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SML0657

Sigma-Aldrich

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

≥98% (HPLC)

Synonym(s):

W 5 hydrochloride, W-5 hydrochloride

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5 MG
$65.70
25 MG
$315.00

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Available to ship onMay 01, 2025Details

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5 MG
$65.70
25 MG
$315.00

About This Item

Empirical Formula (Hill Notation):
C16H22N2O2S · HCl
CAS Number:
61714-25-8
Molecular Weight:
342.88
UNSPSC Code:
12352200
NACRES:
NA.77

$65.70

Available to ship onMay 01, 2025Details

Request a Bulk Order

Quality Level

100

assay

≥98% (HPLC)

form

powder or crystals

color

white to beige

solubility

H2O: 15 mg/mL, clear

storage temp.

room temp

SMILES string

[S](=O)(=O)(NCCCCCCN)c1c2c(ccc1)cccc2.Cl

InChI

1S/C16H22N2O2S.ClH/c17-12-5-1-2-6-13-18-21(19,20)16-11-7-9-14-8-3-4-10-15(14)16;/h3-4,7-11,18H,1-2,5-6,12-13,17H2;1H

InChI key

HOCSVIGHWPLMFC-UHFFFAOYSA-N

Biochem/physiol Actions

N-(6-Aminohexyl)-1-naphthalenesulfonamide (W-5) is a cell permeable calmodulin antagonist that binds directly to the enzyme.
N-(6-Aminohexyl)-1-naphthalenesulfonamide (W-5) is a cell permeable calmodulin antagonist.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000431001
0000431001
053M4748V

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S Suzuki et al.
Journal of cardiovascular pharmacology, 36(5), 609-616 (2000-11-07)
Apolipoprotein (apo) A-I generates high-density lipoprotein (HDL) by removing cellular cholesterol and phospholipid on the interaction with cells as a main source of plasma HDL. The reaction is induced by dibutylyl cyclic (dbc) adenosine monophosphate (AMP) in RAW 264, mouse
P Menè et al.
Journal of the American Society of Nephrology : JASN, 7(7), 983-990 (1996-07-01)
Sustained Ca2+ influx follows discharge of intracellularly stored Ca2+ in a variety of cell types previously equilibrated in Ca(2+)-free media, including cultured human mesangial cells. This Ca2+ influx pathway has been referred to as capacitative Ca2+ entry or Ca2+ release-activated
A Ito et al.
European journal of biochemistry, 251(1-2), 353-358 (1998-03-10)
The treatment of human uterine cervical fibroblasts with concanavalin A (ConA), or a specific calmodulin antagonist, N-(6-aminohexyl)-5-chloro-1-naphthalenesulfonamide (W-7) or trifluoperazine resulted in accumulation of an active form of matrix metalloproteinase 2 (MMP-2, gelatinase A). In contrast, N-(6-aminohexyl)-1-naphthalenesulfonamide (W-5), a weaker
Hiromichi Takano et al.
Brain research, 962(1-2), 41-47 (2003-01-25)
Depolarization has been known to play an important role in the neuronal damage that occurs following cerebral ischemia. In the present study, we investigated the roles of calmodulin (CaM) and CaM-dependent enzymes in depolarization-induced neuronal cell death. Treatment of primary
T Matsumoto et al.
The Journal of pharmacy and pharmacology, 47(2), 152-156 (1995-02-01)
The pectic polysaccharide, bupleuran 2IIb, up-regulates Fc-receptor (FcR) expression on peritoneal macrophages in a dose-dependent manner. The intracellular signal transduction by bupleuran 2IIb leading to the expression of FcR was studied. Neither the protein kinase C (PKC) inhibitor, 1-(5-isoquinolinylsulphonyl)-2-methylpiperazine dihydrochloride
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