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Merck
CN

681629

W-7, Hydrochloride

A cell-permeable and reversible calmodulin antagonist that inhibits myosin light chain kinase (IC50 = 51 µM) and Ca2+-calmodulin-dependent phosphodiesterase (IC50 = 28 µM).

Synonym(s):

W-7, Hydrochloride, N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide, HCl

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About This Item

Empirical Formula (Hill Notation):
C16H21ClN2O2S · xHCl
CAS Number:
Molecular Weight:
340.87 (free base basis)
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
Assay:
≥98% (TLC)
Form:
crystalline solid
Quality level:
Storage condition:
OK to freeze, desiccated (hygroscopic), protect from light
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Quality Level

description

RTECS - QK0786000

assay

≥98% (TLC)

form

crystalline solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, desiccated (hygroscopic), protect from light

color

off-white

solubility

DMSO: 5 mg/mL, DMF: soluble, warm ethanol: soluble

shipped in

ambient

storage temp.

2-8°C

SMILES string

[S](=O)(=O)(NCCCCCCN)c1c2c(c(ccc2)Cl)ccc1.[Cl-].[H+]

InChI

1S/C16H21ClN2O2S.ClH/c17-15-9-5-8-14-13(15)7-6-10-16(14)22(20,21)19-12-4-2-1-3-11-18;/h5-10,19H,1-4,11-12,18H2;1H

InChI key

OMMOSRLIFSCDBL-UHFFFAOYSA-N

General description

A cell-permeable and reversible calmodulin antagonist that inhibits Ca2+-calmodulin-dependent phosphodiesterase (IC50 = 28 µM) and myosin light chain kinase (IC50 = 51 µM).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Myosin light chain kinase
Product does not compete with ATP.
Reversible: yes
Target IC50: 51 µM inhibiting myosin light chain kinase; 28 µM inhibiting Ca2+-calmodulin-dependent phosphodiesterase

Other Notes

Caulfield, M.P., et al. 1991. Neurosci. Lett.125, 57.
Asano, M. 1989. J. Pharmacol. Exp. Ther.251, 764.
Itoh, H., and Hidaka, H. 1984. J. Biochem.96, 1721.
Tanaka, T., et al. 1983. Pharmacol.26, 249.
Hidaka, H. 1981. Proc. Natl. Acad. Sci. USA 78, 4354.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)


Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



Certificates of Analysis (COA)

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Estelle R Simo-Cheyou et al.
Journal of cellular physiology, 232(12), 3496-3509 (2017-01-21)
An upregulation of Egr-1 expression has been reported in models of atherosclerosis and intimal hyperplasia and, various vasoactive peptides and growth promoting stimuli have been shown to induce the expression of Egr-1 in vascular smooth muscle cells (VSMC). Angiotensin-II (Ang-II)



Global Trade Item Number

SKUGTIN
681629-10MG04055977260144