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1,4-dimethyl naphthalene

Chemical Structure

General Material Information

Preferred name 1,4-dimethyl naphthalene
Trivial Name 1,4-Dimethylnaphthalene
Short Description naphthalene, 1,4-dimethyl-
Formula C12 H12
CAS Number 571-58-4
ECHA Number 209-335-9
FDA UNII BQH3S1I0SO
Nikkaji Number J116.786C
Beilstein Number 2039842
MDL MFCD00004037
Bio Activity Summary External link
NMR Predictor External link
Synonyms
  • 1,4-dimethyl-naphthalene
  • 1,4-dimethylnaphthalene
  • 1,4-DMN
  • naphthalene, 1,4-dimethyl-
  • 1,4-Dimethylnaphthalene
  • NSC 61779

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Literature & References

1,4-dimethylnaphthalene
NIST Chemistry WebBook:Search Inchi
Pubchem (cid):11304
Pubchem (sid):134976162
Publications by US Patents
3,931,166 - Certain 2,5-dimethyl-3-thiopyrazines
3,961,095 - Flavoring agent
Publications by PubMed
The Paleobiosphere: a novel device for the in vivo testing of hydrocarbon producing-utilizing microorganisms.
Triplet excited state behavior of naphthalene-based pseudopeptides in the presence of energy donors.
Functionalized derivatives of 1,4-dimethylnaphthalene as precursors for biomedical applications: synthesis, structures, spectroscopy and photochemical activation in the presence of dioxygen.
The sprout inhibitor 1,4-dimethylnaphthalene induces the expression of the cell cycle inhibitors KRP1 and KRP2 in potatoes.
Ralstonia sp. U2 naphthalene dioxygenase and Comamonas sp. JS765 nitrobenzene dioxygenase show differences in activity towards methylated naphthalenes.
Liquid phase separation of polyaromatics on [Cu2(BDC)2(dabco)].
Electron donor-acceptor interaction of 3,4-dimethylaniline with 2,3-dicyano-1,4-naphthoquinone.
Dexmedetomidine induces both relaxations and contractions, via different {alpha}2-adrenoceptor subtypes, in the isolated mesenteric artery and aorta of the rat.
Analogues of (3R)-7-hydroxy-N-[(1S)-1-{[(3R,4R)-4-(3-hydroxyphenyl)-3,4-dimethyl-1-piperidinyl]methyl}-2-methylpropyl)-1,2,3,4-tetrahydro-3-isoquinolinecarboxamide (JDTic). Synthesis and in vitro and in vivo opioid receptor antagonist activity.
Steric effects on the control of endo/exo-selectivity in the asymmetric cycloaddition reaction of 3,4-dimethyl-1-phenylarsole.
The sprout inhibitors chlorpropham and 1,4-dimethylnaphthalene elicit different transcriptional profiles and do not suppress growth through a prolongation of the dormant state.
(1R*,2R*)-1-(4-Chloro-phen-yl)-4-dimethyl-amino-1-(3-meth-oxy-2-naphth-yl)-2-(1-naphth-yl)butan-2-ol.
(1R*,2R*)-1-(7-Bromo-3-methoxy-naphthalen-2-yl)-4-(dimethyl-amino)-2-(naphthalen-1-yl)-1-phenyl-butan-2-ol.
Yields of glyoxal and ring-cleavage co-products from the OH radical-initiated reactions of naphthalene and selected alkylnaphthalenes.
Metal-organic frameworks as high-potential adsorbents for liquid-phase separations of olefins, alkylnaphthalenes and dichlorobenzenes.
Generation of cholesterol carboxyaldehyde by the reaction of singlet molecular oxygen [O2 (1Delta(g))] as well as ozone with cholesterol.
Soft-hydrothermal processing of red cedar bedding reduces its induction of cytochrome P450 in mouse liver.
The pH effect on the naphthoquinone-photosensitized oxidation of 5-methylcytosine.
Multidimensional gas chromatography with capillary flow technology and LTM-GC.
Selective oxidation and reduction of trinuclear titanium(II) hexaazatrinaphthylene complexes-synthesis, structure, and electrochemical investigations.
On the effect of 1,4-diazabicyclo[2.2.2]octane on the singlet-oxygen dimol emission: chemical generation of 1O2)2 in peroxide reactions.
A widely used retinoic acid receptor antagonist induces peroxisome proliferator-activated receptor-gamma activity.
Disorder-to-order transition of 1,4-dimethylnaphthalene: Formation of molecular complex with water and p-xylene on Al2O3 (0001).
Volatile biomarkers of pulmonary tuberculosis in the breath.
Oximetry of oxygen supersaturated solutions using nitroxides as EPR probe.
Effects of 9,10-dihydroxy-4,4-dimethyl-5,8-dihydro-1(4H)-anthracenone derivatives on tumor cell respiration.
Enantioselective addition of vinylzinc reagents to aldehydes catalyzed by modular ligands derived from amino acids.
Synthesis and antidepressant activity of some 1,3,5-triphenyl-2-pyrazolines and 3-(2''-hydroxy naphthalen-1''-yl)-1,5-diphenyl-2-pyrazolines.
A redox active and electrochemiluminescent threading bis-intercalator and its applications in DNA assays.
Application of cyclodextrin-mediated capillary electrophoresis to determine the apparent binding constants and thermodynamic parameters of the alkylnaphthalene derivatives.
Characterization of Sphingomonas aldehyde dehydrogenase catalyzing the conversion of various aromatic aldehydes to their carboxylic acids.
Estimates of internal energies of vaporisation of some room temperature ionic liquids.
Identification of a new scaffold for opioid receptor antagonism based on the 2-amino-1,1-dimethyl-7-hydroxytetralin pharmacophore.
Synthesis, antiprotozoal and cytotoxic activities of new N-(3,4-dimethyl-5-isoxazolyl)-1,2-naphthoquinone-4-amino derivatives.
A retinoid-related molecule that does not bind to classical retinoid receptors potently induces apoptosis in human prostate cancer cells through rapid caspase activation.
Synthesis of conformationally stable 1,8-diarylnaphthalenes: development of new photoluminescent sensors for ion-selective recognition.
Chemical composition of the essential oils of two Chinese endemic Meconopsis species.
Singlet molecular oxygen generated from lipid hydroperoxides by the russell mechanism: studies using 18(O)-labeled linoleic acid hydroperoxide and monomol light emission measurements.
Direct evidence of singlet molecular oxygen [O2(1Deltag)] production in the reaction of linoleic acid hydroperoxide with peroxynitrite.
Effects of hydroxypropyl-beta-cyclodextrin on the chemical stability of a naphthoquinone in aqueous solutions.
Sensitized photoxygenation of piroxicam in neat solvents and solvent mixtures.
Differential effects of U46619 on renal regional hemodynamics in the rat: involvement of endothelin.
Disposition and metabolism of 1,4-dimethylnaphthalene in rat.
Effect of experimental diabetes on the fatty acid composition, molecular species of phosphatidyl-choline and physical properties of hepatic microsomal membranes.
Effect of hydroxypropyl-beta-cyclodextrin on the solubility of an antibacterial isoxazolyl-naphthoquinone.
Cytochrome P450 omega/omega-1 hydroxylase-derived eicosanoids contribute to endothelin(A) and endothelin(B) receptor-mediated vasoconstriction to endothelin-1 in the rat preglomerular arteriole.
Mechanism of antibacterial and degradation behavior of a chlorinated isoxazolylnaphthoquinone.
Antimutagenic effects and possible mechanisms of action of vitamins and related compounds against genotoxic heterocyclic amines from cooked food.
An aqueous concentration model for riverine spills.
Effects of endothelin-1 on capsaicin-induced nociception in mice.
Inactivation of enveloped viruses by singlet oxygen thermally generated from a polymeric naphthalene derivative.
Oxidative stress in Staphylococcus aureus associated to the cleavage of an isoxazolylnaphthoquinoneimine with antibacterial capacity.
An "in vitro" system simulates in membranes the antibacterial mechanism postulated for the action of isoxazolylnaphtoquinoneimine in Staphylococcus aureus.
Activation of 5-HT1A receptors potentiates the clonidine inhibitory effect in the locus coeruleus.
Singlet Oxygen and the Production of Sulfur Oxygenates of Nickel(II) and Palladium(II) Thiolates.
New non-peptide endothelin-A receptor antagonists: synthesis, biological properties, and structure-activity relationships of 5-(dimethylamino)-N-pyridyl-,-N-pyrimidinyl-,-N-pyridazinyl-, and -N-pyrazinyl-1-naphthalenesulfonamides.
Antibacterial effect of 2-hydroxy-N-(3,4-dimethyl-5-isoxazolyl)-1, 4-naphthoquinone-4-imine on Staphylococcus aureus.
Formation of singlet oxygen in the thermal decomposition of 3-hydroxymethyl-3,4,4-trimethyl-1,2-dioxetane, a chemical source of triplet-excited ketones.
A role for endothelin ETA receptors in regulation of renal function in spontaneously hypertensive rats.
Glucocorticoid receptor-mediated inhibition by corticosterone of 5-HT1A autoreceptor functioning in the rat dorsal raphe nucleus.
Mutagenic activity of isoxazolylnaphthoquinoneimines assayed by micronucleus bone marrow test.
Diurnal rhythm of beta-carotene in photosynthetic alga Gonyaulax polyedra.
Discovery and structure-activity relationships of sulfonamide ETA-selective antagonists.
Antibiotic activity of isoxazolylnaphthoquinone imines on mice infected with Staphylococcus aureus.
BMS-182874 is a selective, nonpeptide endothelin ETA receptor antagonist.
Stability determination of 3-bromo-2-hydroxy-N-(3,4-dimethyl-5-isoxazolyl)- 1,4-naphthoquinon-4-imine in ethanol by first-derivative spectrophotometry.
Isoxazoles. 8. Preformulation studies of an isoxazolylnaphthoquinone derivative.
Synthesis and some physiochemical properties of 2-hydroxy-N-(3,4-dimethyl-5-isoxazolyl)-1,4-naphthoquinone 4-imine derivatives.
The discovery of sulfonamide endothelin antagonists and the development of the orally active ETA antagonist 5-(dimethylamino)-N-(3,4-dimethyl-5-isoxazolyl)-1-naphthalenesulf onamide.
Energy-transfer measurements of the Cys35-Cys84 distance in bovine cardiac troponin C.
Effect of Plumbagin on some glucose metabolising enzymes studied in rats in experimental hepatoma.
[In vitro antibacterial activity of isoxazolyl++ naphthoquinones. I].
The in vitro and in vivo cytotoxicity of menadione (vitamin K3) against rat transplantable hepatoma induced by 3'-methyl-4-dimethyl-aminoazobenzene.
Isoxazolylnaphthoquinone effects on the growth of Trypanosoma cruzi.
Isoxazoles. VI: Aspects of the chemical stability of a new naphthoquinone-amine in acidic aqueous solution.
Substrate interactions during aerobic biodegradation of benzene.
[Effect of naphthoquinone-imines on the production of hydrogen peroxide by Crithidia fasciculata and Leptomonas seymouri].
Palladium(0)-assisted synthesis of C-glycopyranosyl compounds.
Structure-activity relationships among DNA gyrase inhibitors. Synthesis and biological evaluation of 1,2-dihydro-4, 4-dimethyl-1-oxo-2-naphthalenecarboxylic acids as 1-carba bioisosteres of oxolinic acid.
High-dose chemotherapy and autologous bone marrow transplantation for the treatment of small cell lung carcinoma.
Different protein-lipid interaction in human red blood cell membrane of Rh positive and Rh negative blood compared with Rhnull.
Inhibition of DMBA carcinogenesis of hamster buccal pouch by phenanthrene and dimethylnaphthalene.
Treatment of malignant gliomas and brain metastases in adults using a combination of adriamycine, VM 26, and CCNU. Results of a type II trial.
Treatment of malignant gliomas and brain metastases in adults with a combination of adriamycin, VM 26, and CCNU. Results of a phase II trail.
[Trial treatment of glioblastomas in adults and cerebral metastais by adriamycin, VM 26 and CCNU combination. Result of a type II trial].
The cardioactive and related properties of N-methyl-N-( -phenylethyl)-1,2,3,4-tetrahydro-6-methoxy-4,4-dimethyl-2-naphthylamine hydrochloride (2-AT-1).
Microbial hydrocarbon co-oxidation. I. Oxidation of mono- and dicyclic hydrocarbons by soil isolates of the genus Nocardia.

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
CHEBI:View
CHEMBL:View
HMDB (The Human Metabolome Database):Search
Export Tariff Code:2902.90.9000
Typical G.C.
VCF-Online:VCF Volatile Compounds in Food
ChemSpider:View

PhysChem Properties

Material listed in food chemical codex No
Molecular weight 156.22764587402
Specific gravity @ 25 °C
Pounds per Gallon
Boiling Point 267 to 268°C @ 760 mm Hg
Vapor Pressure 0.013 mmHg @ 25 °C
Flash Point TCC Value 110 °C TCC
logP (o/w) 4.37
Solubility
alcohol Yes
water, 11.4 mg/L @ 25 °C (exp) Yes
water No

Organoleptic Properties

Flavor Type: Moldy
moldy, resinous
General comment Mouldy tarry

Occurrences

Safety Information

Safety information

Preferred SDS: View
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:
information only not used for fragrances or flavors
Recommendation for 1,4-dimethyl naphthalene usage levels up to:
not for fragrance use.
Recommendation for 1,4-dimethyl naphthalene flavor usage levels up to:
not for flavor use.

Safety references

European Food Safety Authority (EFSA) reference(s):

Conclusion on the peer review of the pesticide risk assessment of the active substance 1,4-dimethylnaphthalene
View page or View pdf

Reasoned opinion on the setting of a new MRL for 1,4-dimethylnaphthalene in potatoes
View page or View pdf

Outcome of the consultation with Member States, the applicant and EFSA on the pesticide risk assessment for 1,4-dimethylnaphthalene in light of confirmatory data
View page or View pdf

Review of the existing maximum residue levels for 1,4-dimethylnaphthalene according to Article 12 of Regulation (EC) No 396/2005
View page or View pdf

EPI System: View
AIDS Citations:Search
Cancer Citations:Search
Toxicology Citations:Search
EPA ACToR:Toxicology Data
EPA Substance Registry Services (SRS):Registry
Laboratory Chemical Safety Summary :11304
National Institute of Allergy and Infectious Diseases:Data
WGK Germany:3
1,4-dimethylnaphthalene
Chemidplus:0000571584