N-(4-AMINOBUTYL)-5-CHLORO-2-NAPHTHALENESULFONAMIDE HYDROCHLORIDE Chemical Properties

Melting point:

241-243°C

storage temp. 

room temp

solubility 

H₂O: Stock solutions of 5 mM are recommended. These stocks should be stable for up to 6 months when stored at 4°C.soluble

form 

powder

color 

white

Water Solubility 

water: 35mg/mL

CAS DataBase Reference

88519-57-7(CAS DataBase Reference)

Safety Information

Safety Statements 

22-24/25

WGK Germany 

3

HS Code 

2935.90.9500

MSDS

• Language:English Provider:SigmaAldrich

N-(4-AMINOBUTYL)-5-CHLORO-2-NAPHTHALENESULFONAMIDE HYDROCHLORIDE Usage And Synthesis

Description

W-13 is a naphthalenesulfonamide derivative that acts as a potent antagonist of calmodulin (IC₅₀ = 22 μM) and is widely used to investigate Ca²⁺/calmodulin-regulated enzyme activities.

Chemical Properties

Beige Solid

Uses

W-13 is a naphthalenesulfonamide derivative that acts as a potent antagonist of calmodulin (IC50 = 22 μM) and is widely used to investigate Ca2+/calmodulin-regulated enzyme activities.

Uses

Calmodulin antagonist that binds to calmodulin and inhibits calcium-ion-calmodulin- regulated activities, including phosphodiesterase activation and myosin light chain kinase127, it is widely used to investigate Ca2+/calmodulin-regulated enzyme activities.

Definition

ChEBI: N-(4-aminobutyl)-5-chloronaphthalene-2-sulfonamide hydrochloride is a hydrochloride salt prepared from equimolar amounts of N-(4-aminobutyl)-5-chloronaphthalene-2-sulfonamide and hydrogen chloride. It contains a N-(4-aminobutyl)-5-chloronaphthalene-2-sulfonamide(1+).

Biological Activity

Calmodulin antagonist (inhibits calmodulin activated PDE activity with an IC 50 of 68 μ M). Inhibits growth of tamoxifen-resistant breast cancer cells.

Biochem/physiol Actions

W-13 has also been shown to inhibit the transcytosis of IgA, recycling of transferrin and overall alter the endocytic pathway in Madin-Darby canine kidney cells.

storage

Store at RT

References

[1] N. KATAYAMA. A role for calmodulin in the growth of human hematopoietic progenitor cells.[J]. Blood, 1990, 75 7 1: 1446-1454. DOI: 10.1182/blood.v75.7.1446.bloodjournal7571446
[2] F. TEBAR. Calmodulin regulates intracellular trafficking of epidermal growth factor receptor and the MAPK signaling pathway.[J]. Molecular Biology of the Cell, 2002, 13 6 1: 2057-2068. DOI: 10.1091/mbc.01-12-0571
[3] PARIJAT SENGUPTA. Membrane-permeable calmodulin inhibitors (e.g. W-7/W-13) bind to membranes, changing the electrostatic surface potential: dual effect of W-13 on epidermal growth factor receptor activation.[J]. The Journal of Biological Chemistry, 2007, 282 11: 8474-8486. DOI: 10.1074/jbc.m607211200

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