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

MedKoo CAT#: 561782

CAS#: 81335-37-7

Description: Imazaquin is an herbicide. It acts by inhibiting acetohydroxy acid synthase (AHAS), effectively controlling a broad spectrum of weed species.


Chemical Structure

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Imazaquin
CAS# 81335-37-7

Theoretical Analysis

MedKoo Cat#: 561782
Name: Imazaquin
CAS#: 81335-37-7
Chemical Formula: C17H17N3O3
Exact Mass: 311.127
Molecular Weight: 311.34
Elemental Analysis: C, 65.58; H, 5.50; N, 13.50; O, 15.42

Price and Availability

Size Price Availability Quantity
100.0mg USD 200.0 2 Weeks
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Synonym: Imazaquin;

IUPAC/Chemical Name: 2-(4-Methyl-5-oxo-4-propan-2-yl-1H-imidazol-2-yl)quinoline-3-carboxylic acid

InChi Key: CABMTIJINOIHOD-UHFFFAOYSA-N

InChi Code: InChI=1S/C17H17N3O3/c1-9(2)17(3)16(23)19-14(20-17)13-11(15(21)22)8-10-6-4-5-7-12(10)18-13/h4-9H,1-3H3,(H,21,22)(H,19,20,23)

SMILES Code: O=C(C1=CC2=CC=CC=C2N=C1C3=NC(C(C)C)(C)C(N3)=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: >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

Preparing Stock Solutions

The following data is based on the product molecular weight 311.34 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

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1: Wang D, Zhang Q, Zheng Y, Lin D, Yu Y. Estimating the combined toxicity of flufenacet and imazaquin to sorghum with pore water herbicide concentration. J Environ Sci (China). 2016 Mar;41:154-61. doi: 10.1016/j.jes.2015.04.031. Epub 2015 Aug 29. PubMed PMID: 26969061.

2: Christiansen A, Peterson A, Anderson SC, Lass R, Johnson M, Nienow AM. Analysis of the Photodegradation of the Imidazolinone Herbicides Imazamox, Imazapic, Imazaquin, and Imazamethabenz-methyl in Aqueous Solution. J Agric Food Chem. 2015 Dec 23;63(50):10768-77. doi: 10.1021/acs.jafc.5b04663. Epub 2015 Dec 9. PubMed PMID: 26616105.

3: 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. PubMed PMID: 26473587.

4: Koutros S, Silverman DT, Alavanja MC, Andreotti G, Lerro CC, Heltshe S, Lynch CF, Sandler DP, Blair A, Beane Freeman LE. Occupational exposure to pesticides and bladder cancer risk. Int J Epidemiol. 2016 Jun;45(3):792-805. doi: 10.1093/ije/dyv195. Epub 2015 Sep 27. PubMed PMID: 26411407; PubMed Central PMCID: PMC5005942.

5: Kemmerich M, Bernardi G, Adaime MB, Zanella R, Prestes OD. A simple and efficient method for imidazolinone herbicides determination in soil by ultra-high performance liquid chromatography-tandem mass spectrometry. J Chromatogr A. 2015 Sep 18;1412:82-9. doi: 10.1016/j.chroma.2015.08.005. Epub 2015 Aug 6. PubMed PMID: 26283531.

6: da Silva AC, Deda DK, Bueno CC, Moraes AS, Da Roz AL, Yamaji FM, Prado RA, Viviani V, Oliveira ON Jr, Leite FL. Nanobiosensors exploiting specific interactions between an enzyme and herbicides in atomic force spectroscopy. J Nanosci Nanotechnol. 2014 Sep;14(9):6678-84. PubMed PMID: 25924316.

7: Dusek J, Dohnal M, Snehota M, Sobotkova M, Ray C, Vogel T. Transport of bromide and pesticides through an undisturbed soil column: a modeling study with global optimization analysis. J Contam Hydrol. 2015 Apr-May;175-176:1-16. doi: 10.1016/j.jconhyd.2015.02.002. Epub 2015 Feb 12. PubMed PMID: 25703186.

8: Chen Y, Feng T, Li G, Hu Y. Molecularly imprinted polymer as a novel solid-phase microextraction coating for the selective enrichment of trace imidazolinones in rice, peanut, and soil. J Sep Sci. 2015 Jan;38(2):301-8. PubMed PMID: 25413478.

9: Wang D, Wang Y, Yin Y, Min S, Wang S, Yu Y. Bioavailability-based estimation of phytotoxicity of imazaquin in soil to sorghum. Environ Sci Pollut Res Int. 2015 Apr;22(7):5437-43. doi: 10.1007/s11356-014-3757-z. Epub 2014 Oct 30. PubMed PMID: 25354440.

10: Sada Y, Ikeda H, Yamato S, Kizawa S. Characterization of sulfonylurea-resistant Schoenoplectus juncoides having a target-site Asp(376)Glu mutation in the acetolactate synthase. Pestic Biochem Physiol. 2013 Sep;107(1):106-11. doi: 10.1016/j.pestbp.2013.05.013. Epub 2013 Jun 1. PubMed PMID: 25149243.

11: Park Y, Sun Z, Ayoko GA, Frost RL. Removal of herbicides from aqueous solutions by modified forms of montmorillonite. J Colloid Interface Sci. 2014 Feb 1;415:127-32. doi: 10.1016/j.jcis.2013.10.024. Epub 2013 Oct 26. PubMed PMID: 24267339.

12: Paul B, Martens WN, Frost RL. Surface modification of alumina nanofibres for the selective adsorption of alachlor and imazaquin herbicides. J Colloid Interface Sci. 2011 Aug 1;360(1):132-8. doi: 10.1016/j.jcis.2011.04.055. Epub 2011 Apr 27. PubMed PMID: 21570088.

13: Yao HB, Han GJ, Liu GX, Xie Y, Wang CH. Determination of Imazaquin and its metabolite by liquid chromatography-quadrupole-time of flight tandem mass. Bull Environ Contam Toxicol. 2010 Aug;85(2):142-6. doi: 10.1007/s00128-010-0076-z. Epub 2010 Jul 21. PubMed PMID: 20652226.

14: Ramezani MK, Oliver DP, Kookana RS, Lao W, Gill G, Preston C. Faster degradation of herbicidally-active enantiomer of imidazolinones in soils. Chemosphere. 2010 May;79(11):1040-5. doi: 10.1016/j.chemosphere.2010.03.046. Epub 2010 Apr 22. PubMed PMID: 20416927.

15: Ramezani M, Simpson N, Oliver D, Kookana R, Gill G, Preston C. Improved extraction and clean-up of imidazolinone herbicides from soil solutions using different solid-phase sorbents. J Chromatogr A. 2009 Jun 26;1216(26):5092-100. doi: 10.1016/j.chroma.2009.04.080. Epub 2009 May 3. PubMed PMID: 19447395.

16: Blasco C, Picó Y, Andreu V. Analytical method for simultaneous determination of pesticide and veterinary drug residues in milk by CE-MS. Electrophoresis. 2009 May;30(10):1698-707. doi: 10.1002/elps.200800696. PubMed PMID: 19384986.

17: Li C, Suo R, Wang F, Ma H. [Simultaneous determination of residues of six imidazolinone herbicides in adzuki beans by high performance liquid chromatography-electrospray ion trap tandem mass spectrometry]. Se Pu. 2008 Nov;26(6):726-30. Chinese. PubMed PMID: 19253552.

18: Nasser A, Buchanovsky N, Gerstl Z, Mingelgrin U. Mineral induced mechanochemical degradation: the imazaquin case. Chemosphere. 2009 Mar;75(1):20-7. doi: 10.1016/j.chemosphere.2008.11.077. Epub 2009 Jan 9. PubMed PMID: 19135700.

19: Kaichouh G, Oturan N, Oturan MA, El Hourch A, El Kacemi K. Mineralization of herbicides imazapyr and imazaquin in aqueous medium by, fenton, photo-fenton and electro-fenton processes. Environ Technol. 2008 May;29(5):489-96. doi: 10.1080/09593330801983516. PubMed PMID: 18661732.

20: Ramezani M, Oliver DP, Kookana RS, Gill G, Preston C. Abiotic degradation (photodegradation and hydrolysis) of imidazolinone herbicides. J Environ Sci Health B. 2008 Feb;43(2):105-12. doi: 10.1080/03601230701794968. PubMed PMID: 18246501.

Imazaquin

100.0mg / USD 200.0