Clofentezine
(Synonyms: 四螨嗪) 目录号 : GC30425An acaricide
Cas No.:74115-24-5
Sample solution is provided at 25 µL, 10mM.
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Clofentezine is an acaricide that has broad-spectrum activity against various plant-feeding mite species, including those of the genera Panonychus and Tetranchus.1 It lethal to wild-type, but not chitin synthase 1 (chs1) mutant, T. urticae mite eggs (LC50s = 1.2 and >5,000 mg/L, respectively). In vivo, clofentezine (13-1,000 mg/kg per day) induces formation of thyroid tumors in male rats.2 Formulations containing clofentezine have been used to control mite populations in agriculture.
1.Demaeght, P., Osborne, E.J., Odman-Maresh, J., et al.High resolution genetic mapping uncovers chitin synthase-1 as the target-site of the structurally diverse mite growth inhibitors clofentezine, hexythiazox and etoxazole in Tetranychus urticaeInsect Biochem. Mol. Biol.5152-61(2014) 2.Hurley, P.M.Mode of carcinogenic action of pesticides inducing thyroid follicular cell tumors in rodentsEnviron. Health Perspect.106(8)437-445(1998)
Cas No. | 74115-24-5 | SDF | |
别名 | 四螨嗪 | ||
Canonical SMILES | ClC1=CC=CC=C1C2=NN=C(C3=CC=CC=C3Cl)N=N2 | ||
分子式 | C14H8Cl2N4 | 分子量 | 303.15 |
溶解度 | DMSO : 15.5 mg/mL (51.13 mM) | 储存条件 | Store at -20°C |
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1 mg | 5 mg | 10 mg | |
1 mM | 3.2987 mL | 16.4935 mL | 32.987 mL |
5 mM | 0.6597 mL | 3.2987 mL | 6.5974 mL |
10 mM | 0.3299 mL | 1.6493 mL | 3.2987 mL |
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Peer review of the pesticide risk assessment of the active substance clofentezine
The conclusions of the EFSA following the peer review of the initial risk assessments carried out by the competent authorities of the rapporteur Member State, Spain, and co-rapporteur Member State, the Netherlands, for the pesticide active substance clofentezine and the assessment of applications for maximum residue levels (MRLs) are reported. The context of the peer review was that required by Commission Implementing Regulation (EU) No 844/2012, as amended by Commission Implementing Regulation (EU) No 2018/1659. The conclusions were reached on the basis of the evaluation of the representative use of clofentezine as an acaricide on citrus, pome fruits, strawberry, tomatoes and aubergine. The peer review also provided considerations on whether exposure to humans and the environment from the representative uses of clofentezine can be considered negligible, taking into account the European Commission's draft guidance on this topic. The reliable end points, appropriate for use in regulatory risk assessment, are presented. Missing information identified as being required by the regulatory framework is listed. Concerns are identified. An evaluation of data concerning the necessity of clofentezine as acaricide to control a serious danger to plant health which cannot be contained by other available means, including non-chemical methods is also presented.
Determination of clofentezine in medical herb extracts by chromatographic methods combined with diode array scanning densitometry
The aim of this study is to report a new procedure for extraction, cleanup and determination of clofentezine in herb extracts by ultrasound-assisted solvent extraction, SPE and multidimensional planar chromatography with diode array detector (MDPC-DAD) and/or HPLC-DAD. The application of various extraction solvents in SPE experiments conducted on octadecyl silane coupled with styrene-divinylbenzene cartridges for fractionation and purification samples has been described. Normal-phase systems were used in MDPC experiments on silica layer. The procedure described for the determination of compounds is inexpensive and can be applied to the routine analysis of analytes in plant extracts, after preliminary cleanup and concentration, e.g. by SPE. Application of MDPC-DAD and HPLC-DAD is especially useful for correct identification of components of difficult, complicated mixtures, e.g. analytes in medical herbs.
Characterization of resistance to clofentezine in populations of European red mite from orchards in Ontario
Resistance to clofentezine was identified in four populations of the European red mite, Panonychus ulmi (Koch), from apple orchards in Ontario after ca. 5 years use. Resistance was expressed at high levels (> 2000-fold at the LC 50) to clofentezine in a population selected in the laboratory. This population was resistant to hexythiazox and to the organotin compounds cyhexatin and fenbutatin-oxide. However, a population selected with fenbutatin-oxide did not show cross resistance to clofentezine. The clofentezine-resistant population was not resistant to pyridaben, propargite or dicofol. The synergists, piperonyl butoxide and DEF, were ineffective in overcoming the resistance. Resistance to clofentezine declined rapidly in a mixed population (most resistance was lost in fewer than three generations). There were several fitness factors (fewer eggs/female, longer egg stage, longer development time for males) associated with the resistant population which may have contributed to the loss of resistant phenotypes. However, in a second test in which selection was removed from a resistant population, resistance persisted for at least 10 generations. Observations on field populations indicated that resistance persisted for at least two seasons.
High resolution genetic mapping uncovers chitin synthase-1 as the target-site of the structurally diverse mite growth inhibitors clofentezine, hexythiazox and etoxazole in Tetranychus urticae
The acaricides clofentezine, hexythiazox and etoxazole are commonly referred to as 'mite growth inhibitors', and clofentezine and hexythiazox have been used successfully for the integrated control of plant mite pests for decades. Although they are still important today, their mode of action has remained elusive. Recently, a mutation in chitin synthase 1 (CHS1) was linked to etoxazole resistance. In this study, we identified and investigated a Tetranychus urticae strain (HexR) harboring recessive, monogenic resistance to each of hexythiazox, clofentezine, and etoxazole. To elucidate if there is a common genetic basis for the observed cross-resistance, we adapted a previously developed bulk segregant analysis method to map with high resolution a single, shared resistance locus for all three compounds. This finding indicates that the underlying molecular basis for resistance to all three compounds is identical. This locus is centered on the CHS1 gene, and as supported by additional genetic and biochemical studies, a non-synonymous variant (I1017F) in CHS1 associates with resistance to each of the tested acaricides in HexR. Our findings thus demonstrate a shared molecular mode of action for the chemically diverse mite growth inhibitors clofentezine, hexythiazox and etoxazole as inhibitors of an essential, non-catalytic activity of CHS1. Given the previously documented cross-resistance between clofentezine, hexythiazox and the benzyolphenylurea (BPU) compounds flufenoxuron and cycloxuron, CHS1 should be also considered as a potential target-site of insecticidal BPUs.
The effects of clofentezine on life-table parameters in two-spotted spider mite Tetranychus urticae
Sublethal effects of the growth inhibitor, clofentezine, on life-table parameters of Tetranychus urticae Koch females treated at different developmental stages with a concentration causing >90% mortality were investigated. Females which survived treatment as 'early' (0-24 h old) eggs produced 12% more offspring than the untreated females during the first five days of oviposition. This resulted in a significant rise in the intrinsic rate of increase (rj): 0.324, compared to 0.299 in the untreated females. This effect may be interpreted as hormoligosis. Clofentezine treatment at any other developmental stage of T. urticae significantly decreased both longevity and fertility of female survivors. Females which survived treatment either as 'late' (72-96 h old) eggs or larvae had 2.6 times lower net reproductive rate (R0) than the untreated females, and the rj values were significantly lower: 0.242 and 0.215, respectively (0.285 in the untreated females). Females which survived treatment either as protonymphs or deutonymphs had 3.9 times and 6 times lower R0, respectively. Corresponding rj values were 0.178 and 0.146, respectively (0.247 in the untreated females). The clofentezine treatment at all stages influenced the age distribution of survivors. The sublethal effects of clofentezine and their impact on T. urticae management are discussed.