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Fenoxycarb Sale

(Synonyms: 苯氧威) 目录号 : GC47338

A non-neurotoxic carbamate insecticide

Fenoxycarb Chemical Structure

Cas No.:72490-01-8

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产品描述

Fenoxycarb is a non-neurotoxic carbamate insecticide that acts as an insect growth regulator via juvenile hormone-like activity.1 It inhibits terminal development of first instar and newly transformed second instar nymphs of Florida red scale (C. aonidum) when used at a concentration of 0.0125% AI.2 Fenoxycarb (5 and 10 mg AI/colony) reduces the colony size index of laboratory colonies of red imported fire ants (S. invicta) by 93.6 to 95.9% at 8 weeks post-treatment.3 It is toxic to D. magna (LC50 = 0.5 mg a.s./L) and fish including O. mykiss, L. macrochirus, C. carpio, I. punctatus, and C. variegatus (LC50s = 0.66-1.5 mg a.s./L), but is not toxic to rats (LD50 = >10,000 mg/kg).4 Fenoxycarb is also an antagonist of α4β40-, α4β2-, α3β4-, and α3β2-containing rat nicotinic acetylcholine receptors (nAChRs; IC50s = 3, 2.4, 1.8, and 7.6 μM, respectively) but not rat brain acetylcholinesterase (AChE; IC50 = >1,000 μM).5

1.Grenier, S., and Grenier, A.M.Fenoxycarb, a fairly new insect growth regulator: A review of its effects on insectsAnn. Appl. Biol.122(2)369-403(1993) 2.Peleg, B.A.Effect of a new insect growth regulator, RO 13-5223, on hymenopterous parasites of scale insectsPhytoparasitica10(1)27-31(1983) 3.Banks, W.A., Williams, D.F., and Lofgren, C.S.Effectiveness of fenoxycarb for control of red imported fire ants (Hymenoptera: Formicidae)J. Econ. Entomol.81(1)83-87(1988) 4.Authority, E.F.S.Conclusion on the peer review of the pesticide risk assessment of the active substance fenoxycarbEFSA J.8(12)1779(2010) 5.Smulders, C.J., Bueters, T.J., Van Kleef, R.G., et al.Selective effects of carbamate pesticides on rat neuronal nicotinic acetylcholine receptors and rat brain acetylcholinesteraseToxicol. Appl. Pharmacol.193(2)139-146(2003)

Chemical Properties

Cas No. 72490-01-8 SDF
别名 苯氧威
Canonical SMILES O=C(OCC)NCCOC(C=C1)=CC=C1OC2=CC=CC=C2
分子式 C17H19NO4 分子量 301.3
溶解度 Chloroform: Slightly Soluble,Methanol: Slightly Soluble 储存条件 Store at -20°C
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1 mg 5 mg 10 mg
1 mM 3.319 mL 16.5948 mL 33.1895 mL
5 mM 0.6638 mL 3.319 mL 6.6379 mL
10 mM 0.3319 mL 1.6595 mL 3.319 mL
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Research Update

Anti-proliferative and apoptosis-inducing effects of juvenile hormone analogue, Fenoxycarb in the Sf21cell line

Pestic Biochem Physiol 2022 Oct;187:105182.PMID:36127044DOI:10.1016/j.pestbp.2022.105182.

The apprehension regarding the possible environmental effects of synthetic pesticides has led to the discovery and production of environmental friendly pesticides. Insect hormone mimics, mainly juvenile hormone analogues, like Fenoxycarb have acquired attention due to their greater specificity than conventional broad-range insecticides as pest control agents. The study explored the effects of the insecticide juvenile hormone analogue (JHA), Fenoxycarb, on the Sf21 cell line of Spodoptera frugiperda to illustrate the mode of action. Cytotoxicity assay was conducted at different concentrations of Fenoxycarb ranging from 0.5 nM to 10 μM. The results showed the concentration-and time-dependent anti-proliferative effect of Fenoxycarb. The median inhibitory concentration (IC50) was calculated as 28 nM at 48 h of exposure, and IC50 and IC25 concentrations were used for further cytotoxicity screening assays. Furthermore, the significant morphological changes of the cells after 48 h revealed the development of apoptotic bodies, membrane blebbing, cell size reduction, and irregular cell aggregation; additionally, enlarged cell spaces and widely diffused apoptotic bodies were observed after 72 h of insecticide exposure. In the confocal microscopic analysis of Fenoxycarb treated cells, the nucleus was observed to condense and collapse into many fragments by Hoechst-33,342. Assessment of the relative potential of the cell cycle at two concentrations (IC50& IC25) reported the concentration-and time-dependent reduction of cells in the G1 phase with an upsurge in apoptotic cells. The percentage of cells that underwent apoptotic changes, such as loss of mitochondrial membrane potential (MMP), was strictly dependent on the Fenoxycarb concentration and duration of exposure. The findings confirm the presence of fenoxycarb-mediated cell proliferation inhibition and apoptosis in Sf21 cell lines.

Photocatalysis of Fenoxycarb over silver-modified zeolites

Environ Sci Pollut Res Int 2015 Mar;22(5):3186-92.PMID:24562452DOI:10.1007/s11356-014-2621-5.

Two samples of silver doped into zeolite Y were prepared and characterized. ICP and SEM-EDS analysis indicate that the AgY1 sample contains twice the amount of silver compared to the AgY2 sample. Solid state luminescence spectroscopy shows variations in the emission modes of the site-selective luminescence where various luminophores might be excited upon selecting the proper excitation energy. The selected material effectively decomposed the pesticide Fenoxycarb in aqueous solution. The photodecomposition of Fenoxycarb reached 80 % upon irradiation for 60 min in the presence of the AgY1 catalyst. 2-(4-Phenoxy-phenoxy)ethyl] carbamic acid (1) and 1-amine-2-(phenoxy-4-ol) ethane (2) were identified as products for both uncatalyzed solution and the catalyzed Fenoxycarb with AgY2 catalyst. Whereas, compound (2) was the only product identified in the catalyzed reaction with AgY1.

Fenoxycarb and methoxyfenozide (RH-2485) affected development and chitin synthesis through disturbing glycometabolism in Lymantria dispar larvae

Pestic Biochem Physiol 2020 Feb;163:64-75.PMID:31973871DOI:10.1016/j.pestbp.2019.10.009.

Fenoxycarb as a juvenile hormone analogue and methoxyfenozide (RH-2485) as a 20-hydroxyecdysone (20E) agonist are two main insect growth regulators (IGRs) used for pest control, whose insecticidal mechanisms had been widely reported in past decades. However, there were few studies focused on their effects on the carbohydrate metabolism of insects. Here, we reported that two IGRs (Fenoxycarb and RH-2485) significantly affected growth and development of L. dispar larvae and caused larval lethality. Furthermore, both contens of three sugars (glycogen, threhalose, glucose) in four tissues (fat body, midgut, hemolymph and epidermis) and trehalase activity in three tissues (fat body, midgut and hemolymph) of L. dispar larvae were markedly affected by these two IGRs. Moreover, we found that mRNA expression levels of LdTPS, LdTre1 and LdTre2 in L. dispar larvae were dramatically suppressed by two IGRs. Additionally, chitin content in both midgut and epidermis decreased significantly after L. dispar larvae treated with Fenoxycarb or RH-2485. Summarily, these results indicated that these two IGRs disturbed glycometabolism in L. dispar larvae, resulting in impeding chitin synthesis, generating new epidermis failure, disrupting molting and larval lethality in the end.

Reproductive effects of Fenoxycarb on sheep

J Vet Diagn Invest 1997 Oct;9(4):401-6.PMID:9376430DOI:10.1177/104063879700900410.

Fenoxycarb (ethyl [2-(4-phenoxyphenoxy)-ethyl] carbamate) is an insect growth regulator used for long-term fire ant control. Because of its effects on insect reproduction and its potential use on pasturage consumed by food animals, a reproductive study was conducted using Rambouillet sheep. The sheep were dosed daily with a placebo or with Fenoxycarb at 0.69 or 1.38 mg/kg/day, representing ten (10x) and 20 times (20x) the maximum amounts of Fenoxycarb in forage or hay treated at recommended levels for fire ant control. Parameters that were measured included rates of weight gain of adults, serum clinical chemistry profiles of adults, spermatozoal morphology and motility, estrus cycling, pregnancy rates, maintenance of pregnancies to term, numbers of live births, and rates of weight gain of lambs to 28 days. There were no statistically significant (P < or = 0.05) differences between the exposed and control groups of sheep in any of these facets of the study. No clinical signs associated with exposure to Fenoxycarb were observed in any animal at any time, and no exposure-related pattern of pathologic lesions or reproductive organ histology was observed. Means of hepatic Fenoxycarb residues in the rams followed a statistically significant (P < or = 0.05) dose-related pattern. No Fenoxycarb was detected (detection limit of 5 ppb) in any neonatal liver, despite the presence of hepatic Fenoxycarb residues in the treated ewes, indicating that transplacental transport of Fenoxycarb was minimal. No Fenoxycarb was detected in any lamb liver at 28 days, although both the colostrum and the milk of exposed ewes were found to contain Fenoxycarb at levels proportional to the treatments. Based on the lack of significant findings in this study, it is unlikely that use of Fenoxycarb, according to label instructions (currently applicable to homeowner and registered agricultural usage) for fire ant control in pasturage or hay fields, will affect ruminant reproduction.

Fenoxycarb exposure affects antiviral immunity and HaNPV infection in the cotton bollworm, Helicoverpa armigera

Pest Manag Sci 2023 Mar;79(3):1078-1085.PMID:36424349DOI:10.1002/ps.7301.

Background: Application of insect growth regulators (IGR) is a good option for insect pest management because of their fewer adverse effects on humans and domestic animals. These compounds are capable of interfering with normal growth and development by mimicking the actions of hormones such as juvenile hormone (JH) or ecdysone. The effect of JH and its analogs on some aspects of insect immunity has been determined, yet their possible effects on antiviral immunity response has not been investigated yet. Considering the importance of antiviral response in viral replication, in this study the effects of the JH analog (JHA), Fenoxycarb on the antiviral immunity pathway core genes [i.e. micro (mi)RNA, small interfering (si)RNA and apoptosis] of Helicoverpa armigera (Hubner) larvae were investigated. The effect of Fenoxycarb on the susceptibility of the larvae to H. armigera nuclear polyhedrosis virus (HaNPV) also was assessed. Results: The results showed that the transcription level of miRNA (Dicer1, Ago1), siRNA (Dicer2, Ago2) and apoptosis (Caspase1, Caspase5) core genes in H. armigera larvae were decreased significantly after 24, 48 and 96 h feeding on a diet containing lethal and sublethal doses of Fenoxycarb. Moreover, the mortality rate to HaNPV in the larvae treated with Fenoxycarb increased compared to the control, leading to an increased replication of HaNPV. Conclusion: Together, our results suggest that the antiviral immune system could be modulated by JHA and facilitate HaNPV replication in the larvae, increasing the mortality rate of the insect larvae. Understanding the effect of JHA on antiviral immunity is an important step toward the process of exploiting JHAs and viral pathogens to control insect pests. © 2022 Society of Chemical Industry.