- Fenamidone
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- $1520.00
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2026-05-11
- CAS:161326-34-7
- Purity:
- Supply Ability: 10g
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| | FENAMIDONE Basic information |
| Product Name: | FENAMIDONE | | Synonyms: | (S)-4-Methyl-2-(methylthio)-4-phenyl-1-(phenylamino)-1H-imidazol-5(4H)-one;Fenamidone 100mg [161326-34-7];Fenamidone-[13C6];FENOMEN;FENAMIDONE;(5S)-3-anilino-5-methyl-2-methylsulfanyl-5-phenylimidazol-4-one;REASON;(S)-1-ANILINO-4-METHYL-2-METHYLTHIO-4-PHENYL-2-IMIDAZOLIN-5-ONE | | CAS: | 161326-34-7 | | MF: | C17H17N3OS | | MW: | 311.4 | | EINECS: | | | Product Categories: | | | Mol File: | 161326-34-7.mol |  |
| | FENAMIDONE Chemical Properties |
| Melting point | 137° | | Boiling point | 443.0±48.0 °C(Predicted) | | density | 1.285 | | storage temp. | 0-6°C | | pka | 0.49±0.40(Predicted) | | Henry's Law Constant | 8.6×104 mol/(m3Pa) at 25℃, Ebert et al. (2023) | | Major Application | agriculture
environmental | | 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)N1Nc2ccccc2)c3ccccc3 | | LogP | 3.610 (est) | | EPA Substance Registry System | Fenamidone (161326-34-7) |
| Hazard Codes | N | | Risk Statements | 50/53 | | Safety Statements | 60-61 | | RIDADR | UN3077 9/PG 3 | | WGK Germany | 2 | | Storage Class | 11 - Combustible Solids | | Hazard Classifications | Acute Tox. 4 Dermal
Aquatic Acute 1
Aquatic Chronic 1 | | 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) |
| | FENAMIDONE Usage And Synthesis |
| 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 = 3.4×107 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. | | Chemical Properties | Pure product is white woolly powder, no typical odor. Relative density 1.288. vapor pressure 3.4×10-4mPa(25℃), distribution coefficient KowlgP=2.8(20℃), Henry's constant 0.5×10-5Pa -m3 /mol(20℃). Solubility in water 7.8 mg/L (20°C). Solubility in organic solvents (20℃,g/L): acetone 250, acetonitrile 86.1, dichloromethane 330, methanol 43, n-octanol 9.7. | | Uses | Fungicide. | | 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. | | Production Methods | The commercial production of fenamidone involves a complex multi-step chemical synthesis. One key method includes the reaction of methyl (2S)-2-phenyl-2-(isothiocyanato)propionate with phenylhydrazine in anhydrous tetrahydrofuran under an inert argon atmosphere, followed by cooling and further processing to yield the active compound (+)-(4S)-4-methyl-2-methylthio-4-phenyl-1-phenylamino-2-imidazolin-5-one. | | Hazard | Moderately toxic by ingestion and skin contact. Low toxicity by inhalation. | | Mechanism of action | Protective and curative action. Respiration inhibitor (QoL fungicide). | | 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. | | Pesticide Type | Fungicide |
| | FENAMIDONE Preparation Products And Raw materials |
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