Ciglitazone

Modify Date: 2024-01-10 17:44:45

Ciglitazone Structure
Ciglitazone structure
Common Name Ciglitazone
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 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].

 Names

Name ciglitazone
Synonym More Synonyms

 Ciglitazone Biological Activity

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].
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

[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
Storage condition 2-8°C

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
XJ5813700
CHEMICAL NAME :
2,4-Thiazolidinedione, 5-((4-((1-methylcyclohexyl)methoxy)phenyl)methyl)-
CAS REGISTRY NUMBER :
74772-77-3
LAST UPDATED :
198910
DATA ITEMS CITED :
1
MOLECULAR FORMULA :
C18-H23-N-O3-S
MOLECULAR WEIGHT :
333.48

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
TDLo - Lowest published toxic dose
ROUTE OF EXPOSURE :
Oral
DOSE :
950 mg/kg
SEX/DURATION :
female 1-19 day(s) after conception
TOXIC EFFECTS :
Reproductive - Fertility - litter size (e.g. # fetuses per litter; measured before birth)
REFERENCE :
SEIJBO Senten Ijo. Congenital Anomalies. (Nippon Senten Ijo Gakkai, c/o Kinki Daigaku Igakubu Kaibagaku Kyoshitsu, 380 Nishiyama, Sayama-cho, Mirami-Kawachi-gun, Osaka-fu, Japan) V.1-26, 1960-86. For publisher information, see CGANE7. Volume(issue)/page/year: 26,169,1986

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;half-mask respirator (US);multi-purpose combination respirator cartridge (US)
Hazard Codes Xn
RIDADR NONH for all modes of transport
WGK Germany 3
RTECS XJ5813700

 Articles32

More Articles
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 ...

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...

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...

 Synonyms

Ciglitazone
UNII:U8QXS1WU8G
ciglitazonum
2,4-Thiazolidinedione, 5-[[4-[(1-methylcyclohexyl)methoxy]phenyl]methyl]-
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
Top Suppliers:I want be here
  • DC Chemicals Limited
  • China
  • Product Name: ADD 3878
  • Price: $Inquiry/100mg $Inquiry/250mg $Inquiry/500mg
  • Purity: 98.0%
  • Stocking Period: 3 Day
  • Contact: Tony Cao

Get all suppliers and price by the below link:

Ciglitazone suppliers


Price: ¥880/5 mg

Reference only. check more Ciglitazone price

Hot Compounds More...
Dichloromethane
CAS#:75-09-2
Polyacrylic acid
CAS#:9003-01-4
sodium carbonate
CAS#:497-19-8
Silicon dioxide
CAS#:7631-86-9
Triethanolamine
CAS#:102-71-6
Demeton
CAS#:126-75-0
Water
CAS#:7732-18-5
4-(4-Piperidinyl)morpholine dihydrochloride
CAS#:53617-35-9
Diclofenac sodium
CAS#:15307-79-6
Budesonide
CAS#:51372-29-3