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Pyrinuron

From Wikipedia, the free encyclopedia

Pyrinuron
Names
Preferred IUPAC name
N-(4-Nitrophenyl)-N′-[(pyridin-3-yl)methyl]urea
Other names
Pyriminil
Vacor
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.053.279 Edit this at Wikidata
UNII
  • InChI=1S/C13H12N4O3/c18-13(15-9-10-2-1-7-14-8-10)16-11-3-5-12(6-4-11)17(19)20/h1-8H,9H2,(H2,15,16,18) checkY
    Key: CLKZWXHKFXZIMA-UHFFFAOYSA-N checkY
  • InChI=1/C13H12N4O3/c18-13(15-9-10-2-1-7-14-8-10)16-11-3-5-12(6-4-11)17(19)20/h1-8H,9H2,(H2,15,16,18)
    Key: CLKZWXHKFXZIMA-UHFFFAOYAA
  • [O-][N+](=O)c1ccc(cc1)NC(=O)NCc2cccnc2
Properties
C13H12N4O3
Molar mass 272.264 g·mol−1
Hazards
Occupational safety and health (OHS/OSH):
Main hazards
 Toxic
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)

Pyrinuron (Pyriminil, Vacor) is a chemical compound formerly used as a rodenticide.[1] Commercial distribution was voluntarily suspended in 1979 and it is not approved by the Environmental Protection Agency for use in the United States.[2] If it is ingested by humans in high doses, it may selectively destroy insulin-producing beta cells in the pancreas causing type 1 diabetes.[2] The neurodegeneration associated with Vacor is caused by its conversion to Vacor-mononucleotide (VMN) by NAMPT and VMN's subsequent activation of the NADase SARM1.[3]

References

  1. ^ Vogel, R. P. (1982). "Poisoning with Vacor Rodenticide". Archives of Pathology and Laboratory Medicine. 106 (3): 153. PMID 6895844.
  2. ^ a b "Pyriminil". U.S. National Library of Medicine. Archived from the original on 2013-07-04. Retrieved 2013-11-04.
  3. ^ Loreto, Andrea; Angeletti, Carlo; Gu, Weixi; Osborne, Andrew; Nieuwenhuis, Bart; Gilley, Jonathan; Arthur-Farraj, Peter; Merlini, Elisa; Amici, Adolfo; Luo, Zhenyao; Hartley-Tassell, Lauren (2021-06-23). "Potent activation of SARM1 by NMN analogue VMN underlies vacor neurotoxicity". bioRxiv: 2020.09.18.304261. doi:10.1101/2020.09.18.304261.
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This page was last edited on 3 February 2024, at 22:05
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