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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:
Molecular Weight:
377.33
UNSPSC Code:
12352200
NACRES:
NA.77
PubChem Substance ID:
MDL number:
Beilstein/REAXYS Number:
6030174
Form:
powder
Quality level:
Technical Service
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form

powder

Quality Level

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

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

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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Articles

Cyclic nucleotides like cAMP modulate cell function via PKA activation and ion channels.


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



Global Trade Item Number

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