W-7 hydrochloride

Modify Date: 2024-01-27 18:43:08

W-7 hydrochloride structure	Common Name	W-7 hydrochloride
	CAS Number	61714-27-0	Molecular Weight	377.329
	Density	N/A	Boiling Point	518.8ºC at 760 mmHg
	Molecular Formula	C₁₆H₂₂Cl₂N₂O₂S	Melting Point	220-222 °C
	MSDS	Chinese USA	Flash Point	267.6ºC

Use of W-7 hydrochloride

W-7 hydrochloride is a selective calmodulin antagonist. W-7 hydrochloride inhibits the Ca2+-calmodulin-dependent phosphodiesterase and myosin light chain kinase with IC50 values of 28 μM and 51 µM, respectively[1][2]. W-7 hydrochloride induces apoptosis and has antitumor activity[3].

Name	N-(6-aminohexyl)-5-chloronaphthalene-1-sulfonamide,hydrochloride
Synonym	More Synonyms

Description	W-7 hydrochloride is a selective calmodulin antagonist. W-7 hydrochloride inhibits the Ca2+-calmodulin-dependent phosphodiesterase and myosin light chain kinase with IC50 values of 28 μM and 51 µM, respectively[1][2]. W-7 hydrochloride induces apoptosis and has antitumor activity[3].
Related Catalog	Signaling Pathways >> Apoptosis >> Apoptosis Research Areas >> Cancer Signaling Pathways >> Neuronal Signaling >> CaMK Signaling Pathways >> Metabolic Enzyme/Protease >> Phosphodiesterase (PDE) Signaling Pathways >> Cytoskeleton >> Myosin
Target	IC50: 28 μM (Phosphodiesterase) and 51 µM (Myosin light chain kinase)[1]
In Vitro	W-7 is distributed mainly in the cytoplasm, and inhibits proliferation of Chinese hamster ovary K1 (CHO-K1) cells. W-7 selectively blocks the phase of the cell cycle (G1/S boundary phase) in a manner. 25 μM W-7 arrests the growth of the cells at the G1/S boundary phase of the cell cycle[1]. W-7 (100 μM) exhibits a similar extent of antagonism between the contractile responses to carbachol and KCl. The increase in myosin light chain (P-LC) phosphate content in response to 1-min stimulation with 10 μM carbachol is inhibited by W-7. W-7 antagonizes the smooth muscle contraction through the inhibition of the initial increase in the P-LC phosphorylation[2]. Treatment with W-7 results in the dose-dependent inhibition of cell proliferation in various human multiple myeloma cell lines. W-7 induces G1 phase cell cycle arrest by downregulating cyclins and upregulating p21cip1. W-7 induces apoptosis via caspase activation; this occurred partly through the elevation of intracellular calcium levels and mitochondrial membrane potential depolarization and through inhibition of the STAT3 phosphorylation and subsequent downregulation of Mcl-1 protein[3]. W-7 competitively inhibits Ca2+/calmodulin-dependent phosphodiesterase with a Ki value of 300 μM[4].
In Vivo	W-7 (3 mg/kg; intraperitoneal injection; on 5 consecutive days per week; female BALB/c nu mice) treatment significantly reduces tumor growth in a murine MM model[3]. Animal Model: Female BALB/c nu mice (6-week-old) injected with RPMI 8226 cells[3] Dosage: 3 mg/kg Administration: Intraperitoneal injection; on 5 consecutive days per week Result: Significantly reduced tumor growth in a murine MM model.
References	[1]. H Hidaka, et al. N-(6-aminohexyl)-5-chloro-1-naphthalenesulfonamide, a Calmodulin Antagonist, Inhibits Cell Proliferation. Proc Natl Acad Sci U S A. 1981 Jul;78(7):4354-7. [2]. M Asano. Divergent Pharmacological Effects of Three Calmodulin Antagonists, N-(6-aminohexyl)-5-chloro-1-naphthalenesulfonamide (W-7), Chlorpromazine and Calmidazolium, on Isometric Tension Development and Myosin Light Chain Phosphorylation in Intact Bovine Tracheal Smooth Muscle. J Pharmacol Exp Ther. 1989 Nov;251(2):764-73. [3]. H Itoh, et al. Direct Interaction of Calmodulin Antagonists With Ca2+/calmodulin-dependent Cyclic Nucleotide Phosphodiesterase. J Biochem. 1984 Dec;96(6):1721-6. [4]. Shigeyuki Yokokura, et al. Calmodulin Antagonists Induce Cell Cycle Arrest and Apoptosis in Vitro and Inhibit Tumor Growth in Vivo in Human Multiple Myeloma. BMC Cancer. 2014 Nov 26;14:882.

Boiling Point	518.8ºC at 760 mmHg
Melting Point	220-222 °C
Molecular Formula	C₁₆H₂₂Cl₂N₂O₂S
Molecular Weight	377.329
Flash Point	267.6ºC
Exact Mass	376.077911
PSA	80.57000
LogP	6.26460
Storage condition	−20°C
Water Solubility	methanol: 25 mg/mL, clear, colorless

W-7 hydrochloride MSDS(Chinese)

Personal Protective Equipment	Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes	Xi
Safety Phrases	S22-S24/25
RIDADR	NONH for all modes of transport
WGK Germany	3
RTECS	QK0786000

Genetic mapping of targets mediating differential chemical phenotypes in Plasmodium falciparum.

Nat. Chem. Biol. 5 , 765-71, (2009)

Studies of gene function and molecular mechanisms in Plasmodium falciparum are hampered by difficulties in characterizing and measuring phenotypic differences between individual parasites. We screened...

Calmodulin antagonists induce cell cycle arrest and apoptosis in vitro and inhibit tumor growth in vivo in human multiple myeloma.

BMC Cancer 14 , 882, (2014)

Human multiple myeloma (MM) is an incurable hematological malignancy for which novel therapeutic agents are needed. Calmodulin (CaM) antagonists have been reported to induce apoptosis and inhibit tumo...

Calmodulin and PI(3,4,5)P₃ cooperatively bind to the Itk pleckstrin homology domain to promote efficient calcium signaling and IL-17A production.

Sci. Signal. 7(337) , ra74, (2014)

Precise regulation of the kinetics and magnitude of Ca(2+) signaling enables this signal to mediate diverse responses, such as cell migration, differentiation, vesicular trafficking, and cell death. W...

W-7

n-(6-aminohexyl)-5-chloronaphthalene-1-sulfonamide hydrochloride

1-Naphthalenesulfonamide, N-(6-aminohexyl)-5-chloro-, hydrochloride (1:1)

N-(6-Aminohexyl)-5-chloro-1-naphthalenesulfonamide,HCl

W-7 HYDROCHLORIDE

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

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

MFCD00012559

L66J BSWM6Z GG &&HCl

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

N-(6-aminohexyl)-1-naphthalene sulfonamide hydrochloride

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

N-(6-Aminohexyl)-5-chloronaphthalene-1-sulfonamide hydrochloride (1:1)

Shanghai Nianxing Industrial Co., Ltd
China
Product Name: W-7 hydrochloride
Price: Click To Check
Purity: 98.0%
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Shanghai Jizhi Biochemical Technology Co., Ltd
China
Product Name: W-7 hydrochloride
Price: ￥1038.0/100mg ￥6638.0/1g
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ShangHai DC Chemicals Co.,Ltd
China
Product Name: W-7 hydrochloride
Price: ￥Inquiry/1g
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DC Chemicals Limited
China
Product Name: W-7 hydrochloride
Price: $550.0/100mg $1100.0/250mg $2200.0/1g
Purity: 98.0%
Delivery: 3 Day
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Dayang Chem (Hangzhou) Co., Ltd.
China
Product Name: W-7 hydrochloride
Price: $Inquiry/100g $Inquiry/1kg $Inquiry/100kg $Inquiry/1000kg
Purity: 98.0%
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Email: enquiry@dycnchem.com

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W-7 hydrochloride

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