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MedKoo Cat#: 571484 | Name: Nicosulfuron
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Description:

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

Nicosulfuron is a pesticide that works by inhibiting the acetolactate synthase enzyme. Thus, crucial amino acids are not produced for the system. Nicosulfuron has not been found to induce mutagenic or carcinogenic effects.

Chemical Structure

Nicosulfuron
CAS#111991-09-4

Theoretical Analysis

MedKoo Cat#: 571484

Name: Nicosulfuron

CAS#: 111991-09-4

Chemical Formula: C15H18N6O6S

Exact Mass: 410.1009

Molecular Weight: 410.41

Elemental Analysis: C, 43.90; H, 4.42; N, 20.48; O, 23.39; S, 7.81

Price and Availability

Size Price Availability Quantity
5g USD 250.00 2 Weeks
10g USD 400.00 2 Weeks
25g USD 800.00 2 Weeks
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Related CAS #
No Data
Synonym
Nicosulfuron; Accent; Milagro
IUPAC/Chemical Name
3-Pyridinecarboxamide, 2-(((((4,6-dimethoxy-2-pyrimidinyl)amino)carbonyl)amino)sulfonyl)-N,N-dimethyl-
InChi Key
RTCOGUMHFFWOJV-UHFFFAOYSA-N
InChi Code
InChI=1S/C15H18N6O6S/c1-21(2)13(22)9-6-5-7-16-12(9)28(24,25)20-15(23)19-14-17-10(26-3)8-11(18-14)27-4/h5-8H,1-4H3,(H2,17,18,19,20,23)
SMILES Code
O=C(C1=CC=CN=C1S(=O)(NC(NC2=NC(OC)=CC(OC)=N2)=O)=O)N(C)C
Appearance
Solid powder
Purity
>97% (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
More Info
Product Data
Product Data
Instruction
View handling instruction
Biological target:
Nicosulfuron inhibits acetolactate synthase (ALS) enzyme activity.
In vitro activity:
In this study, a pair of corn sister lines, HK301 (nicosulfuron-tolerence, NT) and HK320 (nicosulfuron-sensitive, NS), was chosen to study the effect of nicosulfuron on plant growth and sugar metabolism in sweet maize (Zea mays L.) seedlings. All the experimental samples were subjected to treatment with water or 80 mg kg-1 of nicosulfuron when the sweet maize seedlings grew to the four-leaf stage. Nicosulfuron significantly inhibited the growth of NS line. Reference: PLoS One. 2022 Oct 21;17(10):e0276606. https://pubmed.ncbi.nlm.nih.gov/36269745/
In vivo activity:
In a common garden experiment, eggs of a widespread amphibian (Bufo spinosus) were exposed to sublethal environmentally relevant concentrations of a widely used sulfonylurea herbicide, nicosulfuron, during the whole embryonic development. Embryos exposed to nicosulfuron displayed decreased thiols and increased catalase activity suggesting alteration of oxidative status. Reference: Ecotoxicol Environ Saf. 2022 Mar 1;232:113277. https://pubmed.ncbi.nlm.nih.gov/35123186/
Solvent mg/mL mM comments
Solubility
DMSO 33.3 81.21
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 410.41 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. Xu N, Wu Z, Li X, Yang M, Han J, Lu B, Lu B, Wang J. Effects of nicosulfuron on plant growth and sugar metabolism in sweet maize (Zea mays L.). PLoS One. 2022 Oct 21;17(10):e0276606. doi: 10.1371/journal.pone.0276606. PMID: 36269745; PMCID: PMC9586374. 2. Li M, Li Q, Yao J, Sunahara G, Duran R, Zhang Q, Ruan Z. Transcriptomic response of Pseudomonas nicosulfuronedens LAM1902 to the sulfonylurea herbicide nicosulfuron. Sci Rep. 2022 Aug 11;12(1):13656. doi: 10.1038/s41598-022-17982-7. PMID: 35953636; PMCID: PMC9372043. 3. Cheron M, Costantini D, Brischoux F. Nicosulfuron, a sulfonylurea herbicide, alters embryonic development and oxidative status of hatchlings at environmental concentrations in an amphibian species. Ecotoxicol Environ Saf. 2022 Mar 1;232:113277. doi: 10.1016/j.ecoenv.2022.113277. Epub 2022 Feb 2. PMID: 35123186.
In vitro protocol:
1. Xu N, Wu Z, Li X, Yang M, Han J, Lu B, Lu B, Wang J. Effects of nicosulfuron on plant growth and sugar metabolism in sweet maize (Zea mays L.). PLoS One. 2022 Oct 21;17(10):e0276606. doi: 10.1371/journal.pone.0276606. PMID: 36269745; PMCID: PMC9586374. 2. Li M, Li Q, Yao J, Sunahara G, Duran R, Zhang Q, Ruan Z. Transcriptomic response of Pseudomonas nicosulfuronedens LAM1902 to the sulfonylurea herbicide nicosulfuron. Sci Rep. 2022 Aug 11;12(1):13656. doi: 10.1038/s41598-022-17982-7. PMID: 35953636; PMCID: PMC9372043.
In vivo protocol:
1. Cheron M, Costantini D, Brischoux F. Nicosulfuron, a sulfonylurea herbicide, alters embryonic development and oxidative status of hatchlings at environmental concentrations in an amphibian species. Ecotoxicol Environ Saf. 2022 Mar 1;232:113277. doi: 10.1016/j.ecoenv.2022.113277. Epub 2022 Feb 2. PMID: 35123186.
1: Zhao W, Wang C, Xu L, Zhao C, Liang H, Qiu L. Biodegradation of nicosulfuron by a novel Alcaligenes faecalis strain ZWS11. J Environ Sci (China). 2015 Sep 1;35:151-162. doi: 10.1016/j.jes.2015.03.022. Epub 2015 Jun 26. PubMed PMID: 26354704. 2: Ren X, Chen L. Preparation of molecularly imprinted polymer coated quantum dots to detect nicosulfuron in water samples. Anal Bioanal Chem. 2015 Oct;407(26):8087-95. doi: 10.1007/s00216-015-8982-x. Epub 2015 Aug 25. PubMed PMID: 26302965. 3: Lu XH, Kang ZH, Tao B, Wang YN, Dong JG, Zhang JL. Degradation of nicosulfuron by Bacillus subtilis YB1 and Aspergillus niger YF1. Prikl Biokhim Mikrobiol. 2012 Sep-Oct;48(5):510-5. PubMed PMID: 23101388. 4: Kang ZH, Ren CC, Zhang JL, Dong JG, Li X, Wei XJ. Purification and cloning of nicosulfuron-degrading enzymes from Bacillus subtilis YB1. Prikl Biokhim Mikrobiol. 2014 Jan-Feb;50(1):39-43. PubMed PMID: 25272750. 5: Wang L, Zhang X, Li Y. Degradation of nicosulfuron by a novel isolated bacterial strain Klebsiella sp. Y1: condition optimization, kinetics and degradation pathway. Water Sci Technol. 2016;73(12):2896-903. doi: 10.2166/wst.2016.140. PubMed PMID: 27332834. 6: Zhang XL, Li YM, Yuan ZW. [Degradation of nicosulfuron by combination effects of microorganisms and chemical hydrolysis]. Huan Jing Ke Xue. 2013 Jul;34(7):2889-93. Chinese. PubMed PMID: 24028028. 7: Song J, Gu J, Zhai Y, Wu W, Wang H, Ruan Z, Shi Y, Yan Y. Biodegradation of nicosulfuron by a Talaromyces flavus LZM1. Bioresour Technol. 2013 Jul;140:243-8. doi: 10.1016/j.biortech.2013.02.086. Epub 2013 Mar 14. PubMed PMID: 23707911. 8: Cessna AJ, Donald DB, Bailey J, Waiser M. Persistence of the Sulfonylurea Herbicides Sulfosulfuron, Rimsulfuron, and Nicosulfuron in Farm Dugouts (Ponds). J Environ Qual. 2015 Nov;44(6):1948-55. doi: 10.2134/jeq2014.11.0503. PubMed PMID: 26641347. 9: Petric I, Karpouzas DG, Bru D, Udikovic-Kolic N, Kandeler E, Djuric S, Martin-Laurent F. Nicosulfuron application in agricultural soils drives the selection towards NS-tolerant microorganisms harboring various levels of sensitivity to nicosulfuron. Environ Sci Pollut Res Int. 2016 Mar;23(5):4320-33. doi: 10.1007/s11356-015-5645-6. Epub 2015 Oct 31. PubMed PMID: 26517995. 10: Xia Y, Zhang L, Zhao E, Jia C, Zhu X. [Preparation of nicosulfuron molecularly imprinted microspheres and research of adsorption characteristics]. Se Pu. 2014 Feb;32(2):117-25. Chinese. PubMed PMID: 24822444. 11: Liu K, Cao Z, Pan X, Yu Y. Using in situ pore water concentrations to estimate the phytotoxicity of nicosulfuron in soils to corn (Zea mays L.). Environ Toxicol Chem. 2012 Aug;31(8):1705-11. doi: 10.1002/etc.1889. Epub 2012 Jun 22. PubMed PMID: 22619072. 12: Liu X, Xu X, Li B, Wang X, Wang G, Li M. RNA-Seq transcriptome analysis of maize inbred carrying nicosulfuron-tolerant and nicosulfuron-susceptible alleles. Int J Mol Sci. 2015 Mar 13;16(3):5975-89. doi: 10.3390/ijms16035975. PubMed PMID: 25782159; PubMed Central PMCID: PMC4394515. 13: Zhang H, Mu W, Hou Z, Wu X, Zhao W, Zhang X, Pan H, Zhang S. Biodegradation of nicosulfuron by the bacterium Serratia marcescens N80. J Environ Sci Health B. 2012;47(3):153-60. doi: 10.1080/03601234.2012.632249. PubMed PMID: 22375586. 14: Yuan X, Zhang L, Ning N, Wen Y, Dong S, Yin M, Guo M, Wang B, Feng L, Guo P. Photosynthetic physiological response of Radix Isatidis (Isatis indigotica Fort.) seedlings to nicosulfuron. PLoS One. 2014 Aug 28;9(8):e105310. doi: 10.1371/journal.pone.0105310. eCollection 2014. PubMed PMID: 25165819; PubMed Central PMCID: PMC4148306. 15: Trigo C, Spokas KA, Cox L, Koskinen WC. Influence of soil biochar aging on sorption of the herbicides MCPA, nicosulfuron, terbuthylazine, indaziflam, and fluoroethyldiaminotriazine. J Agric Food Chem. 2014 Nov 12;62(45):10855-60. doi: 10.1021/jf5034398. Epub 2014 Nov 3. PubMed PMID: 25338136. 16: Yang L, Zhao X, Zhou J. Selective enrichment and determination of nicosulfuron in water and soil by a stir bar based on molecularly imprinted polymer coatings. Anal Chim Acta. 2010 Jun 18;670(1-2):72-7. doi: 10.1016/j.aca.2010.04.041. Epub 2010 Apr 29. PubMed PMID: 20685419. 17: Joly P, Bonnemoy F, Charvy JC, Bohatier J, Mallet C. Toxicity assessment of the maize herbicides S-metolachlor, benoxacor, mesotrione and nicosulfuron, and their corresponding commercial formulations, alone and in mixtures, using the Microtox(®) test. Chemosphere. 2013 Nov;93(10):2444-50. doi: 10.1016/j.chemosphere.2013.08.074. Epub 2013 Sep 26. PubMed PMID: 24075530. 18: Benzi M, Robotti E, Gianotti V. HPLC-DAD-MSn to investigate the photodegradation pathway of nicosulfuron in aqueous solution. Anal Bioanal Chem. 2011 Feb;399(4):1705-14. doi: 10.1007/s00216-010-4467-0. Epub 2010 Dec 7. PubMed PMID: 21136044. 19: Wu Q, Chen X, Xu Y, Han L. Dissipation and residues of nicosulfuron in corn and soil under field conditions. Bull Environ Contam Toxicol. 2010 Jul;85(1):79-82. doi: 10.1007/s00128-010-0041-x. Epub 2010 May 30. PubMed PMID: 20512311. 20: Massa R, Blevins S, Chao SL. Role of acetylcholinesterase and glutathione S-transferase following exposure to nicosulfuron and diazinon in Helicoverpa zea. Ecotoxicol Environ Saf. 2008 Sep;71(1):230-5. Epub 2007 Oct 23. PubMed PMID: 17936355.

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