Nitenpyram
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| Category | Animal Health |
| Catalog number | BBF-05823 |
| CAS | 150824-47-8 |
| Molecular Weight | 270.72 |
| Molecular Formula | C11H15ClN4O2 |
| Purity | >98% |
Ordering Information
| Catalog Number | Size | Price | Stock | Quantity |
|---|---|---|---|---|
| BBF-05823 | 10 g | $299 | In stock |
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Add to cartDescription
Nitenpyram, a natural product found in Streptomyces canus, is a nicotinic acetylcholine receptor (AchR) agonist used in veterinary medicine to treat parasites of livestock and pets.
Specification
| Synonyms | (E)-Nitenpyram; Capstar; TI 304; TI304; TI-304; (1E)-N-[(6-Chloro-3-pyridinyl)methyl]-N-ethyl-N'-methyl-2-nitro-1,1-ethenediamine; (E)-N-(6-Chloro-3-pyridylmethyl)-N-ethyl-N'-methyl-2-nitroethylene-1,1-diamine; Bestguard; Niterndipoine |
| Shelf Life | Limited shelf life, expiry date on the label |
| Storage | Store at -20°C |
| IUPAC Name | (E)-1-N'-[(6-chloropyridin-3-yl)methyl]-1-N'-ethyl-1-N-methyl-2-nitroethene-1,1-diamine |
| Canonical SMILES | CCN(CC1=CN=C(C=C1)Cl)C(=C[N+](=O)[O-])NC |
| 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+ |
| InChI Key | CFRPSFYHXJZSBI-DHZHZOJOSA-N |
Properties
| Appearance | Light Yellow to Light Orange Solid |
| Application | the treatment of parasites |
| Antibiotic Activity Spectrum | Parasites |
| Boiling Point | 417.2°C at 760 mmHg |
| Melting Point | 72°C |
| Density | 1.254 g/cm3 |
| Solubility | Soluble in DMSO (Slightly), Methanol (Slightly) |
Toxicity
| Toxicity | The following adverse events are listed in decreasing order of reporting frequency. Cats: hyperactivity, panting, lethargy, itching, vocalization, vomiting, fever, decreased appetite, nervousness, diarrhea, difficulty breathing, salivation, incoordination, seizures, pupil dilation, increased heart rate, and trembling. Dogs: lethargy/depression, vomiting, itching, decreased appetite, diarrhea, hyperactivity, incoordination, trembling, seizures, panting, allergic reactions including hives, vocalization, salivation, fever, and nervousness. |
Reference Reading
1.Synthesis, evaluation of insecticidal activity, and crystal analysis of cis-nitenpyram analogs bearing 1,4-dihydropyridine
Chuanwen Sun • Tianyan Liu • Li Ding. Monatsh Chem (2013) 144:1003–1012
A well-recognized potential problem facing all insecticides is that insect populations gradually develop resistance to each insecticide. During the past decades, significant increases in resistance and cross-resistance have been observed in a range of species after the widespread and frequent use of NNs. In particular, some resistant species have increased in potency, with recently collected strains exhibiting more than 100-fold resistance to imidacloprid and comparable levels of resistance to thiamethoxam and nitenpyram. Therefore, concerted efforts must be made to synthesize new NNs and search for unique molecular recognition and binding modes in order to overcome this increased level of insecticide resistance. However, few studies have been focused on structural modifications of acyclic NNs such as nitenpyram.
2.cis-Nitenpyram Analogues Bearing Acyloxy Segments Anchored on the Tetrahydropyrimidine Ring: Synthesis, Insecticidal Activities and Molecular Docking Studies
SUN Chuan-wen, WU Ying, CHEN Yan-xia. Chem. Res. Chin. Univ. 2013, 29(3), 477—482
Based on our previous work, the core of the present work is to keep strong hydrogen bonding interation of the neonicotinoid compounds with the nAChR and extend the scope of the series of the nitenpyram analogues. Hence, we suppose that one of the main methods is to fix the length of acyloxy segments (n=2) and introduce not only alkyl acyloxy groups but also aromatic acyloxy groups. Encouraged by this result, we designed and synthetized a number of cis-configuration nitenpyram analogues 3 bearing acyloxy segments targeted to assess the application potential of neonicotinoid compounds(Fig.2).
3.Short-term and transgenerational effects of the neonicotinoid nitenpyram on susceptibility to insecticides in two whitefly species
Pei Liang • Yu-An Tian • Antonio Biondi. Ecotoxicology (2012) 21:1889–1898
The present study aimed at assessing changes in susceptibility to insecticide, i.e. resistance to nitenpyram and crossand multiple-resistance to other insecticides, in two whitefly species (B. tabaci biotype B and T. vaporariorum) subjected to short- and long-term exposure to a low lethal dose. We estimated the lethal concentration 25 (LC25) of nitenpyram for the two whitefly species. The LC25 was used because it induced only 25 % mortality in exposed individuals and it may be a low concentration occurring in fields when this insecticide degrades following initial application. This work also aimed at providing (i) information on a potential mechanism (among other possible mechanisms) that may explain the invasive success of B. tabaci biotype B over T. vaporariorum in China, and (ii) an assessment of resistance to nitenpyram in the two whitefly populations.
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Bio Calculators
* Our calculator is based on the following equation:
Concentration (start) x Volume (start) = Concentration (final) x Volume (final)
It is commonly abbreviated as: C1V1 = C2V2
* Total Molecular Weight:
g/mol
Tip: Chemical formula is case sensitive. C22H30N4O √ c22h30n40 ╳
