2-pyridine carboxaldehyde
2-nicotinaldehyde
Identification
| Name | 2-pyridine carboxaldehyde |
| IUPAC | pyridine-2-carbaldehyde |
| CAS Number | 1121-60-4 |
| EINECS | 214-333-6 |
| FDA UNII | Search |
| Molecular Formula | C6 H5 N O |
| Molecular Weight | 107.11205000 |
| MDL Number | MFCD00006290 |
| Nikkaji Number | J28.014C |
| Beilstein | 0105341 |
| XlogP3 | 0.40 (est) |
Regulatory
Physical Properties
| Appearance | colorless to pale yellow clear liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 1.12600 @ 25.00 °C. |
| Melting Point | -21.00 °C. @ 760.00 mm Hg |
| Boiling Point | 180.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 0.906000 mmHg @ 25.00 °C. (est) |
| Flash Point | 130.00 °F. TCC ( 54.44 °C. ) |
| logP (o/w) | 0.440 |
| Soluble in | water, 4.681e+004 mg/L @ 25 °C (est) |
Organoleptic Properties
| Taste Description | caramellic fatty |
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | information only not used for fragrances or flavors |
| Recommendation for 2-pyridine carboxaldehyde usage levels up to | not for fragrance use. |
| Recommendation for 2-pyridine carboxaldehyde flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
2-
formyl pyridine
2-
formylpyridine
2-
nicotinaldehyde
o-
nicotinaldehyde
2-
picolinaldehyde
2-
picolinealdehyde
2-
pyridaldehyde
pyridine-2-aldehyde
pyridine-2-carbaldehyde
2-
pyridinecarbaldehyde
2-
pyridinecarboxaldehyde
2-
pyridylaldehyde
2-
pyridylcarboxaldehyde
US Patents:
3,952,024 - Furfurylthioacetone
PubMed:
Synthesis, characterization and biological activity of some unsymmetrical Schiff base transition metal complexes.
US Patents:
Certain 2,5-dimethyl-3-thiopyrazines
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DNA-catalyzed Henry reaction in pure water and the striking influence of organic buffer systems.
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Synthesis, characterization, fluorescence and catalytic activity of some new complexes of unsymmetrical Schiff base of 2-pyridinecarboxaldehyde with 2,6-diaminopyridine.
PubMed:
Trithiocyanurate complexes of iron, manganese and nickel and their anticholinesterase activity.
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Exclusive selectivity of multidentate ligands independent on the oxidation state of cobalt: influence of steric hindrance on dioxygen binding and phenoxazinone synthase activity.
PubMed:
Tetratopic pyrimidine-hydrazone ligands modified with terminal hydroxymethyl and acryloyl arms and their Pb(II), Zn(II), Cu(II) and Ag(I) complexes.
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Determination of rare earth elements in waters by inductively coupled plasma optical emission spectrometry after preconcentration with 6-(2-thienyl)-2-pyridinecarboxaldehyde functionalized Amberlite XAD-4 resin.
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Aldehyde stress-mediated novel modification of proteins: epimerization of the N-terminal amino acid.
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Use of polymer-bound Schiff base as a new liquid binding agent of diffusive gradients in thin-films for the measurement of labile Cu²âº, Cd²⺠and Pb²âº.
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Metal-Arene Complexes with Indolo[3,2-c]-quinolines: Effects of Ruthenium vs Osmium and Modifications of the Lactam Unit on Intermolecular Interactions, Anticancer Activity, Cell Cycle, and Cellular Accumulation.
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Influence of terminal acryloyl arms on the coordination chemistry of a ditopic pyrimidine-hydrazone ligand: comparison of Pb(II), Zn(II), Cu(II), and Ag(I) complexes.
PubMed:
Discrimination of fluorescence light-up effects induced by pH and metal ion chelation on a spirocyclic derivative of rhodamine B.
PubMed:
Hydroformylation of 1-octene using low-generation Rh(I) metallodendritic catalysts based on a tris-2-(2-pyridyliminoethyl)amine scaffold.
PubMed:
Synthesis of New VO(II), Co(II), Ni(II) and Cu(II) Complexes with Isatin-3-Chloro-4-Floroaniline and 2-Pyridinecarboxylidene-4-Aminoantipyrine and their Antimicrobial Studies.
PubMed:
Methemoglobin formation by triapine, di-2-pyridylketone-4,4-dimethyl-3-thiosemicarbazone (Dp44mT), and other anticancer thiosemicarbazones: identification of novel thiosemicarbazones and therapeutics that prevent this effect.
PubMed:
Origins of stereoselectivity in optically pure phenylethaniminopyridine tris-chelates M(NN')3(n+) (M = Mn, Fe, Co, Ni and Zn).
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Configurational and constitutional information storage: multiple dynamics in systems based on pyridyl and acyl hydrazones.
PubMed:
Cyclic Acetal Formation Between 2-Pyridinecarboxaldehyde and gamma-Hydroxy-alpha,beta-Acetylenic Esters.
PubMed:
Coordinative trends of a tridentate thiosemicarbazone ligand: synthesis, characterization, luminescence studies and desulfurization processes.
PubMed:
Isoreticular metalation of metal-organic frameworks.
PubMed:
Selective complexation of 3d metal(II) ions with multidentate and chiral isomers derived from condensation of 2-pyridinecarboxaldehyde with triethylenetetramine.
PubMed:
Synthesis and spectroscopic studies on complexes of N,N'-bis-(2-pyridinecarboxaldimine)-1,8-diaminonaphthalene (L); DNA binding studies on Cu(II) complex.
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DFT studies on the mechanism of the diboration of aldehydes catalyzed by copper(I) boryl complexes.
PubMed:
Characterization and crystal structure of Escherichia coli KDPGal aldolase.
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Spectroscopic and biological approach of Ni(II) and Cu(II) complexes of 2-pyridinecarboxaldehyde thiosemicarbazone.
PubMed:
Magnetic properties of a manganese(II) trinuclear complex involving a tridentate Schiff-Base ligand.
PubMed:
Enantioselective reductive coupling of 1,3-enynes to heterocyclic aromatic aldehydes and ketones via rhodium-catalyzed asymmetric hydrogenation: mechanistic insight into the role of Brønsted acid additives.
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Asymmetric synthesis of 2-(2-pyridyl)aziridines from 2-pyridineimines bearing stereogenic N-alkyl substituents and regioselective opening of the aziridine ring.
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High performance liquid chromatographic determination of isoniazid, pyrazinamide and rifampicin in pharmaceutical preparations.
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Complexation to Fe(II), Ni(II), and Zn(II) of multidentate ligands resulting from condensation of 2-pyridinecarboxaldehyde with alpha,omega-triamines: selective imidazolidine/hexahydropyrimidine ring opening revisited.
PubMed:
Phosphine-free hydrazone-Pd complex as the catalyst precursor for a Suzuki-Miyaura reaction under mild aerobic conditions.
PubMed:
Organometallic reactions in aqueous media: indium-promoted additions to 2-pyridyl and glyoxylic acid oxime ethers.
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Effects on Mycobacterium avium replication in normal human macrophages by deferiprone (L1) and other iron chelators. Possible implications on toxicity.
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Synthesis and Characterization of Dimeric Mutually Coordinated Magnesium meso-2-Pyridylporphyrins.
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A chloro(2-pyridinecarboxaldehyde)(2,2':6',2"-terpyridine)ruthenium(II) complex.
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Chloroform-soluble schiff-base Zn(II) or Cd(II) complexes from a dynamic combinatorial library.
PubMed:
Helical-chain copper(II) complexes and a cyclic tetranuclear copper(II) complex with single syn-anti carboxylate bridges and ferromagnetic exchange interactions.
PubMed:
Selective imidazolidine ring opening during complex formation of iron(III), copper(II), and zinc(II) with a multidentate ligand obtained from 2-pyridinecarboxaldehyde N-oxide and triethylenetetramine.
PubMed:
Synthesis, rotamer orientation, and calcium channel modulation activities of alkyl and 2-phenethyl 1,4-dihydro-2,6-dimethyl-3-nitro-4-(3- or 6-substituted-2-pyridyl)-5-pyridinecarboxylates.
PubMed:
Abiotic transformations and decomposition kinetics of 4-carbamoyl-2'-[(hydroxyimino)methyl]-1,1'-(oxydimethylene)-bis(pyridin ium chloride) in aqueous phosphate buffers.
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Synthesis and calcium channel antagonist activity of nifedipine analogues containing 1-oxido-2-pyridyl in place of the 2-nitrophenyl moiety.
PubMed:
Separation of some transition-metal ions on silica-immobilized 2-pyridinecarboxaldehyde phenylhydrazone.
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Mechanism of action of arenesulfonylhydrazones of 2-pyridinecarboxaldehyde 1-oxide in L1210 cells.
PubMed:
Relationship of spontaneous chemical transformation of arylsulfonylhydrazones of 2-pyridinecarboxaldehyde 1-oxide to anticancer activity.
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In vivo and in vitro activity by diverse chelators against Trypanosoma brucei brucei.
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Synthesis and antineoplastic activity of phenyl-substituted benzenesulfonylhydrazones of 2-pyridinecarboxyaldehyde 1-oxide.