W-7 hydrochloride

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Cat.No. 0369 - W-7 hydrochloride | C16H21ClN2O2S.HCl | CAS No. 61714-27-0
Description: Calmodulin antagonist. Inhibits myosin light chain kinase
Chemical Name: N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide hydrochloride
Purity: ≥98% (HPLC)
Datasheet
Citations (10)

Biological Activity

Calmodulin antagonist. Inhibits Ca2+-calmodulin-dependent phosphodiesterase (IC50 = 28 μM) and myosin light chain kinase (IC50 = 51 μM).

Technical Data

M. Wt 377.33
Formula C16H21ClN2O2S.HCl
Storage Store at RT
Purity ≥98% (HPLC)
CAS Number 61714-27-0
PubChem ID 124887
InChI Key OMMOSRLIFSCDBL-UHFFFAOYSA-N
Smiles Cl.NCCCCCCNS(=O)(=O)C1=CC=CC2=C(Cl)C=CC=C12

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 37.73 100
water 1.89 5mM with gentle warming

Preparing Stock Solutions

The following data is based on the product molecular weight 377.33. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Select a batch to recalculate based on the batch molecular weight:
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.65 mL 13.25 mL 26.5 mL
5 mM 0.53 mL 2.65 mL 5.3 mL
10 mM 0.27 mL 1.33 mL 2.65 mL
50 mM 0.05 mL 0.27 mL 0.53 mL

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Product Datasheets

Certificate of Analysis / Product Datasheet
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Safety Datasheet

References

References are publications that support the products' biological activity.

Asano et al (1989) Divergent pharmacological effects of three calmodulin antagonists, N-(6-aminohexyl)-5-chloro-1-naphthalenesulfonamide (W 7), chlorpromazine and calmidazolium, on isometric tension development and myosin light chain phosphorylation in intact bovine trachea J.Pharmacol.Exp.Ther. 251 764 PMID: 2810127

Hidaka et al (1981) N-(6-aminohexyl)-5-chloro-1-naphthalenesulfonamide, a calmodulin antagonist, inhibits cell proliferation. Proc.Natl.Acad.Sci.U.S.A. 78 4354 PMID: 6945588

Itoh and Hidaka (1984) Direct interaction of calmodulin antagonists with Ca2+/calmodulin-dependent cyclic nucleotide phosphodiesterase. J.Biochem. 96 1721 PMID: 6099352

Tanaka and Hidaka (1980) Hydrophobic regions function in calmodulin-enzyme(s) interactions. J.Biol.Chem. 255 11078 PMID: 6254958


If you know of a relevant reference for W-7 hydrochloride, please let us know.

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10 Citations for W-7 hydrochloride

Citations are publications that use Tocris products. Selected citations for W-7 hydrochloride include:

Yuan et al (2015) Protein kinase G-regulated production of H2S governs oxygen sensing. Sci Signal 8 ra37 PMID: 25900831

Hou et al (2015) The Actin Nucleator Cobl Is Controlled by Calcium and Calmodulin. Apoptosis 13 e1002233 PMID: 26334624

Bonnefond et al (2015) Calcium signals inhibition sensitizes ovarian carcinoma cells to anti-Bcl-xL strategies through Mcl-1 down-regulation. J Biol Chem 20 535 PMID: 25627260

Araki et al (2015) Rapid dispersion of SynGAP from synaptic spines triggers AMPA receptor insertion and spine enlargement during LTP. J Neurosci 85 173 PMID: 25569349

Mukunda et al (2014) Dimerisation of the Drosophila odorant coreceptor Orco. Neuron 8 261 PMID: 25221476

Chang et al (2013) Areca nut-induced buccal mucosa fibroblast contraction and its signaling: a potential role in oral submucous fibrosis--a precancer condition. Psychopharmacology (Berl) 34 1096 PMID: 23349021

Midkiff et al (2011) Small molecule inhibitors of the Candida albicans budded-to-hyphal transition act through multiple signaling pathways. PLoS One 6 e25395 PMID: 21966518

Dai et al (2011) Phospholipase C, Ca2+, and calmodulin signaling are required for 5-HT2A receptor-mediated transamidation of Rac1 by transglutaminase. Front Cell Neurosci 213 403 PMID: 20717650

Yanes and Romero (2009) Dihydrotestosterone stimulates aldosterone secretion by H295R human adrenocortical cells. Mol Cell Endocrinol 303 50 PMID: 19428991

Long et al (2009) Nerve Terminal GABAA Receptors Activate Ca2+/Calmodulin-dependent Signaling to Inhibit Voltage-gated Ca2+ Influx and Glutamate Release. Carcinogenesis 284 8726 PMID: 19141616


Do you know of a great paper that uses W-7 hydrochloride from Tocris? If so please let us know.

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