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Merck

M5435

6-Methyl-2-(phenylethynyl)pyridine hydrochloride

≥98% (HPLC)

Sinónimos:

MPEP hydrochloride

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Acerca de este artículo

Fórmula empírica (notación de Hill):
C14H11N · HCl
Número CAS:
Peso molecular:
229.70
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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InChI

1S/C14H11N.ClH/c1-12-6-5-9-14(15-12)11-10-13-7-3-2-4-8-13;/h2-9H,1H3;1H

SMILES string

Cl.Cc1cccc(n1)C#Cc2ccccc2

InChI key

PKDHDJBNEKXCBI-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

powder

color

off-white to light tan

solubility

DMSO: 10 mg/mL, clear

storage temp.

room temp

Quality Level

Gene Information

human ... GRIN2B(2904), GRM5(2915)
rat ... Grm5(24418)

General description

GRIN2B (glutamate ionotropic receptor NMDA type subunit 2B) codes for N-methyl d-aspartate receptor subtype 2B (GluN2B). It belongs to the N-methyl-D-aspartate receptor (NMDAR) gene family. It is located on chromosome 12p13.1.

Application

6-Methyl-2-(phenylethynyl)pyridine hydrochloride has been used to investigate whether 3, 4 (±) methylenedioxymethamphetamine (MDMA) could influence self-renewal via the mGlu5 receptor in mouse embryonic stem cells (mESCs).

Biochem/physiol Actions

GRIN2B (glutamate ionotropic receptor NMDA type subunit 2B) plays an important role in the growth of neurons and is highly essential for learning and memory. GRIN2B mutation is associated with neuropsychiatric and developmental disorders like schizophrenia, Parkinson′s disease and bipolar disorder. MPEP (2-methyl-6-(phenylethynyl)pyridine hydrochloride) is used to treat Alzheimer′s disease (AD).
Highly selective, non-competitive mGluR5 metabotropic glutamate receptor antagonist.

Features and Benefits

This compound is a featured product for Neuroscience research. Click here to discover more featured Neuroscience products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.
This compound is featured on the Glutamate Receptors (G Protein Family) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Clase de almacenamiento

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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F Gasparini et al.
Neuropharmacology, 38(10), 1493-1503 (1999-10-26)
In the present paper we describe 2-methyl-6-(phenylethynyl)-pyridine (MPEP) as a potent, selective and systemically active antagonist for the metabotropic glutamate receptor subtype 5 (mGlu5). At the human mGlu5a receptor expressed in recombinant cells, MPEP completely inhibited quisqualate-stimulated phosphoinositide (PI) hydrolysis
2-Methyl-6-(phenylethynyl) pyridine Hydrochloride Modulates Metabotropic Glutamate 5 Receptors Endogenously Expressed in Zebrafish Brain
Albasanz J L, et al.
ACS Chemical Neuroscience, 7(12), 1690-1697 (2016)
A 12p13 GRIN2B deletion is associated with developmental delay and macrocephaly
Morisada N, et al.
Human Genome Variation, 16029-16029 (2016)
Jérôme Maheux et al.
Frontiers in pharmacology, 3, 153-153 (2012-08-23)
Dopamine D(2) receptor antagonists modulate gene transcription in the striatum. However, the molecular mechanism underlying this effect remains elusive. Here we used the expression of Nur77, a transcription factor of the orphan nuclear receptor family, as readout to explore the
Li Rebekah Feng et al.
Translational psychiatry, 8(1), 110-110 (2018-06-01)
Cancer-related fatigue (CRF) is a common burden in cancer patients and little is known about its underlying mechanism. The primary aim of this study was to identify gene signatures predictive of post-radiotherapy fatigue in prostate cancer patients. We employed Fisher

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