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V5015

Sigma-Aldrich

VU0152100

≥98% (HPLC)

Synonym(s):

3-Amino-N-[(4-methoxyphenyl)methyl]-4,6-dimethyl-thieno[2,3-b]pyridine-2-carboxamide

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About This Item

Empirical Formula (Hill Notation):
C18H19N3O2S
CAS Number:
409351-28-6
Molecular Weight:
341.43
MDL number:
MFCD02742972
UNSPSC Code:
12352200
PubChem Substance ID:
329829056
NACRES:
NA.77

Assay

≥98% (HPLC)

form

powder

solubility

DMSO: >50 mg/mL

storage temp.

2-8°C

SMILES string

COc1ccc(CNC(=O)c2sc3nc(C)cc(C)c3c2N)cc1

InChI

1S/C18H19N3O2S/c1-10-8-11(2)21-18-14(10)15(19)16(24-18)17(22)20-9-12-4-6-13(23-3)7-5-12/h4-8H,9,19H2,1-3H3,(H,20,22)

InChI key

MDNWGCQSCGNTKH-UHFFFAOYSA-N

Biochem/physiol Actions

Positive allosteric modulator of muscarinic choline receptor M4. Potentiates activation by acetylcholine, but posesses no intrinsic agonist activity alone.

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 Acetylcholine Receptors (Muscarinic) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Pictograms

Skull and crossbones
GHS06

Signal Word

Danger

Hazard Statements

H301,H319

Hazard Classifications

Acute Tox. 3 Oral - Eye Irrit. 2

Storage Class Code

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Certificates of Analysis (COA)

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Paulina Cieślik et al.
Behavioural brain research, 359, 671-685 (2018-09-30)
Recent preclinical studies point to muscarinic and GABAB receptors as novel therapeutic targets for the treatment of schizophrenia. This study was aimed to assess the role of muscarinic and GABAB receptor interactions in animal models of schizophrenia, using positive allosteric
Kristine B Jørgensen et al.
Journal of comparative physiology. A, Neuroethology, sensory, neural, and behavioral physiology, 202(1), 7-15 (2015-11-02)
The present study investigated the cholinergic system in the African naked mole-rat (Heterocephalus glaber) with focus on the muscarinic acetylcholine receptor subtypes M1 and M4. The protein sequences for the subtypes m 1-5 of the naked mole-rat were compared to
Michael Bubser et al.
ACS chemical neuroscience, 5(10), 920-942 (2014-08-20)
Positive allosteric modulators (PAMs) of the M4 muscarinic acetylcholine receptor (mAChR) represent a novel approach for the treatment of psychotic symptoms associated with schizophrenia and other neuropsychiatric disorders. We recently reported that the selective M4 PAM VU0152100 produced an antipsychotic
Bing Xue et al.
European journal of pharmacology, 820, 45-52 (2017-12-16)
Two key transmitters in the medial prefrontal cortex (mPFC), dopamine and acetylcholine, are believed to interact with each other to modulate local glutamatergic transmission, although molecular mechanisms underlying their crosstalk are poorly understood. Here we investigated effects of pharmacological manipulations
Bing Xue et al.
Journal of neuroscience research, 93(10), 1592-1599 (2015-07-15)
Dopamine and acetylcholine are two principal transmitters in the striatum and are usually balanced to modulate local neural activity and to maintain striatal homeostasis. This study investigates the role of dopamine and muscarinic acetylcholine receptors in the regulation of a

Articles

Acetylcholine Receptors (Muscarinic)

Muscarinic acetylcholine receptors are G protein-coupled receptors (GPCRs) and mediate acetylcholine actions in the CNS and non-nervous tissues. Learn more about acetylcholine receptors and their role in cell signaling.

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