A first generation sulfonylurea
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Acetohexamide

Item No. 23900

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-acetyl-N-[(cyclohexylamino)carbonyl]-benzenesulfonamide
CAS Number
968-81-0
Molecular Formula
C15H20N2O4S
Formula Weight
324.4
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: partially solubleDMSO: 1 mg/ml
SMILES
O=C(C)C1=CC=C(S(NC(NC2CCCCC2)=O)(=O)=O)C=C1
InChi Code
InChI=1S/C15H20N2O4S/c1-11(18)12-7-9-14(10-8-12)22(20,21)17-15(19)16-13-5-3-2-4-6-13/h7-10,13H,2-6H2,1H3,(H2,16,17,19)
InChi Key
VGZSUPCWNCWDAN-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $36

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    100 mg

    $68

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    Cayman Chemical
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    Product Description

    Acetohexamide is a first generation sulfonylurea that inhibits sulfonylurea receptor 1 (SUR1) linked to the inwardly rectifying potassium channel (KIR6.2) with Ki values of 22.9 and 14.2 µM in HEK293 cells transfected with the human receptor and in rat brain, respectively.1 It is metabolized to the hypoglycemic compound L-hydroxyhexamide in vivo.2,3 Formulations containing acetohexamide have previously 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. McMahon, R.E., Marshall, F.J., and Culp, H.W. The nature of the metabolites of acetohexamide in the rat and in the human. J. Pharmacol. Exp. Ther. 149(2), 272-279 (1965).

    3. Imamura, Y., Sanai, K., Seri, K., et al. Hypoglycemic effect of S(−)-hydroxyhexamide, a major metabolite of acetohexamide, and its enantiomer R(+)-hydroxyhexamide. Life Sci. 69(16), 1947-1955 (2001).