2-methyl pyridine
pyridine, 2-methyl-
Identification
| Name | 2-methyl pyridine |
| CAS Number | 109-06-8 |
| EINECS | 203-643-7 |
| FDA UNII | 3716Q16Q6A |
| Molecular Formula | C6 H7 N |
| Molecular Weight | 93.12879000 |
| MDL Number | MFCD00006332 |
| Nikkaji Number | J5.087C |
| Beilstein | 0104581 |
| CoE Number | 11415 |
| XlogP3 | 1.10 (est) |
Regulatory
| DG SANTE Food Flavourings | 14.134 2-methylpyridine |
Physical Properties
| Appearance | colorless clear liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 0.94100 to 0.94700 @ 25.00 °C. |
| Pounds per Gallon - (est). | 7.830 to 7.880 |
| Refractive Index | 1.49400 to 1.50000 @ 20.00 °C. |
| Melting Point | -70.00 °C. @ 760.00 mm Hg |
| Boiling Point | 128.00 to 130.00 °C. @ 760.00 mm Hg |
| Vapor Pressure | 13.468000 mmHg @ 25.00 °C. (est) |
| Vapor Density | 3.2 ( Air = 1 ) |
| Flash Point | 79.00 °F. TCC ( 26.11 °C. ) |
| logP (o/w) | 1.110 |
| Soluble in | alcohol |
Organoleptic Properties
| Odor Description | sweat |
| Taste Description | astringent hazelnut nutty |
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | oral-rat LD50 [sex: M] > 950 mg/kg |
| Dermal Toxicity | skin-rabbit LD50 410 ul/kg |
| Inhalation Toxicity | inhalation-mouse LC50 9000 mg/m3 |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | flavoring agents |
| Recommendation for 2-methyl pyridine usage levels up to | not for fragrance use. |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 0.21 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI) | 400 (μg/person/day) |
| Threshold of Concern | 540 (μg/person/day) |
| Structure Class | II |
| Dairy products, excluding products of category 02.0 (01.0) | 0.40000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0) | 0.20000 |
| Edible ices, including sherbet and sorbet (03.0) | 0.40000 |
| Processed fruit (04.1) | 0.40000 |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2) | - |
| Confectionery (05.0) | 1.00000 |
| Chewing gum (05.3) | - |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0) | 0.20000 |
| Bakery wares (07.0) | 2.00000 |
| Meat and meat products, including poultry and game (08.0) | 0.20000 |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0) | 0.20000 |
| Eggs and egg products (10.0) | - |
| Sweeteners, including honey (11.0) | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0) | 0.10000 |
| Foodstuffs intended for particular nutritional uses (13.0) | 0.20000 |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1) | 0.20000 |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2) | - |
| Ready-to-eat savouries (15.0) | 1.00000 |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0) | 0.20000 |
Penta International Corporation
Chemistry innovation
At Penta, our products and services help businesses do business better.
Potential Uses
Natural Occurrence
Synonyms
alpha-
methyl pyridine
o-
methyl pyridine
ortho-
methyl pyridine
2-
methylazine
2-
methylpyridine
alpha-
methylpyridine
o-
methylpyridine
ortho-
methylpyridine
2-
picoline
alpha-
picoline
o-
picoline
ortho-
picoline
pyridine, 2-methyl-
US Patents:
3,931,166 - Certain 2,5-dimethyl-3-thiopyrazines
PubMed:
Structure-Activity Relationship of 3,5-Diaryl-2-aminopyridine ALK2 Inhibitors Reveals Unaltered Binding Affinity for Fibrodysplasia Ossificans Progressiva Causing Mutants.
US Patents:
4,005,227 - Flavoring agent
PubMed:
Syntheses, structures and photocatalytic properties of five new praseodymium-antimony oxochlorides: from discrete clusters to 3D inorganic-organic hybrid racemic compounds.
PubMed:
catena-Poly[2-methyl-pyridinium [tungstate-di-μ-selenido-silver-di-μ-selenido] 2-methyl-pyridine monosolvate].
PubMed:
Discovery of 2-methylpyridine-based biaryl amides as γ-secretase modulators for the treatment of Alzheimer's disease.
PubMed:
A 3D hybrid praseodymium-antimony-oxochloride compound: single-crystal-to-single-crystal transformation and photocatalytic properties.
PubMed:
FT-IR, FT-Raman, UV, NMR spectra, molecular structure, ESP, NBO and HOMO-LUMO investigation of 2-methylpyridine 1-oxide: a combined experimental and DFT study.
PubMed:
Cubane-type Cu(II)4 and Mn(II)2Mn(III)2 complexes based on pyridoxine: a versatile ligand for metal assembling.
PubMed:
Screening of reducing agents for the PEGylation of recombinant human IL-10.
PubMed:
A bromine analogue of picoplatin: a new substance from the group of platinum-based chemotherapeutics.
PubMed:
6-[4-Chloro-2-(trifluoro-meth-yl)phen-yl]-3-fluoro-2-methyl-pyridine.
PubMed:
POM-catalyzed in situ ligand synthesis for the construction of metal complexes and their use in the formation of coordination polymers.
PubMed:
Oxidation of aromatic N-heterocyclic compounds to N-oxides by Verticillium sp. GF39 cells.
PubMed:
A history of the isolation and identification of vitamin B(6).
PubMed:
3-Hydroxy-1-alkyl-2-methylpyridine-4(1H)-thiones: Inhibition of the Pseudomonas aeruginosa Virulence Factor LasB.
PubMed:
The history of cholinesterase reactivation: hydroxylamine and pyridinium aldoximes.
PubMed:
Synthesis and cytotoxicity of three trans-palladium complexes containing planaramine ligands in human ovarian tumor models.
PubMed:
Combining aspects of the platinum anticancer drugs picoplatin and BBR3464 to synthesize a new family of sterically hindered dinuclear complexes; their synthesis, binding kinetics and cytotoxicity.
PubMed:
2-Vinyl-pyridine-tris-(penta-fluoro-phen-yl)borane hexane monosolvate.
PubMed:
Effects of anthropogenic inputs on the organic quality of urbanized streams.
PubMed:
2-Methyl-pyridine-urea (1/1).
PubMed:
Synthesis, characterization and antiproliferative activity on mesothelioma cell lines of bis(carboxylato)platinum(IV) complexes based on picoplatin.
PubMed:
The role of odour quality in the perception of binary and higher-order mixtures.
PubMed:
Rapid determination of pyridine derivatives by dispersive liquid-liquid microextraction coupled with gas chromatography/gas sensor based on nanostructured conducting polypyrrole.
PubMed:
Probing platinum azido complexes by 14N and 15N NMR spectroscopy.
PubMed:
[Study On 2-Methylpyridine Initial Catabolic Pathways In Arthrobacter Sp. KM-2MP Strain].
PubMed:
Effect of fluoro substitution on the fragmentation of the K-shell excited/ionized pyridine studied by electron impact.
PubMed:
Molecular clusters in aqueous solutions of pyridine and its methyl derivatives.
PubMed:
Discovery of halopyridines as quiescent affinity labels: inactivation of dimethylarginine dimethylaminohydrolase.
PubMed:
Specific fragmentation of the K-shell excited/ionized pyridine derivatives studied by electron impact: 2-, 3- and 4-methylpyridine.
PubMed:
Syntheses, structures and spectroscopy of uni- and bi-dentate nitrogen base complexes of silver(I) trifluoromethanesulfonate.
PubMed:
2-Cyano-2-isonitrosoacetamide and its Ag(I) complexes. Silver(I) cyanoximate as a non-electric gas sensor.
PubMed:
Photocytotoxic trans-diam(m)ine platinum(IV) diazido complexes more potent than their cis isomers.
PubMed:
Modulation of carcinogen metabolizing enzymes by new fused heterocycles pendant to 5,6,7,8-tetrahydronaphthalene derivatives.
PubMed:
Chemical, structural and biological studies of cis-[Pt(3-Acpy)(2)Cl(2)].
PubMed:
Free energy of mixing of pyridine and its methyl-substituted derivatives with water, as seen from computer simulations.
PubMed:
Effects of alkylation on deviations from Lennard-Jones collision rates for highly excited aromatic molecules: collisions of methylated pyridines with HOD.
PubMed:
Gene identification and characterization of 5-formyl-3-hydroxy-2-methylpyridine 4-carboxylic acid 5-dehydrogenase, an NAD+-dependent dismutase.
PubMed:
Bis(μ-dimesitylborinato-κO:O)bis-[(2-methyl-pyridine-κN)lithium].
PubMed:
Pyridine-N-oxide analogues of DOTA and their gadolinium(III) complexes endowed with a fast water exchange on the square-antiprismatic isomer.
PubMed:
Lanthanide(III) complexes of pyridine-N-oxide analogues of DOTA in solution and in the solid state. A new kind of isomerism in complexes of DOTA-like ligands.
PubMed:
Desensitization of nicotinic acetylcholine receptors as a strategy for drug development.
PubMed:
Microbial degradation of pyridine and alpha-picoline using a strain of the genera Pseudomonas and Nocardia sp.
PubMed:
Heterocyclic compounds: toxic effects using algae, daphnids, and the Salmonella/microsome test taking methodical quantitative aspects into account.
PubMed:
5-Bromo-2-methyl-pyridine N-oxide.
PubMed:
Ethyl 4-hydroxy-methyl-2-methyl-pyridine-5-carboxyl-ate.
PubMed:
Tetra-kis(μ-pivalato-κO:O')bis-[(2-methyl-pyridine-κN)iron(II)](Fe-Fe).
PubMed:
Discovery of sulfonylalkylamides: A new class of orally active factor Xa inhibitors.
PubMed:
Gene identification and structural characterization of the pyridoxal 5'-phosphate degradative protein 3-hydroxy-2-methylpyridine-4,5-dicarboxylate decarboxylase from mesorhizobium loti MAFF303099.
PubMed:
PLP catabolism: identification of the 4-pyridoxic acid dehydrogenase gene in Mesorhizobium loti MAFF303099.
PubMed:
Environmental factors influencing sorption of heterocyclic aromatic compounds to soil.
PubMed:
Alkylation effects on strong collisions of highly vibrationally excited alkylated pyridines with CO2.
PubMed:
A Robust Dimethylgold(III) Complex Stabilized by a 2-Pyridyl-2-pyrrolide Ligand.
PubMed:
Sorption of heterocyclic organic compounds to reference soils: column studies for process identification.
PubMed:
Platinum(IV) analogues of AMD473 (cis-[PtCl2(NH3)(2-picoline)]): preparative, structural, and electrochemical studies.
PubMed:
Boron dipyrromethene dyes: a rational avenue for sensing and light emitting devices.
PubMed:
Synthesis, characterisation, activities, cell uptake and DNA binding of a trinuclear complex: [[trans-PtCl(NH3)]2mu-[trans-Pd(NH3)(2-hydroxypyridine)-(H2)N(CH2)6NH2)2]Cl4.
PubMed:
Design, synthesis, and evaluation of new type of L-amino acids containing pyridine moiety as nitric oxide synthase inhibitor.
PubMed:
Global kinetic model: a case study on the N-oxidation of alkylpyridines.
PubMed:
Oxygen binding and activation by the complexes of PY2- and TPA-appended diphenylglycoluril receptors with copper and other metals.
PubMed:
Identification of genes associated with platinum drug sensitivity and resistance in human ovarian cancer cells.
PubMed:
Design, synthesis, and biological activity of non-amidine factor Xa inhibitors containing pyridine N-oxide and 2-carbamoylthiazole units.
PubMed:
Unconventional density dependence of the stochastic dynamics in an organic liquid.
PubMed:
Synthesis and structure of selected quaternary N-(1,4-anhydro-5-deoxy-2,3-O-isopropylidene-D,L-ribitol-5-yl)ammonium salts.
PubMed:
Antiproliferative effects of ZD0473 (AMD473) in combination with 5-fluorouracil or SN38 in human colorectal cancer cell lines.
PubMed:
New class of quaternary ammonium salts, derivatives of methyl D-glucopyranosides.
PubMed:
Adenosylcobinamide plus exogenous, sterically hindered, putative axial bases: a reinvestigation into the cause of record levels of Co-C heterolysis.
PubMed:
Determination of the platinum drug cis-amminedichloro(2-methylpyridine)platinum(II) in human urine by liquid chromatography-tandem mass spectrometry.
PubMed:
In vitro effects of combinations of cis-amminedichloro (2-methylpyridine) platinum (II) (ZD0473) with other novel anticancer drugs on the growth of SBC-3, a human small cell lung cancer cell line.
PubMed:
AMD473 (ZD0473) exhibits marked in vitro anticancer activity in human tumor specimens taken directly from patients.
PubMed:
A Phase I clinical and pharmacological study of cis-diamminedichloro(2-methylpyridine) platinum II (AMD473).
PubMed:
A comparison of the quantitative methods for the analysis of the platinum-containing anticancer drug [cis-[amminedichloro(2-methylpyridine)]platinum(II)] (ZD0473) by HPLC coupled to either a triple quadrupole mass spectrometer or an inductively coupled plasma mass spectrometer.
PubMed:
Pyridines in cigarette smoke inhibit hamster oviductal functioning in picomolar doses.
PubMed:
Determination and quantification of clonidine in human blood serum.
PubMed:
The copper transporter CTR1 regulates cisplatin uptake in Saccharomyces cerevisiae.
PubMed:
Transition metal complexes with thiosemicarbazide-based ligands. XLIV. Aqua(3-hydroxy-5-hydroxymethyl-2-methylpyridine-4-carboxaldehyde 3-methylisothiosemicarbazone-kappa(3)O,N1,N4)nitratocopper(II) nitrate.
PubMed:
Out-of-center distortions in d(0) transition metal oxide fluoride anions.
PubMed:
Identification of aroma compounds in Parmigiano-Reggiano cheese by gas chromatography/olfactometry.
PubMed:
DNA-binding and cleavage studies of macrocyclic copper(II) complexes.
PubMed:
Simultaneous separation of common mono- and divalent cations on a calcinated silica gel column by ion chromatography with indirect photometric detection and aromatic monoamines-oxalic acid, containing crown ethers, used as eluent.
PubMed:
Catalytic hydrophosphination of styrenes.
PubMed:
A validated liquid chromatography/tandem mass spectrometry assay for cis-amminedichloro(2-methylpyridine)platinum(II) in human plasma ultrafiltrate.
PubMed:
Coenzyme B(12) Axial-Base Chemical Precedent Studies. Adenosylcobinamide Plus Sterically Hindered Axial-Base Co-C Bond Cleavage Product and Kinetic Studies: Evidence for the Dominance of Axial-Base Transition-State Effects and for Co-N(Axial-Base) Distance-Dependent, Competing sigma and pi Effects.
PubMed:
Mass spectrometric studies on pyridine-piperazine-containing ligands and their complexes with transition metals formed in solution.
PubMed:
Structural basis of the synergistic inhibition of glycogen phosphorylase a by caffeine and a potential antidiabetic drug.
PubMed:
Pyrone and pyridone compounds in the liquid culture of Physisporinus sanguinolentus.
PubMed:
Influence of DNA on the rate of ligand substitution in platinum(II) terpyridine complexes.
PubMed:
Dimeric copper(II) trimethylsilylacetate adducts with pyridine, 2-methylpyridine, 3-methylpyridine and quinoline, and a polymeric copper(II) trimethylsilylacetate
PubMed:
Dimeric copper(II) 3,3-dimethylbutyrate adducts with ethanol, 2-methylpyridine, 3-methylpyridine, 4-methylpyridine and 3,3-dimethylbutyric acid
PubMed:
Mini-review: discovery and development of platinum complexes designed to circumvent cisplatin resistance.
PubMed:
Allosteric inhibition of glycogen phosphorylase a by the potential antidiabetic drug 3-isopropyl 4-(2-chlorophenyl)-1,4-dihydro-1-ethyl-2-methyl-pyridine-3,5,6-tricarbo xylate.
PubMed:
Biodegradation of 2-methyl, 2-ethyl, and 2-hydroxypyridine by an Arthrobacter sp. isolated from subsurface sediment.
PubMed:
cis-Amminedichloro(2-methylpyridine) platinum(II) (AMD473), a novel sterically hindered platinum complex: in vivo activity, toxicology, and pharmacokinetics in mice.
PubMed:
Lack of a role for MRP1 in platinum drug resistance in human ovarian cancer cell lines.
PubMed:
The structure of glycogen phosphorylase b with an alkyldihydropyridine-dicarboxylic acid compound, a novel and potent inhibitor.
PubMed:
Chemical, biochemical and pharmacological activity of the novel sterically hindered platinum co-ordination complex, cis-[amminedichloro(2-methylpyridine)] platinum(II) (AMD473).
PubMed:
In vitro circumvention of cisplatin resistance by the novel sterically hindered platinum complex AMD473.
PubMed:
Analogues of methotrexate in rheumatoid arthritis. 1. Effects of 10-deazaaminopterin analogues on type II collagen-induced arthritis in mice.
PubMed:
Absorption spectral studies on heme ligand interactions of P-450nor.
PubMed:
Measurement of the turnover of glycogen phosphorylase by GC/MS using stable isotope derivatives of pyridoxine (vitamin B6).
PubMed:
Synthesis and biological activity of 3- and 5-amino derivatives of pyridine-2-carboxaldehyde thiosemicarbazone.
PubMed:
Use of borinium ions as probes of steric effects in gas-phase ion-molecule complexes.
PubMed:
Effects of Maillard reaction products on mutagen formation in boiled pork juice.
PubMed:
Characterization of the mutagen 2-amino-3-methylimidazo[4,5-f]quinoline prepared from a 2-methylpyridine/creatinine/acetylformaldehyde model system.
PubMed:
Application of gas chromatography-mass spectrometry with selected ion monitoring to the urinanalysis of 4-pyridoxic acid.
PubMed:
Steric factors affecting the discrimination of isomeric and structurally related olefin gases and vapors with a reagent-coated surface acoustic wave sensor.
PubMed:
Intracellular glutathione levels in human colon cancer cells naturally resistant to cross-linking agents.
PubMed:
Comparison of cellular basis of drug sensitivity of human colon, pancreatic, and renal carcinoma cell lines with that of leukemia cell lines.
PubMed:
Enzymes of vitamin B6 degradation. Purification and properties of 5-pyridoxic-acid oxygenase from Arthrobacter sp.
PubMed:
Enzymes of vitamin B6 degradation. Purification and properties of isopyridoxal dehydrogenase and 5-formyl-3-hydroxy-2-methylpyridine-4-carboxylic-acid dehydrogenase.
PubMed:
Pyridinium- and quinolinium-2-dithioacetic acid zwitterions: antiradiation and anticancer activities.
PubMed:
Structure-activity relationships in reactivators of organophosphorus-inhibited acetylcholinesterase. 10. Hydroxyiminomethylarylethenylpyridine methiodides.
PubMed:
Spectroscopic properties of ferrous heme complexes of sterically hindered ligands.
PubMed:
Out-of-Plane Interactions in Parallel-Planar Copper(II) Dimers. The Structure and Magnetic Properties of Dobromobis(2-methylpyridine)copper(II).
PubMed:
Synthesis of a pyridoxal analog, 4,5-diformyl-3-hydroxy-2-methylpyridine.
PubMed:
Contributions to the chemistry of pyridine; 3- and 5-hydroxy-2-methylpyridine, and the condensation of 5-hydroxy-2-methylpyridine with formaldehyde in alkaline medium.