MPEP (Hydrochloride)

CAT: 0804-HY-14609-01Size: 5 mgDry Ice: NoHazardous: No

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CAT#:0804-HY-14609-01Size:5 mg

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Description

MPEP Hydrochloride is a potent, selective, noncompetitive, orally active and systemically active mGlu5 receptor antagonist, with an IC50 of 36 nM for completely inhibiting quisqualate-stimulated phosphoinositide (PI) hydrolysis. MPEP Hydrochloride has anxiolytic-or antidepressant-like effects[1][2]. MPEP (Hydrochloride) is a click chemistry reagent, it contains an Alkyne group and can undergo copper-catalyzed azide-alkyne cycloaddition (CuAAc) with molecules containing Azide groups.

CAS Number

219911-35-0

UNSPSC

12352005

Hazard Statement

H302, H315, H319, H335

Target

MGluR

Type

Reference compound

Related Pathways

GPCR/G Protein; Neuronal Signaling

Applications

Neuroscience-Neurodegeneration

Field of Research

Neurological Disease

Assay Protocol

https://www.medchemexpress.com/mpep-hydrochloride.html

Purity

99.82

Solubility

DMSO : 17.5 mg/mL (ultrasonic) |H2O : 25 mg/mL (ultrasonic; warming; heat to 80°C)

Smiles

CC1=NC(C#CC2=CC=CC=C2)=CC=C1.[H]Cl

Molecular Formula

C14H12ClN

Molecular Weight

229.70

Precautions

H302, H315, H319, H335

References & Citations

[1]F Gasparini, et al. 2-Methyl-6- (phenylethynyl) -pyridine (MPEP), a Potent, Selective and Systemically Active mGlu5 Receptor Antagonist. Neuropharmacology. 1999 Oct;38 (10) :1493-503.|[2]E Tatarczyńska, et al. Potential anxiolytic- and antidepressant-like effects of MPEP, a potent, selective and systemically active mGlu5 receptor antagonist. Br J Pharmacol. 2001 Apr;132 (7) :1423-30.

Shipping Conditions

Room Temperature

Storage Conditions

4°C (Powder, sealed storage, away from moisture)

Scientific Category

Reference compound1

Clinical Information

No Development Reported

Isoform

MGluR5

Citation 01

Chemical Information

2-Methyl-6-(phenylethynyl)pyridine hydrochloride

2-methyl-6-(phenylethynyl)pyridine hydrochloride is a hydrochloride salt obtained by reaction of 2-methyl-6-(phenylethynyl)pyridine with one equivalent of hydrochloric acid. Potent and highly selective non-competitive antagonist at the mGlu5 receptor subtype (IC50 = 36 nM) and a positive allosteric modulator at mGlu4 receptors. Centrally active following systemic administration in vivo. Reverses mechanical hyperalgesia in the inflamed rat hind paw. It has a role as an anxiolytic drug and a metabotropic glutamate receptor antagonist. It contains a 2-methyl-6-(phenylethynyl)pyridinium(1+).

CAS Number	219911-35-0
PubChem CID	9794588
IUPAC Name	2-methyl-6-(2-phenylethynyl)pyridine;hydrochloride
Molecular Formula	C14H12ClN
Molecular Weight	229.70
Topological Polar Surface Area	12.9
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	2
Heavy Atom Count	16
Formal Charge	0
Complexity	251

SMILES

CC1=NC(=CC=C1)C#CC2=CC=CC=C2.Cl

InChI

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

InChIKey

PKDHDJBNEKXCBI-UHFFFAOYSA-N

Chemical Structure

2D Structure

CAS: 219911-35-0

CID: 9794588

Formula: C14H12ClN

MW: 229.70

Interactive 3D Structure

Loading 3D structure...

View on PubChem Raw 3D data

Computed Properties

Property	Value
Molecular Weight	229.70
Hydrogen Bond Donor Count	1
Hydrogen Bond Acceptor Count	1
Rotatable Bond Count	2
Exact Mass	229.0658271
Monoisotopic Mass	229.0658271
Topological Polar Surface Area	12.9 Å²
Heavy Atom Count	16
Formal Charge	0
Complexity	251
Isotope Atom Count	0
Defined Atom Stereocenter Count	0
Undefined Atom Stereocenter Count	0
Defined Bond Stereocenter Count	0
Undefined Bond Stereocenter Count	0
Covalently-Bonded Unit Count	2
Compound Is Canonicalized	Yes

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Catalog	Name
456629-01	MPEP Hydrochloride
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M3528-85	2-Methyl-6- (phenylethynyl) pyridine, Hydrochloride (MPEP)
MBS6080601-01	2-Methyl-6-(phenylethynyl)pyridine, Hydrochloride (MPEP)
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MPEP (Hydrochloride)

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