naphthalene

Synonyms: "naphthalene", "naphthalin", "naphthene", "Tar camphor", "Camphor tar", "White tar", "Albocarbon", "Naphthaline", "Moth flakes", "Moth balls", "naphtalene", "Dezodorator", "Naftalen", "Mighty 150", "naphtaline", "naphthalen".

Source: naphthalene is used as an antimicrobial, an insecticide, an insectrepellent, an anthelmintic and a vermicide.

Identifiers:

IUPAC Name: naphthalene
CAS Number: 91-20-3
PubChem ID: 931
InChiKey: UFWIBTONFRDIAS-UHFFFAOYSA-N
Canonical SMILES: C1=CC=C2C=CC=CC2=C1

Structural Properties:

Molecular Formula: C₁₀H₈
Molecular Weight: 128.174

Pharmacophore Features:

Number of bond donors: 0
Number of bond acceptors: 0
Number of atoms different from hydrogen: 10

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Evidence Supporting This Chemical as an Endocrine Disruptor
TEDX List of Potential Endocrine Disruptors

Ahmad I, Pacheco M, Santos MA. 2003. Naphthalene-induced differential tissue damage association with circulating fish phagocyte induction. Ecotoxicol Environ Saf 54(1):7-15. DOI: 10.1016/S0147-6513(02)00036-2. URL: http://www.sciencedirect.com/science/article/pii/S0147651302000362.
Evanson M, Van Der Kraak GJ. 2001. Stimulatory effects of selected PAHs on testosterone production in goldfish and rainbow trout and possible mechanisms of action. Comp Biochem Physiol C Toxicol Pharmacol 130(2):249-258. DOI: 10.1016/S1532-0456(01)00246-0. URL: https://www.sciencedirect.com/science/article/pii/S1532045601002460.
Gesto M, Tintos A, Soengas JL, Miguez JM. 2006. Effects of acute and prolonged naphthalene exposure on brain monoaminergic neurotransmitters in rainbow trout (Oncorhynchus mykiss). Comparative Biochemistry and Physiology C-Toxicology and Pharmacology 144(2):173-183. DOI: 10.1016/j.cbpc.2006.08.002. URL: http://www.sciencedirect.com/science/article/pii/S1532045606001876.
Kassotis CD, Klemp KC, Vu DC, Lin CH, Meng CX, Besch-Williford CL, Pinatti L, Zoeller RT, Drobnis EZ, Balise VD, et al. 2015 in press. Endocrine-disrupting activity of hydraulic fracturing chemicals and adverse health outcomes after prenatal exposure in male mice. Endocrinology:en20151375. DOI: 10.1210/en.2015-1375. URL: https://academic.oup.com/endo/article/156/12/4458/2422671.
Kassotis CD, Tillitt DE, Davis JW, Hormann AM, Nagel SC. 2014. Estrogen and androgen receptor activities of hydraulic fracturing chemicals and surface and ground water in a drilling-dense region. Endocrinology 155(3):897-907. DOI: 10.1210/en.2013-1697. URL: https://academic.oup.com/endo/article/155/3/897/2843268.
Pollino CA, Georgiades E, Holdway DA. 2009. Physiological changes in reproductively active rainbowfish (Melanotaenia fluviatilis) following exposure to naphthalene. Ecotoxicol Environ Saf 72(4):1265-1270. DOI: 10.1016/j.ecoenv.2009.01.012. URL: https://www.sciencedirect.com/science/article/pii/S0147651309000232.
Sarojini R, Nagabhushanam R, Fingerman M. 1995. Naphthalene-induced atresia in the ovary of the crayfish, Procambarus clarkii. Ecotoxicol Environ Saf 31(1):76-83. DOI: 10.1006/eesa.1995.1046. URL: https://www.sciencedirect.com/science/article/pii/S0147651385710469?via%3Dihub.