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Metyltetraprole

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Metyltetraprole Basic information

Product Name:
Metyltetraprole
Synonyms:
  • 1-[2-({[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}methyl)-3-methylphenyl]-4-methyl-1,4-dihydro-5H-tetrazol-5-one: metyltetraprole
  • Metyltetraprole
  • 5H-Tetrazol-5-one, 1-[2-[[[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy]methyl]-3-methylphenyl]-1,4-dihydro-4-methyl-
  • Metyltetraprole 100 μg/ml Acetonitrile
  • Metyltetraprole 100.0 μg/ml Acetonitrile
  • Metyltetraprole 100 μg/mL in Acetonitrile
CAS:
1472649-01-6
MF:
C19H17ClN6O2
MW:
396.83
Mol File:
1472649-01-6.mol
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Metyltetraprole Chemical Properties

Boiling point:
536.9±60.0 °C(Predicted)
Density 
1.40±0.1 g/cm3(Predicted)
pka
-0.23±0.10(Predicted)
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Metyltetraprole Usage And Synthesis

Uses

Metyltetraprole is a promising fungicide with EC50 values of both 0.002 ppm against sensitive wild-type and G143A mutant of Zymoseptoria tritici. Metyltetraprole is effective against QoI (quinone outside inhibitor) resistant strains. Metyltetraprole inhibits the respiratory chain via complex III[1][2].

Definition

ChEBI: Metyltetraprole is a member of the class of tetrazoles that is 1-methyl-4-phenyltetrazole in which the phenyl group has been substituted at positions 2 and 3 by [1-(p-chlorophenyl)-1H-pyrazol-3-yl]oxy}methyl and methyl groups, respectively. A quinone outside inhibitor, it is a fungicide that can be used to control a broad range of diseases, including Septoria leaf blotch in wheat. It has a role as an antifungal agrochemical and a quinone outside inhibitor. It is a member of tetrazoles, a pyrazole pesticide and a member of monochlorobenzenes.

References

[1] Matsuzaki Y, et al. Discovery of metyltetraprole: Identification of tetrazolinone pharmacophore to overcome QoI resistance. Bioorg Med Chem. 2020 Jan 1;28(1):115211. DOI:10.1016/j.bmc.2019.115211
[2] Suemoto H, et al. Metyltetraprole, a novel putative complex III inhibitor, targets known QoI-resistant strains of Zymoseptoria tritici and Pyrenophora teres. Pest Manag Sci. 2019 Apr;75(4):1181-1189. DOI:10.1002/ps.5288

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