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SML0128

Sigma-Aldrich

M30 dihydrochloride

≥98% (HPLC)

Synonym(s):

5-[N-methyl-N-propargylaminomethyl]-8-hydroxyquinoline dihydrochloride, M-30 dihydrochloride, VAR10300 dihydrochloride

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About This Item

Empirical Formula (Hill Notation):
C14H14N2O · 2HCl
CAS Number:
64821-19-8
Molecular Weight:
299.20
MDL number:
MFCD20488063
UNSPSC Code:
12352200
PubChem Substance ID:
329825178
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

storage condition

desiccated

color

green-yellow

solubility

DMSO, heptane and xylene: ≥21 mg/mL

storage temp.

2-8°C

SMILES string

Cl.Cl.CN(CC#C)Cc1ccc(O)c2ncccc12

InChI

1S/C14H14N2O.2ClH/c1-3-9-16(2)10-11-6-7-13(17)14-12(11)5-4-8-15-14;;/h1,4-8,17H,9-10H2,2H3;2*1H

InChI key

XJNICPXVRPOSSO-UHFFFAOYSA-N

Application

M30 dihydrochloride may be used in monamine oxidase-mediated cell signaling studies.

Biochem/physiol Actions

M30 is a site-activated iron chelator and monoamine oxidase (MAO) inhibitor; with neuroprotective and anti-apoptotic activity. It is a multifunctional non-toxic, brain permeable iron chelator possessing a neuroprotective propargylamine moiety and an antioxidant-iron chelator moiety. M30 is a selective irreversible inhibitor of mitochondrial brain monoamine oxidases A and B (MAO-A and -B), providing for improved levels of neurotransmitters. It reduces oxidative damage and shows neuroprotective and neurorestorative effects in various neurodegenerative models of ALS, Alzheimer′s and Parkinson′s diseases, and is being investigated in other diseases where oxidative stress is a problem.

Features and Benefits

This compound is featured on the Dopamine and Norepinephrine Metabolism and Histamine Synthesis and Metabolism pages of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

pictograms

CorrosionExclamation mark
GHS05,GHS07

signalword

Danger

hcodes

H302,H318

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Articles

Serotonin Synthesis and Metabolism

Serotonin (5-hydroxytryptamine) is principally found stored in three main cell types - i) serotonergic neurons in the CNS and in the intestinal myenteric plexus, ii) enterochromaffin cells in the mucosa of the gastrointestinal tract, and iii) in blood platelets. Metabolism of serotonin is carried out primarily by the outer mitochondrial membrane enzyme monoamine oxidase (MAO), which occurs as two molecular subtypes called MAO-A and MAO-B.

Histamine Synthesis and Metabolism

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