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135828

Sigma-Aldrich

Benzamide

99%

Synonym(s):

Benzoic acid amide

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About This Item

Linear Formula:
C6H5CONH2
CAS Number:
55-21-0
Molecular Weight:
121.14
Beilstein:
385876
EC Number:
200-227-7
MDL number:
MFCD00007968
UNSPSC Code:
12352100
PubChem Substance ID:
24848219
NACRES:
NA.22

Assay

99%

mp

125-128 °C (lit.)

solubility

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

functional group

amide

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 on radioiodination by different labeling procedures results in large-scale production of radioiodinated benzamides having potential therapeutic application for patients with metastatic malignant melanoma.

Benzamide is used as a building block in organic synthesis for the preparation of various biologically active compounds.

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. It 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
GHS08,GHS07

Signal Word

Warning

Hazard Statements

H302,H341

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

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Chapter One-Recent Advances in Cancer Therapeutics
Nicola, et al.
Progress in Medicinal Chemistry, 54 null
Photocatalytic Decompositions of Carboxylic Acid Derivatives by Semiconductors.
Park KH and Kim JH.
Bull. Korean Chem. Soc., 12(4), 439-439 (1991)
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
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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