35590-37-5

Basic information

• Product Name: 5-Bromonicotinonitrile
• Synonyms: AKOS BBS-00003122;5-Bromonicotinonitrile,98%;3-Bromo-5-cyanopyridine 97%;5-Bromo-3-cyanopyridine,97%;3-Cyano-5-broMopyridine;5-BroMo-3-pyridinecarbonitrile;3-Bromo-5-cyanopyridine, 5-Bromopyridine-3-carbonitrile;5-Bromonicotinonitrile 97%
• CAS NO: 35590-37-5
• Molecular Formula: C₆H₃BrN₂
• Molecular Weight: 183.01
• Product Categories: blocks;Bromides;Carboxes;Pyridines;Pyridine;Organohalides;Nucleotides and Nucleosides;Bases & Related Reagents;Nucleotides;Boronic Acid;C6Heterocyclic Building Blocks;Halogenated Heterocycles;Heterocyclic Building Blocks
• Mol File: 35590-37-5.mol
• Article Data: 9

Chemical Properties

• Melting Point: 103-107 °C(lit.)
• Boiling Point: 228.8 °C at 760 mmHg
• Flash Point: 92.2 °C
• Appearance: White crystalline powder
• Density: 1.72 g/cm³
• Vapor Pressure: 0.0721mmHg at 25°C
• Refractive Index: 1.611
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility: Chloroform (Heated), Ethyl Acetate (Slightly), Methanol (Slightly)
• PKA: -0.57±0.20(Predicted)
• CAS DataBase Reference: 5-Bromonicotinonitrile(CAS DataBase Reference)
• NIST Chemistry Reference: 5-Bromonicotinonitrile(35590-37-5)
• EPA Substance Registry System: 5-Bromonicotinonitrile(35590-37-5)

Safety Data

• Hazard Codes: Xi,Xn
• Statements: 36/37/38-20/21/22
• Safety Statements: 26-36-36/37/39
• RIDADR: 3276
• WGK Germany: 3
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 35590-37-5(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline powder

InChI:InChI=1/C6H3BrN2/c7-6-1-5(2-8)3-9-4-6/h1,3-4H

Upstream product

• 625-92-3 3,5-dibromopyridine 
• 113118-81-3 5-bromopyridine-3-carbaldehyde 
• 2402-97-3 3-bromopyridine N-oxide 
• 7677-24-9 trimethylsilyl cyanide 
• 28733-43-9 5-bromonicotinamide 
• 144-55-8 sodium hydrogencarbonate 
• 20826-04-4 5-bromo-3-pyridinecarboxylic acid 

Downstream Products

• 936831-72-0 3-bromo-5-((4R)-phenyloxazolin-2-yl)pyridine 
• 370882-43-2 benzyl (1S,5S)-6-(5-cyano-pyridin-3-yl)-3,6-diazabicyclo[3.2.0]heptane-3-carboxylate 
• 163498-79-1 3-cyanopyridine-5-trimethylstannane 
• 135124-70-8 (5-bromo-3-pyridinyl)methylamine 
• 1323920-02-0 C₃₁H₂₉FN₆O₃ 
• 1323917-48-1 2-(5-chloro-2-fluoro-phenyl)-4-{5-[5-(4-methyl-piperazin-1-yl)-[1,2,4]oxadiazol-3-yl]-pyridin-3-yl}-[1,8]naphthyridine 
• 1323917-54-9 2-(2-fluoro-phenyl)-4-{5-[5-(1-methyl-piperidin-4-yl)-[1,2,4]oxadiazol-3-yl]-pyridin-3-yl}-[1,8]naphthyridine 
• 696-42-4 5-fluoropyridine-3-carbonitrile 
• 1403396-76-8 5-(4-{1-[8-({[tert-butyl(dimethyl)silyl]oxy}methyl)-8-methyl-5,6,8,9-tetrahydro[1,2,4]triazolo[4,3-d][1,4]thiazepin-3-yl]cyclopropyl}phenyl)nicotinonitrile 
• 1502825-46-8 5-(2-formylcyclohex-1-en-1-yl)pyridine-3-carbonitrile 
• 298204-74-7 5-(methyloxy)pyridine-3-carbonitrile 
• 1445904-49-3 1,3-bis(5-N′-hydroxyamidinopyridin-3-yl)benzene 
• 1445904-47-1 1,3-bis(5-cyanopyridin-3-yl)benzene 
• 1423134-58-0 (3S)-3-(5-{2-[3-(2-[¹⁸F]-fluoroethoxy)phenyl]ethyl}pyridin-3-yl)-3-[({(3R)-1-[3-(piperidin-4-yl)propanoyl]piperidin-3-yl}carbonyl)amino]propanoic acid 

Relevant articles and documents

Corresponding amine nitrile and method of manufacturing thereof

The invention relates to a manufacturing method of nitrile. Compared with the prior art, the manufacturing method has the characteristics of significantly reduced using amount of an ammonia source, low environmental pressure, low energy consumption, low production cost, high purity and yield of a nitrile product and the like, and nitrile with a more complex structure can be obtained. The invention also relates to a method for manufacturing corresponding amine from nitrile.

A practical and cost-efficient, one-pot conversion of aldehydes into nitriles mediated by 'activated DMSO'

Participation of activated DMSO in the one-pot transformation of aldehydes to nitriles has been described by reacting aldehydes with NHHHCl in DMSO in the absence of any added base or catalyst. The method is applicable to access a wide range of aromatic, heterocyclic, and aliphatic nitriles, in which only water is a byproduct. A straightforward and practical procedure is demonstrated on a multigram scale. Georg Thieme Verlag Stuttgart - New York.

Structure-activity studies and analgesic efficacy of N-(3-pyridinyl)- bridged bicyclic diamines, exceptionally potent agonists at nicotinic acetylcholine receptors

A series of exceptionally potent agonists at neuronal nicotinic acetylcholine receptors (nAChRs) has been investigated. Several N-(3-pyridinyl) derivatives of bridged bicyclic diamines exhibit double-digit-picomolar binding affinities for the α4β2 subtype, placing them with epibatidine among the most potent nAChR ligands described to date. Structure-activity studies have revealed that substitutions, particularly hydrophilic groups in the pyridine 5-position, differentially modulate the agonist activity at ganglionic vs central nAChR subtypes, so that improved subtype selectivity can be demonstrated in vitro. Analgesic efficacy has been achieved across a broad range of pain states, including rodent models of acute thermal nociception, persistent pain, and neuropathic allodynia. Unfortunately, the hydrophilic pyridine substituents that were shown to enhance agonist selectivity for central nAChRs in vitro tend to limit CNS penetration in vivo, so that analgesic efficacy with an improved therapeutic window was not realized with those compounds.