A sulfonylurea inhibitor of SUR1/KIR6.2
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Tolazamide

Item No. 23545

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[[(hexahydro-1H-azepin-1-yl)amino]carbonyl]-4-methyl-benzenesulfonamide
CAS Number
1156-19-0
Synonyms
  • NSC 70762
Molecular Formula
C14H21N3O3S
Formula Weight
311.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 0.25 mg/ml
λmax
229 nm
SMILES
CC1=CC=C(S(NC(NN2CCCCCC2)=O)(=O)=O)C=C1
InChi Code
InChI=1S/C14H21N3O3S/c1-12-6-8-13(9-7-12)21(19,20)16-14(18)15-17-10-4-2-3-5-11-17/h6-9H,2-5,10-11H2,1H3,(H2,15,16,18)
InChi Key
OUDSBRTVNLOZBN-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $75

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    10 mg

    $134

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    25 mg

    $295

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    50 mg

    $516

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Tolazamide is a first generation sulfonylurea that inhibits sulfonylurea receptor 1 (SUR1) linked to the inwardly rectifying potassium channel (KIR6.2; IC50 = 4.2 µM in HEK293 cells transfected with the human receptor).1 It has no effect on glucose uptake in L6 rat skeletal muscle cells when used at a concentration of 0.6 mg/mL but enhances glucose uptake two-fold when used in combination with insulin.2 In vivo, tolazamide (128 mg/kg) reduces glomerulosclerosis and albumin excretion in a rat model of insulin-dependent diabetes induced by streptozotocin (Item No. 13104).3 Formulations containing tolazamide have been used in the treatment of type 2 diabetes.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Gopalakrishnan, M., Molinari, E.J., Char-Change, S., et al. Pharmacology of human sulphonylurea receptor SUR1 and inward rectifier K+ channel Kir6.2 combination expressed in HEK-293 cells. Br. J. Pharmacol. 129(7), 1323-1332 (2000).

    2. Wang, P.H., Moeller, D., Flier, J.S., et al. Coordinate regulation of glucose transporter function, number, and gene expression by insulin and sulfonylureas in L6 rat skeletal muscle cells. J. Clin. Invest. 84(1), 62-67 (1989).

    3. Biederman, J.I., Vera, E., Rankhaniya, R., et al. Effects of sulfonylureas, α-endosulfine counterparts, on glomerulosclerosis in type 1 and type 2 models of diabetes. Kidney Int. 67(2), 554-565 (2005).