Category: flavoring agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
Appearance: | colorless clear liquid (est) |
Assay: | 95.00 to 100.00 %
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Food Chemicals Codex Listed: | No |
Specific Gravity: | 0.94100 to 0.94700 @ 25.00 °C.
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Pounds per Gallon - (est).: | 7.830 to 7.880
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Refractive Index: | 1.49400 to 1.50000 @ 20.00 °C.
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Melting Point: | -70.00 °C. @ 760.00 mm Hg
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Boiling Point: | 128.00 to 130.00 °C. @ 760.00 mm Hg
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Vapor Pressure: | 13.468000 mmHg @ 25.00 °C. (est) |
Vapor Density: | 3.2 ( Air = 1 ) |
Flash Point: | 79.00 °F. TCC ( 26.11 °C. )
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logP (o/w): | 1.110 |
Soluble in: |
| alcohol | | water, 2.749e+005 mg/L @ 25 °C (est) |
Organoleptic Properties:
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Odor Type: sweaty |
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Odor Description:
| sweat |
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Flavor Type: astringent |
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| astringent hazelnut nutty |
Taste Description:
| astringent hazelnut nutty |
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Odor and/or flavor descriptions from others (if found). |
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Cosmetic Information:
Suppliers:
Safety Information:
Preferred SDS: View |
European information : |
Most important hazard(s): | Xn - Harmful. |
R 10 - Flammable. R 20/21/22 - Harmful by inhalation, in contact with skin and if swallowed. R 36/37 - Irritating to eyes and respiratory system. S 01/02 - Keep locked up and out of the reach of children. S 16 - Keep away from sources of ignition - No Smoking. S 24/25 - Avoid contact with skin and eyes. S 26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S 36/37/39 - Wear suitable clothing, gloves and eye/face protection.
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Hazards identification |
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Classification of the substance or mixture |
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS) |
None found. |
GHS Label elements, including precautionary statements |
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Pictogram | |
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Hazard statement(s) |
None found. |
Precautionary statement(s) |
None found. |
Oral/Parenteral Toxicity: |
oral-rat LD50 [sex: M] > 950 mg/kg (Dow Chemical Company, 1976)
oral-rat LD50 400 - 800 mg/kg (Eastman Kodak Co., 1980b)
oral-rat LD50 1410 mg/kg (Smyth et al., 1951a)
oral-rat LD50 [sex: M,F] 810 mg/kg (Birch, 1972a)
oral-guinea pig LD50 900 mg/kg Hygiene and Sanitation Vol. 33(10-12), Pg. 341, 1968.
intraperitoneal-mouse LD50 529 mg/kg Toxicon. Vol. 23, Pg. 815, 1985.
oral-mouse LD50 674 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: EXCITEMENT
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(12), Pg. 62, 1980.
intraperitoneal-rat LD50 200 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY) Fundamental and Applied Toxicology. Vol. 5, Pg. 920, 1985.
oral-rat LD50 790 mg/kg BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)
BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD
BEHAVIORAL: EXCITEMENT Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(12), Pg. 62, 1980.
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Dermal Toxicity: |
skin-rabbit LD50 410 ul/kg Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 45(12), Pg. 62, 1980.
skin-rabbit LD50 410 uL/kg AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.
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Inhalation Toxicity: |
inhalation-mouse LC50 9000 mg/m3 AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.
inhalation-mouse LC50 9000 mg/m3 Gigiena i Sanitariya. For English translation, see HYSAAV. Vol. 57(9-10), Pg. 64, 1992.
inhalation-rat LCLo 4000 ppm/4H AMA Archives of Industrial Hygiene and Occupational Medicine. Vol. 4, Pg. 119, 1951.
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Safety in Use Information:
Category: | flavoring agents |
Recommendation for 2-methyl pyridine usage levels up to: | | not for fragrance use.
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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 |
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Food categories according to Commission Regulation EC No. 1565/2000 (EC, 2000) in FGE.06 (EFSA, 2002a). According to the Industry the "normal" use is defined as the average of reported usages and "maximum use" is defined as the 95th percentile of reported usages (EFSA, 2002i). |
Note: mg/kg = 0.001/1000 = 0.000001 = 1/1000000 = ppm. |
| average usage mg/kg | maximum usage mg/kg |
Dairy products, excluding products of category 02.0 (01.0): | 0.40000 | 2.00000 |
Fats and oils, and fat emulsions (type water-in-oil) (02.0): | 0.20000 | 1.00000 |
Edible ices, including sherbet and sorbet (03.0): | 0.40000 | 2.00000 |
Processed fruit (04.1): | 0.40000 | 2.00000 |
Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): | - | - |
Confectionery (05.0): | 1.00000 | 5.00000 |
Chewing gum (05.0): | - | - |
Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): | 0.20000 | 1.00000 |
Bakery wares (07.0): | 2.00000 | 10.00000 |
Meat and meat products, including poultry and game (08.0): | 0.20000 | 1.00000 |
Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): | 0.20000 | 1.00000 |
Eggs and egg products (10.0): | - | - |
Sweeteners, including honey (11.0): | - | - |
Salts, spices, soups, sauces, salads, protein products, etc. (12.0): | 0.10000 | 0.50000 |
Foodstuffs intended for particular nutritional uses (13.0): | 0.20000 | 1.00000 |
Non-alcoholic ("soft") beverages, excl. dairy products (14.1): | 0.20000 | 1.00000 |
Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): | - | - |
Ready-to-eat savouries (15.0): | 1.00000 | 5.00000 |
Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): | 0.20000 | 1.00000 |
Safety References:
European Food Safety Athority(EFSA): | Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies... |
European Food Safety Authority (EFSA) reference(s): |
Opinion of the Scientific Panel on food additives, flavourings, processing aids and materials in contact with food (AFC) related to Flavouring Group Evaluation 24 (FGE.24): Pyridine, pyrrole, indole and quinoline derivatives from chemical group 28 (Commission Regulation (EC) No 1565/2000 of 18 July 2000) View page or View pdf |
Pyridine, pyrrole, indole and quinoline derivatives from chemical group 28 Flavouring Group Evaluation 24, Revision 1 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in contact with Food (AFC) View page or View pdf |
Flavouring Group Evaluation 77 (FGE77) [1] - Consideration of Pyridine, Pyrrole and Quinoline Derivatives evaluated by JECFA (63rd meeting) structurally related to Pyridine, Pyrrole, Indole and Quinoline Derivatives evaluated by EFSA in FGE.24Rev1 (2008) View page or View pdf |
Scientific opinion on Flavouring Group Evaluation 24, Revision 2 (FGE.24Rev2): Pyridine, pyrrole, indole and quinoline derivatives from chemical group 28 View page or View pdf |
EPI System: | View |
NIOSH International Chemical Safety Cards: | search |
Chemical Carcinogenesis Research Information System: | Search |
AIDS Citations: | Search |
Cancer Citations: | Search |
Toxicology Citations: | Search |
EPA Substance Registry Services (TSCA): | 109-06-8 |
EPA ACToR: | Toxicology Data |
EPA Substance Registry Services (SRS): | Registry |
Laboratory Chemical Safety Summary : | 7975 |
National Institute of Allergy and Infectious Diseases: | Data |
WISER: | UN 2313 |
WGK Germany: | 1 |
| 2-methylpyridine |
Chemidplus: | 0000109068 |
EPA/NOAA CAMEO: | hazardous materials |
RTECS: | 109-06-8 |
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
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- |
Articles:
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. |
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