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A3281

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

Synonym(s):

W-7

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Pack SizeSKUAvailabilityPrice
25 mg
Please contact Customer Service for Availability
PLN 611.00
100 mg
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PLN 1,720.00

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
Form:
powder
Quality level:
200

PLN 611.00

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form

powder

Quality Level

200

mode of action

cell membrane | interferes, enzyme | inhibits

storage temp.

−20°C

SMILES string

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

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

Gene Information

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

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This Item
SML0657681629GF37370752
N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide hydrochloride

Sigma-Aldrich

A3281

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

N-(6-Aminohexyl)-1-naphthalenesulfonamide hydrochloride ≥98% (HPLC)

Sigma-Aldrich

SML0657

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

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).

Sigma-Aldrich

681629

W-7, Hydrochloride

Tungsten powder, max. particle size 25 micron, weight 1000 g, purity 99.9%

GF37370752

Tungsten

form

powder

form

powder or crystals

form

crystalline solid

form

powder

Quality Level

200

Quality Level

100

Quality Level

100

Quality Level

-

storage temp.

−20°C

storage temp.

room temp

storage temp.

2-8°C

storage temp.

-

mode of action

cell membrane | interferes

mode of action

-

mode of action

-

mode of action

-

Gene Information

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

Gene Information

-

Gene Information

-

Gene Information

-

Application

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

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

This compound is a featured product for Cyclic Nucleotide research. Click here to discover more featured Cyclic Nucleotide products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

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
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)
L H Wang et al.
The Journal of cell biology, 123(5), 1107-1117 (1993-12-01)
The clathrin-coated pit lattice is held onto the plasma membrane by an integral membrane protein that binds the clathrin AP-2 subunit with high affinity. In vitro studies have suggested that this protein controls the assembly of the pit because membrane
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
Matteo Coen et al.
The American journal of pathology, 183(3), 996-1009 (2013-07-11)
Several observations suggest the expansion of a distinct medial smooth muscle cell (SMC) subset in atherosclerosis and restenosis. We characterized the phenotypic features of SMC subsets in cultures derived from human carotid endarterectomy specimens. Specimens comprised an undiseased portion (thin
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Global Trade Item Number

SKUGTIN
A3281-100MG04061833267387
A3281-250MG04061833267394
A3281-25MG04061833360606

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