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399337

Sigma-Aldrich

Benzamide

purified by sublimation, ≥99.5%

Synonym(s):
Benzoic acid amide
Linear Formula:
C6H5CONH2
CAS Number:
Molecular Weight:
121.14
Beilstein:
385876
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

Quality Level

assay

≥99.5%

purified by

sublimation

mp

125-128 °C (lit.)

solubility

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

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.

Packaging

5 g in glass bottle

Biochem/physiol Actions

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

Pictograms

Exclamation markHealth hazard

Signal Word

Warning

Hazard Statements

Hazard Classifications

Acute Tox. 4 Oral - Muta. 2

Storage Class Code

13 - Non 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

Certificate of Analysis

Certificate of Origin

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)
Walter Mier et al.
Journal of nuclear medicine : official publication, Society of Nuclear Medicine, 55(1), 9-14 (2013-11-28)
The performance of cytotoxic drugs is defined by their selectivity of uptake and action in tumor tissue. Recent clinical responses achieved by treating metastatic malignant melanoma with therapeutic modalities based on gene expression profiling showed that malignant melanoma is amenable
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

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