≥98% for sensitive chromatographic and analytical workflows requiring minimal baseline interference.
Store at 2-8°C Ships Wet ice Check lot-specific COA for exact specifications.
SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.
Cited in 34 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.
Usage: Fluorinated pyrazole based broad-spectrum insecticides with high activity and wide application range. They have developed resistance to pests such as Hemiptera, Thysanoptera, Coleoptera, Lepidoptera, as well as pyrethroid and carbamate insecticides, and have shown high sensitivity to pests. It can be used for rice, cotton, vegetables, soybeans, rapeseed, tobacco leaves, potatoes, tea, sorghum, corn, fruit trees, forests, public health, animal husbandry, etc., to prevent and control rice borers, brown planthoppers, rice weevils, cotton bollworms, sticky worms, diamondback moths, cabbage caterpillars, nail mites, root cutting insects, bulb nematodes, caterpillars, fruit tree mosquitoes, wheat aphids, nematodes, trichomonas, etc. The recommended dosage is 12.5-150g/hm2. China has approved field efficacy trials on rice and vegetables. The formulation consists of 5% suspension and 0.3% granules Animal health is mainly used to kill fleas, lice and other parasites on cats and dogs
| Sonrisas canónicas | C1=C(C=C(C(=C1Cl)N2C(=C(C(=N2)C#N)S(=O)C(F)(F)F)N)Cl)C(F)(F)F |
|---|---|
| IUPAC Name | 5-amino-1-[2,6-dichloro-4-(trifluoromethyl)phenyl]-4-(trifluoromethylsulfinyl)pyrazole-3-carbonitrile |
| InChIKey | ZOCSXAVNDGMNBV-UHFFFAOYSA-N |
| INCHI | 1S/C12H4Cl2F6N4OS/c13-5-1-4(11(15,16)17)2-6(14)8(5)24-10(22)9(7(3-21)23-24)26(25)12(18,19)20/h1-2H,22H2 |
| Isómeros SMILES | C1=C(C=C(C(=C1Cl)N2C(=C(C(=N2)C#N)S(=O)C(F)(F)F)N)Cl)C(F)(F)F |
| WGK Alemania | 3 |
| RTECS | UQ4430250 |
| Número ONU | 2811 |
| Peso molecular | 437.15 |
| Beilstein | 8090115 |
| Reaxy-Rn | 8090115 |
| Reaxys-RN_link_address | https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8090115&ln= |
Comprehensive hazard, handling, storage, and regulatory compliance document.
Download SDS →Lot-specific quality data. Enter your lot number to retrieve the exact COA.
Look up COA →Full quality attributes and acceptance criteria for this grade.
View spec sheet →Taxonomy Tree
| Kingdom | Organic compounds |
|---|---|
| Superclass | Organoheterocyclic compounds |
| Clase | Azoles |
| Subclass | Pyrazoles |
| Intermediate Tree Nodes | Not available |
| Direct Parent | Phenylpyrazoles |
| Alternative Parents | Trifluoromethylbenzenes Dichlorobenzenes Aryl chlorides Heteroaromatic compounds Trihalomethanes Sulfoxides Sulfinyl compounds Azacyclic compounds Nitriles Alkyl fluorides Hydrocarbon derivatives Organopnictogen compounds Primary amines Organic oxides Organochlorides Organofluorides |
| Molecular Framework | Aromatic heteromonocyclic compounds |
| Substituents | Phenylpyrazole - Trifluoromethylbenzene - 1,3-dichlorobenzene - Chlorobenzene - Halobenzene - Aryl chloride - Aryl halide - Monocyclic benzene moiety - Benzenoid - Heteroaromatic compound - Trihalomethane - Sulfoxide - Azacycle - Sulfinyl compound - Carbonitrile - Nitrile - Alkyl fluoride - Organonitrogen compound - Organofluoride - Organochloride - Organohalogen compound - Organosulfur compound - Primary amine - Hydrocarbon derivative - Halomethane - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Amine - Alkyl halide - Aromatic heteromonocyclic compound |
| Descripción | This compound belongs to the class of organic compounds known as phenylpyrazoles. These are compounds containing a phenylpyrazole skeleton, which consists of a pyrazole bound to a phenyl group. |
| External Descriptors | Pyrazole insecticides |
| Solubilidad | Acetone 54.6g/100mL, dichloromethane 2.23g/100mL, methanol 13.75g/100mL, hexane and toluene 0.3g/mL, water 1.9mg/L. Partition coefficient (n-octanol/water) 4.0 |
|---|---|
| Punto de fusión (°C) | 196-201°C |
| 1. Chen Yunhai, Zhu Xuecheng, Liu Huilin, Sun Baoguo. (2024) Multi-confinement structured carbon dots with long room temperature phosphorescence lifetime and efficiency for sensing thiram residues assisted by copper ions. MICROCHIMICA ACTA, 191 (11): (1-11). [PMID:39379669] [10.1007/s00604-024-06732-3] |
| 2. Yehong Han, Ruiyang Ma, Juntao Wang, Hongyuan Yan, Yufei Shan, Zihan Liu, Zhi Wang. (2025) Highly efficient analysis of fipronil and ethiprole in milk using ternary deep eutectic solvent-functionalized UiO-66-based tip-SPE − HPLC. FOOD CHEMISTRY, [PMID:41045852] [10.1016/j.foodchem.2025.146583] |
| 3. Ferry Saputra, Yu-Heng Lai, Marri Jmelou M. Roldan, Honeymae C. Alos, Charlaine A. Aventurado, Ross D. Vasquez, Chung-Der Hsiao. (2023) The Effect of the Pyrethroid Pesticide Fenpropathrin on the Cardiac Performance of Zebrafish and the Potential Mechanism of Toxicity. Biology-Basel, 12 (9): (1214). [PMID:37759613] [10.3390/biology12091214] |
| 4. Liran Tian, Xiangwei Song, Tianjiao Liu, Anfeng Li, Yang Ning, Xiuyi Hua, Deming Dong, Zhijun Song, Dapeng Liang. (2023) Spectrophotometric Determination of Acetamiprid Using Gold Nanoparticles (AuNPs) with Optimized Truncated Aptamers. ANALYTICAL LETTERS, [PMID:] [10.1080/00032719.2023.2289088] |
| 5. Xiaomu Qiao, Tianhao Zhou, Jing Zhang, Lixin Zhang, Yaobin Lu, Jia Huang. (2023) Functional validation of A2′N mutation of the RDL GABA receptor against fipronil via molecular modeling and genome engineering in drosophila. PEST MANAGEMENT SCIENCE, [PMID:38086568] [10.1002/ps.7929] |
| 6. Shuqin Liu, Yiquan Huang, Yingming Duan, Zhangmin Xiang, Jian Liu, Xi Zhou, Zhiyong Chen. (2023) Volatile/semi-volatile metabolites profiling in living vegetables via a novel covalent triazine framework based solid-phase microextraction fiber coupled with GC-QTOF-MS. FOOD CHEMISTRY, [PMID:37549619] [10.1016/j.foodchem.2023.137064] |
| 7. Yue Tang, Xiangqiang Zhan, Jia Zheng, Zhengmin Xie, Shuangju Zhu, Yuangen Wu. (2023) Facile colorimetric smartphone-based biosensor for rapid detection of organophosphorus pesticides residues in environment using the aptamer-enhanced oxidase activity of octahedral Ag2O particles. ANALYTICA CHIMICA ACTA, [PMID:37230725] [10.1016/j.aca.2023.341325] |
| 8. Liran Tian, Xiangwei Song, Tianjiao Liu, Anfeng Li, Yang Ning, Xiuyi Hua, Deming Dong, Dapeng Liang. (2023) A combined UV-visible with fluorescence detection method based on an unlabeled aptamer and AuNPs for the sensitive detection of acetamiprid. NEW JOURNAL OF CHEMISTRY, 47 (16): (7722-7732). [PMID:] [10.1039/D3NJ00399J] |
| 9. Yifan Li, Shujun Ni, Yunping Wang, Ruichi Li, Hong Sun, Xuan Ye, Zhen Tian, Yalin Zhang, Jiyuan Liu. (2023) The chemosensory protein 1 contributes to indoxacarb resistance in Plutella xylostella (L.). PEST MANAGEMENT SCIENCE, [PMID:36809665] [10.1002/ps.7415] |
| 10. Huihui Wang, Xiaojiao Zheng, Jiadong Wang, Shu Qin, Jindong Li, Yanli Qi, Xiaowen Wang, Xu Jing. (2023) Switchable hydrophilicity solvent-based microextraction coupled with fluorescent detection of dichlorvos. JOURNAL OF FOOD COMPOSITION AND ANALYSIS, [PMID:] [10.1016/j.jfca.2023.105165] |
| 11. Yuhang Liu, Yi Zhang, Pran Gopal Karmaker, Yuting Tang, Lilei Zhang, Feng Huo, Ya Wang, Xiupei Yang. (2022) Dual-Color 2D Lead–Organic Framework with Two-Fold Interlocking Structures for the Detection of Nitrofuran Antibiotics and 2,6-Dichloro-4-nitroaniline. ACS Applied Materials & Interfaces, [PMID:36342338] [10.1021/acsami.2c15440] |
| 12. Xiaoyu Su, Zhiyu Chen, Huan Wang, Lei Yuan, Kaiyi Zheng, Wen Zhang, Xiaobo Zou. (2022) Ratiometric immunosensor with DNA tetrahedron nanostructure as high-performance carrier of reference signal and its applications in selective phoxim determination for vegetables. FOOD CHEMISTRY, [PMID:35182867] [10.1016/j.foodchem.2022.132445] |
| 13. Liu Guangyan, Li Shiyu, Jiang Zejun, Li Jianping. (2021) A versatile and ultrasensitive molecularly imprinted electrochemiluminescence sensor with HRP-encapsulated liposome labeled by light-triggered click reaction for pesticide residues. MICROCHIMICA ACTA, 189 (1): (1-10). [PMID:34935073] [10.1007/s00604-021-05133-0] |
| 14. Chen Shuqin, Huang Mengna, Huang Mianli, Feng Liang. (2021) Fluorometric determination of ziram using CsPbBr3 quantum dots. MICROCHIMICA ACTA, 188 (11): (1-9). [PMID:34677687] [10.1007/s00604-021-05045-z] |
| 15. Xu Jing, Jing Wu, Huihui Wang, Luyao Guo, Xiaojiao Zheng, Xiaowen Wang, Shuo Wang. (2021) Application of deep eutectic solvent-based extraction coupled with an S-CQD fluorescent sensor for the determination of pirimicarb in cereals. FOOD CHEMISTRY, [PMID:34662796] [10.1016/j.foodchem.2021.131360] |
| 16. Xiuping He, Junhui Chen, Xiaotong Li, Jiuming Wang, Ming Xin, Xia Sun, Wei Cao, Baodong Wang. (2021) Pollution status, influencing factors and environmental risks of neonicotinoids, fipronil and its metabolites in a typical semi-closed bay in China. ENVIRONMENTAL POLLUTION, [PMID:34582920] [10.1016/j.envpol.2021.118210] |
| 17. Xin Pan, Zhangjun Wang, Chao Chen, Hui Li, Xianxin Li, Quanfeng Zhang, Xiufen Wang, Yanan Zhang. (2020) Research on the distribution of neonicotinoid and fipronil pollution in the Yangtze River by high-performance liquid chromatography. Analytical Methods, 12 (46): (5581-5590). [PMID:33165450] [10.1039/D0AY01558J] |
| 18. Cong Wang, Yao Lin, Yichao Wang, Ting-Fu Jiang, Zhihua Lv. (2020) Determination of fipronil and its metabolites in chicken egg by dispersive liquid–liquid microextraction with 19F quantitative nuclear magnetic resonance spectroscopy. MICROCHEMICAL JOURNAL, [PMID:] [10.1016/j.microc.2020.105547] |
| 19. Jing Zhao, Zhaorui Meng, Zexin Zhao, Longshan Zhao. (2019) Ultrasound-assisted deep eutectic solvent as green and efficient media combined with functionalized magnetic multi-walled carbon nanotubes as solid-phase extraction to determine pesticide residues in food products. FOOD CHEMISTRY, [PMID:31835214] [10.1016/j.foodchem.2019.125863] |
| 20. Lianqing Chen, Zhongda Wu, Yanting Du, Yufeng Huang, Shiwei Jin. (2019) Solvothermal synthesis of novel phenylpyrazole Schiff base fluorescent insecticides fused extended conjugate units for enhancing bioactivities, photophysical and electrochemical properties. JOURNAL OF MOLECULAR STRUCTURE, [PMID:] [10.1016/j.molstruc.2019.06.093] |
| 21. Tianfu Wei, Gongke Li, Zhuomin Zhang. (2018) A covalently cross-linked microporous polymer based micro-solid phase extraction for online analysis of trace pesticide residues in citrus fruits. JOURNAL OF SEPARATION SCIENCE, 42 (4): (888-896). [PMID:30556362] [10.1002/jssc.201801044] |
| 22. Bo Zhang, Lei Zhang, Lujue He, Xiaodong Yang, Yali Shi, Shaowei Liao, Shan Yang, Jiagao Cheng, Tianrui Ren. (2018) Interactions of Fipronil within Fish and Insects: Experimental and Molecular Modeling Studies. JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, [PMID:29627978] [10.1021/acs.jafc.8b00573] |
| 23. Xinda Lin, Yiwen Mao, Ling Zhang. (2018) Binding properties of four antennae-expressed chemosensory proteins (CSPs) with insecticides indicates the adaption of Spodoptera litura to environment. PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, [PMID:29626991] [10.1016/j.pestbp.2018.02.011] |
| 24. Baoyan Zhang, Zhiping Xu, Yixi Zhang, Xusheng Shao, Xiaoyong Xu, Jiaogao Cheng, Zhong Li. (2015) Fipronil induces apoptosis through caspase-dependent mitochondrial pathways in Drosophila S2 cells. PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, [PMID:25868821] [10.1016/j.pestbp.2015.01.019] |
| 25. Zhangchi Xiao, Yong Li, Yulun Nie, Liqiang Lu, Chao Yang. (2025) A Cu2+-triggered turn-on fluorescence non-enzymatic probe based on covalent organic framework for the detection of methyl parathion. ANALYTICA CHIMICA ACTA, [PMID:40021329] [10.1016/j.aca.2025.343775] |
| 26. Pei Xiu, Bai Jinchuan, Li Yaming, Kong Xiangbo. (2024) A Fluorescent Nanoplatform Based on Tb3+@tartric Acid-Functionalized UiO-67-bpy: A New Strategy of Synergistic Sensitization and its Highly Sensitive Performance toward the Detection of Nitenpyram. Journal of Inorganic and Organometallic Polymers and Materials, [PMID:] [10.1007/s10904-024-03420-w] |
| 27. Linghui Huang, Yue Tang, Jianxun Han, Xiaojuan Niu, Xin Lin, Yuangen Wu. (2024) A stable colorimetric biosensor for highly selective detection of malathion residue in food based on aptamer-regulated laccase-mimic activity. FOOD CHEMISTRY, [PMID:38428076] [10.1016/j.foodchem.2024.138842] |
| 28. Mengqi Wang, Jiayan Feng, Jiacheng Ding, Jinru Xiao, Dingbin Liu, Yang Lu, Yaqing Liu, Xia Gao. (2024) Color- and background-free Raman-encoded lateral flow immunoassay for simultaneous detection of carbendazim and imidacloprid in a single test line. CHEMICAL ENGINEERING JOURNAL, [PMID:] [10.1016/j.cej.2024.150666] |
| 29. Hong Sun, Xinyu Li, Xinyue Yuan, Zhen Tian, Yifan Li, Yalin Zhang, Jiyuan Liu. (2024) Elucidating the detoxification efficacy of Periplaneta americana delta glutathione S-transferase 1 (PaGSTd1) against organophosphates. PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, [PMID:39084777] [10.1016/j.pestbp.2024.106013] |
| 30. Ma Rong, Yu Shuangshuang, Li Yafang, Lin Yan, Ma Xiaodong. (2024) Enhancing the efficiency of polypyrrole-dodecylbenzene sulfonic acid in-tube solid-phase microextraction coating for analysis of nitrogen-containing pesticides in water environments. Frontiers in Environmental Science, [PMID:] [10.3389/fenvs.2024.1350170] |
| 31. Canyang Wang, Zhengzheng Zhou, Yayu He, Juan Li, Yi Cao. (2024) Influences of TiO2 nanoparticle and fipronil co-exposure on metabolite profiles in mouse intestines. JOURNAL OF APPLIED TOXICOLOGY, [PMID:39075329] [10.1002/jat.4680] |
| 32. Zhengtao Li, Haowei Dong, Haifang Wang, Donghan Li, Shuxian Zhou, Shengxi Zhai, Jingcheng Huang, Rui Xu, Wenping Zhao, Mohamed Bedair M. Ahmed, Gili Bisker, Xia Sun, Yemin Guo. (2024) Novel time-resolved fluorescent-based multiplex immunochromatography test strip for simultaneous detection of pesticides in vegetables. FOOD CHEMISTRY, [PMID:39522382] [10.1016/j.foodchem.2024.141916] |
| 33. Ziyi Qin, Jinju Xu, Yuanxin Cao, Chunhui Liao, Tian Lan, Shuyun Shi. (2025) Visual detection of glyphosate by Al3+-regulated carbon dots/CdTe quantum dots ratiometric fluorescent sensing platform. FOOD CHEMISTRY, [PMID:39893924] [10.1016/j.foodchem.2025.143070] |
| 34. Rong Huang, Zhong Dong, Wanyi Zhang, Zhenggang Xue, Dongmei Deng, Wei Wang, Yuanyuan Li, Haibo He, Liqiang Luo. (2025) Cu−N4 Active Site Sensing Platform for Point-of-Care Colorimetric Detection of Environmental Organophosphorus Pesticide. ANALYTICA CHIMICA ACTA, [PMID:41330687] [10.1016/j.aca.2025.344856] |
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