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Gliclazide

SIAL/G0326000 - European Pharmacopoeia (EP) Reference Standard

Synonym: 1-(3-Azabicyclo[3.3.0]oct-3-yl)-3-p-tolylsulphonylurea

CAS Number: 21187-98-4
Empirical Formula (Hill Notation): C15H21N3O3S
Molecular Weight: 323.41
MDL Number: MFCD00409893
Linear Formula: C15H21N3O3S
Product Type: Chemical

Catalog Number PKG Qty. Price Quantity
45-G0326000 20 mg
$220.00
1/EA
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API family gliclazide
application(s) pharmaceutical (small molecule)
format neat
grade pharmaceutical primary standard
InChI 1S/C15H21N3O3S/c1-11-5-7-14(8-6-11)22(20,21)17-15(19)16-18-9-12-3-2-4-13(12)10-18/h5-8,12-13H,2-4,9-10H2,1H3,(H2,16,17,19)
InChI key BOVGTQGAOIONJV-UHFFFAOYSA-N
manufacturer/tradename EDQM
mp 163-169 °C (lit.)
SMILES string Cc1ccc(cc1)S(=O)(=O)NC(=O)NN2CC3CCCC3C2
storage temp. 2-8°C
Application: Used in the treatment of non-insulin dependent diabetes mellitus (NIDDM).
Biochem/physiol Actions: Oxidative modification of low-density lipoprotein (LDL) plays an important role in vascular dysfunction associated with diabetes mellitus. Gliclazide is a second-generation sulfonylurea with free-radical-scavenging activity. Incubation of human aortic smooth muscle cell (HASMC) with native human LDL (100 μg/mL) in the presence of increasing concentrations of gliclazide (1 to 10 μg/mL) resulted in a dose-dependent decrease in HASMC-mediated LDL oxidation. Exposure of HASMCs to gliclazide (1 to 10 μg/mL) and native LDL (100 μg/mL) also led to a dose-dependent decrease in oxidized LDL-induced human monocyte adhesion to HASMCs. In addition, incubation of HASMCs with gliclazide dramatically reduced the ability of oxidized LDL to stimulate the proliferation of these cells. Finally, treatment of HASMCs with gliclazide resulted in a marked decrease in oxidatively modified LDL-induced monocyte chemoattractant protein (MCP)-1 and human heat shock protein 70 (HSP 70) expression, both at the gene and protein levels. These results show that gliclazide, at concentrations in the therapeutic range (5 to 10 μg/mL), is effective in vitro in reducing vascular smooth muscle cell (VSMC) dysfunction induced by oxidatively modified LDL. Administration of gliclazide to type 2 diabetic patients could form part of the strategy for the prevention and management of diabetic cardiovascular diseases
General description: This product is provided as delivered and specified by the issuing Pharmacopoeia. All information provided in support of this product, including SDS and any product information leaflets have been developed and issued under the Authority of the issuing Pharmacopoeia.For further information and support please go to the website of the issuing Pharmacopoeia .
Other Notes: Sales restrictions may apply.
Packaging: The product is delivered as supplied by the issuing Pharmacopoeia. For the current unit quantity, please visit the EDQM reference substance catalogue .
Symbol GHS07  GHS07
Signal word Warning
Hazard statements H302
Precautionary statements P264 - P270 - P301 + P312 + P330 - P501
RIDADR NONH for all modes of transport
WGK Germany WGK 2
Flash Point(F) Not applicable
Flash Point(C) Not applicable
mp 163-169 °C (lit.)
Storage Temp. 2-8°C
UNSPSC 41116107

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