EU/US Properties Organoleptics Cosmetics Suppliers Safety Safety in use Safety references References Other Blenders Uses Occurrence Synonyms Articles Notes
 

6-methoxyquinoline
quinoline, 6-methoxy-

Supplier Sponsors

Name:6-methoxyquinoline
CAS Number: 5263-87-6Picture of molecule3D/inchi
ECHA EINECS - REACH Pre-Reg:226-077-2
FDA UNII: 5S1U3125AD
Nikkaji Web:J54.285G
Beilstein Number:0115244
MDL:MFCD00006800
XlogP3:2.20 (est)
Molecular Weight:159.18793000
Formula:C10 H9 N O
BioActivity Summary:listing
NMR Predictor:Predict (works with chrome, Edge or firefox)
Category:flavoring agents
 
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Google Scholar:Search
Google Books:Search
Google Scholar: with word "volatile"Search
Google Scholar: with word "flavor"Search
Google Scholar: with word "odor"Search
Perfumer and Flavorist:Search
Google Patents:Search
US Patents:Search
EU Patents:Search
Pubchem Patents:Search
PubMed:Search
NCBI:Search
JECFA Food Flavoring:2157 6-methoxyquinoline
FEMA Number:4640 6-methoxyquinoline
FDA:No 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
Boiling Point: 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
 water, 912.5 mg/L @ 25 °C (est)
 water, 913 mg/L @ 20 °C (exp)
Insoluble in:
 water
 
Organoleptic Properties:
Odor and/or flavor descriptions from others (if found).
 
Cosmetic Information:
None found
 
Suppliers:
BOC Sciences
For experimental / research use only.
6-Methoxyquinoline
EMD Millipore
For experimental / research use only.
6-Methoxyquinoline
sds
Parchem
6-methoxyquinoline
Penta International
6-METHOXYQUINOLINE
Santa Cruz Biotechnology
For experimental / research use only.
6-Methoxyquinoline
Sigma-Aldrich: Aldrich
For experimental / research use only.
6-Methoxyquinoline 98%
sds
TCI AMERICA
For experimental / research use only.
6-Methoxyquinoline >97.0%(GC)(T)
sds
 
Safety Information:
Preferred SDS: View
European information :
Most important hazard(s):
None - None found.
S 02 - Keep out of the reach of children.
S 24/25 - Avoid contact with skin and eyes.
 
Hazards identification
 
Classification of the substance or mixture
GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)
None found.
GHS Label elements, including precautionary statements
 
Pictogram
 
Hazard statement(s)
None found.
Precautionary statement(s)
None found.
Oral/Parenteral Toxicity:
Not determined
Dermal Toxicity:
Not determined
Inhalation Toxicity:
Not determined
 
Safety in Use Information:
Category:
flavoring agents
Recommendation for 6-methoxyquinoline usage levels up to:
 not for fragrance use.
 
Use levels for FEMA GRAS flavoring substances on which the FEMA Expert Panel based its judgments that the substances are generally recognized as safe (GRAS).
The Expert Panel also publishes separate extensive reviews of scientific information on all FEMA GRAS flavoring substances and can be found at FEMA Flavor Ingredient Library
publication number: 24
Click here to view publication 24
 average usual ppmaverage maximum ppm
baked goods: 0.500002.00000
beverages(nonalcoholic): --
beverages(alcoholic): --
breakfast cereal: --
cheese: --
chewing gum: --
condiments / relishes: --
confectionery froastings: --
egg products: --
fats / oils: 0.500002.00000
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 foods: 0.500002.00000
soft candy: --
soups: --
sugar substitutes: --
sweet sauces: --
 
Safety References:
EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA Substance Registry Services (TSCA):5263-87-6
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :14860
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
6-methoxyquinoline
Chemidplus:0005263876
RTECS:VC0350000 for cas# 5263-87-6
 
References:
 6-methoxyquinoline
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):14860
Pubchem (sid):134980834
 
Other Information:
(IUPAC):Atomic Weights of the Elements 2011 (pdf)
Videos:The Periodic Table of Videos
tgsc:Atomic Weights use for this web site
(IUPAC):Periodic Table of the Elements
FDA Substances Added to Food (formerly EAFUS):View
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2933.49.7000
ChemSpider:View
 
Potential Blenders and core components note
None Found
 
Potential Uses:
None Found
 
Occurrence (nature, food, other):note
 not found in nature
 
Synonyms:
6-methoxy quinoline
 methyl 6-quinolyl ether
 methyl quinolin-6-yl ether
 quinoline, 6-methoxy-
 

Articles:

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.
 
Notes:
None found
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