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