2-methyl quinoline
quinoline, 2-methyl-
Identification
| Name | 2-methyl quinoline |
| IUPAC | 2-methylquinoline |
| CAS Number | 91-63-4 |
| EINECS | 202-085-1 |
| FDA UNII | DVG30M0M87 |
| Molecular Formula | C10 H9 N |
| Molecular Weight | 143.18873000 |
| MDL Number | MFCD00006756 |
| Nikkaji Number | J4.343E |
| Beilstein | 0110309 |
| CoE Number | 11358 |
| XlogP3 | 2.60 (est) |
Regulatory
Physical Properties
| Appearance | colorless clear liquid (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Specific Gravity | 1.05500 to 1.06100 @ 25.00 °C. |
| Pounds per Gallon - (est). | 8.779 to 8.829 |
| Refractive Index | 1.60800 to 1.61400 @ 20.00 °C. |
| Melting Point | -9.00 to -2.00 °C. @ 760.00 mm Hg |
| Boiling Point | 246.00 to 248.00 °C. @ 760.00 mm Hg, 105.00 to 107.00 °C. @ 10.00 mm Hg |
| Vapor Pressure | 0.042000 mmHg @ 25.00 °C. (est) |
| Flash Point | 175.00 °F. TCC ( 79.44 °C. ) |
| logP (o/w) | 2.590 |
| Soluble in | alcohol |
| Insoluble in | water |
No sensory data available
Safety Information
| Preferred SDS | View |
| European information | Most important hazard(s): |
| Oral/Parenteral Toxicity | oral-rat LD50 1230 mg/kg |
| Dermal Toxicity | skin-rabbit LD50 1870 uL/kg |
| 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 | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment | Search |
| Maximised Survey-derived Daily Intakes (MSDI-EU) | 0.012 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI) | 400 (μg/person/day) |
| Threshold of Concern | 90 (μg/person/day) |
| Structure Class | III |
| Dairy products, excluding products of category 02.0 (01.0) | 0.40000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0) | 0.10000 |
| 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 |
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Potential Uses
Natural Occurrence
Synonyms
chinaldine
2-
methyl-quinoline
2-
methylchinoline
2-
methylquinoline
quinaldine
quinoline, 2-methyl-
PubMed:
Antinociceptive effect of some biuret derivatives on formalin test in mice.
PubMed:
Antimicrobial potentials of active component isolated from Citrullus colocynthis fruits and structure-activity relationships of its analogues against food-borne bacteria.
PubMed:
Biodegradation of 2-methylquinoline by Enterobacter aerogenes TJ-D isolated from activated sludge.
PubMed:
Anion effects on the structures and magnetic properties of binuclear lanthanide single-molecule magnets.
PubMed:
Biodegradation of 2-methylquinoline by Klebsiella pneumoniae TJ-A isolated from acclimated activated sludge.
PubMed:
Synthesis, spectroscopy and computational studies of selected hydroxyquinolines and their analogues.
PubMed:
Sensing mechanism for a fluoride chemosensor: invalidity of excited-state proton transfer mechanism.
PubMed:
Matrix-assisted laser desorption/ionization matrices for negative mode metabolomics.
PubMed:
Synthesis and structures of tridentate ketoiminate zinc complexes bearing trifluoromethyl substituents that act as L-lactide ring opening polymerization initiators.
PubMed:
The PaaX-type repressor MeqR2 of Arthrobacter sp. strain Rue61a, involved in the regulation of quinaldine catabolism, binds to its own promoter and to catabolic promoters and specifically responds to anthraniloyl coenzyme A.
PubMed:
Complete genome sequence and metabolic potential of the quinaldine-degrading bacterium Arthrobacter sp. Rue61a.
PubMed:
Integrated organic-aqueous biocatalysis and product recovery for quinaldine hydroxylation catalyzed by living recombinant Pseudomonas putida.
PubMed:
Bis(8-hy-droxy-2-methyl-quinolinium) bis-(pyridine-2,6-dicarboxyl-ato)cuprate(II) methanol monosolvate monohydrate.
PubMed:
New quinolin-4-yl-1,2,3-triazoles carrying amides, sulphonamides and amidopiperazines as potential antitubercular agents.
PubMed:
A new quinoline derivative with cytotoxic activity from Streptomyces sp. neau50.
PubMed:
X-ray and molecular modelling in fragment-based design of three small quinoline scaffolds for HIV integrase inhibitors.
PubMed:
Application of phosphine-phosphite ligands in the iridium catalyzed enantioselective hydrogenation of 2-methylquinoline.
PubMed:
A novel replicative enzyme encoded by the linear Arthrobacter plasmid pAL1.
PubMed:
Convenient and efficient microwave-assisted synthesis of a methyl derivative of the fused indoloquinoline alkaloid cryptosanguinolentine.
PubMed:
Amino acyl conjugates of nitrogen heterocycles as potential pharmacophores.
PubMed:
Two polymorphs of a lead(II) complex with 8-hydroxy-2-methylquinoline and thiocyanate.
PubMed:
Terahertz absorption spectroscopy of a liquid using a polarity probe: a case study of trehalose/water mixtures.
PubMed:
GC/MS based identification of skunk spray maliciously deployed as "biological weapon" to harm civilians.
PubMed:
Substitution reactions between bis-chelate ligands in palladium(II) alkenyl complexes: an unusual way to form unstable trans-P complexes. A study on the isomerization mechanism.
PubMed:
Separation and preconcentration of trace amounts of aluminum ions in surface water samples using different analytical techniques.
PubMed:
Nitrate-dependent biodegradation of quinoline, isoquinoline, and 2-methylquinoline by acclimated activated sludge.
PubMed:
Separation and preconcentration of aluminum in parenteral solutions and bottled mineral water using different analytical techniques.
PubMed:
High sensitive determination of zinc with novel water-soluble small molecular fluorescent sensor.
PubMed:
Ab initio, density functional theory and structural studies of 4-amino-2-methylquinoline.
PubMed:
Simulation of nonlinear sorption of N-heterocyclic organic contaminates in soil columns.
PubMed:
An ATP-sensitive potassium channel blocker suppresses sodium-induced hypertension through increased secretion of urinary kallikrein.
PubMed:
Design, synthesis, and evaluation in vitro of quinoline-8-carboxamides, a new class of poly(adenosine-diphosphate-ribose)polymerase-1 (PARP-1) inhibitor.
PubMed:
8-Bromo-2-methyl-quinoline.
PubMed:
8-Chloro-2-methyl-quinoline.
PubMed:
Kinetic assay for characterization of spleen tyrosine kinase activity and inhibition with recombinant kinase and crude cell lysates.
PubMed:
[Synthesis of a novel calix[4]arene derivative with 2-methylquinoline and study of it's spectrum character with Zn(II) and Cu(II)].
PubMed:
A "jellyfish" shaped green emitting gallium(III)-containing metallomesogen.
PubMed:
4-Amino-2-methyl-quinoline monohydrate.
PubMed:
Alkyl, aryl, alkylarylquinoline, and related alkaloids.
PubMed:
Environmental factors influencing sorption of heterocyclic aromatic compounds to soil.
PubMed:
Two-dimensional iron(II) spin crossover complex constructed of bifurcated NH...O- hydrogen bonds and pi-pi interactions: [FeII(HLH,Me)2](ClO4)2.1.5MeCN (HLH,Me = imidazol-4-yl-methylidene-8-amino-2-methylquinoline).
PubMed:
Complete nucleotide sequence of the 113-kilobase linear catabolic plasmid pAL1 of Arthrobacter nitroguajacolicus Rü61a and transcriptional analysis of genes involved in quinaldine degradation.
PubMed:
Tris(2-methylquinoline-8-selenolato-kappa2N,Se)antimony(III).
PubMed:
8-Hydroxy-2-methylquinoline.
PubMed:
Iron- and 4-hydroxy-2-alkylquinoline-containing periplasmic inclusion bodies of Pseudomonas aeruginosa: a chemical analysis.
PubMed:
Plasmodium berghei: in vitro and in vivo activity of dequalinium.
PubMed:
Synthesis and SAR study of acridine, 2-methylquinoline and 2-phenylquinazoline analogues as anti-prion agents.
PubMed:
Blue emitting pentacoordinated Al(III) complexes based on 2-methylquinolin-8-olate and substituted phenolate ligands. The role of phenolate derivatives on emission and absorption properties.
PubMed:
Dequalinium-induced protofibril formation of alpha-synuclein.
PubMed:
Selective binding of coumarin enantiomers to human alpha1-acid glycoprotein genetic variants.
PubMed:
Intermolecular interactions in the crystal structures of potential HIV-1 integrase inhibitors.
PubMed:
Putative chemosignals of the ferret (Mustela furo) associated with individual and gender recognition.
PubMed:
Ruthenium-catalyzed intermolecular coupling reactions of arylamines with ethylene and 1,3-dienes: mechanistic insight on hydroamination vs ortho-C-H bond activation.
PubMed:
Identification of large linear plasmids in Arthrobacter spp. encoding the degradation of quinaldine to anthranilate.
PubMed:
A new synthetic approach of N-(4-amino-2-methylquinolin-6-yl)-2-(4-ethylphenoxymethyl)benzamide (JTC-801) and its analogues and their pharmacological evaluation as nociceptin receptor (NOP) antagonists.
PubMed:
Water-soluble molecular capsules: self-assembly and binding properties.
PubMed:
Inclusion of quinolines by binaphthol: structures and selectivity.
PubMed:
Modular and tunable chemosensor scaffold for divalent zinc.
PubMed:
Gene cluster of Arthrobacter ilicis Ru61a involved in the degradation of quinaldine to anthranilate: characterization and functional expression of the quinaldine 4-oxidase qoxLMS genes.
PubMed:
Volatile components in defensive spray of the hooded skunk, Mephitis macroura.
PubMed:
Preparation of 7-alkylamino-2-methylquinoline-5,8-diones.
PubMed:
Lepadins D-F: antiplasmodial and antitrypanosomal decahydroquinoline derivatives from the tropical marine tunicate Didemnum sp.
PubMed:
Dichlorobis(2-methylquinoline N-oxide-kappaO)zinc(II) from powder data.
PubMed:
Effects of four anaesthetics on the innate immune response of gilthead seabream (Sparus aurata L.).
PubMed:
An in situ attenuated total reflection infrared study of a chiral catalytic solid-liquid interface: cinchonidine adsorption on pt.
PubMed:
A fluorometric assay for the determination of 1-deoxy-D-xylulose 5-phosphate synthase activity.
PubMed:
Derivatives of 8-hydroxy-2-methylquinoline are powerful prototypes for zinc sensors in biological systems.
PubMed:
Facile oxidation of fused 1,4-dimethoxybenzenes to 1,4-quinones using NBS: fine-tuned control over bromination and oxidation reactions.
PubMed:
Involvement of the renal kallikrein-kinin system in furosemide-induced natriuresis in rats.
PubMed:
Synthesis and cytotoxic evaluation of a series of gamma-substituted gamma-aryloxymethyl-alpha-methylene-gamma-butyrolactones against cancer cells.
PubMed:
Involvement of the renal kallikrein-kinin system in K(+)-induced diuresis and natriuresis in anesthetized rats.
PubMed:
Synthesis and anticancer evaluation of certain gamma-aryloxymethyl-alpha-methylene-gamma-phenyl-gamma-butyrolactones.
PubMed:
Pharmacological characterization of a nonpeptide bradykinin B2 receptor antagonist, FR165649, and agonist, FR190997.
PubMed:
Synthesis and antiplatelet evaluation of alpha-methylene-gamma-butyrolactone bearing 2-methylquinoline and 8-hydroxyquinoline moieties.
PubMed:
Novel subtype-selective nonpeptide bradykinin receptor antagonists FR167344 and FR173657.
PubMed:
Highly Efficient and Practical Syntheses of Lavendamycin Methyl Ester and Related Novel Quinolindiones.
PubMed:
Volatile components in defensive spray of the hog-nosed skunk,Conepatus mesoleucus.
PubMed:
Substituted 4,6-diaminoquinolines as inhibitors of C5a receptor binding.
PubMed:
Volatile components in defensive spray of the spotted skunk,Spilogale putorius.
PubMed:
New components in defensive secretion of the striped skunk,Mephitis mephitis.
PubMed:
Microbial degradation of quinoline and methylquinolines.
PubMed:
2,2-Dialkyl-1,2-dihydroquinolines: cytochrome P-450 catalyzed N-alkylporphyrin formation, ferrochelatase inhibition, and induction of 5-aminolevulinic acid synthase activity.
PubMed:
Quinoline and quninaldine as naturally occurring inhibitors specific for type A monoamine oxidase.
PubMed:
Fate and distribution studies of some drugs used in aquaculture.
PubMed:
Polymorphism and color dimorphism of chlorquinaldol (5,7-dichloro-8-hydroxy-2-methylquinoline).
PubMed:
Effect of carcinogenic components of cigarette smoke on in vivo production of murine interferon.
PubMed:
Microbial transformation of nitroaromatic compounds in sewage effluent.
PubMed:
Effect of sidestream tobacco smoke components on alpha/beta interferon production.
PubMed:
[Antimalarial 6-aminoquinolines. XIV. 6-(4-Diethylamino-1-methylbutylamino)-4-methoxy-2-methyl- and -2,4-dimethylquinolines with variations of substituents in positions 5 and 8].
PubMed:
[Antimalarial 6-aminoquinolines. XIII. 5,8-Dialkoxyderivatives of 6-(4-diethylamino-1-methylbutylamino)-2-methyl- and 6-(4-diethylamino-1-methylbutylamino)-2,4-dimethylquinoline (author's transl)].
PubMed:
Basic antiinflammatory compounds. N,N',N''-Trisubstituted guanidines.
PubMed:
[The reaction of heteroaromatic N-oxide with acid chloride and cyanide. IX. On p-tolylsulfonylation on side-chain carbon in 2-methylquinoline 1-oxide and related compounds (author's transl)].
PubMed:
Interfering basic materials in urine from racing greyhounds.
PubMed:
Antimalarials. 11. 2-Vinylogs of substituted 2-aryl-4-quinoline amino alcohols.
PubMed:
Metabolism of quinaldine (2-methylquinoline). Uptake and excretion by nurse sharks.