TCPy

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TCPy

IUPAC name 3,5,6-Trichloro-1H-pyridin-2-one
Identifiers
CAS number	6515-38-4^Y
PubChem	23017
ChemSpider	21541^Y
Jmol-3D images	Image 1
SMILES O=C1C(Cl)=CC(Cl)=C(Cl)N1
InChI InChI=1S/C5H2Cl3NO/c6-2-1-3(7)5(10)9-4(2)8/h1H,(H,9,10)^Y Key: WCYYAQFQZQEUEN-UHFFFAOYSA-N^Y InChI=1/C5H2Cl3NO/c6-2-1-3(7)5(10)9-4(2)8/h1H,(H,9,10) Key: WCYYAQFQZQEUEN-UHFFFAOYAM
Properties
Molecular formula	C₅H₂Cl₃NO
Molar mass	198.43 g mol⁻¹
Density	1.67g/cm³
Melting point	172−174 °C
Boiling point	254.8 °C @760mmHg
Hazards
Flash point	107.9 °C; 226.2 °F; 381.0 K
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

TCPy or 3,5,6-trichloro-2-pyridinol is a metabolite of chlorpyrifos and chlorpyrifos-methyl, both organophosphate insecticides. A study in Massachusetts reported a correlation between exposure to TCPy and lower testosterone levels in men.^[1] According to this source, exposure is "widespread" and of "potential public health importance".

References

↑ Meeker, J. D.; Ryan, L.; Barr, D. B.; Hauser, R. (2006). "Exposure to Nonpersistent Insecticides and Male Reproductive Hormones". Epidemiology 17 (1): 61–68. doi:10.1097/01.ede.0000190602.14691.70. PMID 16357596.

v t e Pest control: insecticides

Carbamates	Aldicarb Bendiocarb Carbaryl Carbofuran Ethienocarb Fenobucarb Oxamyl Methomyl Propoxur

Inorganic compounds	Aluminium phosphide Boric acid Chromated copper arsenate Copper(II) arsenate Copper(I) cyanide Diatomaceous earth Lead hydrogen arsenate Paris Green Scheele's Green

Organochlorides	Aldrin Beta-HCH Carbon tetrachloride Chlordane Cyclodiene 1,2-DCB 1,4-DCB 1,1-DCE 1,2-DCE DDD DDE DDT Dicofol Dieldrin Endosulfan Endrin Heptachlor Kepone Lindane Methoxychlor Mirex Tetradifon Toxaphene

Organophosphorus	Acephate Azamethiphos Azinphos-methyl Bensulide Chlorethoxyfos Chlorfenvinphos Chlorpyrifos Chlorpyrifos-methyl Coumaphos Demeton-S-methyl Diazinon Dicrotophos Diisopropyl fluorophosphate Dimethoate Dioxathion Disulfoton Ethion Ethoprop Fenamiphos Fenitrothion Fenthion Fosthiazate Isoxathion Malathion Methamidophos Methidathion Mevinphos Monocrotophos Naled Omethoate Oxydemeton-methyl Parathion Parathion-methyl Phenthoate Phorate Phosalone Phosmet Phoxim Pirimiphos-methyl Quinalphos Temefos Tebupirimfos Terbufos Tetrachlorvinphos Tribufos Trichlorfon

Pyrethroids	Acrinathrin Allethrins Bifenthrin Bioallethrin Cyfluthrin Cyhalothrin Cypermethrin Cyphenothrin Deltamethrin Empenthrin Esfenvalerate Etofenprox Fenvalerate Flumethrin Imiprothrin Metofluthrin Permethrin Phenothrin Prallethrin Pyrethrin (I, II; chrysanthemic acid) Pyrethrum Resmethrin Silafluofen Tefluthrin Tetramethrin Tralomethrin Transfluthrin

Neonicotinoids	Acetamiprid Clothianidin Dinotefuran Imidacloprid Nitenpyram Nithiazine Thiacloprid Thiamethoxam

Insect growth regulators	Benzoylureas Flufenoxuron Lufenuron Diflubenzuron Methoprene Hydroprene Pyriproxyfen

Other chemicals	Amitraz Azadirachtin Chlordimeform Chlorfenapyr Cyromazine Fenazaquin Fenoxycarb Fipronil Hydramethylnon Indoxacarb Limonene Pyridaben Pyriprole Ryanodine Sesamex Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone

Metabolites	Oxon Malaoxon Paraoxon TCPy

Biopesticides	Bacillus thuringiensis Baculovirus Beauveria bassiana Beauveria brongniartii Metarhizium acridum Metarhizium anisopliae Nomuraea rileyi Lecanicillium lecanii Paecilomyces fumosoroseus Paenibacillus popilliae Purpureocillium lilacinum

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