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Merck
CN

N8153

3-Nitrosobenzamide

analytical standard, for drug analysis

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About This Item

Empirical Formula (Hill Notation):
C7H6N2O2
CAS Number:
Molecular Weight:
150.13
UNSPSC Code:
41116107
PubChem Substance ID:
MDL number:
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assay

≥98%

technique(s)

HPLC: suitable, gas chromatography (GC): suitable

application(s)

forensics and toxicology
pharmaceutical (small molecule)
veterinary

format

neat

storage temp.

2-8°C

SMILES string

NC(=O)c1cccc(c1)N=O

InChI

1S/C7H6N2O2/c8-7(10)5-2-1-3-6(4-5)9-11/h1-4H,(H2,8,10)

InChI key

OZUBORKYZRYLSQ-UHFFFAOYSA-N

Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

pictograms

CorrosionExclamation mark

signalword

Danger

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Eye Dam. 1 - Skin Corr. 1B

Storage Class

8A - Combustible corrosive hazardous materials

wgk

WGK 3

Regulatory Information

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Certificates of Analysis (COA)

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W G Rice et al.
Proceedings of the National Academy of Sciences of the United States of America, 90(20), 9721-9724 (1993-10-15)
The C-nitroso compound 3-nitrosobenzamide, which has been shown to remove zinc from the retroviral-type zinc finger of p7NC nucleocapsid proteins, inhibits acute infection of human immunodeficiency virus type 1 in cultured human lymphocytes. The attachment of the virus to lymphocytes
Akio Noguchi et al.
Nature chemical biology, 6(9), 641-643 (2010-08-03)
Although C-nitroso aromatic compounds have several bioactivities of medicinal interest, the biosynthetic enzymes involved in C-nitrosation have remained unknown until now. Here, we report the entire biosynthesis pathway of 4-hydroxy-3-nitrosobenzamide in Streptomyces murayamaensis, in which a tyrosinase-like copper-containing monooxygenase is
Jake W Ginsbach et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(27), 10793-10797 (2012-06-20)
The terminal step of 4-hydroxy-3-nitrosobenzamide biosynthesis in Streptomyces murayamaensis is performed by NspF, a mono-oxygenase that converts o-aminophenols to the corresponding nitroso product (hydroxyanilinase activity). Previous biochemical characterization of the resting form of NspF suggested that this enzyme belonged to
Comparison of the cytotoxic and antiretroviral effects of 3-nitrosobenzamide and 4-iodo-3-nitrobenzamide.
A J Chuang et al.
Proceedings of the Western Pharmacology Society, 37, 117-119 (1994-01-01)
A J Chuang et al.
FEBS letters, 326(1-3), 140-144 (1993-07-12)
The 3-nitrosobenzamide (NOBA) drug abolishes SIV replication sharply at 20 microM concentration when CEM x 174 cells are preincubated for 1 h with the drug prior to viral infection. Treatment of CEM x 174 cells with 20 microM NOBA resulted

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