ChemicalBook CAS DataBase List 302543-62-0

302543-62-0

Name	Rosiglitazone hydrochloride
CAS	302543-62-0
EINECS(EC#)	1308068-626-2
Molecular Formula	C18H19N3O3S.HCl
MDL Number	MFCD04112701
Molecular Weight	393.89
MOL File	302543-62-0.mol

Chemical Properties

storage temp.	Store at -20°C
solubility	≥39.4 mg/mL in DMSO; ≥2.81 mg/mL in H2O with gentle warming and ultrasonic; ≥51.2 mg/mL in EtOH with ultrasonic
form	solid
color	White to off-white
InChI	InChI=1S/C18H19N3O3S.ClH/c1-21(16-4-2-3-9-19-16)10-11-24-14-7-5-13(6-8-14)12-15-17(22)20-18(23)25-15;/h2-9,15H,10-12H2,1H3,(H,20,22,23);1H
InChIKey	XRSCTTPDKURIIJ-UHFFFAOYSA-N
SMILES	C(C1C=CC(OCCN(C2N=CC=CC=2)C)=CC=1)C1C(NC(=O)S1)=O.Cl
CAS DataBase Reference	302543-62-0(CAS DataBase Reference)

Safety Data

Symbol(GHS)	GHS07
Signal word	Warning
Hazard statements	H315-H319
Precautionary statements	P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313

Hazard Information

Chemical Properties

Rosiglitazone is a hypoglycemic drug developed by GS, and the revalent compounds are disclosed in European Patent EP 306228.

Uses

Rosiglitazone hydrochloride has better stability than rosiglitazone maleate, and is very suitable for application in the manufacture of common pharmaceutical preparations. It is a thiazolidinedione antidiabetic drug, which can effectively control blood sugar by improving insulin sensitivity.

Biological Activity

rosiglitazone is a blood glucose-lowering drugs, stimulating insulin secretion by binding to the ppar receptors in fat cells.

in vivo

Rosiglitazone hydrochloride (oral administration, 5 mg/kg, daily for 8 weeks) decreases the serum glucose in diabetic rats^[5].
Rosiglitazone hydrochloride (intraperitoneal injection, 3 mg/kg/day) ameliorates airway inflammation induced by cigarette smoke via inhibiting the M1 macrophage polarization by activating PPARγ and RXRα in male Wistar rats^[6].
Rosiglitazone hydrochloride (intraperitoneal injection, 10 mg/kg, once every 2 days) inhibits subcutaneous ovarian cancer growth in A2780 and SKOV3 mouse subcutaneous xenograft models^[7].

Animal Model:	Streptozotocin (STZ)-induced diabetic rats^[5]
Dosage:	5 mg/kg
Administration:	Oral administration, daily for 8 weeks.
Result:	Decreased IL-6, TNF-α, and VCAM-1 levels in diabetic group. Displayed lower levels of lipid peroxidation and NOx with an increase in aortic GSH and SOD levels compared to diabetic groups.

Animal Model:	Male Wistar rats^[6]
Dosage:	3 mg/kg/day
Administration:	Intraperitoneal injection, twice a day, 6 days per week for 12 consecutive weeks
Result:	Ameliorated emphysema, elevated PEF, and higher level of total cells, neutrophils and cytokines (TNF-α and IL-1β) induced by cigarette smoke (CS). Inhibited CS-induced M1 macrophage polarization and decreased the ratio of M1/M2.

target

Target	Value
PPAR

IC 50

PPARγ: 40 nM (Kd); PPARγ: 60 nM (EC₅₀); TRPC5: 30 μM (EC₅₀); TRPM3

Spectrum Detail

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