Nicosulfuron | CAS# 111991-09-4 | Herbicide

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

MedKoo CAT#: 571484

CAS#: 111991-09-4

Description: 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

Product data Instruction

Theoretical Analysis

MedKoo Cat#: 571484
Name: Nicosulfuron
CAS#: 111991-09-4
Chemical Formula: C15H18N6O6S
Exact Mass: 410.10
Molecular Weight: 410.405
Elemental Analysis: C, 43.90; H, 4.42; N, 20.48; O, 23.39; S, 7.81

Price and Availability

Size	Price	Availability
5g	USD 250	2 Weeks
10g	USD 400	2 Weeks
25g	USD 800	2 Weeks
Bulk inquiry Welcome, Customer: Please do not inquire quote if your intended use is for a patient since our products are for research use and for chemical synthesis use, not for human use . For in-stock products, we listed price in the web page. You may inquire prices for which sizes were not listed. If no price is listed, this means the product is not in stock at the moment, which may be available via custom synthesis. For cost-effective reason, minimum order of 1g is requested (typically very expensive). The lead time is usually 2-4 months. Quote of less than 1g will not be provided. MedKoo may not offer quote for below reasons: (1) current available synthetic method appears to be extremely expensive which is obviously not affordable to most customers; (2) Key raw material to make the product is temporally not available; (3) DEA controlled substances; (4) the product is under patent protection in customer’s country.

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/

Solubility Data

	Solvent	Max Conc. mg/mL	Max Conc. mM
Solubility
	DMSO	33.3	81.21

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.

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.

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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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