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

Details

Stereochemistry ACHIRAL
Molecular Formula C10H8
Molecular Weight 128.1705
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NAPHTHALENE

SMILES

C1=CC2=C(C=C1)C=CC=C2

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 128.1705
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Description
Curator's Comment: description was created based on several sources, including: DOI: 10.1007/978-0-387-30160-0_7643 http://npic.orst.edu/factsheets/naphgen.html 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
Characterization of the protective effects of melatonin and related indoles against alpha-naphthylisothiocyanate-induced liver injury in rats.
2001
A study of light-induced proton transfer from gas phase (radical) cations to reference bases. Bracketing of proton transfer from excited ions and associated reaction kinetics.
2001 Apr
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
Uptake of polycyclic aromatic hydrocarbon compounds by the gills of the bivalve mollusk Elliptio complanata.
2001 Feb
The effect of different oil spill remediation techniques on petroleum hydrocarbon elimination in Australian bass (Macquaria novemaculeata).
2001 Feb
Preliminary characterisation of esterase and platelet-activating factor (PAF)-acetylhydrolase activities from cat flea (Ctenocephalides felis) salivary glands.
2001 Feb
Metabolic capabilities of CYP2F2 with various pulmonary toxicants and its relative abundance in mouse lung subcompartments.
2001 Feb
Synthesis, analysis and rearrangement of novel unnatural glucosinolates.
2001 Feb 15
Percutaneous permeation and skin irritation of JP-8+100 jet fuel in a porcine model.
2001 Feb 28
Steric and electronic ligand perturbations in catalysis: asymmetric allylic substitution reactions using C2-symmetrical phosphorus-chiral (bi)ferrocenyl donors.
2001 Feb 9
Absolute configuration of N-[(-)-2-(7-methoxy-1,2,3,3-tetrahydro-1-naphthyl)ethyl]cyclopropylcarboxamide, a highly potent and selective melatonin analogue.
2001 Jan
The physical basis of nucleic acid base stacking in water.
2001 Jan
Determination of the pesticide naptalam and its degradation products by positive and negative ion mass spectrometry.
2001 Jan 2
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
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
Effectiveness of an anaerobic granular activated carbon fluidized-bed bioreactor to treat soil wash fluids: a proposed strategy for remediating PCP/PAH contaminated soils.
2001 Jul
Biodegradation of carbaryl by a Micrococcus species.
2001 Jul
Highly potent growth hormone secretagogues: hybrids of NN703 and ipamorelin.
2001 Jul 23
Mutagenicity of electrophilic N-acyloxy-N-alkoxyamides.
2001 Jul 25
Determination of absolute configuration using vibrational circular dichroism spectroscopy: the chiral sulfoxide 1-(2-methylnaphthyl) methyl sulfoxide.
2001 Jun 1
Microcosms-experiments to assess the potential for natural attenuation of contaminated groundwater.
2001 Mar
Influence of dispersants on the bioavailability and trophic transfer of petroleum hydrocarbons to larval topsmelt (Atherinops affinis).
2001 Mar
Numerical simulation of the infrared emission of interstellar dust.
2001 Mar 15
A simple (14)C-respirometric method for assessing microbial catabolic potential and contaminant bioavailability.
2001 Mar 15
Pyrolysis-capillary gas chromatography-mass spectrometry for the determination of polyvinyl chloride traces in solid environmental samples.
2001 Mar 16
Percutaneous absorption and skin irritation of JP-8 (jet fuel).
2001 Mar 21
Determination of photophysical rate constants for the non-protected fluid room temperature phosphorescence of several naphthalene derivatives.
2001 May
High-rate 3-methylcatechol production in Pseudomonas putida strains by means of a novel expression system.
2001 May
Constitutive and inducible hydroxylase activities involved in the degradation of naphthalene by Cunninghamella elegans.
2001 May
Convergent synthesis of potent peptide inhibitors of the Grb2-SH2 domain by palladium catalyzed coupling of a terminal alkyne.
2001 May 7
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 Fri Dec 15 17:10:33 GMT 2023
Edited
by admin
on Fri Dec 15 17:10:33 GMT 2023
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 [MI]
Common Name English
Naphthalene [WHO-DD]
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 Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
EPA PESTICIDE CODE 55801
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
Code System Code Type Description
DAILYMED
2166IN72UN
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
EPA CompTox
DTXSID8020913
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
FDA UNII
2166IN72UN
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
EVMPD
SUB128902
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
NCI_THESAURUS
C29839
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
HSDB
184
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
MERCK INDEX
m7725
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY Merck Index
NSC
37565
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
PUBCHEM
931
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
CHEBI
16482
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
RXCUI
1311149
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY RxNorm
RS_ITEM_NUM
1457083
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
CAS
91-20-3
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
WIKIPEDIA
NAPHTHALENE
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
ECHA (EC/EINECS)
202-049-5
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
MESH
C031721
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
ALANWOOD
naphthalene
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
SMS_ID
100000174863
Created by admin on Fri Dec 15 17:10:33 GMT 2023 , Edited by admin on Fri Dec 15 17:10:33 GMT 2023
PRIMARY
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