Flufenoxuron - analytical standard,Moligand™ , CAS No.101463-69-8

CAS: 101463-69-8 Cat. No.: F109949 Molecular Weight: 488.77 Beilstein Registry Number: 8398323 EC Number: 417-680-3

GRADE & PURITY Analytical standard, Moligand™

Synonyms

HY-B2009 | N-({4-[2-chloro-4-(trifluoromethyl)phenoxy]-2-fluorophenyl}carbamoyl)-2,6-difluorobenzamide | Flufenoxuron | Flufenoxuron [ISO] | InChI=1/C21H11ClF6N2O3/c22-12-8-10(21(26,27)28)4-7-17(12)33-11-5-6-16(15(25)9-11)29-20(32)30-19(31)18-13(23)2-1-3-

Storage

Store at 2-8°C,Protected from light,Desiccated

Shipped In

Wet ice

Overview

Flufenoxuron is an acylurea compound mostly used as an insecticide. It inhibits chitin synthesis in pests making it a slow acting growth regulator.

Specifications

Synonyms

HY-B2009 | N-({4-[2-chloro-4-(trifluoromethyl)phenoxy]-2-fluorophenyl}carbamoyl)-2, 6-difluorobenzamide | Flufenoxuron | Flufenoxuron [ISO] | InChI=1/C21H11ClF6N2O3/c22-12-8-10(21(26, 27)28)4-7-17(12)33-11-5-6-16(15(25)9-11)29-20(32)30-19(31)18-13(23)2-1-3-

Specifications & Purity

analytical standard, Moligand™

Storage

Store at 2-8°C, Protected from light, Desiccated

Shipped In

Wet ice

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Analytical standard, Moligand™

Names and Identifiers

• Canonical Smiles: C1=CC(=C(C(=C1)F)C(=O)NC(=O)NC2=C(C=C(C=C2)OC3=C(C=C(C=C3)C(F)(F)F)Cl)F)F
• IUPAC Name: N-[[4-[2-chloro-4-(trifluoromethyl)phenoxy]-2-fluorophenyl]carbamoyl]-2,6-difluorobenzamide
• InChIKey: RYLHNOVXKPXDIP-UHFFFAOYSA-N
• INCHI: 1S/C21H11ClF6N2O3/c22-12-8-10(21(26,27)28)4-7-17(12)33-11-5-6-16(15(25)9-11)29-20(32)30-19(31)18-13(23)2-1-3-14(18)24/h1-9H,(H2,29,30,31,32)
• Isomeric SMILES: C1=CC(=C(C(=C1)F)C(=O)NC(=O)NC2=C(C=C(C=C2)OC3=C(C=C(C=C3)C(F)(F)F)Cl)F)F
• WGK Germany: 2
• RTECS: CV2474500
• Molecular Weight: 488.77
• Beilstein: 8398323
• Reaxy-Rn: 8398323
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=8398323&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Benzenoids
    • Class Benzene and substituted derivatives
      • Subclass N-phenylureas
        • Level5 N-acyl-phenylureas
          • Level6 N-benzoyl-N'-phenylureas

• Kingdom: Organic compounds
• Superclass: Benzenoids
• Class: Benzene and substituted derivatives
• Subclass: N-phenylureas
• Intermediate Tree Nodes: N-acyl-phenylureas
• Direct Parent: N-benzoyl-N'-phenylureas
• Alternative Parents: Diphenylethers Diarylethers Trifluoromethylbenzenes 2-halobenzoic acids and derivatives Phenoxy compounds Phenol ethers Benzoyl derivatives Chlorobenzenes Fluorobenzenes Aryl chlorides Aryl fluorides Vinylogous halides Ureas Carboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Carbonyl compounds Organochlorides Organofluorides Organonitrogen compounds Alkyl fluorides Organopnictogen compounds
• Molecular Framework: Aromatic homomonocyclic compounds
• Substituents: N-benzoyl-n'-phenylurea - Diphenylether - Diaryl ether - 2-halobenzoic acid or derivatives - Halobenzoic acid or derivatives - Trifluoromethylbenzene - Benzoic acid or derivatives - Phenoxy compound - Benzoyl - Phenol ether - Halobenzene - Chlorobenzene - Fluorobenzene - Aryl chloride - Aryl fluoride - Aryl halide - Vinylogous halide - Carbonic acid derivative - Urea - Carboxylic acid derivative - Ether - Alkyl fluoride - Organohalogen compound - Organochloride - Organofluoride - Organonitrogen compound - Organooxygen compound - Carbonyl group - Hydrocarbon derivative - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Alkyl halide - Aromatic homomonocyclic compound
• Description: This compound belongs to the class of organic compounds known as n-benzoyl-n'-phenylureas. These are n-acyl-phenylureas that have the acyl group substituted by a phenyl group.
• External Descriptors: Pesticides

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(non-human)

Plutella xylostella (1838 Activities)

Explore this target

Activity Type	Relation	Activity value	Units	Action Type	Journal	PubMed Id	doi	Assay Aladdin ID

Mechanisms of Action

Chemical and Physical Properties

• Melt Point(°C): 169-172°C
• Molecular Weight: 488.800 g/mol
• XLogP3: 6.300
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 488.036 Da
• Monoisotopic Mass: 488.036 Da
• Topological Polar Surface Area: 67.400 Ų
• Heavy Atom Count: 33
• Formal Charge: 0
• Complexity: 689.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 0
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1

References

1. Xiang Li, Xiaofeng Lu, Xiaojing Liang, Zhimin Yang, Shuai Wang, Yong Guo.  (2023)  Preparation and extraction property study of corn cob-like magnetic mosaic carbon materials derived from MOF-on-MOF composites.  ANALYTICA CHIMICA ACTA,      [PMID:38182348] [10.1016/j.aca.2023.342112]

2. Li Dan, Gao Yanmei, Mu Mengyao, Zhu Shiping, Zhang Ning, Lu Minghua.  (2023)  Ionic liquid-modified UiO-66-NH2 as sorbent of dispersive solid-phase extraction for rapid adsorption and enrichment of benzoylurea insecticides.  MICROCHIMICA ACTA,  190  (11): (1-11).  [PMID:37853180] [10.1007/s00604-023-06020-6]

3. Juntao Wang, Jiajia Liu, Weihua Liu, Ziwang Liu, Qiuhua Wu, Zhi Wang, Hongyuan Yan.  (2023)  A phenyl-functionalized nitrogen-rich magnetic hyper crosslinked polymer for magnetic solid-phase extraction of 5-nitroimidazoles residues in water and fish samples.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2023.108936]

4. Mengyao Mu, Shiping Zhu, Yanmei Gao, Ning Zhang, Youmei Wang, Minghua Lu.  (2023)  Construction of hierarchically porous metal-organic framework HP-UiO-66-30% for sensitive determination of benzoylurea insecticides.  TALANTA,      [PMID:37116361] [10.1016/j.talanta.2023.124540]

5. Huazi Wang, Tiantian Wang, MingXiu Hong, Ziyang Wang, Xiaoyan Jin, Hai Wu.  (2022)  Direct solidification of switchable-hydrophilicity salicylic acid: A design for the on-site dispersive liquid-liquid microextraction of benzoylurea insecticides in water and honey samples.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:36528904] [10.1016/j.chroma.2022.463710]

6. Jia Chen, Xiaofei Han, Gafang Fu, Weiyang Tang, Kyung Ho Row, Hongdeng Qiu.  (2022)  Preparation of magnetic nitrogen-doped porous carbon by incomplete combustion with solvothermal synthesis for magnetic solid-phase extraction of benzoylurea insecticides from environmental water.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:36334561] [10.1016/j.chroma.2022.463600]

7. Xiang Li, Xiaofeng Lu, Xiaojing Liang, Yong Guo, Licheng Wang, Shuai Wang.  (2022)  Extraction of benzoylurea insecticides from tea leaves based on thermoplastic polyethyleneimine embedded magnetic nanoparticle carbon materials.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:36088774] [10.1016/j.chroma.2022.463476]

8. Min Li, Weihua Liu, Xufeng Meng, Shuofeng Li, Qianqian Wang, Yaxing Guo, Yuanyuan Wu, Lin Hao, Xiumin Yang, Zhi Wang, Chun Wang, Qiuhua Wu.  (2022)  Facile synthesis of magnetic hypercrosslinked polymer for the magnetic solid-phase extraction of benzoylurea insecticides from honey and apple juice samples.  FOOD CHEMISTRY,      [PMID:35792491] [10.1016/j.foodchem.2022.133596]

9. Shuofeng Li, Weihua Liu, Qianqian Wang, Mingming Xu, Yangjuan An, Lin Hao, Chun Wang, Qiuhua Wu, Zhi Wang.  (2022)  Constructing magnetic covalent organic framework EB-COF@Fe3O4 for sensitive determination of five benzoylurea insecticides.  FOOD CHEMISTRY,      [PMID:35152018] [10.1016/j.foodchem.2022.132362]

10. Guangyu Xu, Fanyuan Zhang, Zhenghui Li.  (2021)  Solubility Determination and Modeling for Flufenoxuron in Four Mixed Solvents from 278.15–323.15 K.  JOURNAL OF CHEMICAL AND ENGINEERING DATA,      [PMID:] [10.1021/acs.jced.1c00430]

11. Weihua Liu, Juntao Wang, Shuangju Song, Lin Hao, Jiajia Liu, Yangjuan An, Yaxing Guo, Qiuhua Wu, Chun Wang, Zhi Wang.  (2021)  Facile synthesis of uniform spherical covalent organic frameworks for determination of neonicotinoid insecticides.  FOOD CHEMISTRY,      [PMID:34343809] [10.1016/j.foodchem.2021.130653]

12. Chaoran Liu, Xiaodong Huang, Zilin Meng, Heng Qian, Xinya Liu, Runhua Lu, Wenfeng Zhou, Haixiang Gao, Donghui Xu.  (2020)  Study on the adsorption mechanism of benzoylurea insecticides onto modified hyperbranched polysilicon materials.  RSC Advances,  10  (48): (28664-28673).  [PMID:35520092] [10.1039/D0RA04068A]

13. Qianqian Wang, Weihua Liu, Lin Hao, Chun Wang, Qiuhua Wu, Zhi Wang.  (2020)  Fabrication of magnetic porous organic framework for effective enrichment and assay of nitroimidazoles in chicken meat.  FOOD CHEMISTRY,      [PMID:32619936] [10.1016/j.foodchem.2020.127427]

14. Yuan Qu, Heng Qian, Yiduo Mi, Jingjing He, Haixiang Gao, Runhua Lu, Sanbing Zhang, Wenfeng Zhou.  (2020)  Rapid determination of the pesticide ametryn based on a colorimetric aptasensor of gold nanoparticles.  Analytical Methods,  12  (14): (1919-1925).  [PMID:] [10.1039/D0AY00283F]

15. Mingxin Niu, Zuopeng Li, Wenjuan He, Wenfeng Zhou, Runhua Lu, Jing Li, Haixiang Gao, Sanbing Zhang, Canping Pan.  (2020)  Attapulgite modified magnetic metal-organic frameworks for magnetic solid phase extraction and determinations of benzoylurea insecticides in tea infusions.  FOOD CHEMISTRY,      [PMID:32106006] [10.1016/j.foodchem.2020.126425]

16. Jiaxuan Fan, Zikai Liu, Jing Li, Wenfeng Zhou, Haixiang Gao, Sanbing Zhang, Runhua Lu.  (2020)  PEG-modified magnetic Schiff base network-1 materials for the magnetic solid phase extraction of benzoylurea pesticides from environmental water samples.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:32061359] [10.1016/j.chroma.2020.460950]

17. Duo Huixiao, Li Yijing, Liang Xiaojing, Wang Shuai, Wang Licheng, Guo Yong.  (2020)  Magnetic 3D hierarchical Ni/NiO@C nanorods derived from metal-organic frameworks for extraction of benzoylurea insecticides prior to HPLC-UV analysis.  MICROCHIMICA ACTA,  187  (1): (1-9).  [PMID:31897612] [10.1007/s00604-019-4013-5]

18. Huixiao Duo, Xiaofeng Lu, Shuai Wang, Licheng Wang, Yong Guo, Xiaojing Liang.  (2019)  Synthesis of magnetic metal–organic framework composites, Fe3O4-NH2@MOF-235, for the magnetic solid-phase extraction of benzoylurea insecticides from honey, fruit juice and tap water samples.  NEW JOURNAL OF CHEMISTRY,  43  (32): (12563-12569).  [PMID:] [10.1039/C9NJ01988J]

19. Xiaolan Wang, Xufeng Meng, Qiuhua Wu, Chun Wang, Zhi Wang.  (2019)  Solid phase extraction of carbamate pesticides with porous organic polymer as adsorbent followed by high performance liquid chromatography-diode array detection.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:31010634] [10.1016/j.chroma.2019.04.031]

20. Chaoran Liu, Xinya Liu, Philip J. Marriott, Heng Qian, Zilin Meng, Zhirong Yang, Runhua Lu, Haixiang Gao, Wenfeng Zhou.  (2019)  Magnetic solid-phase extraction of benzoylurea insecticides in tea samples with Fe3O4-hyperbranched polyester magnetic composite as sorbent.  JOURNAL OF SEPARATION SCIENCE,  42  (8): (1610-1619).  [PMID:30770622] [10.1002/jssc.201801159]

21. Chaoran Liu, Xiaodong Huang, Huazi Wang, Heng Qian, Lu Hu, Wenfeng Zhou, Runhua Lu, Haixiang Gao.  (2018)  Dispersive micro-solid-phase extraction of benzoylurea insecticides in water samples with hyperbranched polyester composite as sorbent.  NEW JOURNAL OF CHEMISTRY,  42  (16): (13978-13984).  [PMID:] [10.1039/C8NJ02167H]

22. Huazi Wang, Chaoran Liu, Xiaodong Huang, Chendi Jia, Yang Cao, Lu Hu, Runhua Lu, Sanbing Zhang, Haixiang Gao, Wenfeng Zhou, Donghui Xu.  (2018)  Ionic liquid-modified luffa sponge fibers for dispersive solid-phase extraction of benzoylurea insecticides from water and tea beverage samples.  NEW JOURNAL OF CHEMISTRY,  42  (11): (8791-8799).  [PMID:] [10.1039/C7NJ04356B]

23. Xinyu Liang, Ruiyang Ma, Lin Hao, Chun Wang, Qiuhua Wu, Zhi Wang.  (2017)  β-Cyclodextrin polymer@Fe3O4 based magnetic solid-phase extraction coupled with HPLC for the determination of benzoylurea insecticides from honey, tomato, and environmental water samples.  JOURNAL OF SEPARATION SCIENCE,  41  (7): (1539-1547).  [PMID:29280564] [10.1002/jssc.201701197]

24. Miyi Yang, Kun Hong, Xiaoqiang Li, Fangji Ge, Yuqing Tang.  (2017)  Freezing temperature controlled deep eutectic solvent dispersive liquid–liquid microextraction based on solidification of floating organic droplets for rapid determination of benzoylureas residual in water samples with assistance of metallic salt.  RSC Advances,  7  (89): (56528-56536).  [PMID:] [10.1039/C7RA11030H]

25. Wang Juntao, Jiao Caina, Li Menghua, Wang Xiaolan, Wang Chun, Wu Qiuhua, Wang Zhi.  (2017)  Porphyrin based porous organic polymer modified with Fe3O4 nanoparticles as an efficient adsorbent for the enrichment of benzoylurea insecticides.  MICROCHIMICA ACTA,  185  (1): (1-8).  [PMID:29594549] [10.1007/s00604-017-2542-3]

26. Song Yuhong, Ma Ruiyang, Jiao Caina, Hao Lin, Wang Chun, Wu Qiuhua, Wang Zhi.  (2017)  Magnetic mesoporous polymelamine-formaldehyde resin as an adsorbent for endocrine disrupting chemicals.  MICROCHIMICA ACTA,  185  (1): (1-8).  [PMID:29594534] [10.1007/s00604-017-2593-5]

27. Huazi Wang, Lu Hu, Wanzhen Li, Xiaoling Yang, Runhua Lu, Sanbing Zhang, Wenfeng Zhou, Haixiang Gao, Jing Li.  (2016)  In-syringe dispersive liquid-liquid microextraction based on the solidification of ionic liquids for the determination of benzoylurea insecticides in water and tea beverage samples.  TALANTA,      [PMID:27837881] [10.1016/j.talanta.2016.10.035]

28. Lu Hu, Heng Qian, Xiaoling Yang, Songqing Li, Sanbing Zhang, Runhua Lu, Wenfeng Zhou, Haixiang Gao.  (2016)  Effervescence-assisted dispersive liquid–liquid microextraction based on the solidification of a floating ionic liquid with a special collection method for the rapid determination of benzoylurea insecticides in water samples.  RSC Advances,  6  (97): (95283-95291).  [PMID:] [10.1039/C6RA17889H]

29. Xiaoling Yang, Kexin Qiao, Yiren Ye, Miyi Yang, Jing Li, Haixiang Gao, Sanbing Zhang, Wenfeng Zhou, Runhua Lu.  (2016)  Facile synthesis of multifunctional attapulgite/Fe3O4/polyaniline nanocomposites for magnetic dispersive solid phase extraction of benzoylurea insecticides in environmental water samples.  ANALYTICA CHIMICA ACTA,      [PMID:27506351] [10.1016/j.aca.2016.06.027]

30. Songqing Li, Lu Hu, Ketao Chen, Haixiang Gao.  (2015)  Extensible automated dispersive liquid–liquid microextraction.  ANALYTICA CHIMICA ACTA,      [PMID:25892068] [10.1016/j.aca.2015.02.061]

31. Qing XiangDong, Wu HaiLong, Nie ChongChong, Li Yong, Yan XiuFang, Zhang XiHua, Yin XiaoLi, Yu RuQin.  (2013)  HPLC-DAD data coupled with second-order calibration method applied to food analysis: Simultaneous determination of six benzoylurea insecticides in various fruit samples by selecting time region of chromatogram.  Science China-Chemistry,  56  (11): (1641-1650).  [PMID:] [10.1007/s11426-013-4892-y]

32. Jiaheng Zhang, Zhe Liang, Songqing Li, Yubo Li, Bing Peng, Wenfeng Zhou, Haixiang Gao.  (2012)  In-situ metathesis reaction combined with ultrasound-assisted ionic liquid dispersive liquid–liquid microextraction method for the determination of phenylurea pesticides in water samples.  TALANTA,      [PMID:22939140] [10.1016/j.talanta.2012.06.062]

33. Guijiao Zhao, Chenhuan Wang, Min Kang, Lin Hao, Weihua Liu, Zhi Wang, Xiaodong Shi, Qiuhua Wu.  (2024)  Construction of magnetic azo-linked porous polymer for highly-efficient enrichment and separation of phenolic endocrine disruptors from environmental water and fish.  FOOD CHEMISTRY,      [PMID:38350198] [10.1016/j.foodchem.2024.138698]

34. Hua Wang, Lin Hao, Yaxing Guo, Chun Wang, Qiuhua Wu, Zhi Wang.  (2024)  Construction of magnetic recoverable porous electron-rich organic frameworks for efficiently enrichment of phenylurea herbicides from water and milk samples prior to HPLC detection.  FOOD CHEMISTRY,      [PMID:39178545] [10.1016/j.foodchem.2024.140812]

35. Zhang Yanchao, Cui Xiaoyan, Lin Xiwen, Mi Yiduo, Yan Yumei, Liu Xiaoyang, Jiao Keren, Gao Haixiang, Lu Runhua, Zhou Wenfeng.  (2024)  Polyamidoamine Dendrimer Modified Silica Nanoparticles: A Promising Sorbent for Benzoylurea Insecticides Detection in Tea Infusions.  JOURNAL OF THE BRAZILIAN CHEMICAL SOCIETY,      [PMID:] [10.21577/0103-5053.20240152]

36. Xuejing Lou, Yingge Hao, Huina Zhou, Zhen Song, Youmei Wang, Minghua Lu.  (2025)  UiO-66 with missing cluster defects for high-efficient extraction and enrichment of benzoylurea insecticides.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:39778283] [10.1016/j.chroma.2025.465656]

37. Yifan Li, Ruichi Li, Hainan Shao, Zhuoda Liu, Xueyi Gao, Zhen Tian, Yalin Zhang, Jiyuan Liu.  (2024)  Unraveling Key Amino Acid Residues Crucial for PxGSTs1 Conferring Benzoylurea Insecticide Resistance in Plutella xylostella.  JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY,      [PMID:39508291] [10.1021/acs.jafc.4c07875]

38. Wei Xie, Yulong Ju, Jian Zhang, Yiwen Yang, Yanbo Zeng, Hailong Wang, Lei Li.  (2022)  Highly sensitive and specific determination of imidacloprid pesticide by a novel Fe3O4@SiO2@MIPIL fluorescent sensor.  ANALYTICA CHIMICA ACTA,      [PMID:35090658] [10.1016/j.aca.2022.339449]

39. Zekun Liu, Lu Liu, Yan Dong, Yan Li, Chong Zhang, Xiao-Li Wang, Lingxi Zhao, Hai-Long Jiang, Yong-Ning Wu, Xiangfeng Chen, Feng Li, Ru-Song Zhao.  (2025)  Ionic liquids accelerate the crystallization of a magnetic fluorine-functionalized 3D covalent organic framework for efficient capture of trace benzoylurea insecticides in juices and beverages.  CHEMICAL ENGINEERING JOURNAL,      [PMID:] [10.1016/j.cej.2025.169460]

40. Yilin Zhan, Zhongyong Xu, Lei Wang, Mingle Li, Xiaoqiang Chen, Taisheng Wang, Na Zhang, Bin Liu.  (2025)  Co-binding-based supramolecular sensor array for fluorescence recognition of chitin synthesis inhibitors.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2025.139149]