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Nitenpyram

CAS# 150824-47-8

Nitenpyram

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Nitenpyram

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Chemical Properties of Nitenpyram

Cas No. 150824-47-8 SDF Download SDF
PubChem ID 3034287 Appearance Powder
Formula C11H15ClN4O2 M.Wt 270.72
Type of Compound N/A Storage Desiccate at -20°C
Solubility DMSO : 250 mg/mL (923.46 mM; Need ultrasonic)
Chemical Name (E)-1-N'-[(6-chloropyridin-3-yl)methyl]-1-N'-ethyl-1-N-methyl-2-nitroethene-1,1-diamine
SMILES CCN(CC1=CN=C(C=C1)Cl)C(=C[N+](=O)[O-])NC
Standard InChIKey CFRPSFYHXJZSBI-DHZHZOJOSA-N
Standard InChI InChI=1S/C11H15ClN4O2/c1-3-15(11(13-2)8-16(17)18)7-9-4-5-10(12)14-6-9/h4-6,8,13H,3,7H2,1-2H3/b11-8+
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Nitenpyram Dilution Calculator

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Preparing Stock Solutions of Nitenpyram

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 3.6939 mL 18.4693 mL 36.9385 mL 73.8771 mL 92.3463 mL
5 mM 0.7388 mL 3.6939 mL 7.3877 mL 14.7754 mL 18.4693 mL
10 mM 0.3694 mL 1.8469 mL 3.6939 mL 7.3877 mL 9.2346 mL
50 mM 0.0739 mL 0.3694 mL 0.7388 mL 1.4775 mL 1.8469 mL
100 mM 0.0369 mL 0.1847 mL 0.3694 mL 0.7388 mL 0.9235 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Nitenpyram

Toxic effects of nitenpyram on antioxidant enzyme system and DNA in zebrafish (Danio rerio) livers.[Pubmed:26202306]

Ecotoxicol Environ Saf. 2015 Dec;122:54-60.

Nitenpyram is one of the most commonly used neonicotinoid pesticide worldwide and was found to be toxic to non-target aquatic organisms. Therefore, the purpose of this study was to investigate the oxidative stress, changes in the detoxifying system and DNA damage in zebrafish induced by Nitenpyram. In the present study, zebrafish (Danio rerio) were exposed to four concentrations (0.6, 1.2, 2.5, and 5.0 mg L(-1)) for 28 d and then sampled in triplicate on days 7, 14, 21 and 28. Superoxide dismutase (SOD) and catalase (CAT) activities were dramatically inhibited at most exposure times compared with the control group, except SOD at low concentration (0.6 mg L(-1)) of Nitenpyram and CAT on day 21. This difference is due to the excess reactive oxygen species (ROS) produced and increased malondialdehyde (MDA) content in zebrafish livers. The activity of glutathione S-transferase (GST) increased in in the treatment groups at a higher concentration compared with the control group. We found that Nitenpyram exposure could affect the antioxidant enzymes and DNA damage in the exposed zebrafish livers. Additionally, the changes in the antioxidant enzyme activities could be an adaptive response protecting against the toxicity induced by Nitenpyram.

Resistance of green lacewing, Chrysoperla carnea Stephens to nitenpyram: Cross-resistance patterns, mechanism, stability, and realized heritability.[Pubmed:28043332]

Pestic Biochem Physiol. 2017 Jan;135:59-63.

The green lacewing, Chrysoperla carnea Stephens (Neuroptera: Chrysopidae) is a major generalist predator employed in integrated pest management (IPM) plans for pest control on many crops. Nitenpyram, a neonicotinoid insecticide has widely been used against the sucking pests of cotton in Pakistan. Therefore, a field green lacewing strain was exposed to Nitenpyram for five generations to investigate resistance evolution, cross-resistance pattern, stability, realized heritability, and mechanisms of resistance. Before starting the selection with Nitenpyram, a field collected strain showed 22.08-, 23.09-, 484.69- and 602.90-fold resistance to Nitenpyram, buprofezin, spinosad and acetamiprid, respectively compared with the Susceptible strain. After continuous selection for five generations (G1-G5) with Nitenpyram in the laboratory, the Field strain (Niten-SEL) developed a resistance ratio of 423.95 at G6. The Niten-SEL strain at G6 showed no cross-resistance to buprofezin and acetamiprid and negative cross-resistance to spinosad compared with the Field strain (G1). For resistance stability, the Niten-SEL strain was left unexposed to any insecticide for four generations (G6-G9) and bioassay results at G10 showed that resistance to Nitenpyram, buprofezin and spinosad was stable, while resistance to acetamiprid was unstable. The realized heritability values were 0.97, 0.16, 0.03, and -0.16 to Nitenpyram, buprofezin, acetamiprid and spinosad, respectively, after five generations of selection. Moreover, the enzyme inhibitors (PBO or DEF) significantly decreased the Nitenpyram resistance in the resistant strain, suggesting that resistance was due to microsomal oxidases and esterases. These results are very helpful for integration of green lacewings in IPM programs.

Nitenpyram, Dinotefuran, and Thiamethoxam Used as Seed Treatments Act as Efficient Controls against Aphis gossypii via High Residues in Cotton Leaves.[Pubmed:27960287]

J Agric Food Chem. 2016 Dec 14;64(49):9276-9285.

The effects of eight neonicotinoid seed treatments against the cotton aphid Aphis gossypii and its natural enemies in Bt cotton fields were evaluated, and the concentrations of these neonicotinoids in cotton leaves and soil were also investigated. The results showed that all neonicotinoid seed treatments efficiently reduced A. gossypii populations throughout the cotton seedling stage. The percentages of curly leaf plants in all of the neonicotinoid seed treatments were below the threshold for economic loss. Among the eight tested neonicotinoid seed treatments, Nitenpyram, dinotefuran, and thiamethoxam showed high control efficiency against A. gossypii. Residues of the three neonicotinoids were higher than those of other neonicotinoids in cotton leaves. Moreover, residues of dinotefuran and Nitenpyram remained at low levels in the soil. However, the abundance of natural enemies in the cotton field was to some extent influenced by neonicotinoid seed treatments. Therefore, neonicotinoids Nitenpyram, dinotefuran, and thiamethoxam used as seed treatment can provide effective protection that should play an important role in the management of early-season A. gossypii in Bt cotton fields; however, the risks of neonicotinoids to the environment should also be considered.

Nitenpyram degradation in finished drinking water.[Pubmed:27321854]

Rapid Commun Mass Spectrom. 2016 Jul 15;30(13):1653-61.

RATIONALE: Neonicotinoid pesticides and their metabolites have been indicated as contributing factors in the decline of honey bee colonies. A thorough understanding of neonicotinoid toxicity requires knowledge of their metabolites and environmental breakdown products. This work investigated the rapid degradation of the neonicotinoid Nitenpyram in finished drinking water. METHODS: Nitenpyram reaction products were characterized using liquid chromatography/quadrupole time-of-flight mass spectrometry (LC/QTOFMS). A software algorithm that compared degraded and control samples was utilized to facilitate efficient data reduction. Fragmentation pathways for six reaction products and Nitenpyram were proposed using predictive software and manual product ion analysis. RESULTS: This study showed that Nitenpyram degradation in unpreserved finished drinking water was likely the result of oxidation, hydrolysis and reaction with Cl2 . Structures for six Nitenpyram reaction products were proposed that suggest the C9/C11 olefin as the key reactive site. CONCLUSIONS: Similarities between the identified Nitenpyram reaction products and imidacloprid metabolites highlight the importance of this study, as the toxicity of neonicotinoids to pollinators has been linked to their metabolites. Based on the proposed reaction mechanisms, the identified Nitenpyram reaction products in finished drinking water could also be present in the environment and water treatment facilities. As such, identifying these degradation products will aid in evaluating the environmental impact of neonicotinoid pesticides. Copyright (c) 2016 John Wiley & Sons, Ltd.

Description

Nitenpyram is a calss of neonicotinoid and an insect nicotinic acetylcholine receptor (nAChR) agonist with an IC50 of 14 nM. Nitenpyram is an oral fast-acting insecticide used to suppress sucking insects on companion animals.

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