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MedKoo Cat#: 558521 | Name: Mecoprop
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Description:

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

Mecoprop is an herbicide and used to control broadleaf weeds.

Chemical Structure

Mecoprop
Mecoprop
CAS#93-65-2

Theoretical Analysis

MedKoo Cat#: 558521

Name: Mecoprop

CAS#: 93-65-2

Chemical Formula: C10H11ClO3

Exact Mass: 214.0397

Molecular Weight: 214.65

Elemental Analysis: C, 55.96; H, 5.17; Cl, 16.52; O, 22.36

Price and Availability

Size Price Availability Quantity
1g USD 350.00 2 weeks
5g USD 850.00 2 Weeks
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Synonym
Mecoprop; Mecoturf; Mecprop; Mepro; Methoxone; Morogal;
IUPAC/Chemical Name
2-(4-Chloro-2-methylphenoxy)propionic acid
InChi Key
WNTGYJSOUMFZEP-UHFFFAOYSA-N
InChi Code
InChI=1S/C10H11ClO3/c1-6-5-8(11)3-4-9(6)14-7(2)10(12)13/h3-5,7H,1-2H3,(H,12,13)
SMILES Code
CC(OC1=CC=C(Cl)C=C1C)C(O)=O
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:
Mecoprop is an herbicide and used to control broadleaf weeds.
In vitro activity:
The effects of Mecoprop (RS)-MCPP were investigated in an anaerobic membrane bioreactor (AnMBr) fed with synthetic wastewater containing stepwise increases in Mecoprop concentration, 5-200 mg L(-1) over 240 days. At 5 mg L(-1) Mecoprop, acetic and propionic acid concentrations increased by 60% and 160%, respectively. In contrast, when Mecoprop was increased to 200 (±3) mg L(-1), the formation and degradation of acetate was unaffected by the higher Mecoprop concentration, acetate remaining below 35 mg L(-1). Reference: Bioresour Technol. 2013 Apr;133:158-65. https://pubmed.ncbi.nlm.nih.gov/23422308/
In vivo activity:
This study aimed to assess the effects of mecoprop, mecoprop-p and their degradation compound 2-methyl-4-chlorophenol on two larval stages of Crassostrea gigas. Mecoprop in particular injured shell formation with an increase of shell abnormalities following herbicide concentrations. Reference: Aquat Toxicol. 2014 Jan;146:165-75. https://pubmed.ncbi.nlm.nih.gov/24321574/

Preparing Stock Solutions

The following data is based on the product molecular weight 214.65 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. Yuzir A, Abdullah N, Chelliapan S, Sallis P. Effect of Mecoprop (RS)-MCPP on the biological treatment of synthetic wastewater in an anaerobic membrane bioreactor. Bioresour Technol. 2013 Apr;133:158-65. doi: 10.1016/j.biortech.2013.01.086. Epub 2013 Jan 28. PMID: 23422308. 2. Mottier A, Kientz-Bouchart V, Dubreule C, Serpentini A, Lebel JM, Costil K. Effects of acute exposures to mecoprop, mecoprop-p and their biodegradation product (2-MCP) on the larval stages of the Pacific oyster, Crassostrea gigas. Aquat Toxicol. 2014 Jan;146:165-75. doi: 10.1016/j.aquatox.2013.11.008. Epub 2013 Nov 21. PMID: 24321574.
In vitro protocol:
1. Yuzir A, Abdullah N, Chelliapan S, Sallis P. Effect of Mecoprop (RS)-MCPP on the biological treatment of synthetic wastewater in an anaerobic membrane bioreactor. Bioresour Technol. 2013 Apr;133:158-65. doi: 10.1016/j.biortech.2013.01.086. Epub 2013 Jan 28. PMID: 23422308.
In vivo protocol:
1. Mottier A, Kientz-Bouchart V, Dubreule C, Serpentini A, Lebel JM, Costil K. Effects of acute exposures to mecoprop, mecoprop-p and their biodegradation product (2-MCP) on the larval stages of the Pacific oyster, Crassostrea gigas. Aquat Toxicol. 2014 Jan;146:165-75. doi: 10.1016/j.aquatox.2013.11.008. Epub 2013 Nov 21. PMID: 24321574.
1: Idowu IA, Alkhaddar RM, Atherton W. Possible source term of high concentrations of mecoprop-p in leachate and water quality: impact of climate change, public use and disposal. Environ Technol. 2014 Aug;35(13-16):2055-67. PubMed PMID: 24956800. 2: Mottier A, Kientz-Bouchart V, Dubreule C, Serpentini A, Lebel JM, Costil K. Effects of acute exposures to mecoprop, mecoprop-p and their biodegradation product (2-MCP) on the larval stages of the Pacific oyster, Crassostrea gigas. Aquat Toxicol. 2014 Jan;146:165-75. doi: 10.1016/j.aquatox.2013.11.008. Epub 2013 Nov 21. PubMed PMID: 24321574. 3: Yuzir A, Abdullah N, Chelliapan S, Sallis P. Effect of Mecoprop (RS)-MCPP on the biological treatment of synthetic wastewater in an anaerobic membrane bioreactor. Bioresour Technol. 2013 Apr;133:158-65. doi: 10.1016/j.biortech.2013.01.086. Epub 2013 Jan 28. PubMed PMID: 23422308. 4: Levi S, Hybel AM, Bjerg PL, Albrechtsen HJ. Stimulation of aerobic degradation of bentazone, mecoprop and dichlorprop by oxygen addition to aquifer sediment. Sci Total Environ. 2014 Mar 1;473-474:667-75. doi: 10.1016/j.scitotenv.2013.12.061. Epub 2014 Jan 8. PubMed PMID: 24412734. 5: Hedegaard MJ, Arvin E, Corfitzen CB, Albrechtsen HJ. Mecoprop (MCPP) removal in full-scale rapid sand filters at a groundwater-based waterworks. Sci Total Environ. 2014 Nov 15;499:257-64. doi: 10.1016/j.scitotenv.2014.08.052. Epub 2014 Sep 3. PubMed PMID: 25194903. 6: Caballo C, Sicilia MD, Rubio S. Fast, simple and efficient supramolecular solvent-based microextraction of mecoprop and dichlorprop in soils prior to their enantioselective determination by liquid chromatography-tandem mass spectrometry. Talanta. 2014 Feb;119:46-52. doi: 10.1016/j.talanta.2013.10.043. Epub 2013 Oct 24. PubMed PMID: 24401383. 7: Ghoshdastidar AJ, Tong AZ. Treatment of 2,4-D, mecoprop, and dicamba using membrane bioreactor technology. Environ Sci Pollut Res Int. 2013 Aug;20(8):5188-97. doi: 10.1007/s11356-013-1498-z. Epub 2013 Jan 30. PubMed PMID: 23361178. 8: Semitsoglou-Tsiapou S, Templeton MR, Graham NJ, Hernández Leal L, Martijn BJ, Royce A, Kruithof JC. Low pressure UV/H2O2 treatment for the degradation of the pesticides metaldehyde, clopyralid and mecoprop - Kinetics and reaction product formation. Water Res. 2016 Mar 15;91:285-94. doi: 10.1016/j.watres.2016.01.017. Epub 2016 Jan 12. PubMed PMID: 26803264. 9: Frková Z, Johansen A, de Jonge LW, Olsen P, Gosewinkel U, Bester K. Degradation and enantiomeric fractionation of mecoprop in soil previously exposed to phenoxy acid herbicides - New insights for bioremediation. Sci Total Environ. 2016 Nov 1;569-570:1457-1465. doi: 10.1016/j.scitotenv.2016.06.236. Epub 2016 Jul 16. PubMed PMID: 27432728. 10: Kurt-Karakus PB, Bidleman TF, Muir DC, Struger J, Sverko E, Cagampan SJ, Small JM, Jantunen LM. Comparison of concentrations and stereoisomer ratios of mecoprop, dichlorprop and metolachlor in Ontario streams, 2006-2007 vs. 2003-2004. Environ Pollut. 2010 May;158(5):1842-9. doi: 10.1016/j.envpol.2009.11.003. Epub 2009 Dec 3. PubMed PMID: 19962221. 11: Lim JS, Jung MK, Kim MS, Ahn JH, Ka JO. Genetic and phenotypic diversity of (R/S)-mecoprop [2-(2-methyl-4-chlorophenoxy)propionic acid]-degrading bacteria isolated from soils. J Microbiol. 2004 Jun;42(2):87-93. PubMed PMID: 15357300. 12: Caballo C, Sicilia MD, Rubio S. Stereoselective quantitation of mecoprop and dichlorprop in natural waters by supramolecular solvent-based microextraction, chiral liquid chromatography and tandem mass spectrometry. Anal Chim Acta. 2013 Jan 25;761:102-8. doi: 10.1016/j.aca.2012.11.044. Epub 2012 Dec 12. PubMed PMID: 23312320. 13: Zakaria D, Lappin-Scott H, Burton S, Whitby C. Bacterial diversity in soil enrichment cultures amended with 2 (2-methyl-4-chlorophenoxy) propionic acid (mecoprop). Environ Microbiol. 2007 Oct;9(10):2575-87. PubMed PMID: 17803781. 14: Janniche GS, Lindberg E, Mouvet C, Albrechtsen HJ. Mineralization of isoproturon, mecoprop and acetochlor in a deep unsaturated limestone and sandy aquifer. Chemosphere. 2010 Nov;81(7):823-31. doi: 10.1016/j.chemosphere.2010.08.023. PubMed PMID: 20817258. 15: Sojić D, Despotović V, Abramović B, Todorova N, Giannakopoulou T, Trapalis C. Photocatalytic degradation of mecoprop and clopyralid in aqueous suspensions of nanostructured N-doped TiO2. Molecules. 2010 Apr 27;15(5):2994-3009. doi: 10.3390/molecules15052994. PubMed PMID: 20657461. 16: Fraser AD, Isner AF, Perry RA. Toxicologic studies in a fatal overdose of 2,4-D, mecoprop, and dicamba. J Forensic Sci. 1984 Oct;29(4):1237-41. PubMed PMID: 6502119. 17: Nickel K, Suter MJ, Kohler HP. Involvement of two alpha-ketoglutarate-dependent dioxygenases in enantioselective degradation of (R)- and (S)-mecoprop by Sphingomonas herbicidovorans MH. J Bacteriol. 1997 Nov;179(21):6674-9. PubMed PMID: 9352915; PubMed Central PMCID: PMC179594. 18: Smejkal CW, Vallaeys T, Seymour FA, Burton SK, Lappin-Scott HM. Characterization of (R/S)-mecoprop [2-(2-methyl-4-chlorophenoxy) propionic acid]-degrading Alcaligenes sp.CS1 and Ralstonia sp. CS2 isolated from agricultural soils. Environ Microbiol. 2001 Apr;3(4):288-93. PubMed PMID: 11359515. 19: Zipper C, Nickel K, Angst W, Kohler HP. Complete microbial degradation of both enantiomers of the chiral herbicide mecoprop [(RS)-2-(4-chloro-2-methylphenoxy)propionic acid] in an enantioselective manner by Sphingomonas herbicidovorans sp. nov. Appl Environ Microbiol. 1996 Dec;62(12):4318-22. PubMed PMID: 8953704; PubMed Central PMCID: PMC168259. 20: Harrison I, Williams GM, Carlick CA. Enantioselective biodegradation of mecoprop in aerobic and anaerobic microcosms. Chemosphere. 2003 Nov;53(5):539-49. PubMed PMID: 12948538.