A gluconeogenesis inhibitor
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Fructose-1,6-bisphosphatase-1 Inhibitor

Item No. 18860

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2,5-dichloro-N-(5-chloro-2-benzoxazolyl)-benzenesulfonamide
CAS Number
883973-99-7
Synonyms
  • F1,6BPase-1 Inhibitor
  • FBP1 Inhibitor
  • FBPase-1 Inhibitor
Molecular Formula
C13H7Cl3N2O3S
Formula Weight
377.6
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 20 mg/mlDMF:PBS (pH 7.2) (1:6): 0.14 mg/mlDMSO: 14 mg/ml
λmax
204, 287 nm
SMILES
ClC1=CC=C2C(N=C(NS(C3=C(Cl)C=CC(Cl)=C3)(=O)=O)O2)=C1
InChi Code
InChI=1S/C13H7Cl3N2O3S/c14-7-2-4-11-10(5-7)17-13(21-11)18-22(19,20)12-6-8(15)1-3-9(12)16/h1-6H,(H,17,18)
InChi Key
JCXZHFCBNFFHRC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    50 mg

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Fructose-1,6-bisphosphatase-1 (FBPase-1) is an enzyme that catalyzes the conversion of fructose-1,6-bisphosphate to fructose-6-phosphate, which is one of the rate-limiting steps in gluconeogenesis. Excess hepatic FBPase-1 activity contributes to hyperglycemia in patients. Thus, the development of specific FBPase-1 inhibitors is of great clinical interest for the treatment of patients with type 2 diabetes. FBPase-1 inhibitor is a cell-permeable benzoxazolo-sulfonamide compound that blocks human FBPase-1 enzymatic activity with an IC50 value of 3.4 µM (Ki = 1.1 µM) by competing at the AMP allosteric binding site.1,2 It has been shown to block glucose production in rat hepatoma cells that are starved of nutrients with an IC50 value of 6.6 µM.1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Lai, C., Gum, R.J., Daly, M., et al. Benzoxazole benzenesulfonamides as allosteric inhibitors of fructose-1,6-bisphosphatase. Bioorg. Med. Chem. Lett. 16(7), 1807-1810 (2006).

    2. von Geldern, T.W., Lai, C., Gum, R.J., et al. Benzoxazole benzenesulfonamides are novel allosteric inhibitors of fructose-1,6-bisphosphatase with a distinct binding mode. Bioorg. Med. Chem. Lett. 16(7), 1811-1815 (2006).