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MedKoo Cat#: 571003 | Name: Ametryn
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Description:

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

Ametryn is a methylthiotriazine based herbicide which inhibits photosynthesis and other enzymatic processes. Ametryn is used to control broadleaf weeds and annual grasses in pineapple, sugarcane and bananas.

Chemical Structure

Ametryn
Ametryn
CAS#834-12-8

Theoretical Analysis

MedKoo Cat#: 571003

Name: Ametryn

CAS#: 834-12-8

Chemical Formula: C9H17N5S

Exact Mass: 227.1205

Molecular Weight: 227.33

Elemental Analysis: C, 47.55; H, 7.54; N, 30.81; S, 14.10

Price and Availability

Size Price Availability Quantity
100mg USD 250.00 2 Weeks
250mg USD 450.00 2 Weeks
1g USD 850.00 2 Weeks
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Related CAS #
No Data
Synonym
Ametryn, Cemerin, Crisatrine, Doruplant, Gardopax, Gesapax, Topazol
IUPAC/Chemical Name
1,3,5-Triazine-2,4-diamine, N-ethyl-N'-(1-methylethyl)-6-(methylthio)-
InChi Key
RQVYBGPQFYCBGX-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H17N5S/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
CSC1=NC(NCC)=NC(NC(C)C)=N1
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
>2 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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 227.33 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: Santos T, Cancian G, Neodini DN, Mano DR, Capucho C, Predes FS, Barbieri R, Oliveira CA, Pigoso AA, Dolder H, Severi-Aguiar GD. Toxicological evaluation of ametryn effects in Wistar rats. Exp Toxicol Pathol. 2015 Oct;67(10):525-32. doi: 10.1016/j.etp.2015.08.001. Epub 2015 Aug 24. PubMed PMID: 26310382. 2: 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. PubMed PMID: 25301341. 3: Dantas TA, Cancian G, Neodini DN, Mano DR, Capucho C, Predes FS, Pulz RB, Pigoso AA, Dolder H, Severi-Aguiar GD. Leydig cell number and sperm production decrease induced by chronic ametryn exposure: a negative impact on animal reproductive health. Environ Sci Pollut Res Int. 2015 Jun;22(11):8526-35. doi: 10.1007/s11356-014-4010-5. Epub 2015 Jan 6. PubMed PMID: 25561257. 4: Peters LP, Carvalho G, Martins PF, Dourado MN, Vilhena MB, Pileggi M, Azevedo RA. Differential responses of the antioxidant system of ametryn and clomazone tolerant bacteria. PLoS One. 2014 Nov 7;9(11):e112271. doi: 10.1371/journal.pone.0112271. eCollection 2014. PubMed PMID: 25380132; PubMed Central PMCID: PMC4224425. 5: Sandoval-Carrasco CA, Ahuatzi-Chacón D, Galíndez-Mayer J, Ruiz-Ordaz N, Juárez-Ramírez C, Martínez-Jerónimo F. Biodegradation of a mixture of the herbicides ametryn, and 2,4-dichlorophenoxyacetic acid (2,4-D) in a compartmentalized biofilm reactor. Bioresour Technol. 2013 Oct;145:33-6. doi: 10.1016/j.biortech.2013.02.068. Epub 2013 Feb 27. PubMed PMID: 23566464. 6: de Paula RT, de Abreu AB, de Queiroz ME, Neves AA, da Silva AA. Leaching and persistence of ametryn and atrazine in red-yellow latosol. J Environ Sci Health B. 2016 Feb;51(2):90-95. Epub 2015 Nov 17. PubMed PMID: 26576486. 7: Shah J, Jan MR, Ara B, Shehzad FU. Determination of ametryn in sugarcane and ametryn-atrazine herbicide formulations using spectrophotometric method. Environ Monit Assess. 2012 Jun;184(6):3463-8. doi: 10.1007/s10661-011-2200-x. Epub 2011 Jun 29. PubMed PMID: 21713463. 8: Navaratna D, Elliman J, Cooper A, Shu L, Baskaran K, Jegatheesan V. Impact of herbicide Ametryn on microbial communities in mixed liquor of a membrane bioreactor (MBR). Bioresour Technol. 2012 Jun;113:181-90. doi: 10.1016/j.biortech.2011.12.018. Epub 2011 Dec 17. PubMed PMID: 22230781. 9: Grillo R, Pereira Ado E, de Melo NF, Porto RM, Feitosa LO, Tonello PS, Dias Filho NL, Rosa AH, Lima R, Fraceto LF. Controlled release system for ametryn using polymer microspheres: preparation, characterization and release kinetics in water. J Hazard Mater. 2011 Feb 28;186(2-3):1645-51. doi: 10.1016/j.jhazmat.2010.12.044. Epub 2010 Dec 17. PubMed PMID: 21215514. 10: Navaratna D, Shu L, Baskaran K, Jegatheesan V. Treatment of ametryn in wastewater by a hybrid MBR system: a lab-scale study. Water Sci Technol. 2012;66(6):1317-24. doi: 10.2166/wst.2012.318. PubMed PMID: 22828312. 11: Silva CR, Gomes TF, Andrade GC, Monteiro SH, Dias AC, Zagatto EA, Tornisielo VL. Banana peel as an adsorbent for removing atrazine and ametryne from waters. J Agric Food Chem. 2013 Mar 13;61(10):2358-63. doi: 10.1021/jf304742h. Epub 2013 Jan 22. PubMed PMID: 23305150. 12: Jacomini AE, de Camargo PB, Avelar WE, Bonato PS. Assessment of ametryn contamination in river water, river sediment, and mollusk bivalves in São Paulo state, Brazil. Arch Environ Contam Toxicol. 2011 Apr;60(3):452-61. doi: 10.1007/s00244-010-9552-z. Epub 2010 Jun 22. PubMed PMID: 20567812. 13: Navaratna D, Shu L, Baskaran K, Jegatheesan V. Model development and parameter estimation for a hybrid submerged membrane bioreactor treating Ametryn. Bioresour Technol. 2012 Jun;113:191-200. doi: 10.1016/j.biortech.2011.12.017. Epub 2011 Dec 17. PubMed PMID: 22243923. 14: Gao NY, Deng Y, Zhao D. Ametryn degradation in the ultraviolet (UV) irradiation/hydrogen peroxide (H2O2) treatment. J Hazard Mater. 2009 May 30;164(2-3):640-5. doi: 10.1016/j.jhazmat.2008.08.038. Epub 2008 Aug 22. PubMed PMID: 18824296. 15: Schürner HK, Seffernick JL, Grzybkowska A, Dybala-Defratyka A, Wackett LP, Elsner M. Characteristic isotope fractionation patterns in s-triazine degradation have their origin in multiple protonation options in the s-triazine hydrolase TrzN. Environ Sci Technol. 2015 Mar 17;49(6):3490-8. doi: 10.1021/es5055385. Epub 2015 Mar 3. PubMed PMID: 25688667. 16: Farré M, Fernandez J, Paez M, Granada L, Barba L, Gutierrez HM, Pulgarin C, Barceló D. Analysis and toxicity of methomyl and ametryn after biodegradation. Anal Bioanal Chem. 2002 Apr;373(8):704-9. Epub 2002 Jul 25. PubMed PMID: 12194027. 17: Lang D, Criegee D, Grothusen A, Saalfrank RW, Böcker RH. In vitro metabolism of atrazine, terbuthylazine, ametryne, and terbutryne in rats, pigs, and humans. Drug Metab Dispos. 1996 Aug;24(8):859-65. PubMed PMID: 8869820. 18: Kasozi GN, Nkedi-Kizza P, Li Y, Zimmerman AR. Sorption of atrazine and ametryn by carbonatic and non-carbonatic soils of varied origin. Environ Pollut. 2012 Oct;169:12-9. doi: 10.1016/j.envpol.2012.05.002. Epub 2012 May 30. PubMed PMID: 22659728. 19: Xu B, Gao NY, Cheng H, Hu CY, Xia SJ, Sun XF, Wang X, Yang S. Ametryn degradation by aqueous chlorine: kinetics and reaction influences. J Hazard Mater. 2009 Sep 30;169(1-3):586-92. doi: 10.1016/j.jhazmat.2009.03.147. Epub 2009 Apr 7. PubMed PMID: 19423216. 20: Liu Y, Ma LY, Lu YC, Jiang SS, Wu HJ, Yang H. Comprehensive analysis of degradation and accumulation of ametryn in soils and in wheat, maize, ryegrass and alfalfa plants. Ecotoxicol Environ Saf. 2017 Jun;140:264-270. doi: 10.1016/j.ecoenv.2017.02.053. Epub 2017 Mar 8. PubMed PMID: 28279883.