Pyrinuron

Pyrinuron
Names
	Preferred IUPAC name N-(4-Nitrophenyl)-N′-[(pyridin-3-yl)methyl]urea
	Other names Pyriminil; Vacor
Identifiers
CAS Number	53558-25-1 ;
3D model (JSmol)	Interactive image;
ChemSpider	37276 ;
ECHA InfoCard	100.053.279
PubChem CID	40813;
UNII	Q7BGS137YP ;
CompTox Dashboard (EPA)	DTXSID1042360 ;
	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-][N+](=O)c1ccc(cc1)NC(=O)NCc2cccnc2;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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

^ Vogel, R. P. (1982). "Poisoning with Vacor Rodenticide". Archives of Pathology and Laboratory Medicine. 106 (3): 153. PMID 6895844.
^ ^a ^b "Pyriminil". U.S. National Library of Medicine. Archived from the original on 2013-07-04. Retrieved 2013-11-04.
^ 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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[1] Vogel, R. P. (1982). "Poisoning with Vacor Rodenticide". Archives of Pathology and Laboratory Medicine. 106 (3): 153. PMID 6895844.

[hazmap-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.

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Names

Preferred IUPAC name N-(4-Nitrophenyl)-N′-[(pyridin-3-yl)methyl]urea
Other names Pyriminil Vacor
Identifiers
CAS Number	53558-25-1^Y
3D model (JSmol)	Interactive image
ChemSpider	37276^Y
ECHA InfoCard	100.053.279
PubChem CID	40813
UNII	Q7BGS137YP^Y
CompTox Dashboard (EPA)	DTXSID1042360
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)^Y Key: CLKZWXHKFXZIMA-UHFFFAOYSA-N^Y 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-][N+](=O)c1ccc(cc1)NC(=O)NCc2cccnc2
Properties
Chemical formula	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 ^YN ?) Infobox references