fenamidone (CHEBI:83258)

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ChEBI Name	fenamidone

ChEBI ID	CHEBI:83258

Definition	A 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.

Stars	This entity has been manually annotated by the ChEBI Team.

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Formula

C17H17N3OS

Net Charge

Average Mass

311.40100

Monoisotopic Mass

311.10923

InChI

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

InChIKey

LMVPQMGRYSRMIW-KRWDZBQOSA-N

SMILES

CSC1=N[C@](C)(C(=O)N1Nc1ccccc1)c1ccccc1

Roles Classification
Biological Role(s):	antifungal agrochemical Any substance used in acriculture, horticulture, forestry, etc. for its fungicidal properties. mitochondrial cytochrome-bc1 complex inhibitor quinone outside inhibitor A mitochondrial cytochrome-bc1 complex inhibitor that acts at the Quinone 'outer' (Qo) binding site of the cytochrome-bc1 complex. fungicide A substance used to destroy fungal pests. (via imidazole fungicide ) antifungal agent An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce. (via imidazole antifungal agent )

Application(s):	antifungal agrochemical Any substance used in acriculture, horticulture, forestry, etc. for its fungicidal properties. quinone outside inhibitor A mitochondrial cytochrome-bc1 complex inhibitor that acts at the Quinone 'outer' (Qo) binding site of the cytochrome-bc1 complex. fungicide A substance used to destroy fungal pests. (via imidazole fungicide )

ChEBI Ontology
Outgoing	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	Sources
(5S)-3,5-dihydro-5-methyl-2-(methylthio)-5-phenyl-3-(phenylamino)-4H-imidazol-4-one	ChemIDplus
(S)-1-anilino-4-methyl-2-methylthio-4-phenylimidazolin-5-one	Alan Wood's Pesticides
1-Anilino-4-methyl-2-methylthio-4-phenylimidazolin-5-one	ChemIDplus

Last Modified

26 June 2018