ChemicalBook > CAS DataBase List > W-7 HYDROCHLORIDE

W-7 HYDROCHLORIDE

Product Name
W-7 HYDROCHLORIDE
CAS No.
61714-27-0
Chemical Name
W-7 HYDROCHLORIDE
Synonyms
W-7;SKL179;CS-1064;ulfonaMide;W-7 HYDROCHLORIDE;OMEGA-7 HYDROCHLORIDE;W-7 hydrochloride, 10 mM in DMSO;W-7, Hydrochloride - CAS 61714-27-0 - Calbiochem;N-(6-AMINOHEXYL)-5-CHLORO-1-NAPHTHALENES ULFONAMIDE;N-(6-AMINOHEXYL)-5-CHLORO-1-NAPHTHALENESULFONAMIDE HCL
CBNumber
CB2182197
Molecular Formula
C16H22Cl2N2O2S
Formula Weight
377.33
MOL File
61714-27-0.mol
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W-7 HYDROCHLORIDE Property

Melting point:
220-222 °C
storage temp. 
-20°C
solubility 
methanol: 25 mg/mL, clear, colorless
form 
Off-white crystalline solid
color 
White to Off-White
BRN 
6030174
InChI
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
InChIKey
OMMOSRLIFSCDBL-UHFFFAOYSA-N
SMILES
C1(C=CC=C2C(Cl)=CC=CC=12)S(=O)(=O)NCCCCCCN.Cl
CAS DataBase Reference
61714-27-0(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Safety Statements 
22-24/25
WGK Germany 
3
RTECS 
QK0786000
3-10
HS Code 
2935909099
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
A3281
Product name
N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide hydrochloride
Packaging
25mg
Price
$161
Updated
2025/07/31
Sigma-Aldrich
Product number
681629
Product name
W-7, Hydrochloride
Packaging
10mg
Price
$148
Updated
2025/07/31
TCI Chemical
Product number
A2409
Product name
N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide Hydrochloride
Packaging
100MG
Price
$180
Updated
2025/07/31
TCI Chemical
Product number
A2409
Product name
N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide Hydrochloride
Packaging
1G
Price
$647
Updated
2025/07/31
Cayman Chemical
Product number
14826
Product name
W-7 (hydrochloride)
Purity
≥98%
Packaging
10mg
Price
$57
Updated
2024/03/01
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W-7 HYDROCHLORIDE Chemical Properties,Usage,Production

Description

Calmodulin is a calcium-dependent protein that regulates the activity of a diverse array of enzymes, ion channels, and other proteins and thus has diverse roles in cell function. W-7 is a cell-permeable antagonist of calmodulin (Ki = 11 μM). Two molecules of W-7 bind to calcium-binding domains in each calmodulin molecule, blocking its interaction with target proteins. W-7 also associates, at lower affinities, with calcium-binding domains of other proteins, including troponin C and myosin light chain kinase (Ki = 70 and 300 μM, respectively).

Chemical Properties

White Crystalline Solid

Uses

W7 is a vascular relaxing agent which affects vascular smooth muscle actomyosin. W7, an inhibitor of actomyosin superprecipitation, produces relaxation of isolated rabbit arterial strips and antagonizes the contraction of the strips induced by various contractile agonists. W7 is also a calmodulin antagonist that binds to calmodulin and inhibits Ca2+/calmodulin-regulated enzyme activities.

Uses

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

General Description

A cell-permeable and reversible calmodulin antagonist that inhibits myosin light chain kinase (IC50 = 51 μM) and Ca2+-calmodulin-dependent phosphodiesterase (IC50 = 28 μM).

Biological Activity

Calmodulin antagonist. Inhibits Ca 2+ -calmodulin-dependent phosphodiesterase (IC 50 = 28 μ M) and myosin light chain kinase (IC 50 = 51 μ M).

Biochem/physiol Actions

Cell permeable: yes

storage

Store at RT

References

[1] G. BENAIM A V. Phosphorylation of calmodulin. Functional implications.[J]. European journal of biochemistry, 2002, 61 1: 3619-3631. DOI: 10.1046/j.1432-1033.2002.03038.x
[2] D CHIN  A R M. Calmodulin: a prototypical calcium sensor.[J]. Trends in Cell Biology, 2000, 10 8: 322-328. DOI: 10.1016/s0962-8924(00)01800-6
[3] OSAWA M, SWINDELLS M, TANIKAWA J, et al. SOLUTION NMR STRUCTURE OF CALMODULIN/W-7 COMPLEX: THE BASIS OF DIVERSITY IN MOLECULAR RECOGNITION, 30 STRUCTURES[C]. 1998: 0. DOI: 10.2210/pdb1mux/pdb
[4] H HIDAKA. N-(6-aminohexyl)-5-chloro-1-naphthalenesulfonamide, a calmodulin antagonist, inhibits cell proliferation.[J]. Proceedings of the National Academy of Sciences of the United States of America, 1981, 78 7: 4354-4357. DOI: 10.1073/pnas.78.7.4354
[5] BISHOW B ADHIKARI  Kuan W. Interplay of troponin- and Myosin-based pathways of calcium activation in skeletal and cardiac muscle: the use of W7 as an inhibitor of thin filament activation.[J]. Biophysical journal, 2004, 86 1 Pt 1: 359-370. DOI: 10.1016/s0006-3495(04)74112-0
[6] RYAN M. B. HOFFMAN  Brian D S. Structure of the Inhibitor W7 Bound to the Regulatory Domain of Cardiac Troponin C[J]. Biochemistry Biochemistry, 2009, 48 24: 5541-5552. DOI: 10.1021/bi9001826

W-7 HYDROCHLORIDE Preparation Products And Raw materials

Raw materials

Preparation Products

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61714-27-0, W-7 HYDROCHLORIDERelated Search:


  • OMEGA-7 HYDROCHLORIDE
  • N-(6-AMINOHEXYL)-5-CHLORONAPHTHALENE-1-SULFONAMIDE HYDROCHLORIDE
  • N-(6-AMINOHEXYL)-5-CHLORO-1-NAPHTHALENESULFONAMIDE HCL
  • N-(6-AMINOHEXYL)-5-CHLORO-1-NAPHTHALENESULFONAMIDE HYDROCHLORIDE
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  • 1-Naphthalenesulfonamide, N-(6-aminohexyl)-5-chloro-, monohydrochloride
  • N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide monohydrochloride
  • N-(6-AMINOHEXYL)-5-CHLORO-1-NAPHTHALENES ULFONAMIDE
  • N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide hydrochloride,W-7
  • ulfonaMide
  • W-7, Hydrochloride - CAS 61714-27-0 - Calbiochem
  • CS-1064
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  • N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide Hydrochloride &gt
  • SKL179
  • 6-{[(5-chloronaphthalen-1-yl)sulfonyl]amino}hexan-1-aminium
  • Inhibitor,Phosphodiesterase (PDE),anti-proliferation,Calcium-modulated protein,light,chain,Apoptosis,W7 hydrochloride,W 7 hydrochloride,W 7,Ca2+,Calmodulin,W-7,inhibit,CaM,phosphodiesterase,Myosin,phosphate,antitumor
  • W-7 hydrochloride, 10 mM in DMSO
  • 61714-27-0
  • C16H21ClN2O2SClH
  • Antibiotics
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  • BioChemical
  • All Inhibitors
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