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TCPy

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TCPy
Names
IUPAC name
3,5,6-Trichloro-1H-pyridin-2-one
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.026.733 Edit this at Wikidata
  • InChI=1S/C5H2Cl3NO/c6-2-1-3(7)5(10)9-4(2)8/h1H,(H,9,10) checkY
    Key: WCYYAQFQZQEUEN-UHFFFAOYSA-N checkY
  • InChI=1/C5H2Cl3NO/c6-2-1-3(7)5(10)9-4(2)8/h1H,(H,9,10)
    Key: WCYYAQFQZQEUEN-UHFFFAOYAM
  • O=C1C(Cl)=CC(Cl)=C(Cl)N1
Properties
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
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
checkY verify (what is checkY☒N ?)

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

  1. ^ Meeker, John D.; Ryan, Louise; Barr, Dana B.; Hauser, Russ (2006). "Exposure to Nonpersistent Insecticides and Male Reproductive Hormones". Epidemiology. 17 (1): 61–68. doi:10.1097/01.ede.0000190602.14691.70. PMID 16357596.{{cite journal}}: CS1 maint: multiple names: authors list (link)
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