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399337

Sigma-Aldrich

Benzamide

purified by sublimation, ≥99.5%

Synonym(s):

Benzoic acid amide

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About This Item

Linear Formula:
C6H5CONH2
CAS Number:
Molecular Weight:
121.14
Beilstein:
385876
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
form:
powder
Assay:
≥99.5%

Quality Level

Assay

≥99.5%

form

powder

purified by

sublimation

mp

125-128 °C (lit.)

solubility

ethanol: soluble 50 mg/mL, clear to slightly hazy, colorless to light yellow

functional group

amide
phenyl

SMILES string

NC(=O)c1ccccc1

InChI

1S/C7H7NO/c8-7(9)6-4-2-1-3-5-6/h1-5H,(H2,8,9)

InChI key

KXDAEFPNCMNJSK-UHFFFAOYSA-N

Gene Information

human ... PARP1(142)

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General description

Benzamide (Benzoic acid amide, BA) is an amide of benzoic acid. BA on crystallization in benzene (solvent) affords crystals suitable for X-ray analysis. Crystal structure studies suggest that its crystals are monoclinic having space group P21/c. Kinetics and mechanism of its reaction with hydrogen peroxide have been proposed.

Application

Benzamide was used to study the mechanism of photocatalytic decomposition of aqueous solution of acetic acid, acetamide and acetonitrile in the presence of semiconductors. Benzamide was used to develop a robust screening method to study biotransformations using (+)-γ-lactamase enzyme.

Biochem/physiol Actions

Inhibits poly(ADP-ribose) polymerase (PARP).

Pictograms

Health hazardExclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Muta. 2

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

Flash Point(F)

356.0 °F - closed cup

Flash Point(C)

180 °C - closed cup

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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The mechanisms of hydrogen peroxide reactions. I. The conversion of benzonitrile to benzamide.
Wiberg KB.
Journal of the American Chemical Society, 75(16), 3961-3964 (1953)
The crystal and molecular structure of benzamide.
Penfold BR and White JCB.
Acta Crystallographica, 12(2), 130-135 (1959)
Photocatalytic Decompositions of Carboxylic Acid Derivatives by Semiconductors.
Park KH and Kim JH.
Bull. Korean Chem. Soc., 12(4), 439-439 (1991)
M H Gschwend et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 831(1-2), 132-139 (2006-01-03)
The development of a validated liquid chromatography-tandem mass spectrometry (LC-MS/MS) method with positive electrospray ionisation (ESI(+)) and multiple reaction monitoring (MRM) for the selective and sensitive bioanalytical determination of amisulpride, a substituted benzamide derivative, in human plasma is described. Plasma
Jamin D Steffen et al.
Journal of medicinal chemistry, 54(15), 5403-5413 (2011-06-23)
The metabolism of poly(ADP-ribose) (PAR) in response to DNA strand breaks, which involves the concerted activities of poly(ADP-ribose) polymerases (PARPs) and poly(ADP-ribose) glycohydrolase (PARG), modulates cell recovery or cell death depending upon the level of DNA damage. While PARP inhibitors

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