Prometryn solution - analytical standard, 10μg/ml in acetone , CAS No.7287-19-6

CAS: 7287-19-6 Cat. No.: P109356 Molecular Weight: 241.36 Beilstein Registry Number: 613575 EC Number: 230-711-3
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GRADE & PURITY Analytical standard ? Analytical standard — certified-purity material for quantitative calibration. Use to prepare calibration standards and validate analytical methods. 10μg/ml in acetone
Synonyms
prometryn|7287-19-6|Prometryne|Gesagard|Caparol|Mercazin|Prometrex|Selectin|Uvon|Primatol Q|Promethryn|Mercasin|Merkazin|Polisin|Prometrin|Selektin|Sesagard|Gesagard 50|Gesagarde 50 Wp|Selectin 50|Caparol 80W|Promepin|1,3,5-Triazine-2,4-diamine, N,N'-bis(
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Room temperature
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Normal
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1ml
P109356-1ml
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Why this grade

analytical standard, 10μg/ml in acetone Analytical standard for sensitive chromatographic and analytical workflows requiring minimal baseline interference.

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Storage & shipping

Room temperature Ships Normal Check lot-specific COA for exact specifications.

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Quality documents

SDS, COA, datasheet, and spec sheet available for download. Lot-specific COA accessible via lot number lookup.

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Literature proof

Cited in 42 peer-reviewed publications across chromatography, organic synthesis, and cross-coupling reactions.

Specifications

Synonyms
prometryn | 7287-19-6 | Prometryne | Gesagard | Caparol | Mercazin | Prometrex | Selectin | Uvon | Primatol Q | Promethryn | Mercasin | Merkazin | Polisin | Prometrin | Selektin | Sesagard | Gesagard 50 | Gesagarde 50 Wp | Selectin 50 | Caparol 80W | Promepin | 1, 3, 5-Triazine-2, 4-diamine, N, N'-bis(
Specifications & Purity
analytical standard, 10μg/ml in acetone
Storage
Room temperature
Shipped In
Normal
Grade
Analytical standard
Names and Identifiers
Canonical SmilesCC(C)NC1=NC(=NC(=N1)SC)NC(C)C
IUPAC Name6-methylsulfanyl-2-N,4-N-di(propan-2-yl)-1,3,5-triazine-2,4-diamine
InChIKeyAAEVYOVXGOFMJO-UHFFFAOYSA-N
INCHI1S/C10H19N5S/c1-6(2)11-8-13-9(12-7(3)4)15-10(14-8)16-5/h6-7H,1-5H3,(H2,11,12,13,14,15)
Isomeric SMILES CC(C)NC1=NC(=NC(=N1)SC)NC(C)C
WGK Germany 2
RTECS XY4390000
UN Number 3077
Packing Group III
Molecular Weight 241.36
Beilstein 613575
Reaxy-Rn 613575
Reaxys-RN_link_address https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=613575&ln=

Documentation

📋 Safety Data Sheet (SDS)

Comprehensive hazard, handling, storage, and regulatory compliance document.

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✅ Certificate of Analysis (COA)

Lot-specific quality data. Enter your lot number to retrieve the exact COA.

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📊 Datasheet

Quick-reference summary of product specifications and applications.

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🔬 Specification Sheet

Full quality attributes and acceptance criteria for this grade.

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Advanced Data

Taxonomic Classification

Taxonomy Tree

KingdomOrganic compounds
SuperclassOrganoheterocyclic compounds
ClassTriazines
Subclass1,3,5-triazines
Intermediate Tree Nodes Not available
Direct ParentMethylthio-s-triazines
Alternative Parents Alkyl-2-thio-S-triazines  1,3,5-triazine-2,4-diamines  Secondary alkylarylamines  N-aliphatic s-triazines  Alkylarylthioethers  Heteroaromatic compounds  Sulfenyl compounds  Azacyclic compounds  Organopnictogen compounds  Hydrocarbon derivatives  
Molecular FrameworkAromatic heteromonocyclic compounds
Substituents Methylthio-s-triazine - 2,4-diamine-s-triazine - Alkyl-2-thio-s-triazine - Aryl thioether - Amino-1,3,5-triazine - Aminotriazine - Secondary aliphatic/aromatic amine - Alkylarylthioether - N-aliphatic s-triazine - Heteroaromatic compound - Azacycle - Sulfenyl compound - Thioether - Secondary amine - Amine - Hydrocarbon derivative - Organosulfur compound - Organonitrogen compound - Organopnictogen compound - Organic nitrogen compound - Aromatic heteromonocyclic compound
DescriptionThis compound belongs to the class of organic compounds known as methylthio-s-triazines. These are aromatic compounds containing a 1,3,5-triazine ring that is substituted at the 2-position with a methylthio group.
External Descriptors s-triazine
3D Structure
Interactive Chemical Structure Model





Associated Targets(Human)
ESR1 Tclin Estrogen receptor alpha (17718 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
POLI Tchem DNA polymerase iota (116820 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
APEX1 Tchem DNA-(apurinic or apyrimidinic site) lyase (38016 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B1 Tchem Solute carrier organic anion transporter family member 1B1 (2672 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
SLCO1B3 Tchem Solute carrier organic anion transporter family member 1B3 (2517 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Associated Targets(non-human)
Allium cepa (293 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Gossypium hirsutum (233 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Nr1i2 Nuclear receptor subfamily 1 group I member 2 (14 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Malva sylvestris (32 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Cyperus rotundus (46 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Poa annua (183 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Chenopodiastrum murale (32 Activities)
Activity TypeRelationActivity valueUnitsAction TypeJournalPubMed IddoiAssay Aladdin ID
Mechanisms of Action
Certificates(CoA,COO,BSE/TSE and Analysis Chart)
C of A & Other Certificates(BSE/TSE, COO):
Analytical Chart:

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Lot NumberCertificate TypeDateItem
I1525083Certificate of AnalysisMar 17, 2023 P109356
Chemical and Physical Properties
Melt Point(°C)118-120°C
Molecular Weight241.360 g/mol
XLogP33.500
Hydrogen Bond Donor Count2
Hydrogen Bond Acceptor Count6
Rotatable Bond Count5
Exact Mass241.136 Da
Monoisotopic Mass241.136 Da
Topological Polar Surface Area88.000 Ų
Heavy Atom Count16
Formal Charge0
Complexity182.000
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
The total count of all stereochemical bonds0
Covalently-Bonded Unit Count1
Documents & Articles
Citations of This Product
References
1. Qiuli Li, Dinghui Fu, Yanyu Zhou, Yuanchao Li, Liang Chen, Zhaofan Wang, Yinglang Wan, Zanhui Huang, Hongwei Zhao.  (2023)  Individual and combined effects of herbicide prometryn and nitrate enrichment at environmentally relevant concentrations on photosynthesis, oxidative stress, and endosymbiont community diversity of coral Acropora hyacinthus.  CHEMOSPHERE,      [PMID:37543226] [10.1016/j.chemosphere.2023.139729]
2. Peng Huang, Jinliang Du, Liping Cao, Jiancao Gao, Quanjie Li, Yi Sun, Nailin Shao, Yuning Zhang, Gangchun Xu.  (2023)  Effects of prometryn on oxidative stress, immune response and apoptosis in the hepatopancreas of Eriocheir sinensis (Crustacea: Decapoda).  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:37356403] [10.1016/j.ecoenv.2023.115159]
3. Xiong Chen, Yingxue Li, Juying Li, Li Cao, Cheng Yao.  (2023)  An upconverted nanoparticle–porphyrin metal–organic framework platform for near-infrared detection of nitenpyram.  Analytical Methods,  15  (24): (2946-2954).  [PMID:37305969] [10.1039/D3AY00298E]
4. Dong Wang, Guangxin Yang, Shaoguo Ru, Zhenzhong Zhang, Yuejiao Li, Jun Wang.  (2022)  Herbicide prometryn adversely affects the development and reproduction of Tigriopus japonicus by disturbing the ecdysone signal pathway and chitin metabolic pathway.  AQUATIC TOXICOLOGY,      [PMID:36571890] [10.1016/j.aquatox.2022.106378]
5. Xue-Qing SANG, Wen-Ju YAN, Xue-Fei QIN, Xue-Ying ZHOU, Wen-Ying JIN, Ya-Li YUAN, Yun ZHANG, Wen-Xin NIU.  (2022)  Non-instrumental and ultrasensitive detection of Acetamiprid residue based on Tyndall effect of silver nanoparticles.  CHINESE JOURNAL OF ANALYTICAL CHEMISTRY,      [PMID:] [10.1016/j.cjac.2022.100194]
6. Kong Wenwen, Huang Suiliang, Shen Boxiong, Ekaterina Priakhina, Khatoon Zobia, Yun Huigwang.  (2022)  Experimental study on effects of prometryn exposure scenarios on Microcystis aeruginosa growth and N and P concentrations.  ENVIRONMENTAL SCIENCE AND POLLUTION RESEARCH,  30  (5): (12138-12151).  [PMID:36109479] [10.1007/s11356-022-22690-w]
7. Shuo Wang, Pengfei Li, Yehong Han, Haiyan Liu, Hongyuan Yan.  (2022)  Selective enrichment and determination of polychlorinated biphenyls in milk by solid-phase microextraction using molecularly imprinted phenolic resin fiber coating.  ANALYTICA CHIMICA ACTA,      [PMID:36089327] [10.1016/j.aca.2022.340328]
8. Jilong Li, Fengze Wu, Yupu Zhang, Ji Feng, Xiujuan Wang, Yi Yang, Zhibing Wang, Hanqi Zhang.  (2022)  Application of supramolecular solvent based on the surface-active ionic liquid in dispersive liquid–liquid microextraction of triazine herbicides in tea samples.  FOOD CHEMISTRY,      [PMID:36001927] [10.1016/j.foodchem.2022.133901]
9. Hong Pan, Zushan Gan, Haoyun Hu, Cheng Liu, Yipeng Huang, Guihua Ruan.  (2022)  Magnetic phenolic resin core-shell structure derived carbon microspheres for ultrafast magnetic solid-phase extraction of triazine herbicides.  JOURNAL OF SEPARATION SCIENCE,  45  (14): (2687-2698).  [PMID:35579607] [10.1002/jssc.202200283]
10. Jinhua Luo, Liping Jiang, Guihua Ruan, Chengyong Li, Fuyou Du.  (2021)  Fabrication and application of a MIL-68(In)–NH2 incorporated high internal phase emulsion polymeric monolith as a solid phase extraction adsorbent in triazine herbicide residue analysis.  RSC Advances,  11  (33): (20439-20445).  [PMID:35479924] [10.1039/D1RA02619D]
11. Qiuhua Wu, Yuhong Song, Qianqian Wang, Weihua Liu, Lin Hao, Zhi Wang, Chun Wang.  (2020)  Combination of magnetic solid-phase extraction and HPLC-UV for simultaneous determination of four phthalate esters in plastic bottled juice.  FOOD CHEMISTRY,      [PMID:32858384] [10.1016/j.foodchem.2020.127855]
12. 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]
13. 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]
14. Wang Qianqian, Li Gaigai, Wang Chun, Wu Qiuhua, Wang Zhi.  (2020)  Layered porous organic frameworks as a novel adsorbent for the solid phase extraction of chlorophenols prior to their determination by HPLC-DAD.  MICROCHIMICA ACTA,  187  (4): (1-11).  [PMID:32152748] [10.1007/s00604-020-4195-x]
15. Guanshu Li, Yuejiao Cao, Ludong Yi, Jun Wang, Youtao Song.  (2020)  Construction of Z-scheme Pt-TiO2/(Er3+:Y3Al5O12@Ta2O5)/HAP and its application in sonocatalytic degradation of prometryn and disinfection of Escherichia coli.  JOURNAL OF CHEMICAL TECHNOLOGY AND BIOTECHNOLOGY,  95  (6): (1756-1772).  [PMID:] [10.1002/jctb.6374]
16. Wenqiang Jing, Yanying Zhou, Jiaqin Wang, Miao Ni, Wentao Bi, David Da Yong Chen.  (2019)  Dispersive Magnetic Solid-Phase Extraction Coupled to Direct Analysis in Real Time Mass Spectrometry for High-Throughput Analysis of Trace Environmental Contaminants.  ANALYTICAL CHEMISTRY,      [PMID:31373488] [10.1021/acs.analchem.9b02197]
17. Wenjuan Zhang, Guihua Ruan, Xianxian Li, Xiangqiong Jiang, Yipeng Huang, Fuyou Du, Jianping Li.  (2019)  Novel porous carbon composites derived from a graphene-modified high-internal- phase emulsion for highly efficient separation and enrichment of triazine herbicides.  ANALYTICA CHIMICA ACTA,      [PMID:31128751] [10.1016/j.aca.2019.04.041]
18. Yuze Xie, Mingwei Wang, Xi Chen, Shufen Wang, Dandan Han, Yehong Han, Hongyuan Yan.  (2019)  3-Aminophenol-glyoxylic acid resin for the determination of triazine herbicides in tomatoes.  ANALYTICA CHIMICA ACTA,      [PMID:30926030] [10.1016/j.aca.2019.01.062]
19. Wenwen Kong, Suiliang Huang, Feifei Shi, Jianguo Zhou, Yibei Feng, Yao Xiao.  (2018)  Study on Microcystis aeruginosa growth in incubator experiments by combination of Logistic and Monod functions.  Algal Research-Biomass Biofuels and Bioproducts,      [PMID:] [10.1016/j.algal.2018.10.005]
20. Suiliang Huang, Wenwen Kong, Zhenjiang Yang, Hui Yu, Fengyuan Li.  (2018)  Combination of Logistic and modified Monod functions to study Microcystis aeruginosa growth stimulated by fish feed.  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:30317119] [10.1016/j.ecoenv.2018.09.119]
21. Li Xinpei, Sun Ying, Yuan Liming, Liang Li, Jiang Yanxiao, Piao Huilan, Song Daqian, Yu Aimin, Wang Xinghua.  (2018)  Packed hybrids of gold nanoparticles and layered double hydroxide nanosheets for microextraction of triazine herbicides from maize.  MICROCHIMICA ACTA,  185  (7): (1-9).  [PMID:29936541] [10.1007/s00604-018-2862-y]
22. Qian Zhao, Feng Shi, Lin Zhu.  (2016)  Prometryn and humic acid induce Cytochrome P450 1A expression in Danio rerio (zebrafish).  ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY,      [PMID:27685669] [10.1016/j.ecoenv.2016.09.011]
23. Fengping Liu, Aiming Zhong, Qin Xu, Hongen Cao, Xiaoya Hu.  (2016)  Inhibition of 2,4-Dichlorophenoxyacetic Acid to Catalase Immobilized on Hierarchical Porous Calcium Phosphate: Kinetic Aspect and Electrochemical Biosensor Construction.  Journal of Physical Chemistry C,      [PMID:] [10.1021/acs.jpcc.5b12559]
24. Li Xinpei, Wang Yuanpeng, Sun Qun, Xu Bo, Yang Zhaoqing, Wang Xinghua.  (2016)  Molecularly Imprinted Dispersive Solid-Phase Extraction for the Determination of Triazine Herbicides in Grape Seeds by High-Performance Liquid Chromatography.  JOURNAL OF CHROMATOGRAPHIC SCIENCE,  54  (5): (871-877).  [PMID:27013667] [10.1093/chromsci/bmw018]
25. Qingxiang Zhou, Zhi Fang.  (2015)  Use of TiO2 nanotube arrays as the adsorbents for preconcentration of triazine herbicides in environmental water samples prior to determination using high performance liquid chromatography.  Analytical Methods,  (7): (3277-3282).  [PMID:] [10.1039/C4AY03012E]
26. Chunjing Zhang, Shihui Si, Zhengpeng Yang.  (2015)  Design of molecularly imprinted TiO2/carbon aerogel electrode for the photoelectrochemical determination of atrazine.  SENSORS AND ACTUATORS B-CHEMICAL,      [PMID:] [10.1016/j.snb.2015.01.079]
27. Cui Shumin, Chen Qianxia, Wang Weiping, Miao Jigen, Wang Aijun, Chen Jianrong.  (2013)  Ultra-Preconcentration and Determination of Multiple Pesticide Residues in Water Samples Using Ultrasound-Assisted Dispersive Liquid–Liquid Microextraction and GC-FID.  CHROMATOGRAPHIA,  76  (11): (671-678).  [PMID:] [10.1007/s10337-013-2441-7]
28. Chunjing Zhang, Jinlong Yan, Chunxiao Zhang, Zhengpeng Yang.  (2012)  Enhanced adsorption of atrazine from aqueous solution by molecularly imprinted TiO2 film.  SOLID STATE SCIENCES,      [PMID:] [10.1016/j.solidstatesciences.2012.04.023]
29. Chen-Yan Hu, Hao Liu, Ling Xu, Yi-Li Lin, Qiang-Bing Wang, Dan-Dan Huang, Yi-Hui Wu, Zi-Yi Dong, Sheng-Jie Ji.  (2024)  Degradation of prometryn during UV/persulfate process: Kinetics and disinfection by-product formation.  Journal of Water Process Engineering,      [PMID:] [10.1016/j.jwpe.2024.105246]
30. Yanyu Zhou, Qiuli Li, Quan Zhang, Meile Yuan, Xiaoshan Zhu, Yuanchao Li, Qipei Li, Craig A. Downs, Danwei Huang, Loke-Ming Chou, Hongwei Zhao.  (2024)  Environmental Concentrations of Herbicide Prometryn Render Stress-Tolerant Corals Susceptible to Ocean Warming.  ENVIRONMENTAL SCIENCE & TECHNOLOGY,      [PMID:38386019] [10.1021/acs.est.3c10417]
31. Guangping Xia, Yipeng Huang, Shi Yu, Bingmei Lai, Zhenyu Li, Guihua Ruan.  (2024)  Facile synthesis of uniform, spherical, nitrogen- and sulfur-rich covalent organic frameworks for efficient extraction of herbicides containing chlorophenyl and acylamino groups.  MICROCHEMICAL JOURNAL,      [PMID:] [10.1016/j.microc.2024.110259]
32. Yanyu Zhou, Fucun Liu, Meile Yuan, Xianhua Liu, Qipei Li, Hongwei Zhao.  (2025)  Herbicide prometryn aggravates the detrimental effects of heat stress on the potential for mutualism of Symbiodiniaceae.  JOURNAL OF HAZARDOUS MATERIALS,      [PMID:39893977] [10.1016/j.jhazmat.2025.137389]
33. Zhenjiang Yang, Daoquan Zhao, Jinxing Gu, Ran Wu, Bianzhi Liu, Guangqing Yu, Pengsheng Dong, Xiaocheng Huang, Ming Li, Guoxi Li.  (2024)  Investigation of Biotoxicity and Environmental Impact of Prometryn on Fish and Algae Coexistent System.  Water,  16  (17): (2531).  [PMID:] [10.3390/w16172531]
34. Yang Xu, Jingyi Bao, Yuhan Ning, Weiping Wang, Ai-jun Wang, Jiu-ju Feng.  (2024)  Porous poly(bismaleimide-co-divinylbenzene) microspheres as dispersive solid-phase extraction adsorbent coupled to high-performance liquid chromatography for the determination of triazine herbicide residues in vegetable samples.  JOURNAL OF SEPARATION SCIENCE,  47  (5): (2300746).  [PMID:38471966] [10.1002/jssc.202300746]
35. Wenqi Sun, Yikun Liu, Wei Zhou, Zhentao Li, Zilin Chen.  (2021)  In-situ growth of a spherical vinyl-functionalized covalent organic framework as stationary phase for capillary electrochromatography-mass spectrometry analysis.  TALANTA,      [PMID:33934787] [10.1016/j.talanta.2021.122330]
36. Rui Shi, Yipeng Huang, Guihua Ruan, Zhengyi Chen, Yanqun Yang, Zhuqiang Wu.  (2024)  Controlled synthesis of sulfhydryl-dendritic mesoporous silica nanospheres for ultrafast extraction and sensitive analysis of organochlorine herbicides containing amide groups.  JOURNAL OF CHROMATOGRAPHY A,      [PMID:38484640] [10.1016/j.chroma.2024.464794]
37. Xing Zhang, Beibei Liu, Rongqi Zhai, Guangyang Liu, Linglong Chen, Junjiang Liu, Maojun Jin, Jing Wang, Donghui Xu, Ge Chen.  (2025)  A novel idiotypic-based noncompetitive immunoassay based on the dissociation of immunocomplex for detection atrazine in vegetables.  FOOD CHEMISTRY,      [PMID:40367823] [10.1016/j.foodchem.2025.144666]
38. Menghan Liu, Ruyu Zhang, Jie Wang, Huiting Zhang, Jingying Tan, Qingzhi Liu, Lei Han, Lihua Lu.  (2025)  Facilely Fabricating Bimetallic Ir/Co Nanozymes with High Oxidize-like Activities for Sensitive Detection of Malathion with Portable Swabs.  ANALYTICAL CHEMISTRY,      [PMID:40525265] [10.1021/acs.analchem.5c01779]
39. Juntao Wang, Ruiyang Ma, Yaxing Guo, Fuyuan Zhang, Seid Mahdi Jafari.  (2025)  Design of sulfonic acid-functionalized hyper cross-linked polymer as a mixed-mode sorbent for nitroimidazoles detection.  FOOD CHEMISTRY,      [PMID:41100985] [10.1016/j.foodchem.2025.146684]
40. Yang Bingnian, Peng Ziqin, Xia Guangping, Ruan Guihua, Huang Yipeng, Tang Ningli.  (2026)  Controllable synthesis of reticulated covalent organic polymers for the rapid extraction of triazine herbicides in vegetables prior to analysis by high-performance liquid chromatography.  MICROCHIMICA ACTA,  193  (3): (150).  [PMID:41663847] [10.1007/s00604-026-07841-x]
41. Xiaowen Huang, Zhuqiang Wu, Yipeng Huang, Guihua Ruan, Ningli Tang.  (2026)  Controllable Synthesis of Hydrangea-Shaped Covalent Organic Frameworks by Solvent Tuning at Room Temperature for Solid-Phase Extraction of Herbicides.  LANGMUIR,      [PMID:41563044] [10.1021/acs.langmuir.5c04930]
42. Wei Liang, Yilei Li, Ziang Zhao, Dongchu Zhao, Yue Wang, Liqiang Yang, Shaoguo Ru, Xiaona Zhang.  (2026)  Triazine herbicide prometryn impaired trophic link between phytoplankton and zooplankton Brachionus plicatilis by diminishing polyunsaturated fatty acids contents.  MARINE POLLUTION BULLETIN,      [PMID:] [10.1016/j.marpolbul.2026.119587]
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