| Identification | Back Directory | [Name]
oxathiapiprolin | [CAS]
1003318-67-9 | [Synonyms]
oxathiapiprolin
Oxathioapiprolin
Oxathiapiprolin@100 μg/mL in Methanol
Ethanone, 1-[4-[4-[5-(2,6-difluorophenyl)-4,5-dihydro-3-isoxazolyl]-2-thiazolyl]-1-piperidinyl]-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]- | [Molecular Formula]
C24H22F5N5O2S | [MDL Number]
MFCD30480157 | [MOL File]
1003318-67-9.mol | [Molecular Weight]
539.52 |
| Safety Data | Back Directory | [Symbol(GHS) ]
GHS09 | [Signal word ]
Warning | [Hazard statements ]
H410 | [Precautionary statements ]
P273-P391-P501 | [Toxicity]
Acute toxicity studies No acute toxicity observed
Acute oral rat LD50 > 5000 mg kg−1
Acute dermal rat LD50 > 5000 mg kg−1
Acute inhalation rat LC50 > 5.1 mg kg−1
Rabbit eye or skin Not an irritant
Dermal sensitization in guinea pigs Nonsensitizing |
| Hazard Information | Back Directory | [Physical properties]
Melting point 146–148 °C (Form B)
Water solubility 0.175 mg l−1
log Kow 3.67
Kfoc 8368 g kg−1
Vapor pressure (20 °C) 1.14 × 10−6 Pa
Hydrolysis Stable
Aqueous photolysis DT50 ~ 15 d
Degradation in soil DT50 ~ 90 d | [Definition]
ChEBI: 1-(4-{4-[5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl]-1,3-thiazol-2-yl}piperidin-1-yl)-2-[5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl]ethanone is an N-acylpiperidine that is N-acetyl 4-(1,3-thiazol-2-yl)piperidine in which the thiazole ring is substituted at position 4 by a 5-(2,6-difluorophenyl)-4,5-dihydro-1,2-oxazol-3-yl group and in which one of the hydrogens of the acetyl group is replaced by a 5-methyl-3-(trifluoromethyl)-1H-pyrazol-1-yl group. It is a N-acylpiperidine, a member of 1,3-thiazoles, a member of pyrazoles, an organofluorine compound, an isoxazoline and a tertiary carboxamide. | [Pharmacology]
Oxathiapiprolin is the first member of a new class of highly active oomycete fungicides, the piperidinyl thiazole isoxazolines. It is effective at extremely low use rates and shows excellent preventative and curative efficacy, excellent antisporulant properties, and long residual control with protection of new growth. It was discovered using a high-throughput screening approach with diverse structural classes and optimized to this high potency chemotype by conformationally restricting the benzyl amide moiety using an isoxazoline ring as an amide bioisostere.
Oxathiapiprolin has a novel site of action, binding strongly to an OSBP with an, as yet, unknown cellular function. Oxathiapiprolin has the perfect combination of attributes to provide outstanding oomycete disease control and is being developed globally as DuPont? Zorvec? disease control. We expect that products containing oxathiapiprolin will become valuable tools for growers in their efforts to combat these diseases and sustainably and responsibly meet the growing global food production needs. |
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