:Procymidone
{{chembox
| Verifiedfields = changed
| Watchedfields = changed
| verifiedrevid = 417479908
| ImageFile = Procymidone.svg
| ImageSize =
| IUPACName = 3-(3,5-dichlorophenyl)-1,5-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione
| OtherNames =
|Section1={{Chembox Identifiers
| CASNo_Ref = {{cascite|correct|CAS}}
| CASNo = 32809-16-8
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = EC2FI67U2Y
| PubChem = 36242
| ChEMBL_Ref = {{ebicite|changed|EBI}}
| ChEMBL = 513678
| KEGG_Ref = {{keggcite|changed|kegg}}
| KEGG = C10986
| SMILES = Clc1cc(cc(Cl)c1)N2C(=O)C3(C)CC3(C)C2=O
| ChemSpiderID = 33326
| StdInChI = 1S/C13H11Cl2NO2/c1-12-6-13(12,2)11(18)16(10(12)17)9-4-7(14)3-8(15)5-9/h3-5H,6H2,1-2H3
| StdInChIKey = QXJKBPAVAHBARF-UHFFFAOYSA-N
}}
|Section2={{Chembox Properties
| C=13 | H=11 | Cl=2 | N=1 | O=2
| MolarMass = 284.138 g/mol
| Appearance =
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|Section3={{Chembox Hazards
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Procymidone is a pesticide. It is often used for killing unwanted ferns and nettles, and as a dicarboximide fungicide for killing fungi, for example as seed dressing, pre-harvest spray or post-harvest dip of lupins, grapes, stone fruit, strawberries.{{cite web|last=Australian Pesticides and Veterinary Medicine Authority|title=Chemical Review Program/Procymidone|url=http://www.apvma.gov.au/products/review/current/procymidone.php|access-date=9 February 2012|archive-url=https://web.archive.org/web/20120126165201/http://www.apvma.gov.au/products/review/current/procymidone.php|archive-date=26 January 2012|url-status=dead}} It is a known endocrine disruptor (androgen receptor antagonist){{Citation needed|date=December 2019|reason=removed citation to predatory publisher content}} which interferes with the sexual differentiation of male rats.{{cite journal|vauthors=Ostby J, Kelce WR, Lambright C, Wolf CJ, Mann P, Gray LE |title=The fungicide procymidone alters sexual differentiation in the male rat by acting as an androgen-receptor antagonist in vivo and in vitro|journal=Toxicol Ind Health|year=1999|volume=15|issue=1–2|pages=80–93|pmid=10188193|doi=10.1191/074823399678846718}} It is considered to be a poison.{{cite web|last=Australian Pesticides and Veterinary Medicine Authority, Chemical Review Program|title=procymidone_poster.pdf|url=http://www.apvma.gov.au/products/review/docs/procymidone_poster.pdf|access-date=9 February 2012|archive-url=https://web.archive.org/web/20120227172545/http://www.apvma.gov.au/products/review/docs/procymidone_poster.pdf|archive-date=27 February 2012|url-status=dead}}
See also
References
{{Reflist}}
External links
- {{PPDB|537}}
{{Androgen receptor modulators}}
Category:Chlorobenzene derivatives
Category:Nonsteroidal antiandrogens
Category:Heterocyclic compounds with 2 rings
{{organic-compound-stub}}