Epoxiconazole

Title: Epoxiconazole
CAS Registry Number: 133855-98-8; 106325-08-0 (undefined)
CAS Name: rel-1-[[(2R,3S)-3-(2-Chlorophenyl)-2-(4-fluorophenyl)oxiranyl]methyl]-1H-1,2,4-triazole
Additional Names: (2RS,3RS)-1-[3-(2-chlorophenyl)-2,3-epoxy-2-(4-fluorophenyl)-propyl]-1H-1,2,4-triazole
Manufacturers' Codes: BAS-480-F
Trademarks: Opus (BASF)
Molecular Formula: C17H13ClFN3O
Molecular Weight: 329.76
Percent Composition: C 61.92%, H 3.97%, Cl 10.75%, F 5.76%, N 12.74%, O 4.85%
Literature References: Ergosterol biosynthesis inhibitor. Prepn: S. Karbach et al., EP 196038; eidem, US 4906652 (1986, 1990 both to BASF). Properties and field trials: E. Ammermann et al., Brighton Crop Prot. Conf. - Pests Dis. 1990, 407; R. Saur et al., ibid. 831. Mode of action: A. Akers et al., ibid. 837. Use in combination with fenpropimorph, q.v.: R. Saur et al., Gesunde Pflanz. 46, 61 (1994). Brief review: A. Floquet, N. Martin, Phytoma 449, 54-57 (1993).
Properties: Crystals from diisopropyl ether, mp 136.2°. Soly at 20° (g/100 ml): water 6.63 ´ 10-4, acetone 18, dichloromethane 14, n-heptane <0.1. Partition coefficient (n-octanol/ water at pH 7) 3.44. LD50 in rats (mg/kg): >5000 orally, >2000 dermally; LC50 in rats (4 hr): >5.3 mg/l (dust aerosol) (Ammermann).
Melting point: mp 136.2°
Log P: Partition coefficient (n-octanol/ water at pH 7) 3.44
Toxicity data: LD50 in rats (mg/kg): >5000 orally, >2000 dermally; LC50 in rats (4 hr): >5.3 mg/l (dust aerosol) (Ammermann)
Use: Agricultural fungicide.
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Epoxiconazole[1][2]
(±)-Epoxiconazole Structural Formulea V.1.svg
Identifiers
CAS number 135319-73-2 YesY
ChemSpider 24751862 YesY
Jmol-3D images Image 1
Properties
Molecular formula C17H13ClFN3O
Molar mass 329.76 g mol
Density 1.374 g/cm³
Melting point 134°C
Solubility in water 8.42 ppm, at 20°C in water
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Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Epoxiconazole is a fungicide active ingredient from the class of azoles developed to protect crops. In particular, the substance inhibits the metabolism of fungi cells infesting useful plants, and thereby prevents the growth of the mycelia (fungal cells). Epoxiconazole also limits the production of conidia (mitospores). Epoxiconazole was introduced to the market by BASF SE in 1993 and can be found in many products and product mixtures targeting a large number of pathogens in various crops. Crops are, for example, cereals (mainly wheat, barley, rye and triticale), soybeans, banana, rice, coffee, turnips, and red as well as sugar beets.