A3281

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

Name: N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide hydrochloride
Brand: SIGMA
Price: 173 USD
Availability: InStock

Synonym(s):

W-7

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Estimated to ship onMarch 18, 2026Details

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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

Form:

powder

Quality level:

200

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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Show Differences

1 of 4

This Item	SML0657	681629	GF37370752
Sigma-Aldrich A3281 N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide hydrochloride	Sigma-Aldrich SML0657 N-(6-Aminohexyl)-1-naphthalenesulfonamide hydrochloride	Sigma-Aldrich 681629 W-7, Hydrochloride	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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Evidence for calmodulin inter-domain compaction in solution induced by W-7 binding.

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)

The calmodulin antagonist W-7 inhibits the epithelial Na+/H+ exchanger via modulating membrane surface potential.

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

Calmodulin expression distinguishes the smooth muscle cell population of human carotid plaque.

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

Mis-assembly of clathrin lattices on endosomes reveals a regulatory switch for coated pit formation.

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

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