An internal standard for the quantification of glimepiride
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Unlabeled Version(s)
12090Glimepiride
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Glimepiride-d4

Item No. 27846

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-ethyl-2,5-dihydro-4-methyl-N-[2-[4-[[[[(4-methylcyclohexyl)amino]carbonyl]amino]sulfonyl]phenyl]ethyl-1,1,2,2-d4]-2-oxo-1H-pyrrole-1-carboxamide
CAS Number
2699607-96-8
Molecular Formula
C24H30D4N4O5S
Formula Weight
494.6
Purity
≥99% deuterated forms (d1-d4)
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 3 mg/ml
SMILES
O=S(C1=CC=C(C([2H])([2H])C([2H])([2H])NC(N2C(C(CC)=C(C)C2)=O)=O)C=C1)(NC(NC3CCC(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)/i13D2,14D2
InChi Key
WIGIZIANZCJQQY-RYIWKTDQSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $255

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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Glimepiride-d4 is intended for use as an internal standard for the quantification of glimepiride (Item No. 12090) by GC- or LC-MS. Glimepiride is a long-acting sulfonylurea that inhibits ATP-sensitive potassium (KATP) channels in pancreatic β-cells (IC50 = 3 nM), which leads to the release of insulin.1 At 20 μM, glimepiride has been shown to increase the activity of intracellular insulin receptors and to prevent insulin receptor downregulation during chronic insulin stimulation through a mechanism involving protein kinase C activation.2 It has been reported to be less effective at inhibiting nonpancreatic KATP channels, and therefore contributes fewer cardiac actions, compared to earlier generations of sulfonylurea anti-type 2 diabetes treatments.3

    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. Mocanu, M.M., Maddock, H.L., Baxter, G.F., et al. Glimepiride, a novel sulfonylurea, does not abolish myocardial protection afforded by either ischemic preconditioning or diazoxide. Circulation 103(25), 3111-3116 (2001).