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| | N-(4-AMINOBUTYL)-5-CHLORO-2-NAPHTHALENESULFONAMIDE HYDROCHLORIDE Basic information |
| | 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 | | InChI | 1S/C14H17ClN2O2S.ClH/c15-13-7-3-6-12-11(13)5-4-8-14(12)20(18,19)17-10-2-1-9-16;/h3-8,17H,1-2,9-10,16H2;1H | | InChIKey | IKMXJMNRHREPOD-UHFFFAOYSA-N | | SMILES | Cl.NCCCCNS(=O)(=O)c1cccc2c(Cl)cccc12 | | CAS DataBase Reference | 88519-57-7(CAS DataBase Reference) |
| Safety Statements | 22-24/25 | | WGK Germany | 3 | | HS Code | 2935.90.9500 | | Storage Class | 11 - Combustible Solids |
| | 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 |
| | N-(4-AMINOBUTYL)-5-CHLORO-2-NAPHTHALENESULFONAMIDE HYDROCHLORIDE Preparation Products And Raw materials |
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