A SUR1/Kir6.2 inhibitor
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Mitiglinide (calcium salt)

Item No. 30693

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(αS,3aR,7aS)-octahydro-γ-oxo-α-(phenylmethyl)-2H-isoindole-2-butanoic acid, hemicalcium salt
CAS Number
145525-41-3
Synonyms
  • KAD-1229
  • S21403
Molecular Formula
C19H24NO3 • 1/2Ca
Formula Weight
334.4
Purity
≥98% (mixture of isomers)
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: slightly solubleDMF: slightly solubleDMSO: slightly solubleMethanol: slightly soluble
λmax
239 nm
SMILES
O=C(C[C@H](CC1=CC=CC=C1)C([O-])=O)N2C[C@@]3([H])CCCC[C@@]3([H])C2.O=C(C[C@H](CC4=CC=CC=C4)C([O-])=O)N5C[C@@]6([H])CCCC[C@@]6([H])C5.[Ca+2]
InChi Code
InChI=1S/2C19H25NO3.Ca/c2*21-18(20-12-15-8-4-5-9-16(15)13-20)11-17(19(22)23)10-14-6-2-1-3-7-14;/h2*1-3,6-7,15-17H,4-5,8-13H2,(H,22,23);/q;;+2/p-2/t2*15-,16+,17-;/m00./s1
InChi Key
PMRVFZXOCRHXFE-FMEJWYFOSA-L
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Mitiglinide is an inhibitor of sulfonylurea receptor 1 (SUR1) linked to ATP-sensitive potassium channel Kir6.2 (IC50 = 4 nM).1 It is selective for SUR1/Kir6.2 over SUR2A/Kir6.2 and SUR2B/Kir6.2 channels (IC50s = 3 and 5 µM, respectively). Mitiglinide induces insulin release in HIT-T15 insulinoma cells and isolated mouse pancreatic islets when used at a concentration of 100 µM.2 Oral administration of mitiglinide (1, 3, and 10 mg/kg) increases postprandial plasma insulin levels and inhibits postprandial increases in plasma glucose levels in a rat model of diabetes induced by streptozotocin (STZ; Item No. 13104).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Reimann, F., Proks, P., and Ashcroft, F.M. Effects of mitiglinide (S 21403) on Kir6.2/SUR1, Kir6.2/SUR2A and Kir6.2/SUR2B types of ATP-sensitive potassium channel. Br. J. Pharmacol. 132(7), 1542-1548 (2001).

    2. Ohnota, H., Koizumi, T., Tsutsumi, N., et al. Novel rapid- and short-acting hypoglycemic agent, a calcium(2s)-2-benzyl-3-(cis-hexahydro-2-isoindolinylcarbonyl) propionate (KAD-1229) that acts on the sulfonylurea receptor: Comparison of effects between KAD-1229 and gliclazide. J. Pharmacol. Exp. Ther. 269(2), 489-495 (1994).

    3. Ohnota, H., Kitamura, T., Kinukawa, M., et al. A rapid- and short-acting hypoglycemic agent KAD-1229 improves post-prandial hyperglycemia and diabetic complications in streptozotocin-induced non-insulin-dependent diabetes mellitus rats. Jpn. J. Pharmacol. 71(4), 315-323 (1996).