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Merck
CN

108227

Benzanilide

98%

Synonym(s):

N-Benzoylaniline, N-Phenylbenzamide

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About This Item

Linear Formula:
C6H5CONHC6H5
CAS Number:
Molecular Weight:
197.23
EC Number:
202-292-7
UNSPSC Code:
12352100
NACRES:
NA.22
PubChem Substance ID:
MDL number:
Colour Index Number:
42095
Beilstein/REAXYS Number:
1102980
Assay:
98%
Form:
solid
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InChI key

ZVSKZLHKADLHSD-UHFFFAOYSA-N

InChI

1S/C13H11NO/c15-13(11-7-3-1-4-8-11)14-12-9-5-2-6-10-12/h1-10H,(H,14,15)

SMILES string

O=C(Nc1ccccc1)c2ccccc2

assay

98%

form

solid

bp

117 °C/10 mmHg (lit.)

Quality Level

Gene Information

human ... EPHX2(2053)
mouse ... Ephx2(13850)

solubility

H2O: insoluble, diethyl ether: slightly soluble

functional group

amide, phenyl

Related Categories

General description

Benzanilide undergoes diarylation with aryl triflates or bromides in the presence of a palladium-based catalyst system to form corresponding N-(2,6-diarylbenzoyl)anilines. It is used in manufacture of dyes and perfumes.

Application

Benzanilide was used to study the influence of β-cyclodextrin on photorearrangement of acetanilide, benzanilide and ethyl phenyl carbonate. It was used as amide model compound to study the reaction between the amide and epoxy.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Dritan Hasa et al.
Pharmaceutics, 12(11) (2020-11-20)
Dodeca-2E,4E,8Z,10E/Z-tetraenoic isobutylamide (tetraene) is the main component of Echinacea angustifolia DC. lipophilic extract, the bioavailability and immunomodulatory effect after oral administration in soft gel capsules in healthy volunteers of which we have already demonstrated. In the present work, we assessed
Sarah R Dennison et al.
European biophysics journal : EBJ, 41(8), 687-693 (2012-07-12)
The activity of a membrane interactive cis and trans benzanilide against Escherichia coli membrane mimics was investigated using Langmuir monolayers. It was found that in the presence of E. coli lipid mix monolayers, cis-benzanilide induced maximal surface pressure changes of
Regioselective arylation of benzanilides with aryl triflates or bromides under palladium catalysis.
Kametani Y, et al.
Tetrahedron Letters, 41(15), 2655-2658 (2000)
Andrew K L Goey et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 879(1), 41-48 (2010-12-03)
Echinacea purpurea is one of the most popular herbal medicines and is known for its immunostimulatory effects. Alkylamides are the main lipophilic components of E. purpurea that contribute to its pharmacological actions. For quantification in human plasma of one of
Anna M Kauppi et al.
Bioorganic & medicinal chemistry, 15(22), 6994-7011 (2007-09-14)
Compound 1, 2-(benzo[1,2,5]thiadiazole-4-sulfonylamino)-5-chloro-N-(3,4-dichloro-phenyl)-benzamide, was identified as a putative type III secretion inhibitor in Yersinia, and the compound thus has a potential to be used to prevent or treat bacterial infections. A set of seven analogues was synthesized and evaluated in

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