An internal standard for the quantification of tolbutamide
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Unlabeled Version(s)
19888Tolbutamide
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Tolbutamide-d9

Item No. 30738

Technical Information
Formal Name
N-[(butyl-1,1,2,2,3,3,4,4,4-d9-amino)carbonyl]-4-methyl-benzenesulfonamide
CAS Number
1219794-57-6
Synonyms
  • D 860-d9
  • U-2043-d9
Molecular Formula
C12H9D9N2O3S
Formula Weight
Purity
≥99% deuterated forms (d1-d9)
Formulation
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:1): 0.14 mg/ml
SMILES
CC1=CC=C(S(NC(NC([2H])([2H])C([2H])([2H])C([2H])([2H])C([2H])([2H])[2H])=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)/i1D3,3D2,4D2,9D2
InChi Key
JLRGJRBPOGGCBT-ZYWCKPJZSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Tolbutamide-d9 is intended for use as an internal standard for the quantification of tolbutamide (Item No. 19888) by GC- or LC-MS. 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 alSulfonylurea 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).