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MedKoo Cat#: 598686 | Name: MCPA
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Description:

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

MCPA is a powerful herbicide used as a selective weed killer.

Chemical Structure

MCPA
MCPA
CAS#94-74-6

Theoretical Analysis

MedKoo Cat#: 598686

Name: MCPA

CAS#: 94-74-6

Chemical Formula: C9H9ClO3

Exact Mass: 200.0240

Molecular Weight: 200.62

Elemental Analysis: C, 53.88; H, 4.52; Cl, 17.67; O, 23.92

Price and Availability

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5g USD 350.00 2 weeks
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Related CAS #
No Data
Synonym
MCPA; Krezone; Raphone; U 46 M-Fluid; NSC 2351; NSC-2351; NSC2351; Anicon kombi; Methylchlorophenoxyacetic acid;
IUPAC/Chemical Name
2-(4-chloro-2-methylphenoxy)acetic acid
InChi Key
WHKUVVPPKQRRBV-UHFFFAOYSA-N
InChi Code
InChI=1S/C9H9ClO3/c1-6-4-7(10)2-3-8(6)13-5-9(11)12/h2-4H,5H2,1H3,(H,11,12)
SMILES Code
O=C(O)COC1=CC=C(Cl)C=C1C
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
Product Data
Product Data
Instruction
View handling instruction
Biological target:
MCPA is a phenoxy herbicide.
In vitro activity:
The presence of MCPA significantly reduced sorption and increased desorption of glyphosate, but only when MCPA was present at concentrations much greater than environmentally relevant and there was no phosphate added to the MCPA solution. Reference: J Environ Sci Health B. 2017 Dec 2;52(12):887-895. https://pubmed.ncbi.nlm.nih.gov/28961057/
In vivo activity:
The presence of the MCPA-PHBV conjugate in the biodegradable PBTA/PLA blend was shown to completely suppress the growth of broadleaf weed species while displaying only a mild effect on the growth of the model crop. Reference: Biomacromolecules. 2018 Feb 12;19(2):511-520. https://pubmed.ncbi.nlm.nih.gov/29261293/
Solvent mg/mL mM
Solubility
DMSO 50.0 249.23
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 200.62 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
Formulation protocol:
1. Munira S, Farenhorst A. Sorption and desorption of glyphosate, MCPA and tetracycline and their mixtures in soil as influenced by phosphate. J Environ Sci Health B. 2017 Dec 2;52(12):887-895. doi: 10.1080/03601234.2017.1361773. Epub 2017 Sep 29. PMID: 28961057. 2. Khan H, Kaur S, Baldwin TC, Radecka I, Jiang G, Bretz I, Duale K, Adamus G, Kowalczuk M. Effective Control against Broadleaf Weed Species Provided by Biodegradable PBAT/PLA Mulch Film Embedded with the Herbicide 2-Methyl-4-Chlorophenoxyacetic Acid (MCPA). ACS Sustain Chem Eng. 2020 Apr 6;8(13):5360-5370. doi: 10.1021/acssuschemeng.0c00991. Epub 2020 Mar 19. PMID: 33133787; PMCID: PMC7590518. 3. Kwiecien I, Adamus G, Jiang G, Radecka I, Baldwin TC, Khan HR, Johnston B, Pennetta V, Hill D, Bretz I, Kowalczuk M. Biodegradable PBAT/PLA Blend with Bioactive MCPA-PHBV Conjugate Suppresses Weed Growth. Biomacromolecules. 2018 Feb 12;19(2):511-520. doi: 10.1021/acs.biomac.7b01636. Epub 2018 Jan 9. PMID: 29261293.
In vitro protocol:
1. Munira S, Farenhorst A. Sorption and desorption of glyphosate, MCPA and tetracycline and their mixtures in soil as influenced by phosphate. J Environ Sci Health B. 2017 Dec 2;52(12):887-895. doi: 10.1080/03601234.2017.1361773. Epub 2017 Sep 29. PMID: 28961057.
In vivo protocol:
1. Khan H, Kaur S, Baldwin TC, Radecka I, Jiang G, Bretz I, Duale K, Adamus G, Kowalczuk M. Effective Control against Broadleaf Weed Species Provided by Biodegradable PBAT/PLA Mulch Film Embedded with the Herbicide 2-Methyl-4-Chlorophenoxyacetic Acid (MCPA). ACS Sustain Chem Eng. 2020 Apr 6;8(13):5360-5370. doi: 10.1021/acssuschemeng.0c00991. Epub 2020 Mar 19. PMID: 33133787; PMCID: PMC7590518. 2. Kwiecien I, Adamus G, Jiang G, Radecka I, Baldwin TC, Khan HR, Johnston B, Pennetta V, Hill D, Bretz I, Kowalczuk M. Biodegradable PBAT/PLA Blend with Bioactive MCPA-PHBV Conjugate Suppresses Weed Growth. Biomacromolecules. 2018 Feb 12;19(2):511-520. doi: 10.1021/acs.biomac.7b01636. Epub 2018 Jan 9. PMID: 29261293.
1: Tennakoon DA, Perera KA, Hathurusinghe LS. An unusual case of non-fatal poisoning due to herbicide 4-chloro-2-methyl phenoxyacetic acid (MCPA). Forensic Sci Int. 2014 Oct;243:90-4. doi: 10.1016/j.forsciint.2014.04.039. Epub 2014 May 6. PubMed PMID: 24867053. 2: Paszko T. Modeling of pH-dependent adsorption and leaching of MCPA in profiles of Polish mineral soils. Sci Total Environ. 2014 Oct 1;494-495:229-40. doi: 10.1016/j.scitotenv.2014.06.129. Epub 2014 Jul 19. PubMed PMID: 25051325. 3: Jugulam M, Dimeo N, Veldhuis LJ, Walsh M, Hall JC. Investigation of MCPA (4-Chloro-2-ethylphenoxyacetate) resistance in wild radish (Raphanus raphanistrum L.). J Agric Food Chem. 2013 Dec 26;61(51):12516-21. doi: 10.1021/jf404095h. Epub 2013 Dec 16. PubMed PMID: 24299071. 4: Rosenbom AE, Binning PJ, Aamand J, Dechesne A, Smets BF, Johnsen AR. Does microbial centimeter-scale heterogeneity impact MCPA degradation in and leaching from a loamy agricultural soil? Sci Total Environ. 2014 Feb 15;472:90-8. doi: 10.1016/j.scitotenv.2013.11.009. Epub 2013 Nov 28. PubMed PMID: 24291558. 5: Muter O, Berzins A, Strikauska S, Pugajeva I, Bartkevics V, Dobele G, Truu J, Truu M, Steiner C. The effects of woodchip- and straw-derived biochars on the persistence of the herbicide 4-chloro-2-methylphenoxyacetic acid (MCPA) in soils. Ecotoxicol Environ Saf. 2014 Nov;109:93-100. doi: 10.1016/j.ecoenv.2014.08.012. Epub 2014 Aug 28. PubMed PMID: 25173744. 6: Saleh O, Pagel H, Enowashu E, Devers M, Martin-Laurent F, Streck T, Kandeler E, Poll C. Evidence for the importance of litter as a co-substrate for MCPA dissipation in an agricultural soil. Environ Sci Pollut Res Int. 2016 Mar;23(5):4164-75. doi: 10.1007/s11356-015-4633-1. Epub 2015 May 7. PubMed PMID: 25943518. 7: Alromeed AA, Scrano L, Bufo SA, Undabeytia T. Slow-release formulations of the herbicide MCPA by using clay-protein composites. Pest Manag Sci. 2015 Sep;71(9):1303-10. doi: 10.1002/ps.3929. Epub 2014 Nov 21. PubMed PMID: 25346289. 8: Wunnapuk K, Liu X, Gobe GC, Endre ZH, Peake PW, Grice JE, Roberts MS, Buckley NA. Kidney biomarkers in MCPA-induced acute kidney injury in rats: reduced clearance enhances early biomarker performance. Toxicol Lett. 2014 Mar 21;225(3):467-78. doi: 10.1016/j.toxlet.2014.01.018. Epub 2014 Jan 27. PubMed PMID: 24480514. 9: Rahemi V, Garrido JM, Borges F, Brett CM, Garrido EM. Electrochemical sensor for simultaneous determination of herbicide MCPA and its metabolite 4-chloro-2-methylphenol. Application to photodegradation environmental monitoring. Environ Sci Pollut Res Int. 2015 Mar;22(6):4491-9. doi: 10.1007/s11356-014-3693-y. Epub 2014 Oct 15. PubMed PMID: 25315934. 10: Önneby K, Håkansson S, Pizzul L, Stenström J. Reduced leaching of the herbicide MCPA after bioaugmentation with a formulated and stored Sphingobium sp. Biodegradation. 2014 Apr;25(2):291-300. doi: 10.1007/s10532-013-9660-3. Epub 2013 Aug 28. PubMed PMID: 23982656. 11: Peña D, López-Piñeiro A, Albarrán Á, Becerra D, Sánchez-Llerena J. Environmental fate of the herbicide MCPA in agricultural soils amended with fresh and aged de-oiled two-phase olive mill waste. Environ Sci Pollut Res Int. 2015 Sep;22(18):13915-25. doi: 10.1007/s11356-015-4622-4. Epub 2015 May 7. PubMed PMID: 25948384. 12: López-Piñeiro A, Peña D, Albarrán A, Sánchez-Llerena J, Becerra D. Behavior of MCPA in four intensive cropping soils amended with fresh, composted, and aged olive mill waste. J Contam Hydrol. 2013 Sep;152:137-46. doi: 10.1016/j.jconhyd.2013.07.003. Epub 2013 Jul 16. PubMed PMID: 23911783. 13: Salvo LM, Malucelli MI, da Silva JR, Alberton GC, Silva De Assis HC. Toxicity assessment of 2,4-D and MCPA herbicides in primary culture of fish hepatic cells. J Environ Sci Health B. 2015;50(7):449-55. doi: 10.1080/03601234.2015.1018754. PubMed PMID: 25996808. 14: Santiago CC, Fernández MA, Torres Sánchez RM. Adsorption and characterization of MCPA on DDTMA- and raw-montmorillonite: Surface sites involved. J Environ Sci Health B. 2016;51(4):245-53. doi: 10.1080/03601234.2015.1120618. Epub 2016 Jan 19. PubMed PMID: 26786275. 15: Rahemi V, Vandamme JJ, Garrido JM, Borges F, Brett CM, Garrido EM. Enhanced host-guest electrochemical recognition of herbicide MCPA using a β-cyclodextrin carbon nanotube sensor. Talanta. 2012 Sep 15;99:288-93. doi: 10.1016/j.talanta.2012.05.053. Epub 2012 May 30. PubMed PMID: 22967554. 16: Zhang HX, Liu L. Chemicobiological effects of herbicide MCPA-Na on plasma proteins. Mol Biol Rep. 2012 Mar;39(3):2745-51. doi: 10.1007/s11033-011-1030-9. Epub 2011 Jun 14. PubMed PMID: 21670962. 17: Nielsen TK, Kot W, Sørensen SR, Hansen LH. Draft Genome Sequence of MCPA-Degrading Sphingomonas sp. Strain ERG5, Isolated from a Groundwater Aquifer in Denmark. Genome Announc. 2015 Feb 12;3(1). pii: e01529-14. doi: 10.1128/genomeA.01529-14. PubMed PMID: 25676756; PubMed Central PMCID: PMC4333656. 18: Kimura O, Tsukagoshi K, Hayasaka M, Endo T. Transepithelial transport of 4-chloro-2-methylphenoxyacetic acid (MCPA) across human intestinal Caco-2 cell monolayers. Basic Clin Pharmacol Toxicol. 2012 Jun;110(6):530-6. doi: 10.1111/j.1742-7843.2011.00850.x. Epub 2012 Jan 16. PubMed PMID: 22181038. 19: Hu J, Yang T, Yin S, Cao D. Dissipation and residue of MCPA (4-chloro-2-ethylphenoxyacetate) in wheat and soil. Environ Monit Assess. 2012 Aug;184(8):5017-24. doi: 10.1007/s10661-011-2317-y. Epub 2011 Sep 14. PubMed PMID: 21915603. 20: Palma G, Jorquera M, Demanet R, Elgueta S, Briceño G, de la Luz Mora M. Urea Fertilizer and pH Influence on Sorption Process of Flumetsulam and MCPA Acidic Herbicides in a Volcanic Soil. J Environ Qual. 2016 Jan;45(1):323-30. doi: 10.2134/jeq2015.07.0358. PubMed PMID: 26828188.