A low-affinity calmodulin antagonist
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W-5 (hydrochloride)

Item No. 14271

Technical Information
Formal Name
N-(6-aminohexyl)-1-naphthalenesulfonamide, monohydrochloride
CAS Number
61714-25-8
Molecular Formula
C16H22N2O2S • HCl
Formula Weight
Purity
≥98%
Formulation
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 0.33 mg/mlPBS (pH 7.2): 10 mg/ml
λmax
223, 289 nm
SMILES
O=S(C1=CC=CC2=CC=CC=C21)(NCCCCCCN)=O.Cl
InChi Code
InChI=1S/C16H22N2O2S.ClH/c17-12-5-1-2-6-13-18-21(19,20)16-11-7-9-14-8-3-4-10-15(14)16;/h3-4,7-11,18H,1-2,5-6,12-13,17H2;1H
InChi Key
HOCSVIGHWPLMFC-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    W-5 is a chlorine-deficient analog of W-7 (Item No. 14826), a calmodulin antagonist that binds to calmodulin and inhibits Ca2+/calmodulin-regulated enzyme activities (Ki = 11 μM).1,2 W-5 is less active than its calmodulin antagonist counterpart, inhibiting CHO-K1, MCF-7 breast cancer, and human myeloid progenitor cell proliferation with IC50 values greater than 100 μM.1,3,4 As a weaker antagonist for calmodulin, W-5 is suitable for use as a control compound for understanding the specificity of other calmodulin antagonists.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hidaka, H., Sasaki, Y., Tanaka, T., et alN-(6-aminohexyl)-5-chloro-1-naphthalenesulfonamide, a calmodulin antagonist, inhibits cell proliferation. Proc. Natl. Acad. Sci. USA 78(7), 4354-4357 (1981).

    2. Tanaka, T., and Hidaka, H. Hydrophobic regions function in calmodulin-enzyme(s) interactions. The Journal of Biological Chemisty 255(23), 11078-11080 (1980).

    3. Gulino, A., Barrera, G., Vacca, A., et alCalmodulin antagonism and growth-inhibiting activity of triphenylethylene antiestrogens in MCF-7 human breast cancer cells. Cancer Res. 46, 6274-6278 (1986).

    4. Katayama, N., Nishikawa, M., Komada, F., et alA role for calmodulin in the growth of human hematopoietic progenitor cells. Blood 75(7), 1446-1454 (1990).