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M5435

Sigma-Aldrich

6-Methyl-2-(phenylethynyl)pyridine hydrochloride

≥98% (HPLC)

Synonyma:

MPEP hydrochloride

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About This Item

Empirický vzorec (Hillův zápis):
C14H11N · HCl
Číslo CAS:
219911-35-0
Molekulová hmotnost:
229.70
MDL number:
MFCD02262119
UNSPSC Code:
12352200
PubChem Substance ID:
24278557
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

off-white to light tan

solubility

DMSO: 10 mg/mL, clear

storage temp.

room temp

SMILES string

Cl.Cc1cccc(n1)C#Cc2ccccc2

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

InChI key

PKDHDJBNEKXCBI-UHFFFAOYSA-N

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.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Osvědčení o analýze (COA)

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Pifithrin-α ≥95% (HPLC), powder

Sigma-Aldrich

P4359

Pifithrin-α

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)
José Luis Albasanz et al.
ACS chemical neuroscience, 7(12), 1690-1697 (2016-09-17)
Due to phylogenetic proximity to the human, zebrafish has been recognized as a reliable model to study Alzheimer's disease (AD) and other central nervous system disorders. Furthermore, metabotropic glutamate receptors have been previously reported to be impaired in brain from
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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