oxathiapiprolin

Description

Oxathiapiprolin is now registered in numerous countries around the world, including Australia, Canada, China, Japan, and the United States, with the reviews confirming a highly favorable toxicological and environmental profile.

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

The Uses of oxathiapiprolin

Zorvec is a novel oxathiapiprolin compound. Displays highly-active oomycete fungicide activity with a novel site of action. an oxysterol binding protein.

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.