CHEBI:83258 - fenamidone

ChEBI IDCHEBI:83258
ChEBI Namefenamidone
Stars
DefinitionA member of the class of imidazolones that is 3,5-dihydroimidazol-4-one substituted at position 2 by a methylthiogroup, at position 3 by an anilino group and at position 5 by phenyl and methyl groups (the S-enantiomer). A fungicide effective against Oomycete diseases such as downy mildew and certain leaf spot diseases.
Last Modified26 June 2018
SubmitterSteve
DownloadsMolfile
FormulaC17H17N3OS
Net Charge0
Average Mass311.410
Monoisotopic Mass311.10923
SMILESCSC1=N[C@@](C)(c2ccccc2)C(=O)N1Nc1ccccc1
InChIInChI=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
InChIKeyLMVPQMGRYSRMIW-KRWDZBQOSA-N
Wikipedia
Roles Classification
Biological Roles:
quinone outside inhibitor  A mitochondrial cytochrome-bc1 complex inhibitor that acts at the Quinone 'outer' (Qo) binding site of the cytochrome-bc1 complex.
antifungal agrochemical  Any substance used in acriculture, horticulture, forestry, etc. for its fungicidal properties.
fungicide  A substance used to destroy fungal pests.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antifungal agent  An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
Applications:
quinone outside inhibitor  A mitochondrial cytochrome-bc1 complex inhibitor that acts at the Quinone 'outer' (Qo) binding site of the cytochrome-bc1 complex.
antifungal agrochemical  Any substance used in acriculture, horticulture, forestry, etc. for its fungicidal properties.
fungicide  A substance used to destroy fungal pests.
ChEBI Ontology
Outgoing Relation(s)
fenamidone (CHEBI:83258) has role antifungal agrochemical (CHEBI:86328)
fenamidone (CHEBI:83258) has role mitochondrial cytochrome-bc1 complex inhibitor (CHEBI:38499)
fenamidone (CHEBI:83258) has role quinone outside inhibitor (CHEBI:141153)
fenamidone (CHEBI:83258) is a carbohydrazide (CHEBI:35363)
fenamidone (CHEBI:83258) is a imidazole fungicide (CHEBI:87068)
fenamidone (CHEBI:83258) is a imidazolone (CHEBI:20432)
fenamidone (CHEBI:83258) is a organic sulfide (CHEBI:16385)
IUPAC Name 
(5S)-3-anilino-5-methyl-2-(methylsulfanyl)-5-phenyl-3,5-dihydro-4H-imidazol-4-one
Synonyms  Source
1-Anilino-4-methyl-2-methylthio-4-phenylimidazolin-5-oneChemIDplus
(5S)-3,5-dihydro-5-methyl-2-(methylthio)-5-phenyl-3-(phenylamino)-4H-imidazol-4-oneChemIDplus
(S)-1-anilino-4-methyl-2-methylthio-4-phenylimidazolin-5-oneAlan Wood's Pesticides
Manual XrefsDatabases
fenamidoneAlan Wood's Pesticides
FenamidoneWikipedia
US2010029776Patent
289PPDB
Registry NumbersSources
Reaxys:11336737Reaxys
CAS:161326-34-7ChemIDplus
CAS:161326-34-7NIST Chemistry WebBook
Citations