BIFENTHRIN

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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 OMFRMAHOUUJSGP-IRHGGOMRSA-N
Smiles Cc1c(COC(=O)[C@@H]2[C@H](\C=C(/Cl)\C(F)(F)F)C2(C)C)cccc1c3ccccc3
InChI
InChI=1S/C23H22ClF3O2/c1-14-16(10-7-11-17(14)15-8-5-4-6-9-15)13-29-21(28)20-18(22(20,2)3)12-19(24)23(25,26)27/h4-12,18,20H,13H2,1-3H3/b19-12-/t18-,20-/m0/s1

Physicochemical Descriptors

Property Name Value
Molecular Formula C23H22ClF3O2
Molecular Weight 422.87
AlogP 6.37
Hydrogen Bond Acceptor 2.0
Hydrogen Bond Donor 0.0
Number of Rotational Bond 7.0
Polar Surface Area 26.3
Molecular species None
Aromatic Rings 2.0
Heavy Atoms 29.0
Assay Description Organism Bioactivity Reference
Resistance ratio, ratio of LC50 for adult Tetranychus urticae (two-spotted spider mite) greenhouse population TU7 to LC50 for adult Tetranychus urticae laboratory strain SAMB measured after 48 hr Tetranychus urticae 8413.0
Resistance ratio, ratio of LC50 for adult Tetranychus urticae (two-spotted spider mite) greenhouse population TU11 to LC50 for adult Tetranychus urticae laboratory strain SAMB measured after 48 hr Tetranychus urticae 19.0
Resistance ratio, ratio of LC50 for adult Tetranychus urticae (two-spotted spider mite) greenhouse population TU9 to LC50 for adult Tetranychus urticae laboratory strain SAMB measured after 48 hr Tetranychus urticae 12.0
Resistance ratio, ratio of LC50 for adult Tetranychus urticae (two-spotted spider mite) field population TU4 to LC50 for adult Tetranychus urticae laboratory strain SAMB measured after 48 hr Tetranychus urticae 351.0
Resistance ratio, ratio of LC50 for adult Tetranychus urticae (two-spotted spider mite) greenhouse population TU3 to LC50 for adult Tetranychus urticae laboratory strain SAMB measured after 48 hr Tetranychus urticae 83.0
Resistance ratio, ratio of LC50 for adult Tetranychus urticae (two-spotted spider mite) field population TU12 to LC50 for adult Tetranychus urticae laboratory strain SAMB measured after 48 hr Tetranychus urticae 9.5
Resistance ratio, ratio of LC50 for adult Tetranychus urticae (two-spotted spider mite) greenhouse population TU5 to LC50 for adult Tetranychus urticae laboratory strain SAMB measured after 48 hr Tetranychus urticae 5.0
Resistance ratio, ratio of LC50 for adult Tetranychus urticae (two-spotted spider mite) field population TU2 to LC50 for adult Tetranychus urticae laboratory strain SAMB measured after 48 hr Tetranychus urticae 4.7
Resistance ratio, ratio of LC50 for adult Tetranychus urticae (two-spotted spider mite) greenhouse population TU1 to LC50 for adult Tetranychus urticae laboratory strain SAMB measured after 48 hr Tetranychus urticae 13.0
Resistance ratio, ratio of LC50 for adult Tetranychus urticae (two-spotted spider mite) field population TU6 to LC50 for adult Tetranychus urticae laboratory strain SAMB measured after 48 hr Tetranychus urticae 0.9
Resistance ratio, ratio of LC50 for adult Tetranychus urticae (two-spotted spider mite) laboratory strain GSS to LC50 for adult Tetranychus urticae laboratory strain SAMB measured after 48 hr Tetranychus urticae 1.5
Acaricidal activity against adult Tetranychus urticae (two-spotted spider mite) greenhouse population TU7 in bean leaves assessed as mortality applied at 1 bar pressure measured after 48 hr Tetranychus urticae 75093.0 ug.mL-1
Acaricidal activity against adult Tetranychus urticae (two-spotted spider mite) greenhouse population TU11 in bean leaves assessed as mortality applied at 1 bar pressure measured after 48 hr Tetranychus urticae 168.0 ug.mL-1
Acaricidal activity against adult Tetranychus urticae (two-spotted spider mite) greenhouse population TU9 in bean leaves assessed as mortality applied at 1 bar pressure measured after 48 hr Tetranychus urticae 112.0 ug.mL-1
Acaricidal activity against adult Tetranychus urticae (two-spotted spider mite) field population TU4 in bean leaves assessed as mortality applied at 1 bar pressure measured after 48 hr Tetranychus urticae 3136.0 ug.mL-1
Acaricidal activity against adult Tetranychus urticae (two-spotted spider mite) greenhouse population TU3 in bean leaves assessed as mortality applied at 1 bar pressure measured after 48 hr Tetranychus urticae 741.0 ug.mL-1
Acaricidal activity against adult Tetranychus urticae (two-spotted spider mite) field population TU12 in bean leaves assessed as mortality applied at 1 bar pressure measured after 48 hr Tetranychus urticae 85.0 ug.mL-1
Acaricidal activity against adult Tetranychus urticae (two-spotted spider mite) greenhouse population TU5 in bean leaves assessed as mortality applied at 1 bar pressure measured after 48 hr Tetranychus urticae 45.0 ug.mL-1
Acaricidal activity against adult Tetranychus urticae (two-spotted spider mite) field population TU2 in bean leaves assessed as mortality applied at 1 bar pressure measured after 48 hr Tetranychus urticae 42.0 ug.mL-1
Acaricidal activity against adult Tetranychus urticae (two-spotted spider mite) field population TU6 in bean leaves assessed as mortality applied at 1 bar pressure measured after 48 hr Tetranychus urticae 8.5 ug.mL-1
Acaricidal activity against adult Tetranychus urticae (two-spotted spider mite) greenhouse population TU1 in bean leaves assessed as mortality applied at 1 bar pressure measured after 48 hr Tetranychus urticae 115.0 ug.mL-1
Acaricidal activity against adult Tetranychus urticae (two-spotted spider mite) laboratory strain GSS in bean leaves assessed as mortality applied at 1 bar pressure measured after 48 hr Tetranychus urticae 13.0 ug.mL-1
Acaricidal activity against adult Tetranychus urticae (two-spotted spider mite) laboratory strain SAMB in bean leaves assessed as mortality applied at 1 bar pressure measured after 48 hr Tetranychus urticae 8.9 ug.mL-1
Resistant ratio, LC50 for Tetranychus urticae FPY 14 (two-spotted spider mite) to LC50 for Tetranychus urticae GSS Tetranychus urticae 1.0
Insecticidal activity against Tetranychus urticae FPY 14 (two-spotted spider mite) assessed as mortality at 26 +/- 2 degC with 60 +/- 5% RH for first 24 hr Tetranychus urticae 12.77 mgAi/L
Insecticidal activity against Tetranychus urticae GSS (two-spotted spider mite) assessed as mortality at 26 +/- 2 degC with 60 +/- 5% RH for first 24 hr Tetranychus urticae 54.53 mgAi/L
Insecticidal activity against Tyrophagus putrescentiae from compound treated origin in compound treated rapeseed assessed as respiration ppm of co2 per gram of mite fresh weight per hr at sub-lethal concentration at 25 degC, 85% RH measured after 147 days Tyrophagus putrescentiae 745.0 ppm/g/hr
Insecticidal activity against Tyrophagus putrescentiae from control origin in compound treated rapeseed assessed as respiration ppm of co2 at sub-lethal concentration at 25 degC, 85% RH measured after 147 days Tyrophagus putrescentiae 896.0 ppm/g/hr
Insecticidal activity against Tyrophagus putrescentiae from compound treated origin in compound treated rapeseed assessed as increase in population rate at sub-lethal concentration at 25 degC, 85% RH measured after 147 days Tyrophagus putrescentiae None
Insecticidal activity against Tyrophagus putrescentiae from control origin in compound treated rapeseed assessed as increase in population rate at sub-lethal concentration at 25 degC, 85% RH measured after 147 days Tyrophagus putrescentiae None
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as decrease in population measured after 21 days Tyrophagus putrescentiae 2.7 ug
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as decrease in population at 0.15 to 150 ug/100 g of rapeseed measured after 21 days Tyrophagus putrescentiae None
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as mortality after 147 days (Rvb = 2.4 ug/cm'2) Tyrophagus putrescentiae 1.8 microg/cm2
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as mortality (LD95) after 126 days (Rvb = 2.4 ug/cm'2) Tyrophagus putrescentiae 1.6 microg/cm2
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as mortality (LD95) after 105 days (Rvb = 2.4 ug/cm'2) Tyrophagus putrescentiae 2.9 microg/cm2
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as mortality (LD95) after 84 days (Rvb = 2.4 ug/cm'2) Tyrophagus putrescentiae 2.3 microg/cm2
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as mortality (LD95) after 63 days (Rvb = 2.4 ug/cm'2) Tyrophagus putrescentiae 2.0 microg/cm2
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as mortality (LD95) after 42 days (Rvb = 2.4 ug/cm'2) Tyrophagus putrescentiae 2.4 microg/cm2
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as mortality (LD95) after 21 days (Rvb = 2.4 ug/cm'2) Tyrophagus putrescentiae 1.6 microg/cm2
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as mortality (LD50) after 147 days (Rvb = 0.78 ug/cm'2) Tyrophagus putrescentiae 0.16 microg/cm2
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as mortality (LD50) after 126 days (Rvb = 0.78 ug/cm'2) Tyrophagus putrescentiae 0.44 microg/cm2
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as mortality (LD50) after 105 days (Rvb = 0.78 ug/cm'2) Tyrophagus putrescentiae 1.14 microg/cm2
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as mortality (LD50) after 84 days (Rvb = 0.78 ug/cm'2) Tyrophagus putrescentiae 0.46 microg/cm2
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as mortality (LD50) after 63 days (Rvb = 0.78 ug/cm'2) Tyrophagus putrescentiae 0.24 microg/cm2
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as mortality (LD50) after 42 days (Rvb = 0.78 ug/cm'2) Tyrophagus putrescentiae 0.65 microg/cm2
Insecticidal activity against Tyrophagus putrescentiae in compound treated rapeseed assessed as mortality (LD50) after 21 days (Rvb = 0.78 ug/cm'2) Tyrophagus putrescentiae 0.44 microg/cm2
Resistance ratio of LC50 for Bemisia tabaci (sweet potato whitefly) infested squash leaves to LC50 for Bemisia tabaci (sweet potato whitefly) infested cabbage leaves Bemisia tabaci 7.5
Resistance ratio of LC50 for Bemisia tabaci (sweet potato whitefly) infested squash leaves to LC50 for Bemisia tabaci (sweet potato whitefly) infested cotton leaves Bemisia tabaci 7.5
Resistance ratio of LC50 for Bemisia tabaci (sweet potato whitefly) infested poinsettia leaves to LC50 for Bemisia tabaci (sweet potato whitefly) infested cabbage leaves Bemisia tabaci 3.19
Insecticidal activity against Bemisia tabaci (sweet potato whitefly) infested cabbage leaves assessed as mortality after 48 hr by leaf dip method Bemisia tabaci 145.0 ug.mL-1
Resistance ratio of LC50 for Bemisia tabaci (sweet potato whitefly) infested poinsettia leaves to LC50 for Bemisia tabaci (sweet potato whitefly) infested tomato leaves Bemisia tabaci 4.02
Insecticidal activity against Bemisia tabaci (sweet potato whitefly) infested tomato leaves assessed as mortality after 48 hr by leaf dip method Bemisia tabaci 115.0 ug.mL-1
Insecticidal activity against Bemisia tabaci (sweet potato whitefly) infested cucumber leaves assessed as mortality after 48 hr by leaf dip method Bemisia tabaci 462.0 ug.mL-1
Insecticidal activity against Bemisia tabaci (sweet potato whitefly) infested cotton leaves assessed as mortality after 48 hr by leaf dip method Bemisia tabaci 228.0 ug.mL-1
Insecticidal activity against Bemisia tabaci (sweet potato whitefly) infested poinsettia leaves assessed as mortality after 48 hr by leaf dip method Bemisia tabaci 278.0 ug.mL-1
Toxicity against po dosed worker Bombus terrestris (bumblebee) administered through sugar water for 11 weeks measured everyday for 3 days followed by once a week for 11 weeks Bombus terrestris 0.03 mgAi/L Toxicity against po dosed worker Bombus terrestris (bumblebee) administered through sugar water for 11 weeks measured everyday for 3 days followed by once a week for 11 weeks Bombus terrestris 0.36 mgAi/L
Toxicity against worker Bombus terrestris (bumblebee) assessed as reduction in reproduction at 30 mg a.i./l, po administered through pollen for 11 weeks measured once a week for 11 weeks Bombus terrestris 50.0 %
Contact toxicity against worker Bombus terrestris (bumblebee) assessed as reduction in reproduction at 30 mg a.i./l applied on the dorsal thorax for 11 weeks measured once a week for 11 weeks relative to control Bombus terrestris None
Toxicity against worker Bombus terrestris (bumblebee) assessed as mortality at 30 mg a.i./l, po administered through pollen measured after 7 weeks Bombus terrestris 100.0 %
Toxicity against worker Bombus terrestris (bumblebee) assessed as mortality at 30 mg a.i./l, po administered through pollen for 11 weeks measured everyday for 3 days followed by once a week for 11 weeks Bombus terrestris 90.0 %
Toxicity against worker Bombus terrestris (bumblebee) assessed as mortality at 30 mg a.i./l, po administered through sugar water for 11 weeks measured everyday for 3 days followed by once a week for 11 weeks Bombus terrestris 50.0 %
Contact toxicity against worker Bombus terrestris (bumblebee) assessed as mortality at 30 mg a.i./l applied on the dorsal thorax measured up to 1 week Bombus terrestris None
Contact toxicity against worker Bombus terrestris (bumblebee) assessed as mortality at 30 mg a.i./l applied on the dorsal thorax for 11 weeks measured everyday for 3 days followed by once a week for 11 weeks Bombus terrestris 100.0 %
Insecticidal activity against Tetranychus urticae LS-VL (two-spotted spider mite) Tetranychus urticae 5.5 ug.mL-1
Insecticidal activity against Tetranychus evansi R2 in clean French bean leaf assessed as mortality at 26 degC and 16 hr day length measured after 48 hr by microimmersion protocol Tetranychus evansi 3560.0 ug.mL-1
Insecticidal activity against Tetranychus evansi R1 in clean French bean leaf assessed as mortality at 26 degC and 16 hr day length measured after 48 hr by microimmersion protocol Tetranychus evansi 1858.0 ug.mL-1
Insecticidal activity against Tetranychus evansi TOR in clean French bean leaf assessed as mortality at 26 degC and 16 hr day length measured after 48 hr by microimmersion protocol Tetranychus evansi 92.0 ug.mL-1
Insecticidal activity against Tetranychus evansi ST JEA in clean French bean leaf assessed as mortality at 26 degC and 16 hr day length measured after 48 hr by microimmersion protocol Tetranychus evansi 134.6 ug.mL-1
Insecticidal activity against Popillia japonica assessed as mortality after 30 days Popillia japonica 86.7 %
Insecticidal activity against Popillia japonica assessed as mortality after 20 days Popillia japonica 59.3 %
Insecticidal activity against Popillia japonica assessed as mortality after 10 days Popillia japonica 36.9 %
Insecticidal activity against Maladera castanea assessed as mortality after 20 days Maladera castanea None
Insecticidal activity against Maladera castanea assessed as mortality after 30 days Maladera castanea None
Insecticidal activity against Maladera castanea assessed as mortality after 10 days Maladera castanea None
Insecticidal activity against Anomala orientalis assessed as mortality after 30 days Anomala orientalis None
Insecticidal activity against Anomala orientalis assessed as mortality after 20 days Anomala orientalis None
Insecticidal activity against Anomala orientalis assessed as mortality after 10 days Anomala orientalis None
Insecticidal activity against Amphimallon majalis (European chafer) assessed as mortality after 30 days Amphimallon majalis 0.0 %
Insecticidal activity against Amphimallon majalis (European chafer) assessed as mortality after 20 days Amphimallon majalis 0.0 %
Insecticidal activity against Amphimallon majalis (European chafer) assessed as mortality after 10 days Amphimallon majalis 0.0 %
Resistant ratio, ratio of LC90 for F1 generation of adult of Helicoverpa zea (corn earworm) to LC90 for adult of corn earworm Helicoverpa zea 5.9
Resistant ratio, ratio of LC90 for F1 generation of third-instar of Helicoverpa zea (corn earworm) to LC90 for third-instar of corn earworm Helicoverpa zea 15.22
Resistant ratio, ratio of LC50 for F1 generation of adult of Helicoverpa zea (corn earworm) to LC50 for adult of corn earworm Helicoverpa zea 9.28
Resistant ratio, ratio of LC50 for F1 generation of third-instar of Helicoverpa zea (corn earworm) to LC50 for third-instar of corn earworm Helicoverpa zea 9.41
Insecticidal activity against F1 generation of adult of Helicoverpa zea (corn earworm) assessed as mortality per insecticide vial after 24 hr Helicoverpa zea 3.01 ug Insecticidal activity against F1 generation of adult of Helicoverpa zea (corn earworm) assessed as mortality per insecticide vial after 24 hr Helicoverpa zea 1.54 ug
Insecticidal activity against F1 generation of third-instar of Helicoverpa zea (corn earworm) assessed as mortality per insecticide vial after 48 hr Helicoverpa zea 5.8 ug Insecticidal activity against F1 generation of third-instar of Helicoverpa zea (corn earworm) assessed as mortality per insecticide vial after 48 hr Helicoverpa zea 1.25 ug
Insecticidal activity against adult of Helicoverpa zea (corn earworm) assessed as mortality per insecticide vial after 24 hr Helicoverpa zea 0.51 ug Insecticidal activity against adult of Helicoverpa zea (corn earworm) assessed as mortality per insecticide vial after 24 hr Helicoverpa zea 0.17 ug
Insecticidal activity against third-instar of Helicoverpa zea (corn earworm) assessed as mortality per insecticide vial after 48 hr Helicoverpa zea 0.38 ug Insecticidal activity against third-instar of Helicoverpa zea (corn earworm) assessed as mortality per insecticide vial after 48 hr Helicoverpa zea 0.13 ug
Termiticidal activity against Reticulitermes flavipes assessed as mortality at 0.6 ug/g after 10 months by forced exposure test Reticulitermes flavipes 73.9 %
Termiticidal activity against Reticulitermes flavipes assessed as mortality at 0.6 ug/g after 5 months by forced exposure test Reticulitermes flavipes 63.0 %
Termiticidal activity against Reticulitermes flavipes assessed as mortality at 0.6 ug/g by forced exposure test Reticulitermes flavipes 100.0 %
Termiticidal activity against Reticulitermes flavipes after 7 days by forced exposure test Reticulitermes flavipes None
Termiticidal activity against Reticulitermes flavipes after 3 days by forced exposure test Reticulitermes flavipes 0.724 ug/g Termiticidal activity against Reticulitermes flavipes after 3 days by forced exposure test Reticulitermes flavipes 0.074 ug/g
Insecticidal activity against Drosophila suzukii assessed as mortality at 112.1 g/ha by direct application at 22 degC measured after 24 hr Drosophila suzukii 100.0 %
Insecticidal activity against Drosophila suzukii assessed as mortality at 112.2 g/ha by direct application at 22 degC measured after 24 hr Drosophila suzukii 100.0 %

Cross References

Resources Reference
ChEMBL CHEMBL2227975
PubChem 6442842
SureChEMBL SCHEMBL313858
ZINC ZINC02516821
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