M4699

MTEP hydrochloride

Name: MTEP hydrochloride
Brand: SIGMA

≥98% (HPLC), mGlu5 antagonist,

Synonym(s):

MTEP hydrochloride, 3-[(2-methyl-1,3-thiazol-4-yl)ethynyl]pyridine hydrochloride

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About This Item

Empirical Formula (Hill Notation):

C₁₁H₈N₂SHCl

CAS Number:

1186195-60-7

Molecular Weight:

236.72

UNSPSC Code:

12352200

PubChem Substance ID:

329817993

NACRES:

NA.77

MDL number:

MFCD08458895

Key Documents

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Product Name

MTEP hydrochloride, ≥98% (HPLC)

SMILES string

Cl.Cc1nc(cs1)C#Cc2cccnc2

InChI

1S/C11H8N2S.ClH/c1-9-13-11(8-14-9)5-4-10-3-2-6-12-7-10;/h2-3,6-8H,1H3;1H

InChI key

YCIOJDKGCWAHLR-UHFFFAOYSA-N

assay

≥98% (HPLC)

storage condition

desiccated

color

white to beige

solubility

H₂O: 30 mg/mL, clear

originator

Merck & Co., Inc., Kenilworth, NJ, U.S.

storage temp.

2-8°C

Quality Level

100

Related Categories

Bioactive Small Molecules

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Show Differences

1 of 4

This Item	SML2784	SML1610	SML0588
Sigma-Aldrich M4699 MTEP hydrochloride	Sigma-Aldrich SML2784 CMPD101 hydrochloride	Sigma-Aldrich SML1610 Dapiprazole hydrochloride	Sigma-Aldrich SML0588 CP-94,253 dihydrochloride
assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)	assay ≥98% (HPLC)
Quality Level 100	Quality Level 100	Quality Level 100	Quality Level 100
storage temp. 2-8°C	storage temp. 2-8°C	storage temp. 2-8°C	storage temp. room temp
storage condition desiccated	storage condition desiccated	storage condition desiccated	storage condition desiccated
solubility H₂O: 30 mg/mL, clear	solubility DMSO: 2 mg/mL, clear	solubility DMSO: 20 mg/mL, clear	solubility H₂O: 15 mg/mL, clear
originator Merck & Co., Inc., Kenilworth, NJ, U.S.	originator -	originator -	originator -

Biochem/physiol Actions

MTEP is a potent and highly selective antagonist for mGluR5.

MTEP is a selective mGlu5 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.

This compound was developed by Merck & Co., Inc., Kenilworth, NJ, U.S.. To browse the list of other pharma-developed compounds and Approved Drugs/Drug Candidates, click here.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number

0000518088

0000397071

0000207178

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Increased Alcohol-Drinking Induced by Manipulations of mGlu5 Phosphorylation within the Bed Nucleus of the Stria Terminalis.

Rianne R Campbell et al.

The Journal of neuroscience : the official journal of the Society for Neuroscience, 39(14), 2745-2761 (2019-02-10)

The bed nucleus of the stria terminalis (BNST) is part of the limbic-hypothalamic system important for behavioral responses to stress, and glutamate transmission within this region has been implicated in the neurobiology of alcoholism. Herein, we used a combination of

Differential Modulation of Thresholds for Intracranial Self-Stimulation by mGlu5 Positive and Negative Allosteric Modulators: Implications for Effects on Drug Self-Administration.

Richard M Cleva et al.

Frontiers in pharmacology, 2, 93-93 (2012-01-11)

Pharmacological manipulation of the type 5 metabotropic glutamate (mGlu5) receptor alters various addiction related behaviors such as drug self-administration and the extinction and reinstatement of drug-seeking behavior. However, the effects of pharmacological modulation of mGlu5 receptors on brain reward function

Soluble tau aggregates inhibit synaptic long-term depression and amyloid β-facilitated LTD in vivo.

Tomas Ondrejcak et al.

Neurobiology of disease, 127, 582-590 (2019-03-27)

Soluble synaptotoxic aggregates of the main pathological proteins of Alzheimer's disease, amyloid β-protein (Aß) and tau, have rapid and potent inhibitory effects on long-term potentiation (LTP). Although the promotion of synaptic weakening mechanisms, including long-term depression (LTD), is posited to

Rapid astrocyte-dependent facilitation amplifies multi-vesicular release in hippocampal synapses.

Jongyun Myeong et al.

Cell reports, 41(11), 111820-111820 (2022-12-15)

Synaptic facilitation is a major form of short-term plasticity typically driven by an increase in residual presynaptic calcium. Using near-total internal reflection fluorescence (near-TIRF) imaging of single vesicle release in cultured hippocampal synapses, we demonstrate a distinctive, release-dependent form of

Targeting Dopamine D2, Adenosine A2A, and Glutamate mGlu5 Receptors to Reduce Repetitive Behaviors in Deer Mice.

Mark H Lewis et al.

The Journal of pharmacology and experimental therapeutics, 369(1), 88-97 (2019-02-13)

Repetitive behaviors are seemingly purposeless patterns of behavior that vary little in form and are characteristic of many neurodevelopmental, psychiatric, and neurologic disorders. Our work has identified an association between hypofunctioning of the indirect basal ganglia pathway and the expression

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