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M4699

Sigma-Aldrich

MTEP hydrochloride

≥98% (HPLC)

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
MDL number:
MFCD08458895
UNSPSC Code:
12352200
PubChem Substance ID:
329817993
NACRES:
NA.77

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

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

Biochem/physiol Actions

MTEP is a potent and highly selective antagonist for mGluR5.

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_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
Kathy Sengmany et al.
Neuropharmacology, 149, 83-96 (2019-02-15)
Allosteric modulators of the metabotropic glutamate receptor subtype 5 (mGlu5) have been proposed as potential therapies for various CNS disorders. These ligands bind to sites distinct from the orthosteric (or endogenous) ligand, often with improved subtype selectivity and spatio-temporal control
Carla Ferrada et al.
Neuroreport, 28(1), 28-34 (2016-11-22)
The mesocorticolimbic circuit projects to the prefrontal cortex, hippocampus, amygdala, and nucleus accumbens, among others, and it originates in the dopaminergic neurons of the ventral tegmental area (VTA). The VTA receives glutamatergic inputs from the prefrontal cortex and several subcortical
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
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
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