PYRIPROXYFEN

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Source Gaulton A, Kale N, van Westen GJ, Bellis LJ, Bento AP, Davies M, Hersey A, Papadatos G, Forster M, Wege P, Overington JP. A large-scale crop protection bioassay data set. Sci Data. 2015 Jul 7;2:150032. Read more ...

Structure

InChI Key NHDHVHZZCFYRSB-UHFFFAOYSA-N
Smiles CC(COc1ccc(Oc2ccccc2)cc1)Oc3ccccn3
InChI
InChI=1S/C20H19NO3/c1-16(23-20-9-5-6-14-21-20)15-22-17-10-12-19(13-11-17)24-18-7-3-2-4-8-18/h2-14,16H,15H2,1H3

Physicochemical Descriptors

Property Name Value
Molecular Formula C20H19NO3
Molecular Weight 321.37
AlogP 4.77
Hydrogen Bond Acceptor 4.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 7.0
Polar Surface Area 40.58
Molecular species NEUTRAL
Aromatic Rings 3.0
Heavy Atoms 24.0
Assay Description Organism Bioactivity Reference
Insecticidal activity against Bemisia tabaci Bupro-SEL (sweet potato whitefly) from 20 generation buprofezin resistance assessed as mortality measured after 18 to 20 days Bemisia tabaci 1.63 ugAi/ml
Insecticidal activity against Bemisia tabaci Bupro-SEL (sweet potato whitefly) from 10 generation buprofezin resistance assessed as mortality measured after 18 to 20 days Bemisia tabaci 51.54 ugAi/ml
Insecticidal activity against Bemisia tabaci UNSEL G11 (sweet potato whitefly) from 11 generation buprofezin resistance assessed as mortality measured after 18 to 20 days Bemisia tabaci 0.52 ugAi/ml
Insecticidal activity against Bemisia tabaci (sweet potato whitefly) from one generation buprofezin resistance G1 assessed as mortality measured after 18 to 20 days Bemisia tabaci 1.81 ugAi/ml
Insecticidal activity against Bemisia tabaci (sweet potato whitefly) susceptible Lab-PK assessed as mortality measured after 18 to 20 days Bemisia tabaci 0.6 ugAi/ml
Inhibition of metamorphosis in freshly molted Pyrrhocoris apterus (red firebug) fourth-instar nymph assessed as compound dose per individual causing reduction in metamorphosis by oral drinking assay Pyrrhocoris apterus 25.0 ug
Inhibition of metamorphosis in freshly molted Pyrrhocoris apterus (red firebug) fifth-instar nymph assessed as compound dose per individual causing reduction in metamorphosis by topical screening test Pyrrhocoris apterus 2.3 ug
Drug uptake in Spodoptera litura assessed as recovered drug level 0.2 ug/insect after 24 hr Spodoptera litura 84.0 %
Drug uptake in Spodoptera litura assessed as recovered drug level 0.2 ug/insect after 4 hr Spodoptera litura 96.7 %
Drug uptake in Spodoptera litura assessed as penetrated drug level 0.2 ug/insect after 24 hr Spodoptera litura 76.4 %
Drug uptake in Spodoptera litura assessed as penetrated drug level 0.2 ug/insect after 4 hr Spodoptera litura 40.3 %
Drug uptake in Spodoptera litura assessed as unchanged drug level 0.2 ug/insect after 4 hr Spodoptera litura 55.3 %
Drug uptake in Spodoptera litura assessed as surface residue level 0.2 ug/insect after 24 hr Spodoptera litura 7.6 %
Drug uptake in Spodoptera litura assessed as surface residue level 0.2 ug/insect after 4 hr Spodoptera litura 56.4 %
Octanol-water partition coefficient, log P of the compound by shake-flask method None 5.31
Inhibition of reproduction in fifth-instar nymphs of Diaphorina citri in flush of citrus plants assessed as viability of egg at 100 ug/ml measured 7 to 12 days after emergence Diaphorina citri None
Inhibition of reproduction in fifth-instar nymphs of Diaphorina citri in flush of citrus plants assessed as fecundity of egg at 100 ug/ml measured 7 to 12 days after emergence Diaphorina citri None
Inhibition of reproduction in fifth-instar nymphs of Diaphorina citri in flush of citrus plants assessed as viability of egg at 100 ug/ml measured 0 to 3 days after emergence Diaphorina citri None
Inhibition of reproduction in fifth-instar nymphs of Diaphorina citri in flush of citrus plants assessed as fecundity of egg at 100 ug/ml measured 0 to 3 days after emergence Diaphorina citri None
Inhibition of reproduction in fifth-instar nymphs of Diaphorina citri in flush of citrus plants assessed as viability of egg at 100 ug/ml applied topically Diaphorina citri None
Inhibition of reproduction in fifth-instar nymphs of Diaphorina citri in flush of citrus plants assessed as fecundity of egg at 100 ug/ml applied topically Diaphorina citri None
Insecticidal activity against Diaphorina citri assessed as mortality at 100 ug/ml applied topically Diaphorina citri None
Inhibition of reproduction in fifth-instar nymphs of Diaphorina citri in flush of citrus plants assessed as viability of egg at 64 ug/ml measured 10 to 12 days after emergence relative to control Diaphorina citri None
Inhibition of reproduction in fifth-instar nymphs of Diaphorina citri in flush of citrus plants assessed as viability of egg at 64 ug/ml measured 7 to 9 days after emergence relative to control Diaphorina citri 83.0 %
Inhibition of reproduction in fifth-instar nymphs of Diaphorina citri in flush of citrus plants assessed as viability of egg at 64 ug/ml measured 4 to 6 days after emergence relative to control Diaphorina citri 59.0 %
Inhibition of reproduction in fifth-instar nymphs of Diaphorina citri in flush of citrus plants assessed as viability of egg at 32 to 64 ug/ml measured 0 to 3 days after emergence relative to control Diaphorina citri 69.0 %
Inhibition of reproduction in fifth-instar nymphs of Diaphorina citri in flush of citrus plants assessed as fecundity of egg at 32 to 64 ug/ml measured 7 to 12 days after emergence relative to control Diaphorina citri None
Inhibition of reproduction in fifth-instar nymphs of Diaphorina citri in flush of citrus plants assessed as fecundity of egg at 32 to 64 ug/ml measured 4 to 6 days after emergence relative to control Diaphorina citri 64.0 %
Inhibition of reproduction in fifth-instar nymphs of Diaphorina citri in flush of citrus plants assessed as fecundity of egg at 32 to 64 ug/ml measured 0 to 3 days after emergence relative to control Diaphorina citri 58.0 %
Induction of morphological abnormalities of fourth and fifth-instar nymphs of Diaphorina citri in flush of citrus plants at 32 to 64 ug/ml after 48 hr Diaphorina citri None
Inhibition of reproduction in fifth-instar nymphs of Diaphorina citri in flush of citrus plants assessed as fecundity of egg at 100 ug/ml measured 4 to 6 days after emergence Diaphorina citri None
Inhibition of reproduction in fifth-instar nymphs of Diaphorina citri in flush of citrus plants assessed as viability of egg at 100 ug/ml measured 4 to 6 days after emergence Diaphorina citri None
Insecticidal activity against fourth-instar nymphs of Diaphorina citri nymph in flush of citrus plants assessed as mortality measured on fifth-instar stage after 48 hr Diaphorina citri 44.27 ug.mL-1
Insecticidal activity against fifth-instar nymphs of Diaphorina citri nymph in flush of citrus plants assessed as mortality measured on fifth-instar stage after 48 hr Diaphorina citri 51.29 ug.mL-1
Insecticidal activity against third- instar nymphs of Diaphorina citri nymph in flush of citrus plants assessed as mortality measured on fourth-instar stage after 48 hr Diaphorina citri 25.25 ug.mL-1
Insecticidal activity against second-instar nymphs of Diaphorina citri nymph in flush of citrus plants assessed as mortality measured on third-instar stage after 48 hr Diaphorina citri 21.55 ug.mL-1
Insecticidal activity against first-instar nymphs of Diaphorina citri nymph in flush of citrus plants assessed as mortality measured on second-instar stage after 48 hr Diaphorina citri 17.62 ug.mL-1
Ovicidal activity against Diaphorina citri in 2 to 3 months old citrus plant assessed as inhibition of old egg hatch at 64 ug/mL by residual contact bioassay Diaphorina citri 70.0 %
Ovicidal activity against Diaphorina citri in 2 to 3 months old citrus plant assessed as inhibition of old egg hatch at 128 ug/mL by leaf dip bioassay Diaphorina citri 90.0 %
Ovicidal activity against Diaphorina citri in 2 to 3 months old citrus plant assessed as inhibition of old egg hatch at 4 to 8 ug/mL by leaf dip bioassay Diaphorina citri None
Ovicidal activity against Diaphorina citri in 2 to 3 months old citrus plant assessed as inhibition of egg hatch measured 0 to 48 hr prior egg laying by residual contact bioassay Diaphorina citri 32.43 ug.mL-1 Ovicidal activity against Diaphorina citri in 2 to 3 months old citrus plant assessed as inhibition of egg hatch measured 0 to 48 hr prior egg laying by residual contact bioassay Diaphorina citri None
Ovicidal activity against Diaphorina citri in 2 to 3 months old citrus plant assessed as inhibition of egg hatch measured 49 to 96 hr after egg laying by leaf dip bioassay Diaphorina citri 37.03 ug.mL-1 Ovicidal activity against Diaphorina citri in 2 to 3 months old citrus plant assessed as inhibition of egg hatch measured 49 to 96 hr after egg laying by leaf dip bioassay Diaphorina citri None
Ovicidal activity against Diaphorina citri in 2 to 3 months old citrus plant assessed as inhibition of egg hatch measured 0 to 48 hr after egg laying by leaf dip bioassay Diaphorina citri 18.45 ug.mL-1 Ovicidal activity against Diaphorina citri in 2 to 3 months old citrus plant assessed as inhibition of egg hatch measured 0 to 48 hr after egg laying by leaf dip bioassay Diaphorina citri None
Insecticidal activity against Trialeurodes vaporariorum in bean plant leaf up to 50 days by glasshouse method Trialeurodes vaporariorum None
Insecticidal activity against Trialeurodes vaporariorum in ten-leaf stage of bean plant after 10 to 35 days Trialeurodes vaporariorum None

Cross References

Resources Reference
ChEMBL CHEMBL1883234
PubChem 91753
SureChEMBL SCHEMBL26721
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