An inhibitor of SUR1/Kir6.2, SUR2A/Kir6.2, and SUR2B/Kir6.2
Related Products
Active Metabolite(s)
34278trans-hydroxy Glimepiride
Labeled Version(s)
27846Glimepiride-d4
Metabolite(s)
34277trans-carboxy Glimepiride
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Glimepiride

Item No. 12090

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-ethyl-2,5-dihydro-4-methyl-N-[2-[4-[[[[(trans-4-methylcyclohexyl)amino]carbonyl]amino]sulfonyl]phenyl]ethyl]-2-oxo-1H-pyrrole-1-carboxamide
CAS Number
93479-97-1
Synonyms
  • HOE 490
Molecular Formula
C24H34N4O5S
Formula Weight
490.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 3 mg/ml
λmax
228 nm
SMILES
O=S(C1=CC=C(CCNC(N2C(C(CC)=C(C)C2)=O)=O)C=C1)(NC(N[C@H]3CC[C@H](C)CC3)=O)=O
InChi Code
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
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

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    1 g

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    5 g

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Glimepiride is an inhibitor of sulfonylurea receptors (SURs) linked to the inwardly rectifying potassium channel (Kir6.2; IC50s = 3, 5.4, and 7.3 nM for SUR1/Kir6.2, SUR2A/Kir6.2, and SUR2B/Kir6.2, respectively, in Xenopus oocytes expressing the mouse receptor).1 It also induces intracellular insulin receptor (InsR) complex dissociation and insulin degradation in HepG2 cells when used at a concentration of 20 µM.2 Glimepiride (0.05 mg/kg per day) decreases blood glucose and plasma insulin levels in a KKAy mouse model of insulin-resistant type 2 diabetes.3 It reduces hemoglobin A1c (HbA1c) levels in the same model when administered at a dose of 0.5 mg/kg per day. Formulations containing glimepiride have been used in the treatment of type 2 diabetes mellitus.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Song, D.K., and Ashcroft, F.M. Glimepiride block of cloned β-cell, cardiac and smooth muscle KATP channels. Br. J. Pharmacol. 133(1), 193-199 (2001).

    2. Hribal, M.L., D'Alfonso, R., Giovannone, B., et al. The sulfonylurea glimepiride regulates intracellular routing of the insulin-receptor complexes through their interaction with specific protein kinase C isoforms. Mol. Pharmacol. 59(2), 322-330 (2001).

    3. Müller, G., Satoh, Y., and Geisen, K. Extrapancreatic effects of sulfonylureas - a comparison between glimepiride and conventional sulfonylureas. Diabetes Res. Clin. Pract. 28(Suppl 1), S115-S137 (1995).