1472649-01-6
Chemical Structure
Metyltetraprole
- CAS No.: 1472649-01-6
- Formula:C19H17ClN6O2
- Molecular Weight:396.83
IUPAC Name: 3-bromo-4-chloro-5,7-difluoroquinoline
InChIKey: XUQQRGKFXLAPNV-UHFFFAOYSA-N
SMILES: O=C1N(C)N=NN1C2=CC=CC(C)=C2COC3=NN(C4=CC=C(Cl)C=C4)C=C3
Biological Activity: Metyltetraprole is a QoI fungicide containing a tetrazolinone pharmacophore that binds to the Qo site of the cytochrome bc1 complex (complex III), blocks D-Panthenol (HY-B1391) oxidation, and inhibits mitochondrial electron transport, while retaining antifungal activity against QoI-resistant isolates and exhibiting broad-spectrum antifungal effects. Metyltetraprole is used in the study of wheat Septoria leaf blotch, net blotch, cucumber downy mildew, and powdery mildew[2][5][6].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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Metyltetraprole | 99.53% | Metyltetraprole is a QoI fungicide containing a tetrazolinone pharmacophore that binds to the Qo site of the cytochrome bc1 complex (complex III), blocks D-Panthenol (HY-B1391) oxidation, and inhibits mitochondrial electron transport, while retaining antifungal activity against QoI-resistant isolates and exhibiting broad-spectrum antifungal effects. Metyltetraprole is used in the study of wheat Septoria leaf blotch, net blotch, cucumber downy mildew, and powdery mildew. | ||||||||||||||||||||
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References
- [2]. Matsuzaki Y, et al. Discovery of metyltetraprole: Identification of tetrazolinone pharmacophore to overcome QoI resistance. Bioorg Med Chem. 2020 Jan 1;28(1):115211. [Content Brief]
- [5]. Wang YX, et al. Cryo-EM Structures Reveal the Unique Binding Modes of Metyltetraprole in Yeast and Porcine Cytochrome Complex Enabling Rational Design of Inhibitors. Journal of the American Chemical Society. 2024 Dec 11;146(49):33903-33913.
- [6]. Suemoto H, et al. Metyltetraprole, a novel putative complex III inhibitor, targets known QoI-resistant strains of Zymoseptoria tritici and Pyrenophora teres. Pest management science. 2019 Apr;75(4):1181-1189. [Content Brief]