Procymidone

Procymidone
Names
	IUPAC name 3-(3,5-dichlorophenyl)-1,5-dimethyl-3-azabicyclo[3.1.0]hexane-2,4-dione
Identifiers
CAS Number	32809-16-8 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL513678 ;
ChemSpider	33326;
ECHA InfoCard	100.046.561
KEGG	C10986 ;
PubChem CID	36242;
UNII	EC2FI67U2Y ;
CompTox Dashboard (EPA)	DTXSID9033923 ;
	InChI 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;
	SMILES Clc1cc(cc(Cl)c1)N2C(=O)C3(C)CC3(C)C2=O;
Properties
Chemical formula	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). verify (what is ?) Infobox references

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]

^ Australian Pesticides and Veterinary Medicine Authority. "Chemical Review Program/Procymidone". Archived from the original on 26 January 2012. Retrieved 9 February 2012.
^ 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.
^ 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.

[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.

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