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Pyraquinate

Pyraquinate
Skeletal formula of pyraquinate
Skeletal formula of pyraquinate
Names
Preferred IUPAC name
[4-[3-(3-chlorophenyl)-1,5-dimethyl-2,4-dioxoquinazoline-6-carbonyl]-2,5-dimethylpyrazol-3-yl] N,N-diethylcarbamate
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
UNII
  • InChI=1S/C27H28ClN5O5/c1-7-32(8-2)27(37)38-25-22(16(4)29-31(25)6)23(34)19-12-13-20-21(15(19)3)24(35)33(26(36)30(20)5)18-11-9-10-17(28)14-18/h9-14H,7-8H2,1-6H3
    Key: QCETYWAAOPFNSO-UHFFFAOYSA-N
  • CCN(CC)C(=O)OC1=C(C(=NN1C)C)C(=O)C2=C(C3=C(C=C2)N(C(=O)N(C3=O)C4=CC(=CC=C4)Cl)C)C
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Pyraquinate is a chemical herbicide. It is a benzoylpyrazole, having a central functional group that includes a benzoyl group combined with pyrazole,[1] and is in the class of 4-hydroxyphenylpyruvate dioxygenase inhibiting herbicides.[2] Its formula is C27H28ClN5O5.[3]

The herbicide was patented in 2022, but only released to market in 2025.[4] It is not approved for use in any European Union countries. Under HRAC classification, it is placed in class F2.[5]

Several crystalline forms of pyraquinate are known. The commercially available form, as well as several of its polymorphs, has a triclinic crystal system.[6]

Uses

Pyraquinate was developed for use in the treatment of rice-growing paddy fields to reduce the incidence of moleplant.[4] The product, manufactured by Shandong Cynda Chemical Co., Ltd., was approved for use in China on September 17, 2024.[7] Other plants that pyraquinate is effective against are Leptochloa panicea, various Echinochloa species, Eragrostis japonica, Lecrsia oryzoides, and Paspalum distichum.[8]

References

  1. ^ "Pyraquinate". BCPC Pesticide Compendium. British Crop Protection Council. Retrieved August 22, 2025.
  2. ^ Jiao, Bin; Wang, Kuan; Chang, Yiming; Dong, Fengshou; Pan, Xinglu; Wu, Xiaohu; Xu, Jun; Liu, Xingang; Zheng, Yongquan (March 15, 2023). "Photodegradation of the Novel Herbicide Pyraquinate in Aqueous Solution: Kinetics, Photoproducts, Mechanisms, and Toxicity Assessment". Journal of Agricultural and Food Chemistry. 71 (10): 4249–4257. Bibcode:2023JAFC...71.4249J. doi:10.1021/acs.jafc.2c07813. ISSN 0021-8561. PMID 36877166.
  3. ^ "Pyraquinate". PubChem. National Center for Biotechnology Information. Retrieved August 22, 2025.
  4. ^ a b "Cynda's patented herbicide pyraquinate released to market". Agropages. March 13, 2025. Retrieved August 22, 2025.
  5. ^ "Pyraquinate". PPDB: Pesticide Properties DataBase. University of Hertfordshire. Retrieved August 22, 2025.
  6. ^ Wei, Ximeng; Han, Yuteng; Yang, Wenchao; Niu, Xiaofang; Li, Jinyang; Yang, Guang-Fu; Yang, Jingxiang (October 16, 2024). "Polymorphism-Dependent Herbicidal Activity of Pyraquinate". Crystal Growth & Design. 24 (20): 8334–8344. doi:10.1021/acs.cgd.4c00831. ISSN 1528-7483.
  7. ^ "12 New Pesticide Products, Including Pyraquinate, Registered in China". www.cirs-group.com. October 8, 2024. Retrieved August 22, 2025.
  8. ^ "Pyraquinate, an herbicide created in China to break through the worldwide bottleneck of lack of safety of HPPD herbicides for application to indica rice". Agropages. August 11, 2023. Retrieved August 22, 2025.

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