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108227

Sigma-Aldrich

Benzanilide

98%

Synonym(s):

N-Benzoylaniline, N-Phenylbenzamide

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About This Item

Linear Formula:
C6H5CONHC6H5
CAS Number:
93-98-1
Molecular Weight:
197.23
Colour Index Number:
42095
Beilstein:
1102980
EC Number:
202-292-7
MDL number:
MFCD00003069
UNSPSC Code:
12352100
PubChem Substance ID:
24846656
NACRES:
NA.22

Assay

98%

form

solid

bp

117 °C/10 mmHg (lit.)

mp

161-163 °C (lit.)

solubility

H2O: insoluble
diethyl ether: slightly soluble

SMILES string

O=C(Nc1ccccc1)c2ccccc2

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)

InChI key

ZVSKZLHKADLHSD-UHFFFAOYSA-N

Gene Information

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

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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 Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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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
Synthesis of 2-arylbenzoxazoles by copper-catalyzed intramolecular oxidative C-O coupling of benzanilides.
Satoshi Ueda et al.
Angewandte Chemie (International ed. in English), 47(34), 6411-6413 (2008-07-12)
Joanne V Allen et al.
Bioorganic & medicinal chemistry letters, 21(18), 5224-5229 (2011-08-13)
A directed screen of a relatively small number of compounds, selected for kinase ATP pocket binding potential, yielded a novel series of hit compounds (1). Hit explosion on two binding residues identified compounds 27 and 43 as the best leads
Gerda Brunhofer et al.
European journal of pharmaceutical sciences : official journal of the European Federation for Pharmaceutical Sciences, 42(1-2), 37-44 (2010-10-26)
Recently we presented a series of benzanilide derivatives with a selective spasmolytic effect on terminal ileum preparations of the guinea pig. In this report we demonstrate a further development of these compounds. The exchange of the amide oxygen against a
Gerda Brunhofer et al.
Bioorganic & medicinal chemistry, 19(2), 994-1001 (2010-12-28)
A series of dithiobenzanilide derivatives was synthesized and each compound was evaluated for its ability to reduce KCl-induced contractions of smooth muscle preparations of the guinea pig. Starting from a recent publication describing benzanilide derivatives as antispasmodic agents, structure-activity guided
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