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Merck
CN

C1172

ML-9

≥99% (TLC), powder

Synonym(s):

1-(5-Chloronaphthalene-1-sulfonyl)-1H-hexahydro-1,4-diazepine hydrochloride

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About This Item

Linear Formula:
C15H17N2O2SCl · HCl
CAS Number:
105637-50-1
Molecular Weight:
361.29
NACRES:
NA.77
PubChem Substance ID:
24278297
UNSPSC Code:
12352202
MDL number:
MFCD00065525

Key Documents

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InChI key

ZNRYCIVTNLZOGI-UHFFFAOYSA-N

SMILES string

Cl.Clc1cccc2c(cccc12)S(=O)(=O)N3CCCNCC3

InChI

1S/C15H17ClN2O2S.ClH/c16-14-6-1-5-13-12(14)4-2-7-15(13)21(19,20)18-10-3-8-17-9-11-18;/h1-2,4-7,17H,3,8-11H2;1H

biological source

synthetic (organic)

assay

≥99% (TLC)

form

powder

color

white

solubility

ethanol: 10 mg/mL

storage temp.

2-8°C

Gene Information

human ... SLC2A1(6513), SLC2A4(6517)

Application

ML-9 has been used in the inhibition of myosin light chain kinase (MLCK) and non-muscle myosin IIA (NMIIA) in human corneal epithelial cells and HeLa cells.

Biochem/physiol Actions

ML-9 is myosin light chain kinase inhibitor. It inhibits insulin-induced translocation of glucose transporters GLUT4 and GLUT1 in a dose-dependent manner. ML-9 also inhibits agonist-induced Ca2+ entry into endothelial cells and catecholamine secretion in intact and permeabilized chromaffin cells. ML-9 promotes cell death in cancer cells by triggering accumulation of autophagic vacuoles. ML-9 impacts phosphorylation of myosin light chain kinase and alters trabecular meshwork shape and decreases intraocular pressure in rabbit eyes.

Features and Benefits

This compound is featured on the Ca/CaMKs page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

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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Certificates of Analysis (COA)

Lot/Batch Number
SLCD5569
SLCD0376
SLBV3170
SLBQ2883V
SLBP4607V

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A myosin light chain kinase inhibitor, ML-9, lowers the intraocular pressure in rabbit eyes
Honjo M, et al.
Experimental Eye Research, 75(2), 135-142 (2002)
M Saitoh et al.
The Journal of biological chemistry, 262(16), 7796-7801 (1987-06-05)
Systematically synthesized derivatives of ML-9, 1-(5-chloronaphthalenesulfonyl)-1H-hexahydro-1,4-diazepine, were found to inhibit both Ca2+-calmodulin-dependent and -independent smooth muscle myosin light chain kinases with a similar concentration dependence, and their inhibitions were of the competitive type with respect to ATP. Moreover, ML-9 as
Identification of ML-9 as a lysosomotropic agent targeting autophagy and cell death
Kondratskyi A, et al.
Cell Death & Disease, 5(4), e1193-e1193 (2014)
The adrenal medulla (1992)
B G Garcia et al.
Molecular pharmacology, 68(1), 102-109 (2005-03-30)
Uptake by the dopamine transporter (DAT) is the primary pathway for the clearance of extracellular dopamine (DA) and consequently for regulating the magnitude and duration of dopaminergic signaling. Amphetamine (AMPH) has been shown to decrease simultaneously DAT cell-surface expression and
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Articles

Aerobic Glycolysis and the Warburg Effect

Warburg effect enhances glucose to lactate conversion in tumor cells, regardless of oxygen levels; impacting cancer metabolism since 1924.

需氧糖酵解和瓦博格效应

本页面介绍了一篇有关瓦博格效应的文章，以及其如何能够在正常氧气水平下，增强肿瘤细胞中葡萄糖向乳酸的转化。Otto Heinrich Warburg在1924年证明，癌细胞显示出对糖酵解的依赖性增加，以满足他们的能量需求，无论是否有充足的氧气存在。

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