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Merck

A3281

N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide hydrochloride

Synonym(s):

W-7

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About This Item

Empirical Formula (Hill Notation):
C16H21ClN2O2S · HCl
CAS Number:
61714-27-0
Molecular Weight:
377.33
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
24278067
MDL number:
MFCD00012559
Beilstein/REAXYS Number:
6030174

Key Documents

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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

SMILES string

Cl[H].NCCCCCCNS(=O)(=O)c1cccc2c(Cl)cccc12

InChI key

OMMOSRLIFSCDBL-UHFFFAOYSA-N

form

powder

mode of action

cell membrane | interferes
enzyme | inhibits

storage temp.

−20°C

Quality Level

200

Gene Information

human ... CAMK2A(815), CAMK2B(816)

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Application

N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide hydrochloride has been used to study its effect of on coated pit staining.

Biochem/physiol Actions

N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide (W-7) is a calmodulin antagonist. It can prevent calcium-dependent protein kinase, that is sensitive to phospholipid.

Features and Benefits

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
0000273170
0000273170
SLBR5186V
SLBM7616V
SLBC0044V

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M Osawa et al.
FEBS letters, 442(2-3), 173-177 (1999-02-03)
Small-angle X-ray scattering and nuclear magnetic resonance were used to investigate the structural change of calcium-bound calmodulin (Ca2+/CaM) in solution upon binding to its antagonist, N-(6-aminohexyl)-5-chloro-1-naphthalenesulfonamide (W-7). The radius of gyration was 17.4+/-0.3 A for Ca2+/CaM-W-7 with a molar ratio
Yukiomi Tsuji et al.
Circulation, 123(20), 2192-2203 (2011-05-11)
Electrical storm (ES), characterized by recurrent ventricular tachycardia/fibrillation, typically occurs in implantable cardioverter-defibrillator patients and adversely affects prognosis. However, the underlying molecular basis is poorly understood. In the present study, we report a new experimental model featuring repetitive episodes of
S M H Alavi et al.
Comparative biochemistry and physiology. Part A, Molecular & integrative physiology, 160(2), 166-174 (2011-06-10)
The present study shows the roles of osmolality, calcium (Ca(2+))-potassium (K(+)) antagonist and Ca(2+) in sperm activation and flagellar beating of a sturgeon species, sterlet (Acipenser ruthenus). Sperm motility was activated at hypoosmolality relative to seminal plasma and suppressed at
N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide (W-7), a calmodulin antagonist, also inhibits phospholipid sensitive calcium-dependent protein kinase
Schatzman RC, et al.
Biochimica et biophysica acta. General subjects, 755(1), 144-147 (1983)
Valentin Jaumouillé et al.
Channels (Austin, Tex.), 5(4), 308-313 (2011-06-10)
NHE3 is regulated via alterations in membrane surface charge. This is achieved through altered binding of cationic regions in the cytosolic-terminus of the exchanger with the inner leaflet of the plasma membrane. Calmodulin antagonists, including W-7, regulate surface potential and
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