Procymidone

Last updated
Procymidone
Procymidone.svg
Names
IUPAC name
3-(3,5-dichlorophenyl)-1,5-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
KEGG
PubChem CID
UNII
  • InChI=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
    Key: QXJKBPAVAHBARF-UHFFFAOYSA-N
  • 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)[ citation needed ] which interferes with the sexual differentiation of male rats. [2] It is considered to be a poison. [3]

Contents

See also

References

  1. Australian Pesticides and Veterinary Medicine Authority. "Chemical Review Program/Procymidone". Archived from the original on 26 January 2012. Retrieved 9 February 2012.
  2. 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.
  3. Australian Pesticides and Veterinary Medicine Authority, Chemical Review Program. "procymidone_poster.pdf" (PDF). Archived from the original (PDF) on 27 February 2012. Retrieved 9 February 2012.