126535
2,6-Dimethylnaphthalene
99%
Synonym(s):
2,6-Dimethylnaphthalene
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About This Item
Linear Formula:
C10H6(CH3)2
CAS Number:
Molecular Weight:
156.22
Beilstein:
1903544
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Assay
99%
bp
262 °C (lit.)
mp
106-110 °C (lit.)
SMILES string
Cc1ccc2cc(C)ccc2c1
InChI
1S/C12H12/c1-9-3-5-12-8-10(2)4-6-11(12)7-9/h3-8H,1-2H3
InChI key
YGYNBBAUIYTWBF-UHFFFAOYSA-N
Gene Information
human ... CYP1A2(1544)
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General description
2,6-dimethylnaphthalene is a polycyclic aromatic hydrocarbon available in the water bodies and can be determined by gas chromatography with flame-ionization.
Application
2,6-Dimethylnaphthalene hs been used as a substrate in intramolecular isotope effect experiments to compare substrate dynamics in CYP2E1 and CYP2A6.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Aquatic Acute 1 - Aquatic Chronic 1
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Personal Protective Equipment
dust mask type N95 (US), Eyeshields, Gloves
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Z A Shamsuddin et al.
Drug metabolism and disposition: the biological fate of chemicals, 14(6), 724-732 (1986-11-01)
Metabolism of the environmental contaminant 2,6-dimethylnaphthalene (2,6-DMN) by rat liver microsomes and an NADPH-regenerating system led to the formation of three ring oxidation metabolites--2,6-dimethyl-3-naphthol, 2,6-dimethyl-3,4-naphthoquinone, and 3,4-dihydro-3,4-dihydroxy-2,6-dimethylnaphthalene--and one side chain oxidation metabolite--2-hydroxymethyl-6-methylnaphthalene. In addition, one metabolite remained unidentified. Pretreatment of
Aryl sulfate formation in sea urchins (Strongylocentrotus droebachiensis) ingesting marine algae (Fucus distichus) containing 2,6-dimethylnaphthalene.
D C Malins et al.
Environmental research, 27(2), 290-297 (1982-04-01)
Dietary accumulation of dimethylnaphthalene by the grass shrimp Palaemonetes pugio under stable and fluctuating temperatures.
T M Dillon
Bulletin of environmental contamination and toxicology, 28(2), 149-153 (1982-02-01)
N Miyachi et al.
Applied and environmental microbiology, 59(5), 1504-1506 (1993-05-01)
Three bacterial strains, identified as Alcaligenes sp. strain D-59 and Pseudomonas sp. strains D-87 and D-186, capable of growing on 2,6-dimethylnaphthalene (2,6-DMN) as the sole source of carbon and energy were isolated from soil samples. 2,6-Naphthalene dicarboxylic acid was formed
A Rahman et al.
Canadian journal of physiology and pharmacology, 64(9), 1214-1218 (1986-09-01)
The mechanisms governing absorption of polynuclear aromatic hydrocarbons (PAHs) are important since these carcinogenic compounds occur as solutes in dietary lipids. These highly lipophilic compounds are well absorbed in the intestine. Bile salt micellar solubilization probably facilitates their transport across
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