A second generation sulfonylurea
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Gliquidone

Item No. 29596

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(cyclohexylamino)carbonyl]-4-[2-(3,4-dihydro-7-methoxy-4,4-dimethyl-1,3-dioxo-2(1H)-isoquinolinyl)ethyl]-benzenesulfonamide
CAS Number
33342-05-1
Synonyms
  • AR-DF 26
Molecular Formula
C27H33N3O6S
Formula Weight
527.6
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:5): 0.16 mg/mlEthanol: 1 mg/ml
λmax
224 nm
SMILES
O=C(N1CCC2=CC=C(S(NC(NC3CCCCC3)=O)(=O)=O)C=C2)C4=CC(OC)=CC=C4C(C)(C)C1=O
InChi Code
InChI=1S/C27H33N3O6S/c1-27(2)23-14-11-20(36-3)17-22(23)24(31)30(25(27)32)16-15-18-9-12-21(13-10-18)37(34,35)29-26(33)28-19-7-5-4-6-8-19/h9-14,17,19H,4-8,15-16H2,1-3H3,(H2,28,29,33)
InChi Key
LLJFMFZYVVLQKT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 mg

    $36

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    1 g

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    5 g

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    10 g

    $369

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Gliquidone is a second generation sulfonylurea that selectively inhibits ATP-sensitive potassium channel currents (IKATP) in pancreatic β-cells (IC50s = 0.45, 119.1, and 149.7 µM for HIT-T15 cells, cardiomyocytes, and vascular smooth muscle cells, respectively).1 It is also a peroxisome proliferator-activated receptor γ (PPARγ) agonist (EC50 = 10 μM in a transactivation assay).2 Gliquidone (0.2 nmol/g) decreases plasma levels of D-glucose and stimulates insulin release in anesthetized rats.3 It decreases blood glucose levels, serum alkaline phosphatase (ALP), aspartate aminotransferase (AST), and alanine aminotransferase (ALT) activities, and hepatic lipid peroxidation and increases hepatic glutathione (GSH) levels in a rat model of diabetes induced by streptozotocin (STZ; Item No. 13104) when administered at a dose of 10 mg/kg.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, S.-Y., Tian, H.M., Liao, D.Q., et al. The effect of gliquidone on KATP channels in pancreatic β-cells, cardiomyocytes, and vascular smooth muscle cells. Diabetes Res. Clin. Pract. 109(2), 334-339 (2015).

    2. Scarsi, M., Podvinec, M., Roth, A., et al. Sulfonylureas and glinides exhibit peroxisome proliferator-activated receptor gamma activity: A combined virtual screening and biological assay approach. Mol. Pharmacol. 71(2), 398-406 (2015).

    3. García-Martínez, J.A., Villanueva-Peñacarrillo, M.L., Valverde, I., et al. Stimulation of insulin release and potentiation of the insulinotropic action of antidiabetic agents by 1,2,3-tri(methylsuccinyl)glycerol ester in anaesthetized rats. Pharmacol. Res. 36(5), 369-372 (1997).

    4. Yanardag, R., Ozsoy-Sacan, O., Orak, H., et al. Protective effects of glurenorm (gliquidone) treatment on the liver injury of experimental diabetes. Drug Chem. Toxicol. 28(4), 483-497 (2005).