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Procymidone

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Procymidone
Names
IUPAC name
3-(3,5-dichlorophenyl)-1,5-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione
Identifiers
3D model (JSmol)
ChEMBL
ECHA InfoCard 100.046.561 Edit this at Wikidata
KEGG
  • InChI=1/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
  • Clc1cc(cc(Cl)c1)N2C(=O)C3(C)CC3(C)C2=O
Properties
C13H11Cl2NO2
Molar mass 284.138 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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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.[1] It is a known endocrine disruptor (androgen receptor antagonist)[2] and to interfere with the sexual differention of male rats.[3] It is considered to be a poison.[4]

References

  1. ^ Australian Pesticides and Veterinary Medicine Authority. "Chemical Review Program/Procymidone". Retrieved 9 February 2012.
  2. ^ Hejmej, Anna; Kotula-Balak, Magorzata; Bilinsk, Barbara (2011). "Antiandrogenic and Estrogenic Compounds: Effect on Development and Function of Male Reproductive System". doi:10.5772/28538. {{cite journal}}: Cite journal requires |journal= (help)
  3. ^ Ostby J, Kelce WR, Lambright C, Wolf CJ, Mann P, Gray LE (1999). "The fungicide procymidone alters sexual differentiation in the male rat by acting as an androgen-receptor antagonist in vivo and in vitro". Toxicol Ind Health. 15 (1–2): 80–93. doi:10.1191/074823399678846718. PMID 10188193.
  4. ^ Australian Pesticides and Veterinary Medicine Authority, Chemical Review Program. "procymidone_poster.pdf" (PDF). Retrieved 9 February 2012.
  • Procymidone in the Pesticide Properties DataBase (PPDB)