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MedKoo Cat#: 462994 | Name: Aminocyclopyrachlor

Description:

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

Aminocyclopyrachlor is a selective, low-toxicity herbicide that provides pre- and post-emergent control of broadleaf weeds, woody species, vines and grasses on several non-food use sites, such as rights of way, wildlife management areas, recreational areas, turf/lawns, golf courses and sod farms. It was conditionally registered as Imprelis by DuPont in August 2010, and first used in Fall 2010. The chemical is a systemic herbicide and acts by disrupting gene expression. This causes undifferentiated cell division and elongation.

Chemical Structure

Aminocyclopyrachlor
Aminocyclopyrachlor
CAS#858956-08-8 (free)

Theoretical Analysis

MedKoo Cat#: 462994

Name: Aminocyclopyrachlor

CAS#: 858956-08-8 (free)

Chemical Formula: C8H8ClN3O2

Exact Mass: 213.0305

Molecular Weight: 213.62

Elemental Analysis: C, 44.98; H, 3.77; Cl, 16.59; N, 19.67; O, 14.98

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
858956-08-8 (free); 858956-35-1 (potassium)
Synonym
HSDB 7981; HSDB7981; HSDB-7981;
IUPAC/Chemical Name
6-amino-5-chloro-2-cyclopropylpyrimidine-4-carboxylic acid
InChi Key
KWAIHLIXESXTJL-UHFFFAOYSA-N
InChi Code
InChI=1S/C8H8ClN3O2/c9-4-5(8(13)14)11-7(3-1-2-3)12-6(4)10/h3H,1-2H2,(H,13,14)(H2,10,11,12)
SMILES Code
Nc1c(Cl)c(C(O)=O)nc(C2CC2)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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 213.62 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: Francisco JG, Mendes KF, Pimpinato RF, Tornisielo VL, Guimarães ACD. Aminocyclopyrachlor sorption-desorption and leaching from three Brazilian soils. J Environ Sci Health B. 2017 Jul 3;52(7):470-475. doi: 10.1080/03601234.2017.1301758. Epub 2017 Mar 29. PMID: 28353389. 2: Sack C, Vonderbrink J, Smoker M, Smith RE. Determination of Acid Herbicides Using Modified QuEChERS with Fast Switching ESI(+)/ESI(-) LC-MS/MS. J Agric Food Chem. 2015 Nov 4;63(43):9657-65. doi: 10.1021/acs.jafc.5b04093. Epub 2015 Oct 23. PMID: 26473587. 3: Epp JB, Alexander AL, Balko TW, Buysse AM, Brewster WK, Bryan K, Daeuble JF, Fields SC, Gast RE, Green RA, Irvine NM, Lo WC, Lowe CT, Renga JM, Richburg JS, Ruiz JM, Satchivi NM, Schmitzer PR, Siddall TL, Webster JD, Weimer MR, Whiteker GT, Yerkes CN. The discovery of Arylex™ active and Rinskor™ active: Two novel auxin herbicides. Bioorg Med Chem. 2016 Feb 1;24(3):362-71. doi: 10.1016/j.bmc.2015.08.011. Epub 2015 Aug 19. PMID: 26321602. 4: Reis FC, Tornisielo VL, Cason JB, Dias AC, Freitas M, Sotomayor JF, Barroso AA, Victória Filho R. Uptake, translocation, and control of trumpet flower (Tecoma stans) with aminocyclopyrachlor. J Environ Sci Health B. 2015;50(10):727-33. doi: 10.1080/03601234.2015.1048106. PMID: 26273757. 5: Hall KE, Ray C, Ki SJ, Spokas KA, Koskinen WC. Pesticide sorption and leaching potential on three Hawaiian soils. J Environ Manage. 2015 Aug 15;159:227-234. doi: 10.1016/j.jenvman.2015.04.046. Epub 2015 May 27. PMID: 26024994. 6: Nanita SC, Stewart DJ, Rodgers CA, Tesfai E, Schwarz T, Robaugh EC, Henze RM, Pentz AM, Moate T, Vogl E, Weintraub R, Robaugh D, Krening A, Hidalgo E, Class T, Reibach P, McLachlan T, Lowrie C. Analytical method and interlaboratory study for the quantitation of aminocyclopyrachlor residues in vegetation by liquid chromatography/tandem mass spectrometry. J AOAC Int. 2013 Nov-Dec;96(6):1473-81. doi: 10.5740/jaoacint.12-349. PMID: 24645531. 7: Rittenhouse JL, Rice PJ, Spokas KA, Koskinen WC. Assessing biochar's ability to reduce bioavailability of aminocyclopyrachlor in soils. Environ Pollut. 2014 Jun;189:92-7. doi: 10.1016/j.envpol.2014.02.022. Epub 2014 Mar 16. PMID: 24641839. 8: Cabrera A, Cox L, Spokas K, Hermosín MC, Cornejo J, Koskinen WC. Influence of biochar amendments on the sorption-desorption of aminocyclopyrachlor, bentazone and pyraclostrobin pesticides to an agricultural soil. Sci Total Environ. 2014 Feb 1;470-471:438-43. doi: 10.1016/j.scitotenv.2013.09.080. Epub 2013 Oct 18. PMID: 24144943. 9: Oliveira RS Jr, Alonso DG, Koskinen WC, Papiernik SK. Comparative sorption, desorption and leaching potential of aminocyclopyrachlor and picloram. J Environ Sci Health B. 2013;48(12):1049-57. doi: 10.1080/03601234.2013.824291. PMID: 24007482. 10: Nanita SC, Padivitage NL. Ammonium chloride salting out extraction/cleanup for trace-level quantitative analysis in food and biological matrices by flow injection tandem mass spectrometry. Anal Chim Acta. 2013 Mar 20;768:1-11. doi: 10.1016/j.aca.2013.01.011. Epub 2013 Jan 16. PMID: 23473245. 11: Bell JL, Burke IC, Prather TS. Uptake, translocation and metabolism of aminocyclopyrachlor in prickly lettuce, rush skeletonweed and yellow starthistle. Pest Manag Sci. 2011 Oct;67(10):1338-48. doi: 10.1002/ps.2197. Epub 2011 May 18. PMID: 21594961. 12: Nanita SC, Stry JJ, Pentz AM, McClory JP, May JH. Fast extraction and dilution flow injection mass spectrometry method for quantitative chemical residue screening in food. J Agric Food Chem. 2011 Jul 27;59(14):7557-68. doi: 10.1021/jf104237y. Epub 2011 Mar 9. PMID: 21388127. 13: Oliveira RS Jr, Alonso DG, Koskinen WC. Sorption-desorption of aminocyclopyrachlor in selected Brazilian soils. J Agric Food Chem. 2011 Apr 27;59(8):4045-50. doi: 10.1021/jf104992w. Epub 2011 Mar 23. PMID: 21384924. 14: Nanita SC, Pentz AM, Grant J, Vogl E, Devine TJ, Henze RM. Mass spectrometric assessment and analytical methods for quantitation of the new herbicide aminocyclopyrachlor and its methyl analogue in soil and water. Anal Chem. 2009 Jan 15;81(2):797-808. doi: 10.1021/ac8020642. PMID: 19063674.