| Revision as of 12:09, 6 December 2011 editBeetstra (talk | contribs)Edit filter managers, Administrators172,054 edits Saving copy of the {{chembox}} taken from revid 401037787 of page Pyrinuron for the Chem/Drugbox validation project (updated: 'CASNo'). |
Latest revision as of 09:20, 27 September 2024 edit JWBE (talk | contribs)Extended confirmed users10,129 edits removed Category:Nitrobenzene derivatives; added Category:4-Nitrophenyl compounds using HotCat |
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{{ambox | text = This page contains a copy of the infobox ({{tl|chembox}}) taken from revid of page ] with values updated to verified values.}} |
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| verifiedrevid = 401036801 |
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|ImageFile=Pyrinuron.png |
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| verifiedrevid = 464377441 |
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| ImageFile= Pyrinuron Structure.svg |
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|IUPACName= 3-(4-nitrophenyl)- 1-(pyridin- 3-ylmethyl) urea |
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|OtherNames=Pyriminil<BR>Vacor |
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| PIN= ''N''-(4-Nitrophenyl)-''N''′-urea |
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| OtherNames=Pyriminil<BR>Vacor |
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|Section1={{Chembox Identifiers |
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|Section1={{Chembox Identifiers |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID_Ref = {{chemspidercite|correct|chemspider}} |
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| ChemSpiderID = 37276 |
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| ChemSpiderID = 37276 |
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| 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) |
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| 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) |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey_Ref = {{stdinchicite|correct|chemspider}} |
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| StdInChIKey = CLKZWXHKFXZIMA-UHFFFAOYSA-N |
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| StdInChIKey = CLKZWXHKFXZIMA-UHFFFAOYSA-N |
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| CASNo_Ref = {{cascite|correct|CAS}} |
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| CASNo = <!-- blanked - oldvalue: 53558-25-1 --> |
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| CASNo=53558-25-1 |
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| PubChem=40813 |
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| UNII_Ref = {{fdacite|correct|FDA}} |
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| SMILES = (=O)c1ccc(cc1)NC(=O)NCc2cccnc2 |
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| UNII = Q7BGS137YP |
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| PubChem=40813 |
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| SMILES = (=O)c1ccc(cc1)NC(=O)NCc2cccnc2 |
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| C=13 | H=12 | N=4 | O=3 |
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| Formula=C<sub>13</sub>H<sub>12</sub>N<sub>4</sub>O<sub>3</sub> |
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| MolarMass=272.259 |
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| MainHazards=Toxic |
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'''Pyrinuron''' ('''Pyriminil''', '''Vacor''') is a ] formerly used as a ].<ref>{{ cite journal | author = Vogel, R. P. | title = Poisoning with Vacor Rodenticide | journal = Archives of Pathology and Laboratory Medicine | year = 1982 | volume = 106 | issue = 3 | pages = 153 | pmid = 6895844 }}</ref> Commercial distribution was voluntarily suspended in 1979 and it is not approved by the ] for use in the United States.<ref name= hazmap>{{cite web | url = http://hazmap.nlm.nih.gov/category-details?id=6918&table=copytblagents | title = Pyriminil | publisher = U.S. National Library of Medicine | access-date = 2013-11-04 | archive-url = https://web.archive.org/web/20130704005423/http://hazmap.nlm.nih.gov/category-details?id=6918&table=copytblagents | archive-date = 2013-07-04 | url-status = dead }}</ref> If it is ingested by humans in high doses, it may selectively destroy insulin-producing ]s in the ] causing ].<ref name= hazmap/> The neurodegeneration associated with Vacor is caused by its conversion to Vacor-mononucleotide (VMN) by ] and VMN's subsequent activation of the NADase ].<ref>{{Cite journal|last=Loreto|first=Andrea|last2=Angeletti|first2=Carlo|last3=Gu|first3=Weixi|last4=Osborne|first4=Andrew|last5=Nieuwenhuis|first5=Bart|last6=Gilley|first6=Jonathan|last7=Arthur-Farraj|first7=Peter|last8=Merlini|first8=Elisa|last9=Amici|first9=Adolfo|last10=Luo|first10=Zhenyao|last11=Hartley-Tassell|first11=Lauren|date=2021-06-23|title=Potent activation of SARM1 by NMN analogue VMN underlies vacor neurotoxicity|url=https://www.biorxiv.org/content/10.1101/2020.09.18.304261v2|journal=bioRxiv|language=en|pages=2020.09.18.304261|doi=10.1101/2020.09.18.304261|doi-access=free}}</ref> |
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==References== |
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{{reflist}} |
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{{Rodenticides}} |
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] |
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{{organic-compound-stub}} |