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Pyrinuron

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Pyrinuron
Names
Preferred IUPAC name N-(4-Nitrophenyl)-N′-urea
Other names Pyriminil
Vacor
Identifiers
CAS Number
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.053.279 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • 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)Key: CLKZWXHKFXZIMA-UHFFFAOYSA-N
  • 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
SMILES
  • (=O)c1ccc(cc1)NC(=O)NCc2cccnc2
Properties
Chemical formula C13H12N4O3
Molar mass 272.264 g·mol
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 , 100 kPa). ☒verify (what is  ?) Infobox references
Chemical compound

Pyrinuron (Pyriminil, Vacor) is a chemical compound formerly used as a rodenticide. Commercial distribution was voluntarily suspended in 1979 and it is not approved by the Environmental Protection Agency for use in the United States. If it is ingested by humans in high doses, it may selectively destroy insulin-producing beta cells in the pancreas causing type 1 diabetes. 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.

References

  1. Vogel, R. P. (1982). "Poisoning with Vacor Rodenticide". Archives of Pathology and Laboratory Medicine. 106 (3): 153. PMID 6895844.
  2. ^ "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.
Pest control: Rodenticides
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