6-methoxyquinoline

quinoline, 6-methoxy-

CAS: 5263-87-6 C10 H9 N O MW: 159.18793000

Identification

Name6-methoxyquinoline
IUPAC6-methoxyquinoline
CAS Number5263-87-6
EINECS226-077-2
FDA UNII5S1U3125AD
Molecular FormulaC10 H9 N O
Molecular Weight159.18793000
MDL NumberMFCD00006800
Nikkaji NumberJ54.285G
Beilstein0115244
XlogP32.20 (est)

Regulatory

JECFA Food Flavoring2157 6-methoxyquinoline
FEMA Number4640
FDANo longer provide for the use of these seven synthetic flavoring substances
FDA Mainterm (SATF)5263-87-6 ; 6-METHOXYQUINOLINE

Physical Properties

Appearance colorless to pale yellow clear liquid (est)
Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Specific Gravity 1.15100 to 1.15400 @ 20.00 °C.
Pounds per Gallon - (est). 9.589 to 9.614
Refractive Index 1.62200 to 1.62500 @ 20.00 °C.
Melting Point 19.00 to 24.00 °C. @ 760.00 mm Hg
Boiling Point 140.00 to 146.00 °C. @ 15.00 mm Hg, 294.00 to 296.00 °C. @ 760.00 mm Hg
Vapor Pressure 0.003000 mmHg @ 25.00 °C. (est)
Flash Point > 230.00 °F. TCC ( > 110.00 °C. )
logP (o/w) 2.200
Soluble in alcohol
Insoluble in water

No sensory data available

Safety Information

Preferred SDSView
European informationMost important hazard(s):
Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categoryflavoring agents
Recommendation for 6-methoxyquinoline usage levels up tonot for fragrance use.
baked goods0.50000
beverages(nonalcoholic)-
beverages(alcoholic)-
breakfast cereal-
cheese-
chewing gum-
condiments / relishes-
confectionery froastings-
egg products-
fats / oils0.50000
fish products-
frozen dairy-
fruit ices-
gelatins / puddings-
granulated sugar-
gravies-
hard candy-
imitation dairy-
instant coffee / tea-
jams / jellies-
meat products-
milk products-
nut products-
other grains-
poultry-
processed fruits-
processed vegetables-
reconstituted vegetables-
seasonings / flavors-
snack foods0.50000
soft candy-
soups-
sugar substitutes-
sweet sauces-

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Potential Uses

None Found

Natural Occurrence

not found in nature

Synonyms

6- methoxy quinoline methyl 6-quinolyl ether methyl quinolin-6-yl ether quinoline, 6-methoxy- PubMed: Effect of nanosize micelles of ionic and neutral surfactants on the photophysics of protonated 6-methoxyquinoline: Time-resolved fluorescence study. PubMed: Supramolecular study, Hirshfeld analysis and theoretical study of 6-methoxyquinoline N-oxide dihydrate. PubMed: Dissociation kinetic analysis of Ce(III) complex with Quin2 by microchip capillary electrophoretic reactor. PubMed: Methoxyquinoline labeling--a new strategy for the enantioseparation of all chiral proteinogenic amino acids in 1-dimensional liquid chromatography using fluorescence and tandem mass spectrometric detection. PubMed: 5-Amino-2-aroylquinolines as highly potent tubulin polymerization inhibitors. Part 2. The impact of bridging groups at position C-2. PubMed: Ratiometric fluorescence imaging for distinguishing chloride concentration between normal and ischemic ventricular myocytes. PubMed: Methoxyquinoline-diethylenetriamine conjugate as a fluorescent zinc sensor. PubMed: Factors controlling adsorption equilibria from solution onto solid surfaces: the uptake of cinchona alkaloids on platinum surfaces. PubMed: Competitive chemisorption between pairs of cinchona alkaloids and related compounds from solution onto platinum surfaces. PubMed: Kinetic isotope effects implicate a single oxidant for cytochrome P450-mediated O-dealkylation, N-oxygenation, and aromatic hydroxylation of 6-methoxyquinoline. PubMed: Direct measurement of free chloride concentrations in the phagolysosomes of human neutrophils. PubMed: A microchip capillary electrophoretic reactor: a new methodology for direct measurement of dissociation kinetics of metal complexes. PubMed: Application of GC-EI-MS for the identification and investigation of positional isomer in primaquine, an antimalarial drug. PubMed: Boronic acid fluorescent sensors for monosaccharide signaling based on the 6-methoxyquinolinium heterocyclic nucleus: progress toward noninvasive and continuous glucose monitoring. PubMed: Entropy-controlled solvolytic dissociation kinetics of lanthanide(III) complexes with polyaminocarboxylates in aqueous solutions. PubMed: Chloride-sensitive fluorescent indicators. PubMed: Requirement of intracellular calcium mobilization for peroxynitrite-induced poly(ADP-ribose) synthetase activation and cytotoxicity. PubMed: Dipeptide derivatives of primaquine as transmission-blocking antimalarials: effect of aliphatic side-chain acylation on the gametocytocidal activity and on the formation of carboxyprimaquine in rat liver homogenates. PubMed: Effects of subtilisin cleavage of monomeric actin on its nucleotide binding. PubMed: Hydrolysis kinetics of photoexcited 6-methoxyquinoline in aqueous acetonitrile solutions. PubMed: Side-chain hydroxylation in the metabolism of 8-aminoquinoline antiparasitic agents. PubMed: Peroxidation of the antimalarial drug primaquine: characterization of a benzidine-like metabolite with methaemoglobin-forming activity. PubMed: Stopped-flow studies of calcium dissociation from calcium-binding-site mutants of Drosophila melanogaster calmodulin. PubMed: Structure of the anti-malarial drug primaquine diphosphate. PubMed: Effects of an NADPH-generating system on primaquine degradation by hamster liver fractions. PubMed: Methemoglobin formation resulting from administration of candidate 8-aminoquinoline antiparasitic drugs in the dog. PubMed: [In Process Citation]. PubMed: Carrier-linked primaquine in the chemotherapy of malaria. PubMed: Characterization of the urinary metabolites of primaquine in rats. PubMed: Fluorimetric detection of tautomeric equilibria in 8-aminoquinolines. PubMed: Excretion, distribution, and metabolism of primaquine in rats. PubMed: Metabolism and distribution of primaquine in monkeys. PubMed: Synthesis of 8-(3-Carboxy-l-methyl-propylammo)-6-methoxyquinoline: A Newly Characterized Primaquine Metabolite. PubMed: Production of a novel dimeric metabolite of primaquine by Streptomyces rimosus. PubMed: Synthesis of certain hydroxy analogues of the antimalarial drug primaquine and their in vitro methemoglobin-producing and glutathione-depleting activity in human erythrocytes. PubMed: High-performance liquid chromatographic analysis of the metabolism of primaquine and the identification of a new mammalian metabolite. PubMed: Primaquine: metabolism by microorganisms and 13C nuclear magnetic resonance assignments. PubMed: The activity against Trypanosoma cruzi and cutaneous leishmaniasis, and toxicity, of moxipraquine (349C59). PubMed: Synthesis of some 4-substituted 8-amino-6-methoxyquinolines as potential antimalarials. PubMed: Fluorescence of 6-methoxyquinoline, quinine, and quinidine in aqueous media. PubMed: Inhibition of liver alcohol dehydrogenase by primaquine and 8-amino-6-methoxyquinoline compounds. PubMed: [Action of 20-methyl-4-mercapto-6-methoxyquinoline on in vitro fibroblast cultures]. PubMed: [Action of 2-methyl-4-mercapto-6-methoxyquinoline on in vitro cultures of human tumor cells of the KB strain]. PubMed: Chemotherapy of experimental trypanosomiasis; trypanocidal activity of certain bis (2-methyl-4-amino-6-quinolyl) amides and ethers. PubMed: Synthesis of 5-substituted derivatives of 6-methoxy-8-aminoquinoline and of 5-chloro-6-methoxyquinoline. PubMed: Heterocyclic basic compounds; 8-[3-(3'-aminopropylamino)-propylamino]-6-methoxyquinoline. PubMed: 8-[3-(3'-Aminopropylamino)-propylamino]-6-methoxyquinoline. PubMed: Synthetic antimalarials; 8-(5-isopropylaminoamylamino)-6-methoxyquinoline (SW-13,276) and some related compounds.