54321-80-1

Basic information

• Product Name: 3-BROMO-5-NITROBENZAMIDE
• Synonyms: 3-BROMO-5-NITROBENZAMIDE;3-Bromo-5-nitrobenzamide 98%;3-Bromo-5-nitrobenzamide98%
• CAS NO: 54321-80-1
• Molecular Formula: C₇H₅BrN₂O₃
• Molecular Weight: 245.03
• Product Categories: blocks;Carboxes
• Mol File: 54321-80-1.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 311.1 °C at 760 mmHg
• Flash Point: 141.9 °C
• Appearance: /
• Density: 1.799 g/cm³
• Vapor Pressure: 0.000576mmHg at 25°C
• Refractive Index: 1.645
• Storage Temp.: Sealed in dry,Room Temperature
• CAS DataBase Reference: 3-BROMO-5-NITROBENZAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-BROMO-5-NITROBENZAMIDE(54321-80-1)
• EPA Substance Registry System: 3-BROMO-5-NITROBENZAMIDE(54321-80-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 54321-80-1(Hazardous Substances Data)

Usage

Synthesis Reference(s)

The Journal of Organic Chemistry, 72, p. 5867, 2007 DOI: 10.1021/jo070477u

InChI:InChI=1/C7H5BrN2O3/c8-5-1-4(7(9)11)2-6(3-5)10(12)13/h1-3H,(H2,9,11)

Upstream product

• 619-24-9 3-nitrobenzonitrile 
• 51339-40-3 3-bromo-5-nitrobenzoyl chloride 
• 6307-83-1 3-bromo-5-nitro-benzoic acid 

Downstream Products

• 1312923-86-6 3-(2-(2-methylthiazol-4-yl)ethynyl)-5-nitrobenzonitrile 
• 1312923-92-4 3-(2-(6-methylpyridin-2-yl)ethynyl)-5-nitrobenzonitrile 
• 1312923-96-8 3-(2-(5-methylpyridin-2-yl)ethynyl)-5-nitrobenzonitrile 
• 1031370-96-3 3-(2-(pyridin-2-yl)ethynyl)-5-nitrobenzonitrile 
• 49674-15-9 3-bromo-5-nitrobenzonitrile 
• 1404227-60-6 3-(4-fluorophenylsulfonamino)-5-(4-morpholinoquinazolin-6-yl)benzamide 
• 1404227-62-8 3-(4-chlorophenylsulfonamino)-5-(4-morpholinoquinazolin-6-yl)benzamide 
• 1404227-92-4 3-bromo-5-(4-fluorophenylsulfonylamino)benzamide 
• 1404227-93-5 5-bromo-3-(4-chlorophenylsulfonamino)benzamide 
• 1616589-53-7 3-(2-(cyclopropanecarboxamido)benzo[d]thiazol-6-yl)-5-(4-fluorophenylsulfonylamino)benzamide 

Relevant articles and documents

Discovery of 2-methoxy-3-phenylsulfonamino-5-(quinazolin-6-yl or quinolin-6-yl)benzamides as novel PI3K inhibitors and anticancer agents by bioisostere

2-Substituted-3-sulfonamino-5-(quinazolin-6-yl or quinolin-6-yl)benzamides have been proposed as novel structures of PI3K inhibitors and anticancer agents based on bioisostere. In the present study, 2-substituted-3-sulfonamino-5-(4- morpholinoquinazolin-6-yl)benzamides and 2-methoxy-3-sulfonamino-5-(4- morpholinoquinolin-6-yl)benzamides were synthesized. Their antiproliferative activities in vitro were evaluated via MTT assay against four human cancer cell lines, including A549, HCT-116, U-87 MG and KB. The SAR of the title compounds was preliminarily discussed. Compound 1a with potent antiproliferative activity was tested for its inhibitory activity against PI3K and mTOR and its effect on the AKT and p-AKT473. The anticancer effect of 1a was evaluated in established nude mice U-87 MG xenograft model. The results suggest that compound 1a can significantly inhibit PI3K/AKT/mTOR pathway and tumor growth. These findings strongly support the assumption that title compounds are potent PI3K inhibitors and anticancer agents.

Bromination of deactivated aromatics: A simple and efficient method

(Chemical Equation Presented) Highly deactivated aromatic compounds were smoothly monobrominated by treatment with N-bromosuccinimide (NBS) in concentrated H2SO4 medium affording the corresponding bromo derivatives in good yields. Mild reaction conditions and simple workup provides a practical and commercially viable route for the synthesis of bromo compounds of deactivated aromatics.