Home Amines 1539-42-0
1539-42-0,MFCD00129044
Catalog No.:AA00APB0

1539-42-0 | 2,2'-Dipicolylamine

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1g
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5g
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$22.00   $15.00
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10g
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$42.00   $29.00
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25g
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100g
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500g
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  • Technical Information
  • Properties
  • Literature
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  • Technical Information
  • Properties
  • Literature
Technical Information
Catalog Number:
AA00APB0
Chemical Name:
2,2'-Dipicolylamine
CAS Number:
1539-42-0
Molecular Formula:
C12H13N3
Molecular Weight:
199.2517
MDL Number:
MFCD00129044
SMILES:
C1=CC=NC(=C1)CNCC2=CC=CC=N2
NSC Number:
176070
Properties
Properties
 
BP:
322°C at 760 mmHg  
Form:
Liquid  
Refractive Index:
n20/D 1.578(lit.)  
Solubility:
water: soluble (partially miscible)(lit.)  
Storage:
Inert atmosphere;2-8℃;  

Computed Properties
 
Complexity:
154  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
15  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
1  
Rotatable Bond Count:
4  
XLogP3:
0.7  

Literature

Title: Guanine nucleobase adducts formed by [Pt(di-(2-picolyl)amine)Cl]Cl: evidence that a tridentate ligand with only in-plane bulk can slow guanine base rotation.

Journal: Inorganic chemistry 20121105

Title: Fluorescent zinc sensor with minimized proton-induced interferences: photophysical mechanism for fluorescence turn-on response and detection of endogenous free zinc ions.

Journal: Inorganic chemistry 20120820

Title: Cu(II)-promoted methanolysis of N,N-dipicolylacetamide. multistep activation by decoupling of > ̈̈N-C═O resonance via Cu(II)-N binding, delivery of the Cu(II):((-)OCH3) nucleophile, and metal ion assistance of the departure of the leaving group.

Journal: The Journal of organic chemistry 20120420

Title: Dual-functional gadolinium-based copper(II) probe for selective magnetic resonance imaging and fluorescence sensing.

Journal: Inorganic chemistry 20120220

Title: A study of the radiosynthesis of fac-[¹⁸⁸ReCO₃(H₂O)₃]⁺ and its application in labeling 1,2,3-triazole analogs obtained by click chemistry.

Journal: Nuclear medicine communications 20120101

Title: Highly selective fluorescent chemosensor for Zn2+ derived from inorganic-organic hybrid magnetic core/shell Fe3O4@SiO2 nanoparticles.

Journal: Nanoscale research letters 20120101

Title: Photoinduced electron transfer (PET) based Zn2+ fluorescent probe: transformation of turn-on sensors into ratiometric ones with dual emission in acetonitrile.

Journal: The journal of physical chemistry. A 20111222

Title: Dynamic multi-component covalent assembly for the reversible binding of secondary alcohols and chirality sensing.

Journal: Nature chemistry 20111201

Title: From amine to ruthenaziridine to azaallyl: unusual transformation of di-(2-pyridylmethyl)amine on ruthenium.

Journal: Dalton transactions (Cambridge, England : 2003) 20111028

Title: The formation of a luminescent Mn(III,IV) intermediate of bis(2-pyridylmethyl)amine and acetone assistant its intramolecular C-H oxidation.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20111015

Title: Spin crossover and polymorphism in a family of 1,2-bis(4-pyridyl)ethene-bridged binuclear iron(II) complexes. A key role of structural distortions.

Journal: Dalton transactions (Cambridge, England : 2003) 20111007

Title: Immobilization, trapping, and anion exchange of perrhenate ion using copper-based tripodal complexes.

Journal: Inorganic chemistry 20111003

Title: Dynamic multicomponent hemiaminal assembly.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20110919

Title: Luminescent cyclometalated iridium(III) polypyridine di-2-picolylamine complexes: synthesis, photophysics, electrochemistry, cation binding, cellular internalization, and cytotoxic activity.

Journal: Inorganic chemistry 20110905

Title: Cooperative double deprotonation of bis(2-picolyl)amine leading to unexpected bimetallic mixed valence (M(-I), M(I)) rhodium and iridium complexes.

Journal: Inorganic chemistry 20110815

Title: A Second-generation photocage for Zn2+ inspired by TPEN: characterization and insight into the uncaging quantum yields of ZinCleav chelators.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20110328

Title: A dual colorimetric and fluorometric sensor for lead ion based on conjugated polydiacetylenes.

Journal: Macromolecular rapid communications 20110316

Title: Mononuclear iron(III) complexes of 3N ligands in organized assemblies: spectral and redox properties and attainment of regioselective extradiol dioxygenase activity.

Journal: Dalton transactions (Cambridge, England : 2003) 20110307

Title: Acetonitrile-{3-[bis-(2-pyridyl-methyl-κN)amino-κN]propanol-κO}(perchlorato-κO)copper(II) perchlorate.

Journal: Acta crystallographica. Section E, Structure reports online 20110201

Title: Identifying chelators for metalloprotein inhibitors using a fragment-based approach.

Journal: Journal of medicinal chemistry 20110127

Title: Understanding the role of the flexible bridging linker through kinetics and mechanistic study of Pt(II) amphiphiles derived from a bis(2-pyridylmethyl)amine chelate head group.

Journal: Dalton transactions (Cambridge, England : 2003) 20110107

Title: A new fluorescent sensor based on 1H-pyrazolo[3,4-b]quinoline skeleton. Part 2.

Journal: Journal of fluorescence 20110101

Title: {3-[Bis(2-pyridyl-methyl-κN)amino-κN]propanol}bis-(nitrato-κO)copper(II).

Journal: Acta crystallographica. Section E, Structure reports online 20110101

Title: (Di-2-pyridyl-amine)-(methanol)sulfato-copper(II).

Journal: Acta crystallographica. Section E, Structure reports online 20101101

Title: DNA cleavage by the Cu(II) complex of the DNA-intercalating 9-bis(pyridin-2-ylmethyl)aminobenzo[b]quinolizinium.

Journal: Dalton transactions (Cambridge, England : 2003) 20100921

Title: Oxygenation chemistry at a mononuclear copper(II) hydroquinone system with O2.

Journal: Inorganic chemistry 20100802

Title: Spiropyran-based fluorescent anion probe and its application for urinary pyrophosphate detection.

Journal: Analytical chemistry 20100601

Title: A stilbene-based fluoroionophore for copper ion sensing in both reduced and oxidized environments.

Journal: Talanta 20100415

Title: Efficient fluorescence resonance energy transfer-based ratiometric fluorescent cellular imaging probe for Zn(2+) using a rhodamine spirolactam as a trigger.

Journal: Analytical chemistry 20100415

Title: Development of off-on fluorescent probes for heavy and transition metal ions.

Journal: Chemical communications (Cambridge, England) 20100314

Title: Nickel(II) and iron(III) selective off-on-type fluorescence probes based on perylene tetracarboxylic diimide.

Journal: Organic & biomolecular chemistry 20100307

Title: Selective extradiol cleavage of catechol achieved in organized assemblies using [Fe(BPA)Cl(3)] (BPA = bis(pyridylmethyl)amine).

Journal: Dalton transactions (Cambridge, England : 2003) 20100207

Title: Dichlorido[N,N-diethyl-N'-(2-pyridyl-methyl-ene)ethane-1,2-diamine]mercury(II).

Journal: Acta crystallographica. Section E, Structure reports online 20100201

Title: Ligand strain and the nature of spin crossover in binuclear complexes: two-step spin crossover in a 4,4'-bipyridine-bridged iron(II) complex [{Fe(dpia)(NCS)(2)}(2)(4,4'-bpy)] (dpia = di(2-picolyl)amine; 4,4'-bpy = 4,4'-bipyridine).

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20091005

Title: Subtle modification of 2,2-dipicolylamine lowers the affinity and improves the turn-on of Zn(II)-selective fluorescent sensors.

Journal: Inorganic chemistry 20090803

Title: A dipalladium complex with a single hydroxo bridge and its methylpalladium precursor.

Journal: Dalton transactions (Cambridge, England : 2003) 20090714

Title: Interaction of an extended series of N-substituted di(2-picolyl)amine derivatives with copper(II). Synthetic, structural, magnetic and solution studies.

Journal: Dalton transactions (Cambridge, England : 2003) 20090628

Title: Selective labeling of tag-fused protein by tryptophan-sensitized luminescence of a terbium complex.

Journal: Chemical communications (Cambridge, England) 20090614

Title: Fluxionality in a paramagnetic seven-coordinate iron(II) complex: a variable-temperature, two-dimensional NMR and DFT study.

Journal: Inorganic chemistry 20090601

Title: A Zn2+ fluorescent sensor derived from 2-(pyridin-2-yl)benzoimidazole with ratiometric sensing potential.

Journal: Organic letters 20090219

Title: Visible light excitable Zn2+ fluorescent sensor derived from an intramolecular charge transfer fluorophore and its in vitro and in vivo application.

Journal: Journal of the American Chemical Society 20090204

Title: Binding of HIV-1 TAR mRNA to a peptide nucleic acid oligomer and its conjugates with metal-ion-binding multidentate ligands.

Journal: Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20090201

Title: [Benzyl(2-pyridylmeth-yl)amine]dichloridomercury(II).

Journal: Acta crystallographica. Section E, Structure reports online 20090101

Title: Chiral, hemilabile palladium(II) complexes of tridentate oxazolidines, including C2-symmetric 'pincers'.

Journal: Inorganic chemistry 20081117

Title: Synthesis, X-ray crystal structures, and phosphate ester cleavage properties of bis(2-pyridylmethyl)amine copper(II) complexes with guanidinium pendant groups.

Journal: Inorganic chemistry 20081006

Title: catena-Poly[[dipyridine-mercury(II)]-μ-5-amino-2,4,6-triiodo-isophthalato].

Journal: Acta crystallographica. Section E, Structure reports online 20081001

Title: Synthesis of dipicolylamino substituted quinazoline as chemosensor for cobalt(II) recognition based on excited-state intramolecular proton transfer.

Journal: Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20080701

Title: Synthesis and evaluation of a series of 99mTc(CO)3+ lisinopril complexes for in vivo imaging of angiotensin-converting enzyme expression.

Journal: Journal of nuclear medicine : official publication, Society of Nuclear Medicine 20080601

Title: Modulating affinities of di-2-picolylamine (DPA)-substituted quinoline sensors for zinc ions by varying pendant ligands.

Journal: Inorganic chemistry 20080519

Title: Deprotonation induced ligand-to-metal electron transfer: synthesis of a mixed-valence Rh(-I,I) dinuclear compound and its reaction with dioxygen.

Journal: Journal of the American Chemical Society 20080507

Title: [Bis(2-pyridylmeth-yl)amine]dichloridomercury(II).

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

Title: CH...Metal(II) axial interaction in planar complexes (metal=Cu, Pd) and implications for possible environmental effects of alkyl groups at biological copper sites.

Journal: Journal of inorganic biochemistry 20080101

Title: (Acetonitrile)[bis-(2-pyridylmeth-yl)amine]bis-(perchlorato)copper(II).

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

Title: Iron(III) complexes of tridentate 3N ligands as functional models for catechol dioxygenases: the role of ligand N-alkyl substitution and solvent on reaction rate and product selectivity.

Journal: Inorganic chemistry 20071126

Title: Kinetics and mechanism of the substitution reactions of [PtCl(bpma)]+, [PtCl(gly-met-S,N,N)] and their aqua analogues with L-methionine, glutathione and 5'-GMP.

Journal: Journal of biological inorganic chemistry : JBIC : a publication of the Society of Biological Inorganic Chemistry 20071101

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: Efficient functionalizations of heteroatom-bridged calix[2]arene[2]triazines on the larger rim.

Journal: The Journal of organic chemistry 20070511

Title: Electrochemical behaviour of mononuclear Fe(III) complexes as models for oxygenases: reactivity of Fe(II) species electrochemically formed in situ toward dioxygen.

Journal: Dalton transactions (Cambridge, England : 2003) 20070314

Title: Assessment of chelatable mitochondrial iron by using mitochondrion-selective fluorescent iron indicators with different iron-binding affinities.

Journal: Chembiochem : a European journal of chemical biology 20070212

Title: Pi-pi stacking assisted binding of aromatic amino acids by copper(II)-aromatic diimine complexes. Effects of ring substituents on ternary complex stability.

Journal: Dalton transactions (Cambridge, England : 2003) 20070121

Title: Hydrogen-atom transfer in open-shell organometallic chemistry: the reactivity of Rh(II)(cod) and Ir(II)(cod) radicals.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20070101

Title: Kinetic and mechanistic study on the reactions of [Pt(bpma)(H2O)]2+ and [Pd(bpma)(H2O)]2+ with some nucleophiles. Crystal structure of [Pd(bpma)(py)](ClO4)2.

Journal: Dalton transactions (Cambridge, England : 2003) 20060628

Title: Kinetics and mechanism of the reactions of Pd(II) complexes with azoles and diazines. Crystal structure of [Pd(bpma)(H2O)](ClO4)2.2H2O.

Journal: Dalton transactions (Cambridge, England : 2003) 20060628

Title: Synthesis and in vitro/in vivo evaluation of novel 99mTc(CO)3-folates.

Journal: Bioconjugate chemistry 20060101

Title: Copper(I) and -(II) complexes of neutral and deprotonated N-(2,6-diisopropylphenyl)-3-[bis(2-pyridylmethyl)amino]propanamide.

Journal: Inorganic chemistry 20051212

Title: Amino acid and peptide bioconjugates of copper(II) and zinc(II) complexes with a modified N,N-bis(2-picolyl)amine ligand.

Journal: Inorganic chemistry 20050725

Title: Functional models for catechol dioxygenases: iron(III) complexes of cis-facially coordinating linear 3N ligands.

Journal: Journal of inorganic biochemistry 20050501

Title: Boron dipyrromethene fluorophore based fluorescence sensor for the selective imaging of Zn(II) in living cells.

Journal: Organic & biomolecular chemistry 20050421

Title: DPA-substituted coumarins as chemosensors for zinc(II): modulation of the chemosensory characteristics by variation of the position of the chelate on the coumarin.

Journal: Chemical communications (Cambridge, England) 20040507

Title: Synthesis, structure and comparison of the DNA cleavage ability of metal complexes M(II)L with the N-(2-ethoxyethanol)-bis(2-picolyl)amine ligand L (M = Co, Ni, Cu and Zn).

Journal: Dalton transactions (Cambridge, England : 2003) 20040421

Title: Zinc(II) complexes with intramolecular amide oxygen coordination as models of metalloamidases.

Journal: Dalton transactions (Cambridge, England : 2003) 20040107

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: (2-pyridylmethyl)ammonium pyridine-2-carboxylate: the product of oxidative degradation of bis(2-pyridylmethyl)amine.

Journal: Acta crystallographica. Section C, Crystal structure communications 20011201

Title: A sterically hindered N,N,O tripod ligand and its zinc complex chemistry.

Journal: Inorganic chemistry 20010507

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Tags:1539-42-0 Molecular Formula|1539-42-0 MDL|1539-42-0 SMILES|1539-42-0 2,2'-Dipicolylamine |Organic_Building_Blocks