazone inhibits the proliferation and differentiation of Th17 cells. Ciglitazone is an oral hypoglycemic agent that is active in ob
MDL NumberMFCD00865499
SMILESCC1(COc2ccc(CC3SC(=O)NC3=O)cc2)CCCCC1
InChI1S/C18H23NO3S/c1-18(9-3-2-4-10-18)12-22-14-7-5-13(6-8-14)11-15-16(20)19-17(21)23-15/h5-8,15H,2-4,9-12H2,1H3,(H,19,20,21)
InChI KeyYZFWTZACSRHJQD-UHFFFAOYSA-N
NACRES CodeNA.77
UNSPSC12352200
Hazard SymbolsTransport
MSDSmsds/9784_1_74772_77_3.pdf
BioactivityCiglitazone 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]. Related Catalog Research Areas >> Cancer Research Areas >> Cardiovascular Disease Signaling Pathways >> Cell Cycle/DNA Damage >> PPAR 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 [1]. Willson TM, et al. The structure-activity relationship between peroxisome proliferator-activated receptor gamma agonism and the antihyperglycemic activity of thiazolidinediones. J Med Chem. 1996;39(3):665-668. [2]. Kim DH, et al. Ciglitazone, a peroxisome proliferator-activated receptor gamma ligand, inhibits proliferation and differentiation of th17 cells. Biomol Ther (Seoul). 2015;23(1):71-76. [3]. Chang AY, et al. Ciglitazone, a new hypoglycemic agent. I. Studies in ob/ob and db/db mice, diabetic Chinese hamsters, and normal and streptozotocin-diabetic rats. Diabetes. 1983;32(9):830-838. [4]. Kwon CH, et al. Ciglitazone induces apoptosis via activation of p38 MAPK and AIF nuclear translocation mediated by reactive oxygen species and Ca(2+) in opossum kidney cells. Toxicology. 2009;257(1-2):1-9. Chemical & Physical Properties 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
Use ofProperties Articles32 Name ciglitazone Synonym More Synonyms Ciglitazone Biological Activity Related Catalog Research Areas >> Cancer Research Areas >> Cardiovascular Disease Signaling Pathways >> Cell Cycle/DNA Damage >> PPAR 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]. References [3]. Chang AY, et al. Ciglitazone, a new hypoglycemic agent. I. Studies in ob/ob and db/db mice, diabetic Chinese hamsters, and normal and streptozotocin-diabetic rats. Diabetes. 1983;32(9):830-838. [4]. Kwon CH, et al. Ciglitazone induces apoptosis via activation of p38 MAPK and AIF nuclear translocation mediated by reactive oxygen species and Ca(2+) in opossum kidney cells. Toxicology. 2009;257(1-2):1-9. Chemical & Physical Properties Molecular Formula C18H23NO3S Exact Mass 333.139862 PSA 80.70000 Index of Refraction 1.568 InChIKey YZFWTZACSRHJQD-UHFFFAOYSA-N
Transport InfoShipping Name: UN
MSDS Transport InfoModule 14. Shipping information 14.1 United Nations number European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.2 United Nations shipping name European Land Transport Dangerous Regulations: Non-dangerous goods IMDG Code: Non-dangerous goods International air transport dangerous goods regulations: non-dangerous goods 14.3 Transport hazard categories European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.4 Package group European Land Transport Dangerous Regulations: -International Maritime Dangerous Regulations: -International Air Transport Dangerous Regulations: - 14.5 Environmental hazards European Land Transport Danger Regulations: No International Maritime Danger Regulations International Air Transport Danger Regulations: No Marine pollutants (yes/no): No 14.6 Special precautions No data available
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