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C1172

Sigma-Aldrich

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
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’.

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The adrenal medulla (1992)
Letitia Weigand et al.
American journal of physiology. Lung cellular and molecular physiology, 290(2), L284-L290 (2005-09-13)
Endothelin-1 (ET-1), a potent vasoconstrictor, is believed to contribute to the pathogenesis of hypoxic pulmonary hypertension. Previously we demonstrated that contraction induced by ET-1 in intrapulmonary arteries (IPA) from chronically hypoxic (CH) rats occurred independently of changes in intracellular Ca2+
RhoD inhibits RhoC-ROCK-dependent cell contraction via PAK6
Durkin CH, et al.
Developmental Cell, 41(3), 315-329 (2017)
G Inoue et al.
The Journal of biological chemistry, 268(7), 5272-5278 (1993-03-05)
Treatment of 3T3-L1 adipocytes with insulin resulted in activation of 2-deoxyglucose transport activity and translocation of glucose transporters (GLUT4 and GLUT1) from the cytoplasmic space to the plasma membrane. ML-9 (a myosin light chain kinase inhibitor) inhibited insulin stimulation of
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
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