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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
BioRxiv. 2024 November 03.|Epilepsy Res. 2021 Sep:175:106677.|Pharmacol Biochem Behav. 2023 Jun:227-228:173588.|SSRN. 2023 Apr 26.|Neurosci Lett. 2025 Mar 15:852:138193.|SSRN. 2025 Aug 27.

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 Number219911-35-0
PubChem CID9794588
IUPAC Name2-methyl-6-(2-phenylethynyl)pyridine;hydrochloride
Molecular FormulaC14H12ClN
Molecular Weight229.70
Topological Polar Surface Area12.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Heavy Atom Count16
Formal Charge0
Complexity251
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
2D structure of 2-Methyl-6-(phenylethynyl)pyridine hydrochloride
CAS: 219911-35-0
CID: 9794588
Formula: C14H12ClN
MW: 229.70
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight229.70
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count1
Rotatable Bond Count2
Exact Mass229.0658271
Monoisotopic Mass229.0658271
Topological Polar Surface Area12.9 Ų
Heavy Atom Count16
Formal Charge0
Complexity251
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count2
Compound Is CanonicalizedYes

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