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Category:flavor and fragrance agents
US / EU / FDA / JECFA / FEMA / FLAVIS / Scholar / Patent Information:
Physical Properties:
| Appearance: | white solid (est) |
| Assay: | 95.00 to 100.00
|
| Food Chemicals Codex Listed: | No |
| Melting Point: | 33.00 to 35.00 °C. @ 760.00 mm Hg
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| Boiling Point: | 239.00 to 242.00 °C. @ 760.00 mm Hg
|
| Vapor Pressure: | 0.060000 mmHg @ 25.00 °C. (est) |
| Flash Point: | 208.00 °F. TCC ( 97.78 °C. )
|
| logP (o/w): | 3.860 |
| Soluble in: |
| | alcohol | | | water, 41.42 mg/L @ 25 °C (est) | | | water, 24.6 mg/L @ 25 °C (exp) |
| Insoluble in: |
| | water |
Organoleptic Properties:
| Odor Type: floral |
| sweet floral woody |
| Odor Description:at 1.00 % in dipropylene glycol. sweet floral woody |
| Flavor Type: oily |
| oily aromatic |
| Taste Description: oily aromatic |
| Odor and/or flavor descriptions from others (if found). |
Cosmetic Information:
Suppliers:
Safety Information:
| Preferred SDS: View |
| European information : |
| Most important hazard(s): | | Xn N - Harmful, Dangerous for the environment. |
R 22 - Harmful if swallowed.
R 36/37/38 - Irritating to eyes, respiratory system, and skin.
R 42/43 - May cause sensitization by inhalation and skin contact.
R 51/53 - Toxic to aquatic organisms, may cause long-term adverse effects in the aquatic environment.
S 01/02 - Keep locked up and out of the reach of children.
S 07 - Keep container tightly closed.
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.
S 61 - Avoid release to the environment. Refer to special instructions/safety data sheet.
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| |
| 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: |
oral-rat LD50 1630 mg/kg
Study not available
(Izmerov et al., 1982)
intraperitoneal-mouse LDLo 1000 mg/kg
LUNGS, THORAX, OR RESPIRATION: STRUCTURAL OR FUNCTIONAL CHANGE IN TRACHEA OR BRONCHI
LUNGS, THORAX, OR RESPIRATION: OTHER CHANGES
Toxicology and Applied Pharmacology. Vol. 61, Pg. 185, 1981.
oral-rat LD50 1630 mg/kg
"Toxicometric Parameters of Industrial Toxic Chemicals Under Single Exposure," Izmerov, N.F., et al., Moscow, Centre of International Projects, GKNT, 1982Vol. -, Pg. 85, 1982.
|
| Dermal Toxicity: |
|
Not determined
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| Inhalation Toxicity: |
|
Not determined
|
Safety in Use Information:
| Category: | | flavor and fragrance agents |
| RIFM Fragrance Material Safety Assessment: Search |
| IFRA Code of Practice Notification of the 49th Amendment to the IFRA Code of Practice |
| |
| Maximised Survey-derived Daily Intakes (MSDI-EU): | 0.0012 (μg/capita/day) |
| Modified Theoretical Added Maximum Daily Intake (mTAMDI): | 3900 (μg/person/day) |
| Threshold of Concern: | 90 (μg/person/day) |
| Structure Class: | III |
| |
| 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): | 7.00000 | 35.00000 |
| Fats and oils, and fat emulsions (type water-in-oil) (02.0): | 5.00000 | 25.00000 |
| Edible ices, including sherbet and sorbet (03.0): | 10.00000 | 50.00000 |
| Processed fruit (04.1): | 7.00000 | 35.00000 |
| Processed vegetables (incl. mushrooms & fungi, roots & tubers, pulses and legumes), and nuts & seeds (04.2): | - | - |
| Confectionery (05.0): | 10.00000 | 50.00000 |
| Chewing gum (05.3): | - | - |
| Cereals and cereal products, incl. flours & starches from roots & tubers, pulses & legumes, excluding bakery (06.0): | 5.00000 | 25.00000 |
| Bakery wares (07.0): | 10.00000 | 50.00000 |
| Meat and meat products, including poultry and game (08.0): | 2.00000 | 10.00000 |
| Fish and fish products, including molluscs, crustaceans and echinoderms (MCE) (09.0): | 2.00000 | 10.00000 |
| Eggs and egg products (10.0): | - | - |
| Sweeteners, including honey (11.0): | - | - |
| Salts, spices, soups, sauces, salads, protein products, etc. (12.0): | 5.00000 | 25.00000 |
| Foodstuffs intended for particular nutritional uses (13.0): | 10.00000 | 50.00000 |
| Non-alcoholic ("soft") beverages, excl. dairy products (14.1): | 5.00000 | 25.00000 |
| Alcoholic beverages, incl. alcohol-free and low-alcoholic counterparts (14.2): | 10.00000 | 50.00000 |
| Ready-to-eat savouries (15.0): | 20.00000 | 100.00000 |
| Composite foods (e.g. casseroles, meat pies, mincemeat) - foods that could not be placed in categories 01.0 - 15.0 (16.0): | 5.00000 | 25.00000 |
Safety References:
European Food Safety Athority(EFSA):Flavor usage levels; Subacute, Subchronic, Chronic and Carcinogenicity Studies; Developmental / Reproductive Toxicity Studies; Genotoxicity Studies...
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European Food Safety Authority (EFSA) reference(s):
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Flavouring Group Evaluation 25, (FGE.25)[1] - Aliphatic and aromatic hydrocarbons from chemical group 31 - Scientific Opinion of the Panel on Food Additives, Flavourings, Processing Aids and Materials in Contact with Food
View page or View pdf
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Flavouring Group Evaluation 78 (FGE.78)[1] - Consideration of Aliphatic and alicyclic and aromatic hydrocarbons evaluated by JECFA (63rd meeting) structurally related to aliphatic and aromatic hydrocarbons evaluated by EFSA in FGE.25 - Scientific Opinion of the Panel on Food Additives,Flavourings, Processing Aids and Materials in Contact with Food (AFC)
View page or View pdf
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Scientific Opinion on Flavouring Group Evaluation 25Rev1: Aliphatic and aromatic hydrocarbons from chemical group 31
View page or View pdf
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Scientific Opinion on Flavouring Group Evaluation 78, Revision 1 (FGE.78Rev1): Consideration of aliphatic and alicyclic and aromatic hydrocarbons evaluated by JECFA (63rd meeting) structurally related to aliphatic and aromatic hydrocarbons evaluated by EFSA in FGE.25Rev2
View page or View pdf
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Scientific Opinion on Flavouring Group Evaluation 25, Revision 2 (FGE.25Rev2): Aliphatic and aromatic hydrocarbons from chemical group 31
View page or View pdf
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Scientific opinion on Flavouring Group Evaluation 25, Revision 3 (FGE.25Rev3): Aliphatic hydrocarbons from chemical group 31
View page or View pdf
|
| EPI System: View |
| EPA-Iris:IRIS |
| NIOSH International Chemical Safety Cards:search |
| AIDS Citations:Search |
| Cancer Citations:Search |
| Toxicology Citations:Search |
| Carcinogenic Potency Database:Search |
| EPA Substance Registry Services (TSCA):91-57-6 |
| EPA ACToR:Toxicology Data |
| EPA Substance Registry Services (SRS):Registry |
| Laboratory Chemical Safety Summary :7055 |
| National Institute of Allergy and Infectious Diseases:Data |
| WISER:UN 3077 |
| WGK Germany:2 |
| 2-methylnaphthalene |
| Chemidplus:0000091576 |
| EPA/NOAA CAMEO:hazardous materials |
| RTECS:91-57-6 |
References:
Other Information:
Potential Blenders and core components note
Potential Uses:
Occurrence (nature, food, other): note
Synonyms:
| beta- | methyl naphthalene | | 2- | methyl-naphthalene | | 2- | methylnaphthalene | | 2- | methylnapthalene | | | naphthalene, 2-methyl- |
Articles:
| US Patents:3,931,166 - Certain 2,5-dimethyl-3-thiopyrazines |
| PubMed:Potential mechanism of action of meso-dihydroguaiaretic acid on Mycobacterium tuberculosis H37Rv. |
| US Patents:Flavoring agent |
| PubMed:Celeribacter indicus sp. nov., a polycyclic aromatic hydrocarbon-degrading bacterium from deep-sea sediment and reclassification of Huaishuia halophila as Celeribacter halophilus comb. nov. |
| PubMed:Polar metabolites of polycyclic aromatic compounds from fungi are potential soil and groundwater contaminants. |
| PubMed:Effects of drying and comminution type on the quantification of Polycyclic Aromatic Hydrocarbons (PAH) in a homogenised gasworks soil and the implications for human health risk assessment. |
| PubMed:Volatile hydrocarbons inhibit methanogenic crude oil degradation. |
| PubMed:An experimental and theoretical study on the formation of 2-methylnaphthalene (C11H10/C11H3D7) in the reactions of the para-tolyl (C7H7) and para-tolyl-d7 (C7D7) with vinylacetylene (C4H4). |
| PubMed:Cytotoxic quinones from the roots of Aloe dawei. |
| PubMed:In vitro Activation of heme oxygenase-2 by menadione and its analogs. |
| PubMed:Characterization of four potential laser-induced fluorescence tracers for diesel engine applications. |
| PubMed:Occurrence, behavior and removal of typical substituted and parent polycyclic aromatic hydrocarbons in a biological wastewater treatment plant. |
| PubMed:Visible photodissociation spectra of the 1- and 2-methylnaphthalene cations: laser spectroscopy and theoretical simulations. |
| PubMed:Use of semipermeable membrane devices (SPMDs) to characterize dissolved hydrocarbon fractions of both dispersed and undispersed oil. |
| PubMed:Genomic phenotyping by barcode sequencing broadly distinguishes between alkylating agents, oxidizing agents, and non-genotoxic agents, and reveals a role for aromatic amino acids in cellular recovery after quinone exposure. |
| PubMed:Polycyclic aromatic hydrocarbons in US and Swedish smokeless tobacco products. |
| PubMed:Charcoal burning as a source of polyaromatic hydrocarbons in waterpipe smoking. |
| PubMed:Simultaneous determination of typical substituted and parent polycyclic aromatic hydrocarbons in water and solid matrix by gas chromatography-mass spectrometry. |
| PubMed:Diversity of benzylsuccinate synthase-like (bssA) genes in hydrocarbon-polluted marine sediments suggests substrate-dependent clustering. |
| PubMed:Investigating polycyclic aromatic hydrocarbons profiles in higher plants using statistical models. |
| PubMed:Sedimentary transport and fate of polycyclic aromatic hydrocarbons (PAH) from managed burning of moorland vegetation on a blanket peat, South Yorkshire, UK. |
| PubMed:ATP-dependent/-independent enzymatic ring reductions involved in the anaerobic catabolism of naphthalene. |
| PubMed:FT-IR, FT-Raman and UV spectral investigation: computed frequency estimation analysis and electronic structure calculations on 1-bromo-2-methylnaphthalene. |
| PubMed:Measuring aqueous solubility in the presence of small cosolvent volume fractions by passive dosing. |
| PubMed:Prediction of rate constants for the gas phase reactions of triphenylene with OH and NO3 radicals using a relative rate method in CCl4 liquid phase-system. |
| PubMed:Analysis of tolfenpyrad and its metabolites in plasma in a tolfenpyrad poisoning case. |
| PubMed:Determination of the volatile composition in brown millet, milled millet and millet bran by gas chromatography/mass spectrometry. |
| PubMed:Methanogenic biodegradation of two-ringed polycyclic aromatic hydrocarbons. |
| PubMed:Loss of volatile hydrocarbons from an LNAPL oil source. |
| PubMed:Molecular structure, polarizability, hyperpolarizability analysis and spectroscopic characterization of 1-(chloromethyl)-2-methylnaphthalene with experimental (FT-IR and FT-Raman) techniques and quantum chemical calculations. |
| PubMed:4-Week inhalation toxicity of 2-methylnaphthalene in experimental animals. |
| PubMed:Arctic versus temperate comparison of risk assessment metrics for 2-methyl-naphthalene. |
| PubMed:Liquid phase separation of polyaromatics on [Cu2(BDC)2(dabco)]. |
| PubMed:Multidrug resistance in hydrocarbon-tolerant Gram-positive and Gram-negative bacteria. |
| PubMed:Dual biomarkers of anaerobic hydrocarbon degradation in historically contaminated groundwater. |
| PubMed:Production of novel antioxidative prenyl naphthalen-ols by combinational bioconversion with dioxygenase PhnA1A2A3A4 and prenyltransferase NphB or SCO7190. |
| PubMed:Reactive oxygen species induced by bile acid induce apoptosis and protect against necrosis in pancreatic acinar cells. |
| PubMed:The toxicokinetics of 2-methylnaphtalene in rats. |
| PubMed:Metabolites from inhalation of aerosolized S-8 synthetic jet fuel in rats. |
| PubMed:Identification of new enzymes potentially involved in anaerobic naphthalene degradation by the sulfate-reducing enrichment culture N47. |
| PubMed:Genomic insights into the metabolic potential of the polycyclic aromatic hydrocarbon degrading sulfate-reducing Deltaproteobacterium N47. |
| PubMed:Genome sequence of the deltaproteobacterial strain NaphS2 and analysis of differential gene expression during anaerobic growth on naphthalene. |
| PubMed:Secondary organic aerosol from photooxidation of polycyclic aromatic hydrocarbons. |
| PubMed:Immunomodulatory effects of dietary exposure to selected polycyclic aromatic hydrocarbons in the bluegill (Lepomis macrochirus). |
| PubMed:The biotechnological potential of the extreme halophilic archaea Haloterrigena sp. H13 in xenobiotic metabolism using a comparative genomics approach. |
| PubMed:Multiple responses of gram-positive and gram-negative bacteria to mixture of hydrocarbons. |
| PubMed:Distribution, levels, and risk assessment of polycyclic aromatic hydrocarbons (PAHs) in some water bodies along the coastal belt of Ghana. |
| PubMed:Contrasting intermolecular and intramolecular exciplex formation of a 1,4-dicyano-2-methylnaphthalene-N,N-dimethyl-p-toluidine dyad. |
| PubMed:Oxidation kinetics of polycyclic aromatic hydrocarbons by permanganate. |
| PubMed:Characteristics of polycyclic aromatic hydrocarbons in indoor and outdoor atmosphere in the North central part of India. |
| PubMed:Combined genomic and proteomic approaches identify gene clusters involved in anaerobic 2-methylnaphthalene degradation in the sulfate-reducing enrichment culture N47. |
| PubMed:Conversion of polycyclic aromatic hydrocarbons, methyl naphthalenes and dibenzofuran by two fungal peroxygenases. |
| PubMed:Enhanced biodegradation of hydrocarbons in soil by microbial biosurfactant, sophorolipid. |
| PubMed:Field metabolomics and laboratory assessments of anaerobic intrinsic bioremediation of hydrocarbons at a petroleum-contaminated site. |
| PubMed:Mobilization and biodegradation of 2-methylnaphthalene by amphiphilic polyurethane nano-particle. |
| PubMed:Application of microscale-preparative multidimensional gas chromatography with nuclear magnetic resonance spectroscopy for identification of pure methylnaphthalenes from crude oils. |
| PubMed:Anti-oxygen-quenching room temperature phosphorescence stabilized by deoxycholate aggregate. |
| PubMed:Anaerobic degradation of naphthalene and 2-methylnaphthalene by strains of marine sulfate-reducing bacteria. |
| PubMed:Energy transfer of highly vibrationally excited 2-methylnaphthalene: Methylation effects. |
| PubMed:VOCs and PAHs emissions from creosote-treated wood in a field storage area. |
| PubMed:A pyrene-degrading consortium from deep-sea sediment of the West Pacific and its key member Cycloclasticus sp. P1. |
| PubMed:Mathematical description of the uptake of hydrocarbons in jet fuel into the stratum corneum of human volunteers. |
| PubMed:Photodegradation of crude oil: liquid injection and headspace solid-phase microextraction for crude oil analysis by gas chromatography with mass spectrometer detector. |
| PubMed:1H chemical shifts in NMR. Part 27: proton chemical shifts in sulfoxides and sulfones and the magnetic anisotropy, electric field and steric effects of the SO bond. |
| PubMed:Arylbiphenylene atropisomers: structure, conformation, stereodynamics, and absolute configuration. |
| PubMed:Dicarbonyl products of the OH radical-initiated reactions of naphthalene and the Cl- and C2-alkylnaphthalenes. |
| PubMed:Naphthylimido-substituted hexamolybdate: preparation, crystal structures, solvent effects, and optical properties of three polymorphs. |
| PubMed:Equilibrium in-fiber standardization method for determination of sample volume by solid phase microextraction. |
| PubMed:Characterization of aroma-active compounds in rainbow trout (Oncorhynchus mykiss) eliciting an off-odor. |
| PubMed:Menadione-induced reactive oxygen species generation via redox cycling promotes apoptosis of murine pancreatic acinar cells. |
| PubMed:Determination of airborne polycyclic aromatic hydrocarbons at an airport by gas chromatography-mass spectrometry and evaluation of occupational exposure. |
| PubMed:Exposure evaluation to airborne polycyclic aromatic hydrocarbons in an italian airport. |
| PubMed:Effects of electrokinetics and cationic surfactant cetyltrimethylammonium bromide [CTAB] on the hydrocarbon removal and retention from contaminated soils. |
| PubMed:Anaerobic cometabolic transformation of polycyclic and heterocyclic aromatic hydrocarbons: evidence from laboratory and field studies. |
| PubMed:Multisubstrate biodegradation kinetics for binary and complex mixtures of polycyclic aromatic hydrocarbons. |
| PubMed:Low-temperature vapor-liquid equilibria from parallelized molecular dynamics simulations. Application to 1- and 2-methylnaphthalene. |
| PubMed:Contamination levels and preliminary assessment of the technical feasibility of employing natural attenuation in 5 priority areas of Presidente Bernardes Refinery in Cubatão, São Paulo, Brazil. |
| PubMed:Comparison of odor-active volatile compounds of fresh and smoked salmon. |
| PubMed:Liquid-phase adsorption of multi-ring thiophenic sulfur compounds on carbon materials with different surface properties. |
| PubMed:Methylation is the initial reaction in anaerobic naphthalene degradation by a sulfate-reducing enrichment culture. |
| PubMed:Reactions of chlorine atoms with a series of aromatic hydrocarbons. |
| PubMed:Thermal growth and decomposition of methylnaphthalenes. |
| PubMed:Selective sensing of Cu(II) at ng ml(-1) level based on phosphorescence quenching of 1-bromo-2-methylnaphthalene sandwiched in sodium deoxycholate dimer. |
| PubMed:Enzymatic reactions in anaerobic 2-methylnaphthalene degradation by the sulphate-reducing enrichment culture N 47. |
| PubMed:Bioconcentration, biotransformation, and elimination of polycyclic aromatic hydrocarbons in sheepshead minnows (Cyprinodon variegatus) exposed to contaminated seawater. |
| PubMed:Forward (singlet-singlet) and backward (triplet-triplet) energy transfer in a dendrimer with peripheral naphthalene units and a benzophenone core. |
| PubMed:Anaerobic degradation of polycyclic aromatic hydrocarbons. |
| PubMed:Contaminants in molting long-tailed ducks and nesting common eiders in the Beaufort Sea. |
| PubMed:Combined application of stable carbon isotope analysis and specific metabolites determination for assessing in situ degradation of aromatic hydrocarbons in a tar oil-contaminated aquifer. |
| PubMed:Hydrogen and carbon isotope fractionation during anaerobic biodegradation of aromatic hydrocarbons--a field study. |
| PubMed:Anaerobic oxidation of crude oil hydrocarbons by the resident microorganisms of a contaminated anoxic aquifer. |
| PubMed:Percutaneous absorption, biophysical, and macroscopic barrier properties of porcine skin exposed to major components of JP-8 jet fuel. |
| PubMed:Estimation of selected physicochemical properties for methylated naphthalene compounds. |
| PubMed:In situ biodegradation determined by carbon isotope fractionation of aromatic hydrocarbons in an anaerobic landfill leachate plume (Vejen, Denmark). |
| PubMed:Metabolism of benzyl alcohol via catechol ortho-pathway in methylnaphthalene-degrading Pseudomonas putida CSV86. |
| PubMed:Rate constants for the gas-phase reactions of a series of alkylnaphthalenes with the nitrate radical. |
| PubMed:Degradation of polycyclic aromatic hydrocarbons at low temperature under aerobic and nitrate-reducing conditions in enrichment cultures from northern soils. |
| PubMed:Screening method for polycyclic aromatic hydrocarbons in soil using hollow fiber membrane solvent microextraction. |
| PubMed:Anaerobic, sulfate-dependent degradation of polycyclic aromatic hydrocarbons in petroleum-contaminated harbor sediment. |
| PubMed:Bacteria belonging to the genus cycloclasticus play a primary role in the degradation of aromatic hydrocarbons released in a marine environment. |
| PubMed:Geochemical and physiological evidence for mixed aerobic and anaerobic field biodegradation of coal tar waste by subsurface microbial communities. |
| PubMed:Rate constants for the gas-phase reactions of a series of alkylnaphthalenes with the OH radical. |
| PubMed:Identical ring cleavage products during anaerobic degradation of naphthalene, 2-methylnaphthalene, and tetralin indicate a new metabolic pathway. |
| PubMed:Charge transfer complexes of methylnaphthalene derivatives with TCNE in CCl4. |
| PubMed:Degradation of 2-methylnaphthalene by Pseudomonas sp. strain NGK1. |
| PubMed:Anaerobic mineralization of stable-isotope-labeled 2-methylnaphthalene. |
| PubMed:Biodegradation of polycyclic aromatic hydrocarbons by Sphingomonas strains isolated from the terrestrial subsurface. |
| PubMed:Marinobacter strain NCE312 has a Pseudomonas-like naphthalene dioxygenase. |
| PubMed:Molecular characterization of sulfate-reducing bacteria in anaerobic hydrocarbon-degrading consortia and pure cultures using the dissimilatory sulfite reductase (dsrAB) genes. |
| PubMed:Vibrio cyclotrophicus sp. nov., a polycyclic aromatic hydrocarbon (PAH)-degrading marine bacterium. |
| PubMed:Metabolic capabilities of CYP2F2 with various pulmonary toxicants and its relative abundance in mouse lung subcompartments. |
| PubMed:Anaerobic degradation of 2-methylnaphthalene by a sulfate-reducing enrichment culture. |
| PubMed:Anaerobic naphthalene degradation by a sulfate-reducing enrichment culture. |
| PubMed:Statistical analysis of nonlinear parameter estimation for Monod biodegradation kinetics using bivariate data. |
| PubMed:Polycyclic aromatic hydrocarbons in fuel-oil contaminated soils, Antarctica. |
| PubMed:Toxic effects of acute inhalation exposure to 1-methylnaphthalene and 2-methylnaphthalene in experimental animals. |
| PubMed:Polycyclic aromatic hydrocarbon degradation by a new marine bacterium, Neptunomonas naphthovorans gen. nov., sp. nov. |
| PubMed:Cytotoxic Response Profiles of Cultured Renal Epithelial and Mesenchymal Cells toSelected Aromatic Hydrocarbons. |
| PubMed:Oxidation of Methyl-Substituted Naphthalenes: Pathways in a Versatile Sphingomonas paucimobilis Strain |
| PubMed:Cytotoxic response profiles of cultured rat hepatocytes to selected aromatic hydrocarbons. |
| PubMed:Bay or baylike regions of polycyclic aromatic hydrocarbons were potent inhibitors of Gap junctional intercellular communication. |
| PubMed:Chronic toxicity and carcinogenicity studies of 2-methylnaphthalene in B6C3F1 mice. |
| PubMed:Metalloporphyrin-Catalyzed Oxidation of 2-Methylnaphthalene to Vitamin K(3) and 6-Methyl-1,4-naphthoquinone by Potassium Monopersulfate in Aqueous Solution. |
| PubMed:Persistence of polycyclic aromatic hydrocarbon components of creosote under anaerobic enrichment conditions. |
| PubMed:Transposon and spontaneous deletion mutants of plasmid-borne genes encoding polycyclic aromatic hydrocarbon degradation by a strain of Pseudomonas fluorescens. |
| PubMed:Immunotoxicity of a reconstituted polynuclear aromatic hydrocarbon mixture in B6C3F1 mice. |
| PubMed:Induction of Cyp1a-1 and Cyp1a-2 gene expression by a reconstituted mixture of polynuclear aromatic hydrocarbons in B6C3F1 mice. |
| PubMed:Emulsifying property of a viscous exopolysaccharide fromSphingomonas paucimobilis. |
| PubMed:Competitive metabolism of naphthalene, methylnaphthalenes, and fluorene by phenanthrene-degrading pseudomonads. |
| PubMed:Assessment of cell-specific cytotoxic responses of the kidney to selected aromatic hydrocarbons. |
| PubMed:Evidence for the involvement of multiple pathways in the biodegradation of 1- and 2-methylnaphthalene by Pseudomonas putida CSV86. |
| PubMed:Microbial oxidation of dimethylnaphthalene isomers. |
| PubMed:Cytotoxicity of polycyclic aromatic hydrocarbon o-quinones in rat and human hepatoma cells. |
| PubMed:Ultrastructural analysis of pulmonary alveolar proteinosis induced by methylnaphthalene in mice. |
| PubMed:Alkylnaphthalene. XI. Pulmonary toxicity of naphthalene, 2-methylnaphthalene, and isopropylnaphthalenes in mice. |
| PubMed:Production of extracellular emulsifying agent by Pseudomonas aeruginosa UG1. |
| PubMed:Polycyclic aromatic hydrocarbon degradation by a Mycobacterium sp. in microcosms containing sediment and water from a pristine ecosystem. |
| PubMed:[Mutants of the plasmid for biodegradation of naphthalene, determining catechol oxidation via the meta-pathway]. |
| PubMed:Relationship of naphthalene and 2-methylnaphthalene metabolism to pulmonary bronchiolar epithelial cell necrosis. |
| PubMed:Analysis of the cytogenetic effect in human lymphocytes induced by metabolically activated 1- and 2-methylnaphthalene. |
| PubMed:[Photometric method for determining methylnaphthalenes in the air]. |
| PubMed:Identification and quantification of phencyclidine pyrolysis products formed during smoking. |
| PubMed:Comparison of the arachidonic acid and NADPH-dependent microsomal metabolism of naphthalene and 2-methylnaphthalene and the effect of indomethacin on the bronchiolar necrosis. |
| PubMed:Comparative cytotoxicity of naphthalene and its monomethyl- and mononitro-derivatives in the mouse lung. |
| PubMed:Metabolism of 2-methylnaphthalene by rat and rainbow trout hepatic microsomes and purified cytochromes P-450. |
| PubMed:Microbial removal of wastewater organic compounds as a function of input concentration in soil columns. |
| PubMed:Transformation of 1- and 2-methylnaphthalene by Cunninghamella elegans. |
| PubMed:Metabolism of [14C]2-methylnaphthalene by rainbow trout (Salmo gairdneri) in vivo. |
| PubMed:Further structural analysis of rat liver microsomal metabolites of 2-methylnaphthalene. |
| PubMed:Pulmonary toxicity of 2-methylnaphthalene: lack of a relationship between toxicity, dihydrodiol formation and irreversible binding to cellular macromolecules in DBA/2J mice. |
| PubMed:In vivo and in vitro metabolism of 2-methylnaphthalene in the guinea pig. |
| PubMed:[Aromatic hydrocarbons as enzyme inducers of cleavage of the aromatic ring in Candida guilliermondii]. |
| PubMed:[Gas-chromatographic determination of naphthalene, methylnaphthalene and chloranphthalene in the air]. |
| PubMed:Effects of inducers and inhibitors of cytochrome P-450-linked monooxygenases on the toxicity, in vitro metabolism and in vivo irreversible binding of 2-methylnaphthalene in mice. |
| PubMed:Metabolism of 2-methylnaphthalene in the rat in vivo. I. Identification of 2-naphthoylglycine. |
| PubMed:Effects of ortho-methyl substituents on the mutagenicity of aminobiphenyls and aminonaphthalenes. |
| PubMed:Pulmonary toxicity, hepatic, and extrahepatic metabolism of 2-methylnaphthalene in mice. |
| PubMed:Degradation of aromatic compounds in ground-water, and methods of sample preservation. |
| PubMed:Area repellents for mosquitoes (Diptera: culicidae): identification of the active ingredients in a petroleum oil fraction. |
| PubMed:Microbial degradation of aromatics and saturates in Prudhoe Bay crude oil as determined by glass capillary gas chromatography. |
| PubMed:Metabolism of 2-methylnaphthalene to isomeric dihydrodiols by hepatic microsomes of rat and rainbow trout. |
| PubMed:Paradoxical effects of cobaltous chloride treatment on 2-methylnaphthalene disposition and hepatic cytochrome P-450 content in carp. |
| PubMed:Emulsifier of Arthrobacter RAG-1: specificity of hydrocarbon substrate. |
| PubMed:Effect of polycyclic aromatic hydrocarbons on hepatic microsomal enzymes and disposition of methylnaphthalene in rainbow trout in vivo. |
| PubMed:Distribution and elimination of naphthalene and 2-methylnaphthalene in rainbow trout during short- and long-term exposures. |
| PubMed:[Synthesis of 1-hydroxy-4-(quinuclidine-2-carboxy)-2-methylnaphthalene]. |
| PubMed:An improved route for the synthesis of 1-amino-2-methylnaphthalene. |
| PubMed:Synthesis and pharmacology of 2,9alpha-dimethyl-2'-hydroxy-6,7-benzomorphan. |
| PubMed:Metabolism of naphthalene, 2-methylnaphthalene, salicylate, and benzoate by Pseudomonas PG: regulation of tangential pathways. |
| PubMed:[Experimental study on the immunosuppressive effect of 4-amino-N,N-bis-(chlorethyl)-1-methoxy-2-methylnaphthalene]. |
| PubMed:Biochemical studies of toxic agents. The metabolic formation of 1- and 2-menaphthylmercapturic acid. |
| PubMed:Chemistry of oxidation of polycyclic aromatic hydrocarbons by soil pseudomonads. |
| PubMed:Preparation of water-soluble derivatives of 2-methylnaphthalene. |
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3D/inchi