ChemicalBook--->CAS DataBase List--->302543-62-0

302543-62-0

302543-62-0 Structure

302543-62-0 Structure
IdentificationMore
[Name]

Rosiglitazone hydrochloride
[CAS]

302543-62-0
[Synonyms]

ROSIGLITAZONE HYDROCHLORIDE 99%
5-[4-[2-[N-Methyl-N-(pyridinyl) amino]ethoxy]benzyl]thiazolidine-2,4-dione hydrochloride
Rosiglitazone hydrochloride
[EINECS(EC#)]

1308068-626-2
[Molecular Formula]

C18H19N3O3S.HCl
[MDL Number]

MFCD04112701
[Molecular Weight]

393.89
[MOL File]

302543-62-0.mol
Chemical PropertiesBack Directory
[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 DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319
[Precautionary statements ]

P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313
Hazard InformationBack Directory
[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]

TargetValue
PPAR
[IC 50]

PPARγ: 40 nM (Kd); PPARγ: 60 nM (EC50); TRPC5: 30 μM (EC50); TRPM3
Spectrum DetailBack Directory
[Spectrum Detail]

Rosiglitazone hydrochloride(302543-62-0)1HNMR
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