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ChemicalBook--->CAS DataBase List--->161326-34-7

161326-34-7

161326-34-7 Structure

161326-34-7 Structure
IdentificationBack Directory
[Name]

FENAMIDONE
[CAS]

161326-34-7
[Synonyms]

REASON
UTILIS
FENOMEN
FENAMIDONE
RPA 407213
Fenamidone-[13C6]
fenamidone (bsi,iso)
Mepanipyrim, Pestanal
Fenamidone@100 μg/mL in AcCN
Fenamidone 100mg [161326-34-7]
FenamidoneSolution,100mg/L,5x1ml
Fenamidone@1000 μg/mL in Acetonitrile
(5S)-3-anilino-5-methyl-2-methylsulfanyl-5-phenylimidazol-4-one
(S)-1-ANILINO-4-METHYL-2-METHYLTHIO-4-PHENYL-2-IMIDAZOLIN-5-ONE
(S)-4-Methyl-2-(methylthio)-4-phenyl-1-(phenylamino)-1H-imidazol-5(4H)-one
4H-Imidazol-4-one, 3,5-dihydro-5-methyl-2-(methylthio)-5-phenyl-3-(phenylamino)-, (5S)-
fenamidone (ISO) (S)-5-methyl-2-methylthio-5-phenyl-3-phenylamino-3,5-dihydroimidazol-4-one
[Molecular Formula]

C17H17N3OS
[MDL Number]

MFCD03792823
[MOL File]

161326-34-7.mol
[Molecular Weight]

311.4
Chemical PropertiesBack Directory
[Melting point ]

137°
[Boiling point ]

443.0±48.0 °C(Predicted)
[density ]

1.285
[storage temp. ]

0-6°C
[form ]

neat
[pka]

0.49±0.40(Predicted)
[LogP]

3.610 (est)
[EPA Substance Registry System]

Fenamidone (161326-34-7)
Hazard InformationBack Directory
[Definition]

ChEBI: 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 effecti e against Oomycete diseases such as downy mildew and certain leaf spot diseases.
[Uses]

Fungicide.
[Hazard]

Moderately toxic by ingestion and skin contact. Low toxicity by inhalation.
[Description]

Fenamidone (13; RPA 407213; (S)-5-methyl-2-methylthio- 5-phenyl-3-phenylamino-3,4-dihydroimidazol-4-one) is a complex III inhibitor that does not derive from the strobilurins but rather belongs to the imidazolinone chemical class. Fenamidone is a white woolly powder, with the following characteristics: mp = 137 ?C; water solubility = 7.8 mg/L; logP = 2.8, and vp = 3.4×10?7 Pa. It was first described by Mercer et al. (39) in 1998. Only the S-enantiomer shows antifungal activity, thus offering a reduction in application rates over the racemic mixture.
[Toxicity evaluation]

Fenamidone has an acute oral LD50 > 5,000 and an acute dermal LD50 > 2,000 mg/kg in rats. Fenamidone is not a skin or eye irritant, is negative in the Ames test, and is nonteratogenic. It shows low toxicity to birds in acute and dietary studies but has a 96-h fish LC50 of 0.74 mg/L.
Safety DataBack Directory
[Hazard Codes ]

N
[Risk Statements ]

50/53
[Safety Statements ]

60-61
[RIDADR ]

UN3077 9/PG 3
[WGK Germany ]

2
[Toxicity]

LD50 in male, female rats (mg/kg): >5000, 2028 orally; in rats (mg/kg): >2000 dermally; LC50 in bobwhite quail, mallard duck (mg/kg): >5200, >5200 dietary (Mercer)
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