Home Amines 3731-51-9
3731-51-9,MFCD00006360
Catalog No.:AA003HUC

3731-51-9 | 2-(Aminomethyl)pyridine

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  • Technical Information
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Technical Information
Catalog Number:
AA003HUC
Chemical Name:
2-(Aminomethyl)pyridine
CAS Number:
3731-51-9
Molecular Formula:
C6H8N2
Molecular Weight:
108.1411
MDL Number:
MFCD00006360
SMILES:
NCc1ccccn1
NSC Number:
59705
Properties
Properties
 
BP:
203°C at 760 mmHg  
Form:
Liquid  
MP:
20 °C  
Refractive Index:
n20/D 1.578(lit.)  
Stability:
Air Sensitive  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
63.5  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
8  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
1  
XLogP3:
-0.2  

Literature

Title: Syntheses and structures of closely related copper(I) complexes of tridentate (2-pyridylmethyl)imine and (2-pyridylmethyl)amine ligands and their use in mediating atom transfer radical polymerizations.

Journal: Inorganic chemistry 20121015

Title: 2-Hydroxynaphthalene-1-carbaldehyde- and 2-(aminomethyl)pyridine-based Schiff base Cu(II) complexes for DNA binding and cleavage.

Journal: Chemistry & biodiversity 20121001

Title: A novel molecular probe sensing polynuclear hydrolyzed aluminum by chelation-enhanced fluorescence.

Journal: Talanta 20120915

Title: Luminescence mechanochromism in cyclometallated Ir(III) complexes containing picolylamine.

Journal: Dalton transactions (Cambridge, England : 2003) 20120807

Title: Chlorido[4-chloro-2-(pyridin-2-yl-methyl-imino-meth-yl)phenolato-κ(3)N,N',O]copper(II).

Journal: Acta crystallographica. Section E, Structure reports online 20120501

Title: A second polymorph of aqua-{4-chloro-2-[(pyridin-2-ylmeth-yl)imino-meth-yl]-phenolato}copper(II) nitrate mono-hydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20120301

Title: 2-(Ammonio-meth-yl)pyridinium sulfate monohydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20120301

Title: Rare-earth metal bis(alkyl)s that bear a 2-pyridinemethanamine ligand: dual catalysis of the polymerizations of both isoprene and ethylene.

Journal: Dalton transactions (Cambridge, England : 2003) 20120227

Title: Poly[aqua-{μ(3)-5-[(pyridin-2-ylmeth-yl)amino]-isophthalato-κN,N':O,O:O}cobalt(II)].

Journal: Acta crystallographica. Section E, Structure reports online 20111201

Title: Bis{μ-2-[1-(pyridin-2-yl-methyl-imino)-eth-yl]phenolato}bis-(azido-zinc).

Journal: Acta crystallographica. Section E, Structure reports online 20111101

Title: (2-{[1-(Pyridin-2-yl)ethyl-idene]amino-meth-yl}pyridine-κN,N',N'')bis-(thio-cyanato-κN)zinc.

Journal: Acta crystallographica. Section E, Structure reports online 20111101

Title: Chlorido{N-[2-(diphenyl-phosphan-yl)benz-yl]-1-(pyridin-2-yl)methanamine-κP}gold(I).

Journal: Acta crystallographica. Section E, Structure reports online 20111101

Title: Highly regioselective carbonylation of unactivated C(sp3)-H bonds by ruthenium carbonyl.

Journal: Journal of the American Chemical Society 20110601

Title: New cyanide-bridged Mn(III)-M(III) heterometallic dinuclear complexes constructed from [M(III)(AA)(CN)4]- building blocks (M = Cr and Fe): synthesis, crystal structures and magnetic properties.

Journal: Dalton transactions (Cambridge, England : 2003) 20110514

Title: Nitric oxide reduction of copper(II) complexes: spectroscopic evidence of copper(II)-nitrosyl intermediate.

Journal: Inorganic chemistry 20110418

Title: An 2-(2'-aminophenyl)benzoxazole-based OFF-ON fluorescent chemosensor for Zn2+ in aqueous solution.

Journal: Organic & biomolecular chemistry 20110407

Title: Organofunctionalized Amazon smectite for dye removal from aqueous medium--kinetic and thermodynamic adsorption investigations.

Journal: Journal of hazardous materials 20110215

Title: Application of molecular topology for the prediction of reaction yields and anti-inflammatory activity of heterocyclic amidine derivatives.

Journal: International journal of molecular sciences 20110101

Title: Antidepressant potential of nitrogen-containing heterocyclic moieties: An updated review.

Journal: Journal of pharmacy & bioallied sciences 20110101

Title: Supramolecular effects on anion-dependent spin-state switching properties in heteroleptic iron(II) complexes.

Journal: Inorganic chemistry 20101115

Title: Solid phase synthesis of aromatic oligoamides: application to helical water-soluble foldamers.

Journal: The Journal of organic chemistry 20101105

Title: Simple and practical derivatization procedure for enhanced detection of carboxylic acids in liquid chromatography-electrospray ionization-tandem mass spectrometry.

Journal: Journal of pharmaceutical and biomedical analysis 20100905

Title: 4-Methyl-N-[(E)-4-methyl-1-(4-methyl-phenyl-sulfon-yl)-1,2-dihydropyridin-2-yl-idene]benzene-sulfonamide.

Journal: Acta crystallographica. Section E, Structure reports online 20100801

Title: Proof for the concerted inversion mechanism in the trans-->cis isomerization of azobenzene using hydrogen bonding to induce isomer locking.

Journal: The Journal of organic chemistry 20100716

Title: Adsorption of arsenic ions on Brazilian sepiolite: effect of contact time, pH, concentration, and calorimetric investigation.

Journal: Journal of colloid and interface science 20100601

Title: Doubly pyrazolate-bridged dinuclear complexes of a highly constrained bis-terdentate ligand: observation of a [high spin-low spin] state for [Fe(II)2(PMAP)2][SbF6]2.2.25(C3H8O) (PMAP = 3,5-bis{[N-(2-pyridylmethyl)amino]-methyl}-1H-pyrazolate).

Journal: Inorganic chemistry 20100517

Title: Theoretical study of thermal spin transition between the singlet state and the quintet state in the [Fe(2-picolylamine)(3)](2+) spin crossover system.

Journal: The journal of physical chemistry. A 20100513

Title: Carbonic anhydrase activators. The first activation study of a coral secretory isoform with amino acids and amines.

Journal: Bioorganic & medicinal chemistry 20100315

Title: Conventional and microwave assisted synthesis of small molecule based biologically active heterocyclic amidine derivatives.

Journal: European journal of medicinal chemistry 20100301

Title: Carbonic anhydrase activators: Activation of the beta-carbonic anhydrase from the pathogenic yeast Candida glabrata with amines and amino acids.

Journal: Bioorganic & medicinal chemistry letters 20100301

Title: Template synthesis of iron(II) complexes containing tridentate P-N-S, P-N-P, P-N-N, and tetradentate P-N-N-P ligands.

Journal: Inorganic chemistry 20100201

Title: Carbonic anhydrase activators: activation of the beta-carbonic anhydrases from the pathogenic fungi Candida albicans and Cryptococcus neoformans with amines and amino acids.

Journal: Bioorganic & medicinal chemistry 20100201

Title: Synthesis, characterization and antiglaucoma activity of a novel proton transfer compound and a mixed-ligand Zn(II) complex.

Journal: Bioorganic & medicinal chemistry 20100115

Title: Investigation and improvement of DNA cleavage models of polyamide + Cu(II) nuclease + OOH- ligands bound to DNA.

Journal: BMC structural biology 20100101

Title: Marine pyrrolocarbazoles and analogues: synthesis and kinase inhibition.

Journal: Marine drugs 20091201

Title: 2-Amino-3-methyl-pyridinium 2-amino-5-methyl-pyridinium sulfate monohydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20091201

Title: Aqua-[2-(2-pyridylmethyl-imino-meth-yl)phenolato]nickel(II) nitrate monohydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20091101

Title: New photomagnetic cyanido-bridged Cu(II)-Mo(IV) oligonuclear complexes: slight modification of the blocking ligands induces different structures.

Journal: Dalton transactions (Cambridge, England : 2003) 20091007

Title: N-(2-Pyridylmeth-yl)phthalimide.

Journal: Acta crystallographica. Section E, Structure reports online 20091001

Title: Bis(μ-phenyl-methano-lato)bis-({4-[(E)-(4-tert-butyl-phen-yl)(2-pyrid-ylmethyl-imino)meth-yl]-3-methyl-1-phenyl-1H-pyrazol-5-olato}zinc(II)).

Journal: Acta crystallographica. Section E, Structure reports online 20090801

Title: Carbonic anhydrase activators. Activation of the membrane-associated isoform XV with amino acids and amines.

Journal: Bioorganic & medicinal chemistry letters 20090701

Title: Tris[2-(2-pyridylimino-meth-yl)phenol-ato(0.67-)]europium(III) nitrate.

Journal: Acta crystallographica. Section E, Structure reports online 20090601

Title: Ruthenium-catalyzed carbonylation at ortho C-H bonds in aromatic amides leading to phthalimides: C-H bond activation utilizing a bidentate system.

Journal: Journal of the American Chemical Society 20090527

Title: Bis[2-(amino-meth-yl)pyridine-κN,N']bis-(thio-cyanato-κN)copper(II).

Journal: Acta crystallographica. Section E, Structure reports online 20090501

Title: Carbonic anhydrase activators: activation of the beta-carbonic anhydrase Nce103 from the yeast Saccharomyces cerevisiae with amines and amino acids.

Journal: Bioorganic & medicinal chemistry letters 20090315

Title: Carbonic anhydrase activators: activation of the archaeal beta-class (Cab) and gamma-class (Cam) carbonic anhydrases with amino acids and amines.

Journal: Bioorganic & medicinal chemistry letters 20081201

Title: 2-(Benzoyl-amino-meth-yl)pyridinium chloride.

Journal: Acta crystallographica. Section E, Structure reports online 20081201

Title: Carbonic anhydrase activators: Activation of the human cytosolic isozyme III and membrane-associated isoform IV with amino acids and amines.

Journal: Bioorganic & medicinal chemistry letters 20080801

Title: Synthesis, structure, and reactivity of rhodium and iridium complexes of the chelating bis-sulfoxide tBuSOC2H4SOtBu. Selective O-H activation of 2-hydroxy-isopropyl-pyridine.

Journal: Inorganic chemistry 20080721

Title: Diaqua-{2,6-bis-[N-(2-pyridinylmeth-yl)-carbamo-yl]-phenolato-κO,O}zinc(II).

Journal: Acta crystallographica. Section E, Structure reports online 20080701

Title: Synthesis, characterization and dioxygen reactivity of copper(I) complexes with glycoligands.

Journal: Dalton transactions (Cambridge, England : 2003) 20080628

Title: Identification of a copper(I) intermediate in the conversion of 1-aminocyclopropane carboxylic acid (ACC) into ethylene by Cu(II)-ACC complexes and hydrogen peroxide.

Journal: Inorganic chemistry 20080602

Title: Bis[(2-pyridylmeth-yl)(triisopropyl-silyl)amido]zinc(II)-toluene-tetra-hydro-furan (4/2/1).

Journal: Acta crystallographica. Section E, Structure reports online 20080501

Title: Carbonic anhydrase activators: activation of the human tumor-associated isozymes IX and XII with amino acids and amines.

Journal: Bioorganic & medicinal chemistry 20080401

Title: Chlorido{2-[1-(2-pyridylmethyl-imino)eth-yl]pyrrolato-κN,N',N''}copper(II).

Journal: Acta crystallographica. Section E, Structure reports online 20080401

Title: N-(Biphenyl-4-ylcarbon-yl)-N'-(2-pyridylmeth-yl)thio-urea.

Journal: Acta crystallographica. Section E, Structure reports online 20080201

Title: Anion binding and luminescent sensing using cationic ruthenium(II) aminopyridine complexes.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20080101

Title: (Dicyanamido)[2-(2-pyridylmethyl-imino-meth-yl)phenolato]copper(II) monohydrate.

Journal: Acta crystallographica. Section E, Structure reports online 20080101

Title: Anion binding in (arene)ruthenium(II)-based hosts?

Journal: Chemical communications (Cambridge, England) 20071214

Title: Design, synthesis, in vitro, and in vivo characterization of phenylpiperazines and pyridinylpiperazines as potent and selective antagonists of the melanocortin-4 receptor.

Journal: Journal of medicinal chemistry 20071213

Title: A chelation-assisted transformation: synthesis of maleimides by the Rh-catalyzed carbonylation of alkynes with pyridin-2-ylmethylamine.

Journal: The Journal of organic chemistry 20070817

Title: Carbonic anhydrase activators: the first activation study of the human secretory isoform VI with amino acids and amines.

Journal: Bioorganic & medicinal chemistry 20070801

Title: Carbonic anhydrase activators: activation of the human isoforms VII (cytosolic) and XIV (transmembrane) with amino acids and amines.

Journal: Bioorganic & medicinal chemistry letters 20070801

Title: Kit for unsymmetric dinucleating double-Schiff-base ligands: facile access to a versatile new ligand system and its first heterobimetallic copper-zinc complex.

Journal: Inorganic chemistry 20070528

Title: Solvation effects on the stability of silver(I) complexes with pyridine-containing ligands studied by thermodynamic and DFT methods.

Journal: Inorganic chemistry 20070528

Title: Ligand effects on Ni(II)-catalysed alkane-hydroxylation with m-CPBA.

Journal: Dalton transactions (Cambridge, England : 2003) 20070321

Title: Carbonic anhydrase activators: an activation study of the human mitochondrial isoforms VA and VB with amino acids and amines.

Journal: Bioorganic & medicinal chemistry letters 20070301

Title: Solvent-dependent oxidation of a (pyridylmethyl)amino ligand by FeCl3 to give a water-soluble blue fluorophore.

Journal: Angewandte Chemie (International ed. in English) 20070101

Title: Design and synthesis of pyridinium chiral ionic liquids tethered to a urea functionality.

Journal: The Journal of organic chemistry 20061222

Title: C-terminal ladder sequencing of peptides using an alternative nucleophile in carboxypeptidase Y digests.

Journal: Analytical biochemistry 20061015

Title: Cu(NO3)2.3H2O-mediated synthesis of 4'-(2-pyridyl)-2,2':6',2' '-terpyridine (L2) from N-(2-pyridylmethyl)pyridine-2-methylketimine (L1). A C-C bond-forming reaction and the structure of {[Cu(L2)(OH)(NO3)][Cu(L2)(NO3)2]}.2H2O.

Journal: Inorganic chemistry 20061002

Title: Amine mediated proton transfer reaction and C-Cl bond activation of solvent chloroform by a trinuclear copper(II) complex of a glucopyranosylamine derived ligand.

Journal: Dalton transactions (Cambridge, England : 2003) 20060821

Title: Interplay of spin conversion and structural phase transformations: re-entrant phase transitions in the 2-propanol solvate of tris(2-picolylamine)iron(II) dichloride.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20060816

Title: Synthesis and analgesic activity of secondary amine analogues of pyridylmethylamine and positional isomeric analogues of ABT-594.

Journal: Bioorganic & medicinal chemistry letters 20060401

Title: Differentiation of estriol glucuronide isomers by chemical derivatization and electrospray tandem mass spectrometry.

Journal: Rapid communications in mass spectrometry : RCM 20060101

Title: Structurally simple, modular amino alcohols for the recognition of carboxylic acids. Application to the development of a new chiral solvating agent.

Journal: Organic letters 20051124

Title: Co-crystallized cis and trans isomers of dichlorobis(2-picolylamine)iron(II).

Journal: Acta crystallographica. Section C, Crystal structure communications 20051001

Title: Chemistry of ruthenium(II) monohydride and dihydride complexes containing pyridyl donor ligands including catalytic ketone H2-hydrogenation.

Journal: Inorganic chemistry 20050404

Title: Complexes of 2,6-bis[N-(2'-pyridylmethyl)carbamyl]pyridine: formation of mononuclear complexes, and self-assembly of double helical dinuclear and tetranuclear copper(II) and trinuclear nickel(II) complexes.

Journal: Dalton transactions (Cambridge, England : 2003) 20050207

Title: Farnesyl protein transferase inhibitors targeting the catalytic zinc for enhanced binding.

Journal: Bioorganic & medicinal chemistry letters 20041206

Title: NRIS study on the [FeN6] core in photo-induced high-spin state of [Fe(2-pic)3]Cl2.EtOH.

Journal: Chemical communications (Cambridge, England) 20041121

Title: Solvent-free Al(OTf)3-catalyzed aminolysis of 1,2-epoxides by 2-picolylamine: a key step in the synthesis of ionic liquids.

Journal: The Journal of organic chemistry 20041029

Title: Challenges in engineering spin crossover: structures and magnetic properties of six alcohol solvates of iron(II) tris(2-picolylamine) dichloride.

Journal: Angewandte Chemie (International ed. in English) 20040906

Title: Bis(saccharinato-kappa N)zinc(II) complexes with N,N'-bidentate 2-aminomethylpyridine and 2-aminoethylpyridine.

Journal: Acta crystallographica. Section C, Crystal structure communications 20040101

Title: Structural studies on the stepwise chelating processes of bidentate 2-(aminomethyl)pyridine and tridentate bis(2-pyridylmethyl)amine toward an acetate-bridged dirhodium(II) center.

Journal: Inorganic chemistry 20031103

Title: Investigations into the interactions between DNA and conformationally constrained pyridylamineplatinum(II) analogues of AMD473.

Journal: Inorganic chemistry 20030602

Title: Pharmacological evaluation of some new 6-amino/methyl pyridine derivatives.

Journal: Chemical & pharmaceutical bulletin 20030201

Title: A family of vanadate esters of monoionized and diionized aromatic 1,2-diols: synthesis, structure, and redox activity.

Journal: Inorganic chemistry 20020826

Title: Design and synthesis of novel inhibitors of gelatinase B.

Journal: Bioorganic & medicinal chemistry letters 20020819

Title: New diamide-diamine ligands and their zirconium and hafnium dichloride and bis(dimethylamide) complexes.

Journal: Inorganic chemistry 20020311

Title: One-step synthesis of 3,5-disubstituted-2-pyridylpyrroles from the condensation of 1,3-diones and 2-(aminomethyl)pyridine.

Journal: Organic letters 20020207

Title: Heat capacity of the spin crossover complex [Fe(2-pic)3]Cl2*MeOH: a spin crossover phenomenon with weak cooperativity in the solid state.

Journal: Inorganic chemistry 20010716

Application
2-Picolylamine is a versatile amine compound with various applications in both organic synthesis and coordination chemistry. It serves as a valuable building block for the preparation of diverse compounds and materials.

One important application of 2-picolylamine is its role as a precursor for the synthesis of ionic liquids. Through the formation of β-amino alcohols as intermediates, 2-picolylamine facilitates the generation of various ionic liquids, which are widely utilized as solvents, electrolytes, and catalysts in organic reactions and materials science.

2-picolylamine acts as a bihaptic chelating ligand in coordination chemistry, forming stable complexes with metal ions such as zinc and copper. These complexes find applications in catalysis, material synthesis, and metal ion sensing due to their unique properties and coordination geometries.

Additionally, 2-picolylamine can be employed to modify resin materials, such as poly(styrene-co-maleic anhydride) (PSMA), enhancing their ability to adsorb metal ions from aqueous solutions. This property makes it valuable in environmental remediation and metal ion separation processes.
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Tags:3731-51-9 Molecular Formula|3731-51-9 MDL|3731-51-9 SMILES|3731-51-9 2-(Aminomethyl)pyridine |Organic_Building_Blocks