| Identification | More | [Name]
W-7 HYDROCHLORIDE | [CAS]
61714-27-0 | [Synonyms]
N-(6-AMINOHEXYL)-5-CHLORO-1-NAPHTHALENESULFONAMIDE HCL
N-(6-AMINOHEXYL)-5-CHLORO-1-NAPHTHALENESULFONAMIDE HYDROCHLORIDE
N-(6-AMINOHEXYL)-5-CHLORO-1-NAPHTHALENESULPHONAMIDE HYDROCHLORIDE
N-(6-AMINOHEXYL)-5-CHLORONAPHTHALENE-1-SULFONAMIDE HYDROCHLORIDE
OMEGA-7 HYDROCHLORIDE
W-7
W-7 HYDROCHLORIDE
N-(6-AMINOHEXYL)-5-CHLORO-1-NAPHTHALENES ULFONAMIDE
N-(6-Aminohexyl)-5-chloronaphthalene-1-sulphonamide hydrochloride | [Molecular Formula]
C16H22Cl2N2O2S | [MDL Number]
MFCD00012559 | [Molecular Weight]
377.33 | [MOL File]
61714-27-0.mol |
| Chemical Properties | Back Directory | [Appearance]
White Crystalline Solid | [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 | [Usage]
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 va | [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) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Safety Statements ]
S22:Do not breathe dust .
S24/25:Avoid contact with skin and eyes . | [WGK Germany ]
3
| [RTECS ]
QK0786000 | [F ]
3-10 | [HS Code ]
2935909099 | [Storage Class]
11 - Combustible Solids |
| Hazard Information | Back Directory | [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.1,2 W-7 is a cell-permeable antagonist of calmodulin (Ki = 11 μM).3,4 Two molecules of W-7 bind to calcium-binding domains in each calmodulin molecule, blocking its interaction with target proteins.3 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).5,6,7 | [Chemical Properties]
White Crystalline Solid | [Uses]
N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide hydrochloride has been used to study its effect of on coated pit staining. | [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. | [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 |
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| Company Name: |
J & K SCIENTIFIC LTD.
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| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
| Company Name: |
Sigma-Aldrich
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| Telephone: |
021-61415566 800-8193336 |
| Website: |
https://www.sigmaaldrich.cn |
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