399337
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
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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).
Signal Word
Warning
Hazard Statements
Precautionary 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 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)
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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