Fenamidone

Not to be confused with Amidone.
Fenamidone
Names
Preferred IUPAC name
(5S)-3-Anilino-5-methyl-2-(methylsulfanyl)-5-phenyl-3,5-dihydro-4H-imidazol-4-one
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.122.945 Edit this at Wikidata
UNII
  • InChI=1S/C17H17N3OS/c1-17(13-9-5-3-6-10-13)15(21)20(16(18-17)22-2)19-14-11-7-4-8-12-14/h3-12,19H,1-2H3/t17-/m0/s1 checkY
    Key: LMVPQMGRYSRMIW-KRWDZBQOSA-N checkY
  • InChI=1/C17H17N3OS/c1-17(13-9-5-3-6-10-13)15(21)20(16(18-17)22-2)19-14-11-7-4-8-12-14/h3-12,19H,1-2H3/t17-/m0/s1
    Key: LMVPQMGRYSRMIW-KRWDZBQOBL
  • O=C2N(Nc1ccccc1)C(\SC)=N/[C@]2(c3ccccc3)C
Properties
C17H17N3OS
Molar mass 311.40 g·mol−1
Melting point 136-138 °C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Fenamidone is a foliar fungicide used on grapes, ornamentals, potatoes, tobacco, and vegetables such as tomatoes.[1] It exerts its fungicidal effects by acting as a Qo inhibitor.[2]

  1. ^ Angioni, Alberto; Porcu, Luciano; Dedola, Fabrizio (2012). "Determination of famoxadone, fenamidone, fenhexamid and iprodione residues in greenhouse tomatoes". Pest Management Science. 68 (4): 543–547. doi:10.1002/ps.2287. PMID 22102420.
  2. ^ Genet, Jean-Luc; Jaworska, Grazyna; Deparis, Francine (2006). "Effect of dose rate and mixtures of fungicides on selection for QoI resistance in populations of Plasmopara viticola". Pest Management Science. 62 (2): 188–194. doi:10.1002/ps.1146. PMID 16411165.