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MedKoo Cat#: 146251 | Name: Imazosulfuron

Description:

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

Imazosulfuron is a selective, systemic herbicide belonging to the sulfonylurea class, primarily used for post-emergence control of broadleaf weeds and sedges in crops like rice. It works by inhibiting the acetolactate synthase (ALS) enzyme, which is essential for the synthesis of branched-chain amino acids in plants. This inhibition disrupts protein synthesis and cell division, ultimately leading to plant death.

Chemical Structure

Imazosulfuron
Imazosulfuron
CAS#122548-33-8

Theoretical Analysis

MedKoo Cat#: 146251

Name: Imazosulfuron

CAS#: 122548-33-8

Chemical Formula: C14H13ClN6O5S

Exact Mass: 412.0357

Molecular Weight: 412.81

Elemental Analysis: C, 40.73; H, 3.17; Cl, 8.59; N, 20.36; O, 19.38; S, 7.77

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 #
No Data
Synonym
Imazosulfuron;
IUPAC/Chemical Name
2-chloro-N-((4,6-dimethoxypyrimidin-2-yl)carbamoyl)imidazo[1,2-a]pyridine-3-sulfonamide
InChi Key
NAGRVUXEKKZNHT-UHFFFAOYSA-N
InChi Code
1S/C14H13ClN6O5S/c1-25-9-7-10(26-2)18-13(17-9)19-14(22)20-27(23,24)12-11(15)16-8-5-3-4-6-21(8)12/h3-7H,1-2H3,(H2,17,18,19,20,22)
SMILES Code
COC1=CC(OC)=NC(NC(=O)NS(=O)(=O)C2=C(Cl)N=C3C=CC=CN23)=N1
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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 412.81 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: European Food Safety Authority (EFSA). Peer review of the pesticide risk assessment of the active substance imazosulfuron. EFSA J. 2017 Feb 15;15(2):e04695. doi: 10.2903/j.efsa.2017.4695. PMID: 32625403; PMCID: PMC7010156. 2: Morrica P, Giordano A, Seccia S, Ungaro F, Ventriglia M. Degradation of imazosulfuron in soil. Pest Manag Sci. 2001 Apr;57(4):360-5. doi: 10.1002/ps.294. PMID: 11455815. 3: Rering C, Williams K, Hengel M, Tjeerdema R. Comparison of Direct and Indirect Photolysis in Imazosulfuron Photodegradation. J Agric Food Chem. 2017 Apr 19;65(15):3103-3108. doi: 10.1021/acs.jafc.7b00134. Epub 2017 Apr 7. PMID: 28368590. 4: Morrica P, Fidente P, Seccia S, Ventriglia M. Degradation of imazosulfuron in different soils-HPLC determination. Biomed Chromatogr. 2002 Dec;16(8):489-94. doi: 10.1002/bmc.184. PMID: 12474209. 5: Rering CC, Gonzalez MA, Keener MR, Ball DB, Tjeerdema RS. Photochemical degradation of imazosulfuron under simulated California rice field conditions. Pest Manag Sci. 2016 Jun;72(6):1117-23. doi: 10.1002/ps.4086. Epub 2015 Aug 17. PMID: 26201303. 6: Morrica P, Barbato F, Della Iacovo R, Seccia S, Ungaro F. Kinetics and mechanism of imazosulfuron hydrolysis. J Agric Food Chem. 2001 Aug;49(8):3816-20. doi: 10.1021/jf010088f. PMID: 11513672. 7: Kuk YI, Jung HI, Kwon OD, Lee DJ, Burgos NR, Guh JO. Sulfonylurea herbicide- resistant Monochoria vaginalis in Korean rice culture. Pest Manag Sci. 2003 Sep;59(9):949-61. doi: 10.1002/ps.722. PMID: 12974347. 8: Morrica P, Barbato F, Giordano A, Seccia S, Ungaro F. Adsorption and desorption of imazosulfuron by soil. J Agric Food Chem. 2000 Dec;48(12):6132-7. doi: 10.1021/jf000152d. PMID: 11141274. 9: Sondhia S. Determination of imazosulfuron persistence in rice crop and soil. Environ Monit Assess. 2008 Feb;137(1-3):205-11. doi: 10.1007/s10661-007-9741-z. Epub 2007 Jun 12. PMID: 17562212. 10: Ventriglia M, Restani P, Morrica P, David P, De Angelis L, Galli CL. Liquid chromatographic determination of imazosulfuron in drinking water and in soil using ultraviolet detection. J Chromatogr A. 1999 Oct 1;857(1-2):327-30. doi: 10.1016/s0021-9673(99)00730-x. PMID: 10536852. 11: Morrica P, Fidente P, Seccia S. Identification of photoproducts from imazosulfuron by HPLC. Biomed Chromatogr. 2004 Sep;18(7):450-6. doi: 10.1002/bmc.335. PMID: 15340970. 12: Wang YS, Chen WC, Lin LC, Yen JH. Dissipation of herbicides chlorsulfuron and imazosulfuron in the soil and the effects on the soil bacterial community. J Environ Sci Health B. 2010 Jul;45(5):449-55. doi: 10.1080/03601231003800180. PMID: 20512735. 13: Mikata K, Schnöder F, Braunwarth C, Ohta K, Tashiro S. Mobility and degradation of the herbicide imazosulfuron in lysimeters under field conditions. J Agric Food Chem. 2003 Jan 1;51(1):177-82. doi: 10.1021/jf025824+. PMID: 12502404. 14: 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. PMID: 25149243. 15: Cruz-Hipolito H, Osuna MD, Vidal RA, De Prado R. Resistance mechanism to bensulfuron-methyl in biotypes of Scirpus mucronatus L. collected in Chilean rice fields. J Agric Food Chem. 2009 May 27;57(10):4273-8. doi: 10.1021/jf803386v. Epub 2009 Apr 22. PMID: 19385656. 16: Kuk YI, Kim KH, Kwon OD, Lee DJ, Burgos NR, Jung S, Guh JO. Cross-resistance pattern and alternative herbicides for Cyperus difformis resistant to sulfonylurea herbicides in Korea. Pest Manag Sci. 2004 Jan;60(1):85-94. doi: 10.1002/ps.786. PMID: 14727745. 17: Iwakami S, Tanigaki S, Uchino A, Ozawa Y, Tominaga T, Wang GX. Characterization of the acetolactate synthase gene family in sensitive and resistant biotypes of two tetraploid Monochoria weeds, M. vaginalis and M. korsakowii. Pestic Biochem Physiol. 2020 May;165:104506. doi: 10.1016/j.pestbp.2019.12.001. Epub 2019 Dec 5. PMID: 32359553. 18: Tu LH, Boulange J, Iwafune T, Yadav IC, Watanabe H. Improvement and application of the PCPF-1@SWAT2012 model for predicting pesticide transport: a case study of the Sakura River watershed. Pest Manag Sci. 2018 Nov;74(11):2520-2529. doi: 10.1002/ps.4934. Epub 2018 Jun 1. PMID: 29656603. 19: Sudo M, Goto Y, Iwama K, Hida Y. Herbicide discharge from rice paddy fields by surface runoff and percolation flow: A case study in paddy fields in the Lake Biwa basin, Japan. J Pestic Sci. 2018 Feb 28;43(1):24-32. doi: 10.1584/jpestics.D17-061. PMID: 30363114; PMCID: PMC6140652. 20: Shim YS, Gil HW, Yang JO, Lee EY, Kim SH, Hong SY. A case of green urine after ingestion of herbicides. Korean J Intern Med. 2008 Mar;23(1):42-4. doi: 10.3904/kjim.2008.23.1.42. Erratum in: Korean J Intern Med. 2012 Dec;27(4):483. PMID: 18363279; PMCID: PMC2686952.