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399337

Sigma-Aldrich

Benzamide

purified by sublimation, ≥99.5%

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

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

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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This Item
1358281207233047
Benzamide purified by sublimation, ≥99.5%

399337

Benzamide

Benzamide 99%

135828

Benzamide

Benzamidine ≥95.0%

12072

Benzamidine

Benzoic acid puriss. p.a., ACS reagent, reag. Ph. Eur., ≥99.9% (alkalimetric)

33047

Benzoic acid

Quality Level

100

Quality Level

100

Quality Level

200

Quality Level

200

solubility

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

solubility

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

solubility

-

solubility

water: soluble (2.9 g/l at 25 °C)

form

powder

form

-

form

powder or crystals

form

crystalline

mp

125-128 °C (lit.)

mp

125-128 °C (lit.)

mp

-

mp

121-125 °C (lit.)

purified by

sublimation

purified by

-

purified by

-

purified by

-

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

Exclamation markHealth hazard

signalword

Warning

Hazard Classifications

Acute Tox. 4 Oral - Muta. 2

Storage Class

11 - Combustible Solids

wgk_germany

WGK 1

flash_point_f

356.0 °F - closed cup

flash_point_c

180 °C - closed cup

ppe

dust mask type N95 (US), Eyeshields, Gloves


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The crystal and molecular structure of benzamide.
Penfold BR and White JCB.
Acta Crystallographica, 12(2), 130-135 (1959)
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)
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)
Anne Marie Hickey et al.
Biotechnology journal, 4(4), 510-516 (2009-03-18)
A (+)-gamma-lactamase was precipitated, cross-linked and the resulting solid crushed prior to immobilisation within a capillary column microreactor. The microreactor was subsequently used to study enzyme stability, activity, kinetics and substrate specificity. The thermophilic (+)-gamma-lactamase retained 100% of its initial

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