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Rosiglitazone hydrochloride

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Rosiglitazone hydrochloride Basic information

Product Name:
Rosiglitazone hydrochloride
Synonyms:
  • ROSIGLITAZONE HYDROCHLORIDE 99%
  • 5-[4-[2-[N-Methyl-N- (pyridinyl) amino]ethoxy]benzyl]thiazolidine-2,4-dione hydrochloride
  • Rosiglitazone hydrochloride
  • Rosiglitazone hydroc
  • 5-(4-(2-(Methyl(pyridin-2-yl)aMino)ethoxy)benzyl)thiazolidine-2,4-dione hydrochloride
  • 5-[(4-{2-[Methyl(pyridin-2-yl)aMino]ethoxy}phenyl)Methyl]-1,3-thiazolidine-2,4-dione hydrochloride
  • 5-[[4-[2-(methyl-2-pyridinylamino)ethoxy]phenyl]methyl]-2,4-thiazolidinedione, hydrochloride (1:1)
  • BRL-49653 HCl
CAS:
302543-62-0
MF:
C18H20ClN3O3S
MW:
393.89
EINECS:
1308068-626-2
Product Categories:
  • Inhibitors
  • API
  • Inhibitor
Mol File:
302543-62-0.mol
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Rosiglitazone hydrochloride 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)
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Rosiglitazone hydrochloride Usage And Synthesis

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

Rosiglitazone hydrochlorideSupplier

Zhejiang Wansheng Pharmaceutical Co., Ltd. Gold
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