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MedKoo Cat#: 412285 | Name: Nitenpyram
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Description:

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

Nitenpyram is a chemical frequently used as an insecticide in agriculture and veterinary medicine. The compound is an insect neurotoxin belonging to the class of neonicotinoids which works by blocking neural signaling of the central nervous system.

Chemical Structure

Nitenpyram
CAS#150824-47-8

Theoretical Analysis

MedKoo Cat#: 412285

Name: Nitenpyram

CAS#: 150824-47-8

Chemical Formula: C11H15ClN4O2

Exact Mass: 270.0884

Molecular Weight: 270.72

Elemental Analysis: C, 48.80; H, 5.59; Cl, 13.09; N, 20.70; O, 11.82

Price and Availability

Size Price Availability Quantity
100mg USD 292.00 2 Weeks
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Related CAS #
No Data
Synonym
Nitenpyram; TI304; TI -04; TI 304
IUPAC/Chemical Name
1,1-Ethenediamine, N-((6-chloro-3-pyridinyl)methyl)-N-ethyl-N'-methyl-2-nitro-, (1E)-
InChi Key
CFRPSFYHXJZSBI-DHZHZOJOSA-N
InChi Code
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+
SMILES Code
O=[N+](/C=C(NC)/N(CC1=CC=C(Cl)N=C1)CC)[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
>3 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:
Nitenpyram is a calss of neonicotinoid and an insect nicotinic acetylcholine receptor (nAChR) agonist with an IC50 of 14 nM.
In vitro activity:
Human bone marrow mesenchymal stem cells (hBMSCs) was employed as an in vitro model more relevant to humans to assess the potential genotoxicity of NIT (nitenpyram) and to understand the underlying mechanisms at cellular and molecular levels. Noncytotoxic concentrations of NIT, 50-2500 μg/mL, dose-dependently elevated micronucleus (MN) and nuclear bud (NB) frequencies to 8.7-29‰ and 15-35‰, respectively. Reference: Toxicol Appl Pharmacol. 2022 Jul 1;446:116065. https://pubmed.ncbi.nlm.nih.gov/35568224/
In vivo activity:
This study examined the efficacy of a single dose of nitenpyram against adult cat fleas, Ctenocephalides felis (Bouché), over several days. This study recorded adult flea mortality and flea egg production on treated and untreated cats. Nitenpyram provided 100% kill of all fleas on the host at the time of treatment and for up to 24 h after treatment. Reference: J Med Entomol. 2003 Sep;40(5):678-81. https://pubmed.ncbi.nlm.nih.gov/14596282/
Solvent mg/mL mM comments
Solubility
DMSO 89.5 330.60
Ethanol 54.0 199.47
Water 100.0 369.39
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 270.72 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. Liu W, Li Z, Cui X, Luo F, Zhou C, Zhang J, Xing L. Genotoxicity, oxidative stress and transcriptomic effects of Nitenpyram on human bone marrow mesenchymal stem cells. Toxicol Appl Pharmacol. 2022 Jul 1;446:116065. doi: 10.1016/j.taap.2022.116065. Epub 2022 May 11. PMID: 35568224. 2. Yan S, Tian S, Meng Z, Yan J, Jia M, Li R, Zhou Z, Zhu W. Imbalance of gut microbiota and fecal metabolites in offspring female mice induced by nitenpyram exposure during pregnancy. Chemosphere. 2020 Dec;260:127506. doi: 10.1016/j.chemosphere.2020.127506. Epub 2020 Jul 9. PMID: 32673867. 3. Rust MK, Waggoner MM, Hinkle NC, Stansfield D, Barnett S. Efficacy and longevity of nitenpyram against adult cat fleas (Siphonaptera: Pulicidae). J Med Entomol. 2003 Sep;40(5):678-81. doi: 10.1603/0022-2585-40.5.678. PMID: 14596282.
In vitro protocol:
1. Liu W, Li Z, Cui X, Luo F, Zhou C, Zhang J, Xing L. Genotoxicity, oxidative stress and transcriptomic effects of Nitenpyram on human bone marrow mesenchymal stem cells. Toxicol Appl Pharmacol. 2022 Jul 1;446:116065. doi: 10.1016/j.taap.2022.116065. Epub 2022 May 11. PMID: 35568224.
In vivo protocol:
1. Yan S, Tian S, Meng Z, Yan J, Jia M, Li R, Zhou Z, Zhu W. Imbalance of gut microbiota and fecal metabolites in offspring female mice induced by nitenpyram exposure during pregnancy. Chemosphere. 2020 Dec;260:127506. doi: 10.1016/j.chemosphere.2020.127506. Epub 2020 Jul 9. PMID: 32673867. 2. Rust MK, Waggoner MM, Hinkle NC, Stansfield D, Barnett S. Efficacy and longevity of nitenpyram against adult cat fleas (Siphonaptera: Pulicidae). J Med Entomol. 2003 Sep;40(5):678-81. doi: 10.1603/0022-2585-40.5.678. PMID: 14596282.
1: Dai ZL, Yang WL, Fan ZX, Guo L, Liu ZH, Dai YJ. Actinomycetes Rhodococcus ruber CGMCC 17550 degrades neonicotinoid insecticide nitenpyram via a novel hydroxylation pathway and remediates nitenpyram in surface water. Chemosphere. 2020 Oct 17:128670. doi: 10.1016/j.chemosphere.2020.128670. Epub ahead of print. PMID: 33109355. 2: Zhang W, Xia X, Wang J, Zhu L, Wang J, Wang G, Chen Y, Kim YM. Oxidative stress and genotoxicity of nitenpyram to earthworms (Eisenia foetida). Chemosphere. 2020 Oct 4;264(Pt 2):128493. doi: 10.1016/j.chemosphere.2020.128493. Epub ahead of print. PMID: 33039690. 3: Carbonell-Rozas L, Lara FJ, Del Olmo Iruela M, García-Campaña AM. Capillary liquid chromatography as an effective method for the determination of seven neonicotinoid residues in honey samples. J Sep Sci. 2020 Aug 10. doi: 10.1002/jssc.202000611. Epub ahead of print. PMID: 32840966. 4: Mansoor MM, Shad SA. Biochemical mechanism, inheritance and cross-resistance to cyromazine in a non-target Chrysoperla carnea: A potential predator of whiteflies and aphids. Chemosphere. 2020 Dec;260:127620. doi: 10.1016/j.chemosphere.2020.127620. Epub 2020 Jul 16. PMID: 32758770. 5: Paul N, Naik PK, Ribeiro BD, Gooh Pattader PS, Marrucho IM, Banerjee T. Molecular Dynamics Insights and Water Stability of Hydrophobic Deep Eutectic Solvents Aided Extraction of Nitenpyram from an Aqueous Environment. J Phys Chem B. 2020 Aug 27;124(34):7405-7420. doi: 10.1021/acs.jpcb.0c03647. Epub 2020 Aug 17. PMID: 32706582. 6: Wang H, Yang D, Fang H, Han M, Tang C, Wu J, Chen Y, Jiang Q. Predictors, sources, and health risk of exposure to neonicotinoids in Chinese school children: A biomonitoring-based study. Environ Int. 2020 Jul 13;143:105918. doi: 10.1016/j.envint.2020.105918. Epub ahead of print. PMID: 32673906. 7: Yan S, Tian S, Meng Z, Yan J, Jia M, Li R, Zhou Z, Zhu W. Imbalance of gut microbiota and fecal metabolites in offspring female mice induced by nitenpyram exposure during pregnancy. Chemosphere. 2020 Dec;260:127506. doi: 10.1016/j.chemosphere.2020.127506. Epub 2020 Jul 9. PMID: 32673867. 8: Li S, Ren J, Li L, Chen R, Li J, Zhao Y, Chen D, Wu Y. Temporal variation analysis and risk assessment of neonicotinoid residues from tea in China. Environ Pollut. 2020 Nov;266(Pt 2):115119. doi: 10.1016/j.envpol.2020.115119. Epub 2020 Jun 29. PMID: 32623072. 9: Ahmed MAI, Vogel CFA. Toxicological Evaluation of Novel Butenolide Pesticide Flupyradifurone Against Culex quinquefasciatus (Diptera: Culicidae) Mosquitoes. J Med Entomol. 2020 Jun 22:tjaa118. doi: 10.1093/jme/tjaa118. Epub ahead of print. PMID: 32566941. 10: Qayyum MA, Saleem MA, Saeed S, Wakil W, Ishtiaq M, Ashraf W, Ahmed N, Ali M, Ikram RM, Yasin M, Maqsood S, Kiran S, Qaiser MF, Ayaz RA, Nawaz MZ, Abid AD, Khan KA, Alamri SA. Integration of entomopathogenic fungi and eco-friendly insecticides for management of red palm weevil, Rhynchophorus ferrugineus (Olivier). Saudi J Biol Sci. 2020 Jul;27(7):1811-1817. doi: 10.1016/j.sjbs.2019.12.018. Epub 2019 Dec 19. PMID: 32565700; PMCID: PMC7296496. 11: Pang S, Lin Z, Zhang W, Mishra S, Bhatt P, Chen S. Insights Into the Microbial Degradation and Biochemical Mechanisms of Neonicotinoids. Front Microbiol. 2020 May 19;11:868. doi: 10.3389/fmicb.2020.00868. PMID: 32508767; PMCID: PMC7248232. 12: Zhang Y, Zhang Q, Li S, Zhao Y, Chen D, Wu Y. Simultaneous determination of neonicotinoids and fipronils in tea using a modified QuEChERS method and liquid chromatography-high resolution mass spectrometry. Food Chem. 2020 Nov 1;329:127159. doi: 10.1016/j.foodchem.2020.127159. Epub 2020 May 29. PMID: 32497845. 13: Mao K, Ren Z, Li W, Cai T, Qin X, Wan H, Jin BR, He S, Li J. Carboxylesterase genes in nitenpyram-resistant brown planthoppers, Nilaparvata lugens. Insect Sci. 2020 Jun 3. doi: 10.1111/1744-7917.12829. Epub ahead of print. PMID: 32495409. 14: Liu X, Li C, Zhang B, Yuan M, Ma Y, Kong F. A facile strategy for photocatalytic degradation of seven neonicotinoids over sulfur and oxygen co- doped carbon nitride. Chemosphere. 2020 Aug;253:126672. doi: 10.1016/j.chemosphere.2020.126672. Epub 2020 Apr 6. PMID: 32464766. 15: Wang W, Ezell MJ, Lakey PSJ, Aregahegn KZ, Shiraiwa M, Finlayson-Pitts BJ. Unexpected formation of oxygen-free products and nitrous acid from the ozonolysis of the neonicotinoid nitenpyram. Proc Natl Acad Sci U S A. 2020 May 26;117(21):11321-11327. doi: 10.1073/pnas.2002397117. Epub 2020 May 11. PMID: 32393627; PMCID: PMC7260956. 16: Zhang H, Chen A, Shan T, Dong W, Shi X, Gao X. Cross-resistance and Fitness Cost Analysis of Resistance to Thiamethoxam in Melon and Cotton Aphid (Hemiptera: Aphididae). J Econ Entomol. 2020 Aug 13;113(4):1946-1954. doi: 10.1093/jee/toaa090. PMID: 32372079. 17: Li Z, Cai T, Qin Y, Zhang Y, Jin R, Mao K, Liao X, Wan H, Li J. Transcriptional Response of ATP-Binding Cassette (ABC) Transporters to Insecticide in the Brown Planthopper, Nilaparvata lugens (Stål). Insects. 2020 May 2;11(5):280. doi: 10.3390/insects11050280. PMID: 32370222; PMCID: PMC7291042. 18: Liu J, Xiong WH, Ye LY, Zhang WS, Yang H. Developing a Novel Nanoscale Porphyrinic Metal-Organic Framework: A Bifunctional Platform with Sensitive Fluorescent Detection and Elimination of Nitenpyram in Agricultural Environment. J Agric Food Chem. 2020 May 20;68(20):5572-5578. doi: 10.1021/acs.jafc.0c01313. Epub 2020 May 7. PMID: 32348144. 19: Han HS, Yasmin L. Chrysomya bezziana (Diptera: Calliphoridae) infestation in two Malaysian cats treated with oral lotilaner. Vet Dermatol. 2020 Aug;31(4):335-e87. doi: 10.1111/vde.12855. Epub 2020 Apr 22. PMID: 32323413. 20: Tian X, Hong X, Yan S, Li X, Wu H, Lin A, Yang W. Neonicotinoids caused oxidative stress and DNA damage in juvenile Chinese rare minnows (Gobiocypris rarus). Ecotoxicol Environ Saf. 2020 Jul 1;197:110566. doi: 10.1016/j.ecoenv.2020.110566. Epub 2020 Apr 10. PMID: 32283408.