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MedKoo Cat#: 593044 | Name: Atraton

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Atraton is a synthetic triazine herbicide primarily used for pre-emergent control of broadleaf and grassy weeds in crops like corn and sugarcane. It functions by inhibiting photosystem II in the chloroplasts, disrupting electron transport and preventing ATP formation, ultimately leading to plant death. While effective, its environmental persistence and potential for groundwater contamination have led to restricted use in some regions.

Chemical Structure

Atraton
Atraton
CAS# 1610-17-9

Theoretical Analysis

MedKoo Cat#: 593044

Name: Atraton

CAS#: 1610-17-9

Chemical Formula: C9H17N5O

Exact Mass: 211.1433

Molecular Weight: 211.27

Elemental Analysis: C, 51.17; H, 8.11; N, 33.15; O, 7.57

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Synonym
Atraton
IUPAC/Chemical Name
1,3,5-Triazine-2,4-diamine, N-ethyl-6-methoxy-N'-(1-methylethyl)- (9CI)
InChi Key
PXWUKZGIHQRDHL-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H17N5O/c1-5-10-7-12-8(11-6(2)3)14-9(13-7)15-4/h6H,5H2,1-4H3,(H2,10,11,12,13,14)
SMILES Code
CC(NC1=NC(OC)=NC(NCC)=N1)C
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 211.27 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Labu S, Subramanian S, Cheseto X, Akite P, Kasangaki P, Chemurot M, Tanga CM, Salifu D, Egonyu JP. Agrochemical contaminants in six species of edible insects from Uganda and Kenya. Curr Res Insect Sci. 2022 Nov 1;2:100049. doi: 10.1016/j.cris.2022.100049. PMID: 36683952; PMCID: PMC9846455. 2: Guo L, Xu X, Zhao J, Hu S, Xu L, Kuang H, Xu C. Multiple detection of 15 triazine herbicides by gold nanoparticle based-paper sensor. Nano Res. 2022;15(6):5483-5491. doi: 10.1007/s12274-022-4164-2. Epub 2022 Mar 15. PMID: 35310143; PMCID: PMC8922986. 3: Xie Y, Wang M, Chen X, Wang S, Han D, Han Y, Yan H. 3-Aminophenol-glyoxylic acid resin for the determination of triazine herbicides in tomatoes. Anal Chim Acta. 2019 Jul 11;1061:122-133. doi: 10.1016/j.aca.2019.01.062. Epub 2019 Feb 10. PMID: 30926030. 4: Foschi M, Capasso P, Maggi MA, Ruggieri F, Fioravanti G. Experimental Design and Response Surface Methodology Applied to Graphene Oxide Reduction for Adsorption of Triazine Herbicides. ACS Omega. 2021 Jun 23;6(26):16943-16954. doi: 10.1021/acsomega.1c01877. PMID: 34250353; PMCID: PMC8264846. 5: Lu YC, Luo F, Pu ZJ, Zhang S, Huang MT, Yang H. Enhanced detoxification and degradation of herbicide atrazine by a group of O-methyltransferases in rice. Chemosphere. 2016 Dec;165:487-496. doi: 10.1016/j.chemosphere.2016.09.025. Epub 2016 Sep 30. PMID: 27677124. 6: Liang L, Wang X, Sun Y, Ma P, Li X, Piao H, Jiang Y, Song D. Magnetic solid- phase extraction of triazine herbicides from rice using metal-organic framework MIL-101(Cr) functionalized magnetic particles. Talanta. 2018 Mar 1;179:512-519. doi: 10.1016/j.talanta.2017.11.017. Epub 2017 Nov 28. PMID: 29310269. 7: Xu H, Fei Q, Shan H, Huan Y, Mi H, Zhang H, Li G, Feng G. An Improved Pneumatic Nebulization Gas-Solid Microextraction Device Used to Detect Triazine Herbicides in White Spirit. Anal Sci. 2016;32(2):183-8. doi: 10.2116/analsci.32.183. PMID: 26860563. 8: Liu J, Hua R, Lv P, Tang J, Wang Y, Cao H, Wu X, Li QX. Novel hydrolytic de- methylthiolation of the s-triazine herbicide prometryn by Leucobacter sp. JW-1. Sci Total Environ. 2017 Feb 1;579:115-123. doi: 10.1016/j.scitotenv.2016.11.006. Epub 2016 Nov 18. PMID: 27866738. 9: Satsuma K. Mineralization of s-triazine herbicides by a newly isolated Nocardioides species strain DN36. Appl Microbiol Biotechnol. 2010 May;86(5):1585-92. doi: 10.1007/s00253-010-2460-3. Epub 2010 Feb 19. PMID: 20169342. 10: Jiang Y, Ma P, Piao H, Qin Z, Tao S, Sun Y, Wang X, Song D. Solid-phase microextraction of triazine herbicides via cellulose paper coated with a metal- organic framework of type MIL-101(Cr), and their quantitation by HPLC-MS. Mikrochim Acta. 2019 Nov 4;186(11):742. doi: 10.1007/s00604-019-3889-4. PMID: 31686237. 11: Qin Z, Jiang Y, Piao H, Li J, Tao S, Ma P, Wang X, Song D, Sun Y. MIL-101(Cr)/MWCNTs-functionalized melamine sponges for solid-phase extraction of triazines from corn samples, and their subsequent determination by HPLC-MS/MS. Talanta. 2020 May 1;211:120676. doi: 10.1016/j.talanta.2019.120676. Epub 2019 Dec 28. PMID: 32070600. 12: Yang X, Yu R, Zhang S, Cao B, Liu Z, Lei L, Li N, Wang Z, Zhang L, Zhang H, Chen Y. Aqueous two-phase extraction for determination of triazine herbicides in milk by high-performance liquid chromatography. J Chromatogr B Analyt Technol Biomed Life Sci. 2014 Dec 1;972:111-6. doi: 10.1016/j.jchromb.2014.10.001. Epub 2014 Oct 8. PMID: 25444545. 13: Yamazaki K, Fujii K, Iwasaki A, Takagi K, Satsuma K, Harada N, Uchimura T. Different substrate specificities of two triazine hydrolases (TrzNs) from Nocardioides species. FEMS Microbiol Lett. 2008 Sep;286(2):171-7. doi: 10.1111/j.1574-6968.2008.01271.x. Epub 2008 Jul 28. PMID: 18671800. 14: Jiang Y, Ma P, Li X, Piao H, Li D, Sun Y, Wang X, Song D. Application of metal-organic framework MIL-101(Cr) to microextraction in packed syringe for determination of triazine herbicides in corn samples by liquid chromatography- tandem mass spectrometry. J Chromatogr A. 2018 Nov 2;1574:36-41. doi: 10.1016/j.chroma.2018.09.008. Epub 2018 Sep 10. PMID: 30241786. 15: Yane T, Shinmori H, Takeuchi T. Atrazine transforming polymer prepared by molecular imprinting with post-imprinting process. Org Biomol Chem. 2006 Dec 21;4(24):4469-73. doi: 10.1039/b612407k. Epub 2006 Nov 8. PMID: 17268641. 16: Liu J, Pan D, Wu X, Chen H, Cao H, Li QX, Hua R. Enhanced degradation of prometryn and other s-triazine herbicides in pure cultures and wastewater by polyvinyl alcohol-sodium alginate immobilized Leucobacter sp. JW-1. Sci Total Environ. 2018 Feb 15;615:78-86. doi: 10.1016/j.scitotenv.2017.09.208. Epub 2017 Oct 17. PMID: 28963898. 17: Villeneuve DL, Murphy MB, Kahl MD, Jensen KM, Butterworth BC, Makynen EA, Durhan EJ, Linnum A, Leino RL, Curtis LR, Giesy JP, Ankley GT. Evaluation of the methoxytriazine herbicide prometon using a short-term fathead minnow reproduction test and a suite of in vitro bioassays. Environ Toxicol Chem. 2006 Aug;25(8):2143-53. doi: 10.1897/05-604r.1. PMID: 16916034. 18: Jiang Y, Qin Z, Liang F, Li J, Sun Y, Wang X, Ma P, Song D. Vortex-assisted solid-phase extraction based on metal-organic framework/chitosan-functionalized hydrophilic sponge column for determination of triazine herbicides in environmental water by liquid chromatography-tandem mass spectrometry. J Chromatogr A. 2021 Feb 8;1638:461887. doi: 10.1016/j.chroma.2021.461887. Epub 2021 Jan 6. PMID: 33477026. 19: Liu CG, Shu JN, Yang B, Zhang P. Products and kinetics of the heterogeneous reaction of particulate ametryn with NO3 radicals. Environ Sci Process Impacts. 2014 Dec;16(12):2686-91. doi: 10.1039/c4em00352g. PMID: 25301341. 20: Ruggieri F, D'Archivio AA, Di Camillo D, Lozzi L, Maggi MA, Mercorio R, Santucci S. Development of molecularly imprinted polymeric nanofibers by electrospinning and applications to pesticide adsorption. J Sep Sci. 2015 May;38(8):1402-10. doi: 10.1002/jssc.201500033. Epub 2015 Mar 14. PMID: 25677172.