U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C10H8
Molecular Weight 128.1709
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NAPHTHALENE

SMILES

c1ccc2ccccc2c1

InChI

InChIKey=UFWIBTONFRDIAS-UHFFFAOYSA-N
InChI=1S/C10H8/c1-2-6-10-8-4-3-7-9(10)5-1/h1-8H

HIDE SMILES / InChI

Molecular Formula C10H8
Molecular Weight 128.1709
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment:: http://www.cdc.gov/niosh/npg/npgd0439.html

Naphthalene is a crystalline aromatic hydrocarbon usually obtained by distillation of coal tar. Once used as a moth repellent, it is now important as a reactant in the production of phthalic anhydride, which in turn is used for making plasticizers, alkyd resins, and polyester resins. Other fumigant uses of naphthalene include use in soil as a fumigant pesticide, and in attic spaces to repel animals. In the past, naphthalene was administered orally to kill parasitic worms in livestock. In humans, exposure to large amounts of naphthalene may damage or destroy red blood cells. Humans, particularly children, have developed this condition after ingesting mothballs or deodorant blocks containing naphthalene. Some of the symptoms of naphthalene poisoning are fatigue, lack of appetite, restlessness, and pale skin. Exposure to large amounts of naphthalene may also cause nausea, vomiting, diarrhea, blood in the urine, and jaundice (yellow coloration of the skin).

Originator

Curator's Comment:: Naphthalene's chemical formula was determined by Michael Faraday in 1826. http://orchid-naphthalene.blogspot.ru/2008/09/naphthalene.html

Approval Year

TargetsConditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
EQUIOPATHICS WRM CLEAR

Approved Use

Indicated for the treatment of worm infestations
Palliative
ALLERGIES

Approved Use

Uses for relief of allergy symptoms affecting the mucous membranes and skin
Palliative
NAPHTHALINUM

Approved Use

Naphtalinum helps in coryza and hay fever.
PubMed

PubMed

TitleDatePubMed
Hydrocarbon deposition and soil microflora as affected by highway traffic.
2001
Synthesis and pharmacology of site specific cocaine abuse treatment agents: a new synthetic methodology for methylphenidate analogs based on the Blaise reaction.
2001 Apr
A comparative study on the inhibition of human and bacterial kynureninase by novel bicyclic kynurenine analogues.
2001 Apr
A polyrotaxane series containing alpha-cyclodextrin and naphthalene-modified alpha-cyclodextrin as a light-harvesting antenna system.
2001 Apr 1
Development of new urea-functionalized silica stationary phases. Characterization and chromatographic performance.
2001 Apr 13
Complete prediction of the 1H NMR spectrum of organic molecules by DFT calculations of chemical shifts and spin-spin coupling constants.
2001 Apr 17
Solid-state structures of group 1 and group 2 metal 1,5-naphthalenedisulfonates: systematic investigation of lamellar three-dimensional networks constructed by metal arenedisulfonate.
2001 Aug
Efficient polycyclic aromatic hydrocarbons dihydroxylation in direct micellar systems.
2001 Aug 5
DDT, PAH and PCB in sediments from the intertidal zone of the Bohai Sea and the Yellow Sea.
2001 Feb
Uptake of polycyclic aromatic hydrocarbon compounds by the gills of the bivalve mollusk Elliptio complanata.
2001 Feb
Steric and electronic ligand perturbations in catalysis: asymmetric allylic substitution reactions using C2-symmetrical phosphorus-chiral (bi)ferrocenyl donors.
2001 Feb 9
Oxidative coupling of O-silyl and O-alkyl enethers: application of the novel annulation sequence to the synthesis of fluorinated naphthaldehydes and naphthyl ketones.
2001 Jan 26
[Bacteria--degraders of polycyclic aromatic hydrocarbons, isolated from soil and bottom sediments in salt-mining areas].
2001 Jan-Feb
Synthesis and in vitro antifungal activity of 1-amino-3,4-dialkylnaphthalene-2-carbonitriles and their analogues.
2001 Jul
No enhancement in bioconcentration of organic contaminants by low levels of DOM.
2001 Jul
Arylisothiocyanate-containing esters of caffeic acid designed as affinity ligands for HIV-1 integrase.
2001 Jul
Biodegradation of carbaryl by a Micrococcus species.
2001 Jul
Biodegradation of non-desorbable naphthalene in soils.
2001 Jul 1
Marinobacter strain NCE312 has a Pseudomonas-like naphthalene dioxygenase.
2001 Jul 10
Corannulene as a Lewis base: computational modeling of protonation and lithium cation binding.
2001 Jul 11
Highly potent growth hormone secretagogues: hybrids of NN703 and ipamorelin.
2001 Jul 23
Active site characteristics of CYP4B1 probed with aromatic ligands.
2001 Jul 24
Mutagenicity of electrophilic N-acyloxy-N-alkoxyamides.
2001 Jul 25
Determination of the electron affinities of alpha- and beta-naphthyl radicals using the kinetic method with full entropy analysis. The C-H bond dissociation energies of naphthalene.
2001 Jun
Synthesis of potential aldose reductase inhibitors based on minimal pharmacophore requirements.
2001 Jun
Clara cell secretory protein-expressing cells of the airway neuroepithelial body microenvironment include a label-retaining subset and are critical for epithelial renewal after progenitor cell depletion.
2001 Jun
Toxicity tests to assess pollutants removal during wastewater treatment and the quality of receiving waters in Argentina.
2001 Jun
Removal of naphthalene, phenanthrene, and pyrene by sorbents from hot gas.
2001 Jun 1
Inhaled naphthalene causes dose dependent Clara cell cytotoxicity in mice but not in rats.
2001 Jun 1
A P450 BM-3 mutant hydroxylates alkanes, cycloalkanes, arenes and heteroarenes.
2001 Jun 15
Enhancing reductive cleavage of aromatic carboxamides.
2001 Jun 28
2-Amino-6-arylsulfonylbenzonitriles as non-nucleoside reverse transcriptase inhibitors of HIV-1.
2001 Jun 7
Characterization of volatile organic compounds in smoke at experimental fires.
2001 Jun 8
The Aspergillus nidulans pyrG89 mutation alters glycosylation of secreted acid phosphatase.
2001 Mar
Polycyclic aromatic hydrocarbons (PAHs) in indoor and outdoor air of Hangzhou, China.
2001 Mar 1
Numerical simulation of the infrared emission of interstellar dust.
2001 Mar 15
Laboratory spectra of cold gas phase polycyclic aromatic hydrocarbon cations, and their possible relation to the diffuse interstellar bands.
2001 Mar 15
Mass/heat transfer in dimpled two-pass coolant passages with rotation.
2001 May
Determination of photophysical rate constants for the non-protected fluid room temperature phosphorescence of several naphthalene derivatives.
2001 May
Efficiency of naphthalene and salicylate degradation by a recombinant Pseudomonas putida mutant strain defective in glucose metabolism.
2001 May
High-rate 3-methylcatechol production in Pseudomonas putida strains by means of a novel expression system.
2001 May
Ambient air quality at the site of a former manufactured gas plant.
2001 May
Two new chlorinated naphthalene glycosides from Rumex patientia.
2001 May
Photochemistry of 2-hydroxy-4-trifluoromethylbenzoic acid, major metabolite of the photosensitizing platelet antiaggregant drug triflusal.
2001 May
Uptake and diverse effects of polycyclic aromatic hydrocarbons on the metabolic activity of Elliptio complanata measured by calorespirometry.
2001 May
Structure activity studies of the melanocortin-4 receptor by in vitro mutagenesis: identification of agouti-related protein (AGRP), melanocortin agonist and synthetic peptide antagonist interaction determinants.
2001 May 22
Modular synthesis of pi-acceptor cyclophanes derived from 1,4,5,8-naphthalenetetracarboxylic diimide and 1,5-dinitronaphthalene.
2001 May 4
Convergent synthesis of potent peptide inhibitors of the Grb2-SH2 domain by palladium catalyzed coupling of a terminal alkyne.
2001 May 7
Determination of trace levels of manganese in various biological and environmental samples by atomic absorption spectrometry after solid-liquid extraction and preconcentration with the ion pair formed by the nitroso-S anion and the tetradecyldimethylbenzylammonium cation.
2001 May-Jun
Use of selective inhibitors and chromogenic substrates to differentiate bacteria based on toluene oxygenase activity.
2001 Sep
Patents

Sample Use Guides

Take 4 or 6 Pellets by mouth, three times daily
Route of Administration: Oral
At the 0.10, 0.1 and 0.5 of LD(50) dose (316 mg/kg), the Naphthalene induced increases of 1.8- to 3. 9-fold in brain and liver tissue DNA fragmentation.
Substance Class Chemical
Created
by admin
on Sat Jun 26 02:31:45 UTC 2021
Edited
by admin
on Sat Jun 26 02:31:45 UTC 2021
Record UNII
2166IN72UN
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NAPHTHALENE
HSDB   ISO   MART.   MI   USP-RS   WHO-DD  
Systematic Name English
DEZODORATOR
Common Name English
NSC-37565
Code English
WHITE TAR
Common Name English
NAPHTHALENE [WHO-DD]
Common Name English
NAPHTHALENE [MI]
Common Name English
NAFTALEN
Common Name English
NAPHTHALINUM
HPUS  
Common Name English
ALBOCARBON
Common Name English
NAPHTHALENE [ISO]
Common Name English
NAPHTHALINUM [HPUS]
Common Name English
NAPHTHALENE [USP-RS]
Common Name English
NAPHTHALENE [MART.]
Common Name English
NAPHTHALENE [HSDB]
Common Name English
NAPHTHALENE [IARC]
Common Name English
TAR CAMPHOR
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C45188
Created by admin on Sat Jun 26 02:31:46 UTC 2021 , Edited by admin on Sat Jun 26 02:31:46 UTC 2021
EPA PESTICIDE CODE 55801
Created by admin on Sat Jun 26 02:31:46 UTC 2021 , Edited by admin on Sat Jun 26 02:31:46 UTC 2021
Code System Code Type Description
EPA CompTox
91-20-3
Created by admin on Sat Jun 26 02:31:46 UTC 2021 , Edited by admin on Sat Jun 26 02:31:46 UTC 2021
PRIMARY
FDA UNII
2166IN72UN
Created by admin on Sat Jun 26 02:31:46 UTC 2021 , Edited by admin on Sat Jun 26 02:31:46 UTC 2021
PRIMARY
EVMPD
SUB128902
Created by admin on Sat Jun 26 02:31:46 UTC 2021 , Edited by admin on Sat Jun 26 02:31:46 UTC 2021
PRIMARY
NCI_THESAURUS
C29839
Created by admin on Sat Jun 26 02:31:46 UTC 2021 , Edited by admin on Sat Jun 26 02:31:46 UTC 2021
PRIMARY
HSDB
184
Created by admin on Sat Jun 26 02:31:46 UTC 2021 , Edited by admin on Sat Jun 26 02:31:46 UTC 2021
PRIMARY
MERCK INDEX
M7725
Created by admin on Sat Jun 26 02:31:46 UTC 2021 , Edited by admin on Sat Jun 26 02:31:46 UTC 2021
PRIMARY Merck Index
PUBCHEM
931
Created by admin on Sat Jun 26 02:31:46 UTC 2021 , Edited by admin on Sat Jun 26 02:31:46 UTC 2021
PRIMARY
RXCUI
1311149
Created by admin on Sat Jun 26 02:31:46 UTC 2021 , Edited by admin on Sat Jun 26 02:31:46 UTC 2021
PRIMARY RxNorm
CAS
91-20-3
Created by admin on Sat Jun 26 02:31:46 UTC 2021 , Edited by admin on Sat Jun 26 02:31:46 UTC 2021
PRIMARY
WIKIPEDIA
NAPHTHALENE
Created by admin on Sat Jun 26 02:31:46 UTC 2021 , Edited by admin on Sat Jun 26 02:31:46 UTC 2021
PRIMARY
ECHA (EC/EINECS)
202-049-5
Created by admin on Sat Jun 26 02:31:46 UTC 2021 , Edited by admin on Sat Jun 26 02:31:46 UTC 2021
PRIMARY
MESH
C031721
Created by admin on Sat Jun 26 02:31:46 UTC 2021 , Edited by admin on Sat Jun 26 02:31:46 UTC 2021
PRIMARY
USP_CATALOG
1457083
Created by admin on Sat Jun 26 02:31:46 UTC 2021 , Edited by admin on Sat Jun 26 02:31:46 UTC 2021
PRIMARY USP-RS
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