107351-80-4

Basic information

• Product Name: 2-Amino-3-bromo-5-phenylpyridine
• Synonyms: 3-bromo-5-phenylpyridin-2-amine;2-PyridinaMine, 3-broMo-5-phenyl-;3-BroMo-5-phenyl-2-pyridinaMine
• CAS NO: 107351-80-4
• Molecular Formula: C₁₁H₉BrN₂
• Molecular Weight: 249.12
• Product Categories: Aromatics Compounds;Aromatics;Amines;Heterocycles
• Mol File: 107351-80-4.mol

Chemical Properties

• Melting Point: 113-116°C
• Boiling Point: 332.7 °C at 760 mmHg
• Flash Point: 155 °C
• Appearance: /
• Density: 1.496 g/cm³
• Vapor Pressure: 0.000143mmHg at 25°C
• Refractive Index: 1.652
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-Amino-3-bromo-5-phenylpyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Amino-3-bromo-5-phenylpyridine(107351-80-4)
• EPA Substance Registry System: 2-Amino-3-bromo-5-phenylpyridine(107351-80-4)

Safety Data

• Hazardous Substances Data: 107351-80-4(Hazardous Substances Data)

Usage

Chemical Properties

Beige Crystalline Solid

InChI:InChI=1/C11H9BrN2/c12-10-6-9(7-14-11(10)13)8-4-2-1-3-5-8/h1-7H,(H2,13,14)

Upstream product

• 1008-88-4 3-phenylpyridine 
• 948888-34-4 N-(5-phenylpyridin-2-yl)pyridin-1-ium-1-aminide 
• 910791-85-4 N-[3-bromo-5-(phenyl)pyridin-2-yl]pyridin-1-ium-1-aminide 
• 157020-26-3 pyridinium N-<2'-(5'-bromopyridyl)>aminide 
• 98-80-6 phenylboronic acid 
• 33421-40-8 5-phenyl-pyridin-2-ylamine 

Downstream Products

• 1357588-92-1 3-bromo-5-(phenyl)-2(1H)-pyridinone 
• 105650-23-5 2-amino-1-methyl-6-phenyl-1H-imidazo[4,5-b]pyridine 
• 107351-81-5 2-amino-3-methylamino-5-phenylpyridine 

Relevant articles and documents

A facile synthesis of 3,5-halo and aryl 1H-pyridin-2-ones from pyridinium N-(pyridin-2-yl)aminide

The synthesis of halogenated and arylated 1H-pyridin-2-ones starting from pyridinium N-(pyridin-2-yl)aminides is described. The synthetic pathway involves the reaction of pyridinium N-(5-bromopyridin-2-yl)aminide, N-(3-bromo-5- chloropyridin-2-yl)aminide or N-(3,5-dibromopyridin-2-yl)aminide with different boronic acids to afford monosubstituted and disubstituted aminides in good yields. An additional bromination in the 3-position of N-(5-arylpyridin-2-yl) aminides was performed. Finally, reduction of the N-N bond followed by the reaction of the corresponding 2-aminopyridines with sodium nitrite/sulfuric acid in water yields 3,5-disubstituted 1H-pyridin-2-ones in good yields.

Synthesis and mutagenic potency of structural isomers of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine

(Chemical Equation Presented) Synthesis of 2-amino-1-methyl-6- phenylimidazo[4,5-b]pyridine (PhIP), three structural isomers, and two desphenyl PhIP congeners has been carried out. Mutagenic potency was evaluated using S. typhimurium strain TA98 in the Ames test. Mutagenic potency increased in relation to structural features in these heterocyclic amines that allow extended resonance between the phenyl and imidazo[4,5-b]pyridine N2-amino substituents. By contrast, PhIP isomers, whose substitution disallows involvement of the phenyl group in their ammoimidazo resonance hybrids, and desphenyl congeners were from 86- to 234-fold less mutagenic than PhIP.

THE SYNTHESIS OF THE COOKED-BEEF MUTAGEN 2-AMINO-1-METHYL-6-PHENYLIMIDAZOPYRIDINE AND ITS 3-METHYL ISOMER

2-Amino-1-methyl-6-phenylimidazopyridine, a mutagenic compound newly isolated from cooked beef, and its 3-methyl isomer have been synthesized.The spectroscopic data and the mutagenicity of the isomers are compared.