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G2295 Sigma-Aldrich

Glimepiride

≥98% (HPLC), solid

  • CAS Number 93479-97-1

  • Empirical Formula (Hill Notation) C24H34N4O5S

  • Molecular Weight 490.62

  •  MDL number MFCD00878417

  •  PubChem Substance ID 24895093

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Properties

Related Categories Approved Therapeutics/Drug Candidates, Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience,
Quality Level   100
assay   ≥98% (HPLC)
form   solid
color   white
mp   212.2-214.5 °C
solubility   DMSO: >10 mg/mL
originator   Sanofi Aventis
storage temp.   room temp
SMILES string   CCC1=C(C)CN(C(=O)NCCc2ccc(cc2)S(=O)(=O)NC(=O)N[C@H]3CC[C@H](C)CC3)C1=O
InChI   1S/C24H34N4O5S/c1-4-21-17(3)15-28(22(21)29)24(31)25-14-13-18-7-11-20(12-8-18)34(32,33)27-23(30)26-19-9-5-16(2)6-10-19/h7-8,11-12,16,19H,4-6,9-10,13-15H2,1-3H3,(H,25,31)(H2,26,27,30)/t16-,19-
InChI key   WIGIZIANZCJQQY-RUCARUNLSA-N
Gene Information   human ... ABCC8(6833), KCNJ1(3758), KCNJ11(3767)

Description

General description

Glimepiride is a class II biopharmaceutical second-generation sulfonylurea.

Application

Glimepiride has been used:
• as a hypoglycemic drug to test its anti-diabetic functionality in human umbilical vein cells (HUVECs)
• as a sulfonylurea ATP-sensitive potassium channel (KATP) channel inhibitor in breast cancer MDA-MB-231 cells
• in glucose-stimulated insulin secretion (GSIS) assays of neonatal islet-like cell clusters (NICCs) to test its effect on insulin secretion

Glimepiride is currently used to treat type 2 diabetes.

Packaging

50, 250 mg in glass bottle

Biochem/physiol Actions

Glimepiride is a potent blocker of cardiac KATP channels activated by pinacidil with an IC50 of 6.8 nM.

Glimepiride reduces blood glucose levels by stimulating the pancreatic β cells to secrete insulin hormone. It interacts with a 65-kD protein associated with β cells.

Features and Benefits

This compound was developed by Sanofi Aventis. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Safety & Documentation

Safety Information

Symbol 
GHS08  GHS08
Signal word 
Warning
Hazard statements 
Precautionary statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles

Articles

Discover Bioactive Small Molecules for Ion Channels Research

Ion transport across the relatively impermeable lipid bilayer of the cell membrane is accomplished via membrane proteins known as ion channels, pumps and transporters. Ion channels are gated pores an...
Keywords: Biological processes, Cell signaling, Diseases, Hormones, Ligands, Neurotransmitters

Insulin Signaling and Energy Homeostasis

Glucose metabolism is regulated by the opposing actions of insulin and glucagon. Insulin is released from pancreatic ß cells in response to high blood glucose levels and regulates glucose metabolism ...
Linda Stephenson, Ph.D.
Biofiles v6 n4, 2011
Keywords: Apoptosis, Biological processes, Carboxylations, Catalog, Diabetes, Gene expression, Gluconeogenesis, Glycolysis, Hormones, Metabolism, Metabolites, Transcription, Transduction, Type

Peer-Reviewed Papers
15

References

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