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222798

Sigma-Aldrich

N-Methylbenzamide

≥99%

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Linear Formula:
C6H5CONHCH3
CAS Number:
Molecular Weight:
135.16
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Assay

≥99%

form

solid

bp

167 °C/11 mmHg (lit.)

mp

76-78 °C (lit.)

solubility

ethanol: soluble 50 mg/mL, clear, yellow-green

SMILES string

CNC(=O)c1ccccc1

InChI

1S/C8H9NO/c1-9-8(10)7-5-3-2-4-6-7/h2-6H,1H3,(H,9,10)

InChI key

NCCHARWOCKOHIH-UHFFFAOYSA-N

General description

N-Methylbenzamide is a potent PDE10A (phosphodiesterase with a remarkable localization as the protein is abundant only in brain tissue) inhibitor.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

13 - Non Combustible Solids

WGK

WGK 1

Flash Point(C)

Not applicable


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John Paul Kilburn et al.
Bioorganic & medicinal chemistry, 21(19), 6053-6062 (2013-08-28)
PDE10A is a recently identified phosphodiesterase with a quite remarkable localization since the protein is abundant only in brain tissue. Based on this unique localization, research has focused extensively on using PDE10A modulators as a novel therapeutic approach for dysfunction
H van de Waterbeemd et al.
Journal of medicinal chemistry, 29(5), 600-606 (1986-05-01)
The electronic properties of orthopramides, a group of selective D-2 dopamine receptor antagonists, were investigated by calculating molecular electrostatic potentials (MEP) of model compounds with the ab initio STO-3G MO method. The various substitution patterns of the aromatic ring are
L Constantino et al.
Biochemical pharmacology, 44(4), 651-658 (1992-08-18)
The metabolism of N,N-dimethylbenzamides by phenobarbital-induced rat liver microsomes results in the formation of N-methylbenzamides and formaldehyde. The reaction proceeds via the formation of an intermediate N-hydroxymethyl-N-methylbenzamide, which, for the microsomal oxidation of N,N-dimethylbenzamide, was isolated and characterized. Confirmation of
Atsushi Satoh et al.
Bioorganic & medicinal chemistry letters, 19(18), 5464-5468 (2009-08-14)
We identified 4-fluoro-N-[4-[6-(isopropylamino)pyrimidin-4-yl]-1,3-thiazol-2-yl]-N-methylbenzamide 27 as a potent mGluR1 antagonist. The compound possessed excellent subtype selectivity and good PK profile in rats. It also demonstrated relatively potent antipsychotic-like effects in several animal models. Suitable for development as a PET tracer, compound
Shih-Chung Huang et al.
Bioorganic & medicinal chemistry letters, 14(18), 4779-4782 (2004-08-25)
A series of N-methylbenzamide analogues (2-18) that is structurally derived from SR 48,968, a potent neurokinin-2 (NK(2)) receptor antagonist (pK(b)9.1), has been obtained using asymmetric synthesis. Isothiocyanato-N-methylbenzamide (10-12) and bromoacetamido-N-methylbenzamide derivatives (16-18) have been designed to serve as potential electrophilic

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