A first generation sulfonylurea
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Carbutamide

Item No. 35552

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-amino-N-[(butylamino)carbonyl]-benzenesulfonamide
CAS Number
339-43-5
Synonyms
  • BZ-55
  • NSC 242409
  • NSC 246862
  • U-6987
Molecular Formula
C11H17N3O3S
Formula Weight
271.3
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: 11 mg/mlDMSO: 12 mg/mlEthanol: Slightly solublePBS (pH 7.2): 0.3 mg/ml
λmax
271 nm
SMILES
O=C(NS(=O)(C1=CC=C(N)C=C1)=O)NCCCC
InChi Code
InChI=1S/C11H17N3O3S/c1-2-3-8-13-11(15)14-18(16,17)10-6-4-9(12)5-7-10/h4-7H,2-3,8,12H2,1H3,(H2,13,14,15)
InChi Key
VDTNNGKXZGSZIP-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $86

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    100 mg

    $163

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    250 mg

    $363

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Carbutamide is a first generation sulfonylurea.1 It inhibits ATP-sensitive potassium (KATP) channels in β-cells with an IC50 value of 173 µM.2 It reduces blood glucose levels in anesthetized dogs when administered at a dose of 50 mg/kg.3 Carbutamide also increases ventricular fibrillation in a rat model of cardiac ischemia induced by left anterior descending (LAD) coronary artery ligation.1 Formulations containing carbutamide have previously been used in the treatment of diabetes.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ballagi-Pordány, G., Köszeghy, A., Koltai, M.Z., et al. Divergent cardiac effects of the first and second generation hypoglycemic sulfonylurea compounds. Diabetes Res. Clin. Pract. 8(2), 109-114 (1990).

    2. Schwanstecher, C., Meyer, M., Schwanstecher, M., et al. Interaction of N-benzoyl-D-phenylalanine and related compounds with the sulphonylurea receptor of β-cells. Br. J. Pharmacol. 123(6), 1023-1030 (1998).

    3. Pozza, G., Galansino, G., and Foà, P.P. Insulin secretion following carbutamide injections in normal dogs. Proc. Soc. Exp. Biol. Med. 93(3), 539-542 (1956).