39883-47-1

Basic information

• Product Name: [2,3''-Bipyridin]-6-amine
• Synonyms: [2,3''-Bipyridin]-6-amine;[2,3']bipyridinyl-6-ylamine
• CAS NO: 39883-47-1
• Molecular Formula: C₁₀H₉N₃
• Molecular Weight: 171.2
• Product Categories: pharmacetical
• Mol File: 39883-47-1.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• CAS DataBase Reference: [2,3''-Bipyridin]-6-amine(CAS DataBase Reference)
• NIST Chemistry Reference: [2,3''-Bipyridin]-6-amine(39883-47-1)
• EPA Substance Registry System: [2,3''-Bipyridin]-6-amine(39883-47-1)

Safety Data

• Hazardous Substances Data: 39883-47-1(Hazardous Substances Data)

Usage

Description

[2,3''-Bipyridin]-6-amine, also known as 6-(2-pyridinyl)pyridin-2-amine, is a chemical compound with the molecular formula C10H9N3. It belongs to the class of bipyridines, which are organic compounds containing two pyridine rings linked to each other. This versatile chemical has potential applications in various fields, including coordination chemistry, synthesis of complex organic molecules, pharmaceuticals, and agrochemicals. Further research is needed to explore its potential uses and properties.

Uses

Used in Coordination Chemistry:
[2,3''-Bipyridin]-6-amine is used as a ligand in coordination chemistry for forming metal complexes. Its unique structure allows it to chelate with metal ions, enhancing the stability and reactivity of the resulting complexes.
Used in Synthesis of Complex Organic Molecules:
[2,3''-Bipyridin]-6-amine is used as a building block in the synthesis of complex organic molecules. Its bipyridine structure can be further modified and functionalized to create a wide range of organic compounds with diverse properties and applications.
Used in Pharmaceutical Industry:
[2,3''-Bipyridin]-6-amine is used as a starting material or intermediate in the production of pharmaceuticals. Its potential biological activities make it a promising candidate for the development of new drugs and therapeutic agents.
Used in Agrochemical Industry:
[2,3''-Bipyridin]-6-amine is used in the agrochemical industry for the development of new pesticides, herbicides, and other agrochemical products. Its unique chemical properties can be exploited to create effective and environmentally friendly solutions for agricultural applications.
Overall, [2,3''-Bipyridin]-6-amine is a versatile chemical with potential applications in various industries, including coordination chemistry, organic synthesis, pharmaceuticals, and agrochemicals. Further research and development are necessary to fully explore its potential and unlock its full range of uses.

Upstream product

• 1072-98-6 5-chloro-2-pyridylamine 
• 1692-25-7 3-pyridylboronic acid 
• 19798-81-3 2-Amino-6-bromopyridine 
• 160688-99-3 [tris(3-pyridyl)boroxin] 
• 59020-10-9 3-(tributylstannyl)pyridine 
• 220565-63-9 pyridin-3-ylzinc(II) bromide 
• 45644-21-1 6-chloropyridin-2-amine 

Downstream Products

• 865999-95-7 methyl 4-([2,3']bipyridinyl-6-ylaminomethyl)-benzoate 

Relevant articles and documents

Design, synthesis and biological evaluation of arylpyridin-2-yl guanidine derivatives and cyclic mimetics as novel msk1 inhibitors. An application in an asthma model

Mitogen-and Stress-Activated Kinase 1 (MSK1) is a nuclear kinase, taking part in the activation pathway of the pro-inflammatory transcription factor NF-kB and is demonstrating a therapeutic target potential in inflammatory diseases such as asthma, psoriasis and atherosclerosis. To date, few MSK1 inhibitors were reported. In order to identify new MSK1 inhibitors, a screening of a library of low molecular weight compounds was performed, and the results highlighted the 6-phenylpyridin-2-yl guanidine (compound 1a, IC50~18 μM) as a starting hit for structure-activity relationship study. Derivatives, homologues and rigid mimetics of 1a were designed, and all synthesized compounds were evaluated for their inhibitory activity towards MSK1. Among them, the non-cytotoxic 2-aminobenzimidazole 49d was the most potent at inhibiting significantly: (i) MSK1 activity, (ii) the release of IL-6 in inflammatory conditions in vitro (IC50~2 μM) and (iii) the inflammatory cell recruitment to the airways in a mouse model of asthma.

Tetraphosphine/palladium-catalyzed Suzuki-Miyaura coupling of heteroaryl halides with 3-pyridine- and 3-thiopheneboronic acid: An efficient catalyst for the formation of biheteroaryls

An easily prepared tetraphosphine N,N,N′,N′- tetra(diphenylphosphinomethyl)-1,2-ethylenediamine (L1) associated with [Pd(η3-C3H5)Cl]2 affords an efficient catalyst for Suzuki-Miyaura coupling of 3-pyridineboronic acid with heteroaryl bromides. Reaction could be performed with as little as 0.02 mol% catalyst and a high turnover number of 2500 is obtained. A wide range of substrates is investigated with satisfactory yields, and good compatibility with aminogroup-substituted pyridines and unprotected indole is exhibited. This protocol can also be applied successfully to the reaction of heteroaryl bromides with 3-thiopheneboronic acid. This Pd-tetraphosphine catalyst efficiently restrains the poisoning effect from heteroaryls, and shows good stability and longevity. Copyright 2013 John Wiley & Sons, Ltd. An easily prepared tetraphosphine L1 was successfully used in Pd catalyzed Suzuki reaction of heteroaryl bromides with 3-pyridineboronic acid. A high turnover number of 2 500 was achieved and a wide range of heteroaryl halides including aminopyridines and indole was tolerated. With this protocol the coupling of 3-thiopheneboronic acid with heteroaryl bromides could also proceed in good yields. This catalyst system efficiently restrained poisoning effect from heteroaryls, and exhibited good stability and longevity. Copyright

Transition-metal-catalyzed carbon-nitrogen and carbon-carbon bond-forming reactions

One aspect of the present invention relates to ligands for transition metals. A second aspect of the present invention relates to the use of catalysts comprising these ligands in various transition-metal-catalyzed carbon-heteroatom and carbon-carbon bond-forming reactions. The subject methods provide improvements in many features of the transition-metal-catalyzed reactions, including the range of suitable substrates, number of catalyst turnovers, reaction conditions, and efficiency. For example, improvements have been realized in transition metal-catalyzed: aryl amination reactions; aryl amidation reactions; Suzuki couplings; and Sonogashira couplings. In certain embodiments, the invention relates to catalysts and methods of using them that operate in aqueous solvent systems.