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

MedKoo CAT#: 461201

CAS#: 79277-27-3

Description: Thifensulfuron-methyl is a sulfonylurea (SU) herbicide.

Chemical Structure

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Thifensulfuron-methyl
CAS# 79277-27-3
Instruction

Theoretical Analysis

MedKoo Cat#: 461201
Name: Thifensulfuron-methyl
CAS#: 79277-27-3
Chemical Formula: C12H13N5O6S2
Exact Mass: 387.03
Molecular Weight: 387.380
Elemental Analysis: C, 37.21; H, 3.38; N, 18.08; O, 24.78; S, 16.55

Price and Availability

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100mg USD 260
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Synonym: Thifensulfuron-methyl; Harmony GT; Pinnacle; Refine;

IUPAC/Chemical Name: methyl 3-(N-((4-methoxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl)sulfamoyl)thiophene-2-carboxylate

InChi Key: AHTPATJNIAFOLR-UHFFFAOYSA-N

InChi Code: InChI=1S/C12H13N5O6S2/c1-6-13-10(16-12(14-6)23-3)15-11(19)17-25(20,21)7-4-5-24-8(7)9(18)22-2/h4-5H,1-3H3,(H2,13,14,15,16,17,19)

SMILES Code: Cc1nc(OC)nc(NC(NS(=O)(c2c(C(OC)=O)scc2)=O)=O)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: >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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 387.38 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
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Zhao W, Xu L, Li D, Li X, Wang C, Zheng M, Pan C, Qiu L. Biodegradation of thifensulfuron-methyl by Ochrobactrum sp. in liquid medium and soil. Biotechnol Lett. 2015 Jul;37(7):1385-92. doi: 10.1007/s10529-015-1807-3. Epub 2015 Mar 15. PubMed PMID: 25773196.

2: Cessna AJ, Donald DB, Bailey J, Waiser M, Headley JV. Persistence of the sulfonylurea herbicides thifensulfuron-methyl, ethametsulfuron-methyl, and metsulfuron-methyl in farm dugouts (ponds). J Environ Qual. 2006 Oct 27;35(6):2395-401. Print 2006 Nov-Dec. PubMed PMID: 17071910.

3: Stry JJ, Amoo JS, George SW, Hamilton-Johnson T, Stetser E. Coupling of size-exclusion chromatography to liquid chromatography/mass spectrometry for determination of trace levels of thifensulfuron-methyl and tribenuron-methyl in cottonseed and cotton gin trash. J AOAC Int. 2000 May-Jun;83(3):651-9. PubMed PMID: 10868588.

4: Polati S, Bottaro M, Frascarolo P, Gosetti F, Gianotti V, Gennaro MC. HPLC-UV and HPLC-MSn multiresidue determination of amidosulfuron, azimsulfuron, nicosulfuron, rimsulfuron, thifensulfuron methyl, tribenuron methyl and azoxystrobin in surface waters. Anal Chim Acta. 2006 Oct 10;579(2):146-51. Epub 2006 Jul 22. PubMed PMID: 17723738.

5: Andersen SM, Hertz PB, Holst T, Bossi R, Jacobsen CS. Mineralisation studies of 14C-labelled metsulfuron-methyl, tribenuron-methyl, chlorsulfuron and thifensulfuron-methyl in one Danish soil and groundwater sediment profile. Chemosphere. 2001 Nov;45(6-7):775-82. PubMed PMID: 11695596.

6: She YX, Cao WQ, Shi XM, Lv XL, Liu JJ, Wang RY, Jin F, Wang J, Xiao H. Class-specific molecularly imprinted polymers for the selective extraction and determination of sulfonylurea herbicides in maize samples by high-performance liquid chromatography-tandem mass spectrometry. J Chromatogr B Analyt Technol Biomed Life Sci. 2010 Aug 1;878(23):2047-53. doi: 10.1016/j.jchromb.2010.05.038. Epub 2010 May 31. PubMed PMID: 20598653.

7: Chahboune R, Mountacer H, Sarakha M. Application of liquid chromatography/electrospray ionization tandem mass spectrometry for the elucidation of hydroxyl radical oxidation of metsulfuron methyl and related sulfonylurea pesticide products: evidence for the triazine skeleton scission. Rapid Commun Mass Spectrom. 2015 Aug 15;29(15):1370-80. doi: 10.1002/rcm.7234. PubMed PMID: 26147476.

8: Iwakami S, Shimono Y, Manabe Y, Endo M, Shibaike H, Uchino A, Tominaga T. Copy Number Variation in Acetolactate Synthase Genes of Thifensulfuron-Methyl Resistant Alopecurus aequalis (Shortawn Foxtail) Accessions in Japan. Front Plant Sci. 2017 Mar 2;8:254. doi: 10.3389/fpls.2017.00254. eCollection 2017. PubMed PMID: 28303143; PubMed Central PMCID: PMC5332366.

9: Lazartigues A, Wiest L, Baudot R, Thomas M, Feidt C, Cren-Olivé C. Multiresidue method to quantify pesticides in fish muscle by QuEChERS-based extraction and LC-MS/MS. Anal Bioanal Chem. 2011 Jun;400(7):2185-93. doi: 10.1007/s00216-011-4945-z. Epub 2011 Apr 12. PubMed PMID: 21484246.

10: Cessna AJ, Elliott JA, Bailey J. Leaching of three sulfonylurea herbicides during sprinkler irrigation. J Environ Qual. 2009 Dec 30;39(1):365-74. doi: 10.2134/jeq2008.0497. Print 2010 Jan-Feb. PubMed PMID: 20048324.

11: Lazartigues A, Thomas M, Cren-Olivé C, Brun-Bellut J, Le Roux Y, Banas D, Feidt C. Pesticide pressure and fish farming in barrage pond in Northeastern France. Part II: residues of 13 pesticides in water, sediments, edible fish and their relationships. Environ Sci Pollut Res Int. 2013 Jan;20(1):117-25. doi: 10.1007/s11356-012-1167-7. Epub 2012 Sep 8. PubMed PMID: 22961490.

12: Greenberg SM, Sappington TW, Elzen GW, Norman JW, Sparks AN. Effects of insecticides and defoliants applied alone and in combination for control of overwintering boll weevil (Anthonomus grandis; Coleoptera: Curculionidae)--laboratory and field studies. Pest Manag Sci. 2004 Sep;60(9):849-58. PubMed PMID: 15382499.

13: Cessna AJ, Donald DB, Bailey J, Waiser M. Persistence of the Sulfonylurea Herbicides Sulfosulfuron, Rimsulfuron, and Nicosulfuron in Farm Dugouts (Ponds). J Environ Qual. 2015 Nov;44(6):1948-55. doi: 10.2134/jeq2014.11.0503. PubMed PMID: 26641347.

14: Lazartigues A, Fratta C, Baudot R, Wiest L, Feidt C, Thomas M, Cren-Olivé C. Multiresidue method for the determination of 13 pesticides in three environmental matrices: water, sediments and fish muscle. Talanta. 2011 Sep 15;85(3):1500-7. doi: 10.1016/j.talanta.2011.06.023. Epub 2011 Jun 17. PubMed PMID: 21807215.

15: Lu P, Jin L, Liang B, Zhang J, Li S, Feng Z, Huang X. Study of biochemical pathway and enzyme involved in metsulfuron-methyl degradation by Ancylobacter sp. XJ-412-1 isolated from soil. Curr Microbiol. 2011 Jun;62(6):1718-25. doi: 10.1007/s00284-011-9919-z. Epub 2011 Mar 24. PubMed PMID: 21431836.

16: Zhu QZ, Degelmann P, Niessner R, Knopp D. Selective trace analysis of sulfonylurea herbicides in water and soil samples based on solid-phase extraction using a molecularly imprinted polymer. Environ Sci Technol. 2002 Dec 15;36(24):5411-20. PubMed PMID: 12521169.

17: Dewitte K, Latré J, Haesaert G. Possibilities of chemical weed control in Lupinus albus and Lupinus luteus-screening of herbicides. Commun Agric Appl Biol Sci. 2006;71(3 Pt A):743-51. PubMed PMID: 17390816.

18: Xie CG, Gao S, Zhou HK, Li HF. Chemiluminescence sensor for sulfonylurea herbicide using molecular imprinted microspheres as recognition element. Luminescence. 2011 Jul-Aug;26(4):271-9. doi: 10.1002/bio.1224. Epub 2010 Jul 13. PubMed PMID: 20629038.

19: Belhadj-Tahar H, Adamczewski N, Nassar B, Coulais Y. Toxicovigilance: new biochemical tool used in sulfonylurea herbicides toxicology studies. Acta Pharm. 2003 Jun;53(2):111-8. PubMed PMID: 14764245.

20: Lerma-García MJ, Simó-Alfonso EF, Zougagh M, Ríos A. Use of gold nanoparticle-coated sorbent materials for the selective preconcentration of sulfonylurea herbicides in water samples and determination by capillary liquid chromatography. Talanta. 2013 Feb 15;105:372-8. doi: 10.1016/j.talanta.2012.10.056. Epub 2012 Oct 27. PubMed PMID: 23598033.