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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
Elevated airway GSH resynthesis confers protection to Clara cells from naphthalene injury in mice made tolerant by repeated exposures.
2000 Aug
Quantification of individual glutathione S-transferase isozymes in hepatic and pulmonary tissues of naphthalene-tolerant mice.
2000 Jul
Role of p53 tumor suppressor gene in the toxicity of TCDD, endrin, naphthalene, and chromium (VI) in liver and brain tissues of mice.
2000 Mar 15
Synthesis and pharmacology of site specific cocaine abuse treatment agents: a new synthetic methodology for methylphenidate analogs based on the Blaise reaction.
2001 Apr
Occurrence and potential adverse effects of semivolatile organic compounds in streambed sediment, United States, 1992-1995.
2001 Apr
A polyrotaxane series containing alpha-cyclodextrin and naphthalene-modified alpha-cyclodextrin as a light-harvesting antenna system.
2001 Apr 1
Percutaneous permeation and skin irritation of JP-8+100 jet fuel in a porcine model.
2001 Feb 28
Crystal structure of the 100 kDa arsenite oxidase from Alcaligenes faecalis in two crystal forms at 1.64 A and 2.03 A.
2001 Feb 7
Preconcentration of bismuth(III) and copper(II) by solid-phase extraction and subsequent determination by differential pulse polarography.
2001 Jan-Feb
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
Corannulene as a Lewis base: computational modeling of protonation and lithium cation binding.
2001 Jul 11
Active site characteristics of CYP4B1 probed with aromatic ligands.
2001 Jul 24
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
Inhaled naphthalene causes dose dependent Clara cell cytotoxicity in mice but not in rats.
2001 Jun 1
Early events in naphthalene-induced acute Clara cell toxicity. II. Comparison of glutathione depletion and histopathology by airway location.
2001 Mar
Prior exposure to aged and diluted sidestream cigarette smoke impairs bronchiolar injury and repair.
2001 Mar
Numerical simulation of the infrared emission of interstellar dust.
2001 Mar 15
Solvent sublation for waste minimization in a process water stream - a pilot-scale study.
2001 Mar 19
High-performance liquid chromatographic study of the interactions between immobilized beta-cyclodextrin polymers and hydrophobically end-capped polyethylene glycols.
2001 Mar 25
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
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
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 Thu Jul 06 00:32:34 UTC 2023
Edited
by admin
on Thu Jul 06 00:32:34 UTC 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 Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
EPA PESTICIDE CODE 55801
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
Code System Code Type Description
DAILYMED
2166IN72UN
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
EPA CompTox
DTXSID8020913
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
FDA UNII
2166IN72UN
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
EVMPD
SUB128902
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
NCI_THESAURUS
C29839
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
HSDB
184
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
MERCK INDEX
M7725
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY Merck Index
NSC
37565
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
PUBCHEM
931
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
CHEBI
16482
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
RXCUI
1311149
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY RxNorm
RS_ITEM_NUM
1457083
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
CAS
91-20-3
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
WIKIPEDIA
NAPHTHALENE
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
ECHA (EC/EINECS)
202-049-5
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
MESH
C031721
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
ALANWOOD
naphthalene
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
SMS_ID
100000174863
Created by admin on Thu Jul 06 00:32:34 UTC 2023 , Edited by admin on Thu Jul 06 00:32:34 UTC 2023
PRIMARY
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