Dinotefuran - CAS 165252-70-0
Catalog number:
165252-70-0
Category:
Inhibitor
Not Intended for Therapeutic Use. For research use only.
Molecular Formula:
C7H14N4O3
Molecular Weight:
202.21
COA:
Inquire
Targets:
Others
Description:
Dinotefuran, a new neonicotinoid, has excellent insecticidal properties due to disruption of the insect's nervous system by inhibiting nicotinic acetylcholine receptors.
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Purity:
95%
Appearance:
White crystalline powder
Synonyms:
2-methyl-1-nitro-3-(oxolan-3-ylmethyl)guanidine Dinotefuran 165252-70-0 1-Methyl-2-nitro-3-((tetrahydrofuran-3-yl)methyl)guanidine Albarin Mikeblock MTI-446 Dinotefuran [ISO] 1-Methyl-2-nitro-3-(tetrahydro-3-furylmethyl)guanidine CHEBI:39183 HSDB 7465 1-m
Solubility:
H2O: 39.83 mg/mL
Storage:
Store in a cool and dry place and at 0 - 4℃ for short term (days to weeks) or -57℃ for long term (months to years).
MSDS:
Inquire
Shelf Life:
2 years
Quantity:
Grams-Kilos
Boiling Point:
334.5ºC at 760 mmHg
Melting Point:
107.5ºC
Density:
1.42 g/cm3
InChIKey:
YKBZOVFACRVRJN-UHFFFAOYSA-N
InChI:
1S/C7H14N4O3/c1-8-7(10-11(12)13)9-4-6-2-3-14-5-6/h6H,2-5H2,1H3,(H2,8,9,10)
Canonical SMILES:
CN=C(NCC1CCOC1)N[N+](=O)[O-]
1.Biological Monitoring of Human Exposure to Neonicotinoids Using Urine Samples, and Neonicotinoid Excretion Kinetics.
Harada KH1, Tanaka K2, Sakamoto H2, Imanaka M3, Niisoe T1, Hitomi T1, Kobayashi H1, Okuda H1, Inoue S1, Kusakawa K1, Oshima M1, Watanabe K4, Yasojima M4, Takasuga T4, Koizumi A1. PLoS One. 2016 Jan 5;11(1):e0146335. doi: 10.1371/journal.pone.0146335. eCollection 2016.
BACKGROUND: Neonicotinoids, which are novel pesticides, have entered into usage around the world because they are selectively toxic to arthropods and relatively non-toxic to vertebrates. It has been suggested that several neonicotinoids cause neurodevelopmental toxicity in mammals. The aim was to establish the relationship between oral intake and urinary excretion of neonicotinoids by humans to facilitate biological monitoring, and to estimate dietary neonicotinoid intakes by Japanese adults.
2.High Levels of Resistance in the Common Bed Bug, Cimex lectularius (Hemiptera: Cimicidae), to Neonicotinoid Insecticides.
Romero A1, Anderson TD2. J Med Entomol. 2016 Jan 28. pii: tjv253. [Epub ahead of print]
The rapid increase of bed bug populations resistant to pyrethroids demands the development of novel control tactics. Products combining pyrethroids and neonicotinoids have become very popular for bed bug control in the United States, but there are concerns about evolution of resistance to these compounds. Laboratory assays were used to measure the toxicity of topical applications of four neonicotinoids to a susceptible population and three pyrethroid-resistant populations. Activity of esterases, glutathione S-transferases, and cytochrome P450s of all strains was also evaluated. High levels of resistance to four neonicotinoids, acetamiprid, imidacloprid, dinotefuran, and thiamethoxam, relative to the susceptible Fort Dix population, were detected in populations collected from human dwellings in Cincinnati and Michigan. Because activity of detoxifying enzymes was increased in these two populations, our results suggest that these enzymes have some involvement in neonicotinoid resistance, but other resistance mechanisms might be involved as well.
3.Binding of imidacloprid, thiamethoxam and N-desmethylthiamethoxam to nicotinic receptors of Myzus persicae: pharmocological profiling using neonicotinoids, natural agonists and antagonists.
Kayser H1, Lehmann K1, Gomes M2, Schleicher W1, Dotzauer K1, Moron M1, Maienfisch P2. Pest Manag Sci. 2016 Feb 4. doi: 10.1002/ps.4249. [Epub ahead of print]
BACKGROUND: The increasing structural diversity of neonicotinoid class of insecticides presently used in crop protection calls for a more detailed analysis of their mode of action at their cellular targets, the nicotinic acetylcholine receptors.
4.Computational Insights into the Different Resistance Mechanism of Imidacloprid versus Dinotefuran in Bemisia tabaci.
Meng X, Zhu C, Feng Y, Li W, Shao X, Xu Z, Cheng J, Li Z1. J Agric Food Chem. 2016 Feb 17;64(6):1231-8. doi: 10.1021/acs.jafc.5b05181. Epub 2016 Feb 2.
Insecticide resistance is a critical problem for pest control and management. For Bemisia tabaci, striking high metabolic resistance (generally conferred by CYP6CM1) was observed for imidacloprid (IMI) and most other neonicotinoid members. However, dinotefuran (DIN) displayed very low resistance factors, which indicated distinct metabolic properties. Here, molecular modeling methods were applied to explore the different resistance features of IMI versus DIN within the Q type of CYP6CM1. It was found that Arg225 played crucial roles in the binding of IMI-CYP6CM1vQ with a cation-π interaction and two stable H-bonds; however, such interactions were all absent in the DIN-CYP6CM1vQ system. The stable binding of IMI with CYP6CM1vQ would facilitate the following metabolic reaction, while the weak binding of DIN might disable its potential metabolism, which should be an important factor for their distinct resistance levels. The findings might facilitate future design of the antiresistance neonicotinoid molecules.
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CAS 165252-70-0 Dinotefuran

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