Skip to Content
MilliporeSigma
All Photos(1)

Key Documents

View All Documentation

C1172

Sigma-Aldrich

ML-9

≥99% (TLC), powder

Synonym(s):

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

Sign Into View Organizational & Contract Pricing
All Photos(1)

About This Item

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

biological source

synthetic (organic)

Assay

≥99% (TLC)

form

powder

color

white

solubility

ethanol: 10 mg/mL

storage temp.

2-8°C

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

InChI key

ZNRYCIVTNLZOGI-UHFFFAOYSA-N

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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Customers Also Viewed

Slide 1 of 2

1 of 2

Wortmannin from Penicillium funiculosum, ≥98% (HPLC and TLC)

Sigma-Aldrich

W1628

Wortmannin

Latrunculin A from sea sponge, ≥85% (HPLC), waxy solid

Sigma-Aldrich

L5163

Latrunculin A

Amy Peng et al.
Neuron, 73(6), 1108-1115 (2012-03-27)
Synaptic vesicle exo- and endocytosis are usually driven by neuronal activity but can also occur spontaneously. The identity and differences between vesicles supporting evoked and spontaneous neurotransmission remain highly debated. Here we combined nanometer-resolution imaging with a transient motion analysis
The adrenal medulla (1992)
Inhibition of myosin light chain kinase can be targeted for the development of new therapies against herpes simplex virus type-1 infection
AntoineTE and Shukla D
Antiviral Therapy, 19(1), 15-29 (2014)
Effects of ML-9 on insulin stimulation of glucose transport in 3T3-L1 adipocytes.
Inoue G, et al.
The Journal of Biological Chemistry, 268(7), 5272-5278 (1993)
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
View All Related Papers

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.

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.

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.

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.

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service