A SUR1/Kir6.2 channel inhibitor
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Active Metabolite(s)
100085204-hydroxy Tolbutamide
Labeled Version(s)
30738Tolbutamide-d9
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Tolbutamide

Item No. 19888

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[(butylamino)carbonyl]-4-methyl-benzenesulfonamide
CAS Number
64-77-7
Synonyms
  • D 860
  • NSC 23813
  • NSC 87833
  • U-2043
Molecular Formula
C12H18N2O3S
Formula Weight
270.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:6): 0.14 mg/ml
λmax
229 nm
SMILES
CC1=CC=C(S(NC(NCCCC)=O)(=O)=O)C=C1
InChi Code
InChI=1S/C12H18N2O3S/c1-3-4-9-13-12(15)14-18(16,17)11-7-5-10(2)6-8-11/h5-8H,3-4,9H2,1-2H3,(H2,13,14,15)
InChi Key
JLRGJRBPOGGCBT-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    25 mg

    $38

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    50 mg

    $65

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    100 mg

    $104

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    250 mg

    $238

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Tolbutamide is an inhibitor of sulfonylurea receptor 1 (SUR1) linked to ATP-sensitive potassium channel Kir6.2 (IC50 = 4.9 µM).1 It is selective for SUR1/Kir6.2 over SUR2A/Kir6.2 and SUR2B/Kir6.2 channels (IC50s = 85 and 88 µM, respectively). Tolbutamide increases glucose-induced insulin secretion and calcium influx in isolated mouse pancreatic islets.2 In vivo, tolbutamide (80 mg/kg) reduces blood glucose levels in a mouse model of diabetes induced by streptozotocin (STZ; Item No. 13104).3 Formulations containing tolbutamide 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. Proks, P., Reimann, F., Green, N., et al. Sulfonylurea stimulation of insulin secretion. Diabetes 51(3), S368-S376 (2002).

    2. Ishiyama, N., Ravier, M.A., and Henquin, J.-C. Dual mechanism of the potentiation by glucose of insulin secretion induced by arginine and tolbutamide in mouse islets. Am. J. Physiol. Endocrinol. Metab. 290(3), E540-E549 (2006).

    3. Rerup, C., and Tarding, F. Streptozotocin- and alloxan-diabetes in mice. Eur. J. Pharmacol. 7(1), 89-96 (1969).