indoxacarb: oxadiazine insecticide; structure in first source
insecticide : Strictly, a substance intended to kill members of the class Insecta. In common usage, any substance used for preventing, destroying, repelling or controlling insects.
ID Source | ID |
---|---|
PubMed CID | 107720 |
CHEMBL ID | 197676 |
CHEBI ID | 38630 |
SCHEMBL ID | 22073 |
MeSH ID | M0352808 |
Synonym |
---|
dpx-kn 128 |
indeno(1,2-e)(1,3,4)oxadiazine-4a(3h)-carboxylic acid, 7-chloro-2,5-dihydro-2-(((methoxycarbonyl)(4-(trifluoromethoxy)phenyl)amino)carbonyl)-, methyl ester, (4as)- |
hsdb 7280 |
provaunt |
dpx-mp 062-381 |
avent |
advion |
avatar |
methyl (s)-7chloro-2,5-dihydro-2-(((methoxycarbonyl)(4-(trifluoromethoxy)phenyl)amino)carbonylindeno(1,2-e)(1,3,4)oxadiazine-4a(3h)-carboxylate |
avaunt |
indoxacarb [iso] |
indoxacarb |
CHEBI:38630 , |
steward |
methyl (4as)-7-chloro-2-{(methoxycarbonyl)[4-(trifluoromethoxy)phenyl]carbamoyl}-2,5-dihydroindeno[1,2-e][1,3,4]oxadiazine-4a(3h)-carboxylate |
D06316 |
173584-44-6 |
indoxacarb (jan) |
NCGC00164264-02 |
insecticide |
CHEMBL197676 |
methyl (4as)-7-chloro-2-[methoxycarbonyl-[4-(trifluoromethoxy)phenyl]carbamoyl]-3,5-dihydroindeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate |
NCGC00164264-03 |
C18569 |
dtxsid1032690 , |
cas-173584-44-6 |
tox21_300723 |
NCGC00254629-01 |
dtxcid9012690 |
unii-52h0d26mwr |
dpx-mp062 |
52h0d26mwr , |
SCHEMBL22073 |
methyl (4as)-7-chloro-2,5-dihydro-2-(((methoxycarbonyl)(4-(trifluoromethoxy)phenyl)amino)carbonyl)indeno(1,2-e)(1,3,4)oxadiazine-4a(3h)-carboxylate |
activyl |
indoxacarb [hsdb] |
indoxacarb (ema epar: veterinary) |
activyl tick plus component indoxacarb |
indoxacarb [jan] |
indoxacarb [mi] |
dpx-kn128 |
indoxacarb, (+)- |
(+)-indoxacarb |
indoxacarb component of activyl tick plus |
indoxacarb, pestanal(r), analytical standard |
indoxacarb 10 microg/ml in cyclohexane |
VBCVPMMZEGZULK-NRFANRHFSA-N , |
(s)-methyl 7-chloro-2-(methoxycarbonyl(4-(trifluoromethoxy)phenyl)carbamoyl)-2,3,4a,5-tetrahydroindeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate |
174060-41-4 |
AS-35129 |
mfcd03792834 |
(+/-)-indoxacarb;dpx-jw 062; dpx-mp 062; tornado; tornado 10fl |
(s)-indoxacarb |
(4as)-indoxacarb |
Q421469 |
AMY20519 |
AKOS037643748 |
(s)-indoxacarb 100 microg/ml in acetonitrile |
()-indoxacarb;dpx-jw 062; dpx-mp 062; tornado; tornado 10fl |
indeno[1,2-e][1,3,4]oxadiazine-4a(3h)-carboxylicacid,7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-(trifluoromethoxy)phenyl]amino]carbonyl]-,methyl ester |
Indoxacarb is an oxadiazine insecticide that is effective against a broad spectrum of agricultural pests. No cross-resistance has been detected through mechanisms associated with resistance to insecticides currently used in public health.
Excerpt | Reference | Relevance |
---|---|---|
"Indoxacarb has two enantiomers: (+)-S-indoxacarb and (-)-R-indoxacarb." | ( Sublethal effects of an indoxacarb enantiomer insecticide on Plutella xylostella caterpillar and Chrysoperla sinica predator. Wang, NM; Wang, ZJ; Xue, CB; Yu, QT, 2023) | 1.94 |
Excerpt | Reference | Relevance |
---|---|---|
"Indoxacarb did not cause block at any potential, yet it interfered with the ability of DCJW, but not RH 3421, to inhibit sodium current." | ( State-dependent block of rat Nav1.4 sodium channels expressed in xenopus oocytes by pyrazoline-type insecticides. Silver, K; Soderlund, DM, 2005) | 1.05 |
Indoxacarb treatment also reduced adult flea emergence from eggs for 5 weeks after treatment. Treatment provided 100% efficacy following infestations on day -2, 7, 14, 21 and 28. efficacy was 99.6% following infestation on days 35 and 42.
Excerpt | Reference | Relevance |
---|---|---|
"Indoxacarb treatment also reduced adult flea emergence from eggs for 5 weeks after treatment." | ( Efficacy of indoxacarb applied to cats against the adult cat flea, Ctenocephalides felis, flea eggs and adult flea emergence. Dryden, MW; Heaney, K; Payne, PA; Smith, V; Sun, F, 2013) | 1.49 |
"Treatment with indoxacarb provided 100% efficacy following infestations on day -2, 7, 14, 21 and 28 and efficacy was 99.6% following infestations on days 35 and 42. " | ( Efficacy of indoxacarb applied to cats against the adult cat flea, Ctenocephalides felis, flea eggs and adult flea emergence. Dryden, MW; Heaney, K; Payne, PA; Smith, V; Sun, F, 2013) | 1.12 |
Indoxacarb is a novel oxadiazine pro-insecticide that has no toxic effects on the adults, fecundity and eclosion of Amblyseius fallacis (Garman), a predacious phytoseiid.
Excerpt | Reference | Relevance |
---|---|---|
" Compared to atrazine alone, we detected higher glutathione-S-transferase, catalase and superoxide dismutase activities (oxidative stress biomarkers) when atrazine was combined with either endosulfan or indoxacarb." | ( Effects of endosulfan, thiamethoxam, and indoxacarb in combination with atrazine on multi-biomarkers in Gammarus kischineffensis. Asma, D; Demirci, Ö; Güven, K; Öğüt, S; Uğurlu, P, 2018) | 0.93 |
Excerpt | Reference | Relevance |
---|---|---|
" The bioavailability of indoxacarb and chlorantraniliprole was negatively correlated with soil organic matter." | ( Bioavailability of chlorantraniliprole and indoxacarb to eastern subterranean termites (Isoptera: Rhinotermitidae) in various soils. Kamble, ST; Siegfried, BD; Spomer, NA, 2009) | 0.92 |
A dosage range of indoxacarb treated netting (100-1000 mg/m(2) was tested against a pyrethroid susceptible strain of Anopheles gambiae. Dosage significantly affected ind Oxacarb transfer.
Role | Description |
---|---|
voltage-gated sodium channel blocker | Any sodium channel blocker that interferes with the activity of voltage-gated sodium channels. |
[role information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Class | Description |
---|---|
organochlorine insecticide | Any organochlorine pesticide that has been used as an insecticide. |
methyl ester | Any carboxylic ester resulting from the formal condensation of a carboxy group with methanol. |
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res] |
Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
---|---|---|---|---|---|---|---|
RAR-related orphan receptor gamma | Mus musculus (house mouse) | Potency | 4.4501 | 0.0060 | 38.0041 | 19,952.5996 | AID1159521; AID1159523 |
GLI family zinc finger 3 | Homo sapiens (human) | Potency | 6.3842 | 0.0007 | 14.5928 | 83.7951 | AID1259369; AID1259392 |
AR protein | Homo sapiens (human) | Potency | 25.4857 | 0.0002 | 21.2231 | 8,912.5098 | AID1259243; AID1259247; AID743035; AID743036; AID743042; AID743053; AID743054; AID743063 |
estrogen receptor 2 (ER beta) | Homo sapiens (human) | Potency | 41.8268 | 0.0006 | 57.9133 | 22,387.1992 | AID1259378 |
nuclear receptor subfamily 1, group I, member 3 | Homo sapiens (human) | Potency | 17.6675 | 0.0010 | 22.6508 | 76.6163 | AID1224838; AID1224893 |
progesterone receptor | Homo sapiens (human) | Potency | 29.2825 | 0.0004 | 17.9460 | 75.1148 | AID1346784; AID1346795 |
glucocorticoid receptor [Homo sapiens] | Homo sapiens (human) | Potency | 32.5802 | 0.0002 | 14.3764 | 60.0339 | AID720691; AID720692; AID720719 |
retinoic acid nuclear receptor alpha variant 1 | Homo sapiens (human) | Potency | 10.5761 | 0.0030 | 41.6115 | 22,387.1992 | AID1159552; AID1159555 |
retinoid X nuclear receptor alpha | Homo sapiens (human) | Potency | 1.4552 | 0.0008 | 17.5051 | 59.3239 | AID1159527; AID1159531 |
estrogen-related nuclear receptor alpha | Homo sapiens (human) | Potency | 10.9285 | 0.0015 | 30.6073 | 15,848.9004 | AID1224841; AID1224842; AID1224848; AID1224849; AID1259401; AID1259403 |
farnesoid X nuclear receptor | Homo sapiens (human) | Potency | 35.8257 | 0.3758 | 27.4851 | 61.6524 | AID743217; AID743220; AID743239 |
pregnane X nuclear receptor | Homo sapiens (human) | Potency | 1.6652 | 0.0054 | 28.0263 | 1,258.9301 | AID1346982 |
estrogen nuclear receptor alpha | Homo sapiens (human) | Potency | 40.9176 | 0.0002 | 29.3054 | 16,493.5996 | AID1259244; AID1259248; AID743069; AID743075; AID743077; AID743078; AID743079; AID743080 |
peroxisome proliferator-activated receptor delta | Homo sapiens (human) | Potency | 28.1991 | 0.0010 | 24.5048 | 61.6448 | AID743227 |
peroxisome proliferator activated receptor gamma | Homo sapiens (human) | Potency | 24.3584 | 0.0010 | 19.4141 | 70.9645 | AID743094; AID743140 |
vitamin D (1,25- dihydroxyvitamin D3) receptor | Homo sapiens (human) | Potency | 30.5197 | 0.0237 | 23.2282 | 63.5986 | AID743222; AID743241 |
cytochrome P450, family 19, subfamily A, polypeptide 1, isoform CRA_a | Homo sapiens (human) | Potency | 14.8407 | 0.0017 | 23.8393 | 78.1014 | AID743083 |
nuclear factor of kappa light polypeptide gene enhancer in B-cells 1 (p105), isoform CRA_a | Homo sapiens (human) | Potency | 29.8700 | 19.7391 | 45.9784 | 64.9432 | AID1159509 |
v-jun sarcoma virus 17 oncogene homolog (avian) | Homo sapiens (human) | Potency | 18.8467 | 0.0578 | 21.1097 | 61.2679 | AID1159526 |
thyroid hormone receptor beta isoform 2 | Rattus norvegicus (Norway rat) | Potency | 11.7884 | 0.0003 | 23.4451 | 159.6830 | AID743065; AID743067 |
heat shock protein beta-1 | Homo sapiens (human) | Potency | 30.5890 | 0.0420 | 27.3789 | 61.6448 | AID743210; AID743228 |
nuclear factor erythroid 2-related factor 2 isoform 1 | Homo sapiens (human) | Potency | 30.5012 | 0.0006 | 27.2152 | 1,122.0200 | AID743202; AID743219 |
Voltage-dependent calcium channel gamma-2 subunit | Mus musculus (house mouse) | Potency | 46.9305 | 0.0015 | 57.7890 | 15,848.9004 | AID1259244 |
Cellular tumor antigen p53 | Homo sapiens (human) | Potency | 46.9305 | 0.0023 | 19.5956 | 74.0614 | AID651631; AID720552 |
Glutamate receptor 2 | Rattus norvegicus (Norway rat) | Potency | 46.9305 | 0.0015 | 51.7393 | 15,848.9004 | AID1259244 |
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] |
Assay ID | Title | Year | Journal | Article |
---|---|---|---|---|
AID256017 | Lethal concentration required for 50% mortality in Fall armyworm | 2005 | Bioorganic & medicinal chemistry letters, Nov-15, Volume: 15, Issue:22 | Insecticidal anthranilic diamides: a new class of potent ryanodine receptor activators. |
AID1104164 | Insecticidal activity against fourth-instar larval stage of Helicoverpa armigera field strain Pitoa isolated from maize plant assessed as mortality applied topically onto thorax measured after 48 hr | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1104144 | Resistance factor, ratio of LD50 for fourth-instar larval stage of Helicoverpa armigera field strain Ngong to LD50 for fourth-instar larval stage of pyrethroid-susceptible Helicoverpa armigera laboratory strain BK-77 | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1105349 | Insecticidal activity against Aedes aegypti assessed as insect mortality at 2 ppm | 2010 | Toxins, 08, Volume: 2, Issue:8 | Natural toxins for use in pest management. |
AID1104155 | Resistance factor, ratio of LD50 for fourth-instar larval stage of pyrethroid-resistance Helicoverpa armigera laboratory strain GS-RR06 to LD50 for fourth-instar larval stage of pyrethroid-susceptible Helicoverpa armigera laboratory strain BK-77 | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID256019 | Lethal concentration required for 50% mortality in Diamondback moth | 2005 | Bioorganic & medicinal chemistry letters, Nov-15, Volume: 15, Issue:22 | Insecticidal anthranilic diamides: a new class of potent ryanodine receptor activators. |
AID255461 | Ability to release internal calcium stores mediated by ryanodine receptor without activating voltage-gated calcium channel of cockroach in CMT assay; na = not applicable | 2005 | Bioorganic & medicinal chemistry letters, Nov-15, Volume: 15, Issue:22 | Insecticidal anthranilic diamides: a new class of potent ryanodine receptor activators. |
AID1110973 | Antifeedant activity against third-instar larval stage of Trichoplusia ni (cabbage looper) infested compound-treated leaf assessed as time required to stop feeding at 244 mg a.i/L after 48 hr by leaf disk assay (Rvb = > 2880 min) | 2009 | Pest management science, Sep, Volume: 65, Issue:9 | Feeding cessation effects of chlorantraniliprole, a new anthranilic diamide insecticide, in comparison with several insecticides in distinct chemical classes and mode-of-action groups. |
AID1111000 | Antifeedant activity against third-instar larval stage of Helicoverpa zea (corn earworm) infested compound-treated leaf assessed as time required to stop feeding at 244 mg a.i/L after 48 hr by leaf disk assay (Rvb = > 2880 min) | 2009 | Pest management science, Sep, Volume: 65, Issue:9 | Feeding cessation effects of chlorantraniliprole, a new anthranilic diamide insecticide, in comparison with several insecticides in distinct chemical classes and mode-of-action groups. |
AID1110978 | Antifeedant activity against third-instar larval stage of Spodoptera exigua infested compound-treated leaf assessed as time required to stop feeding at 244 mg a.i/L after 48 hr by leaf disk assay (Rvb = > 2880 min) | 2009 | Pest management science, Sep, Volume: 65, Issue:9 | Feeding cessation effects of chlorantraniliprole, a new anthranilic diamide insecticide, in comparison with several insecticides in distinct chemical classes and mode-of-action groups. |
AID1110992 | Antifeedant activity against third-instar larval stage of Helicoverpa zea (corn earworm) infested compound-treated leaf assessed as reduction in feeding damage at 244 mg a.i/L after 48 hr by leaf disk assay relative to untreated control | 2009 | Pest management science, Sep, Volume: 65, Issue:9 | Feeding cessation effects of chlorantraniliprole, a new anthranilic diamide insecticide, in comparison with several insecticides in distinct chemical classes and mode-of-action groups. |
AID1110958 | Antifeedant activity against third-instar larval stage of Plutella xylostella (diamondback moth) infested compound-treated leaf assessed as time required to stop feeding at 244 mg a.i/L after 48 hr by leaf disk assay (Rvb = > 2880 min) | 2009 | Pest management science, Sep, Volume: 65, Issue:9 | Feeding cessation effects of chlorantraniliprole, a new anthranilic diamide insecticide, in comparison with several insecticides in distinct chemical classes and mode-of-action groups. |
AID1104142 | Resistance factor, ratio of LD50 for fourth-instar larval stage of Helicoverpa armigera field strain Gaschiga isolated from tomato plant to LD50 for fourth-instar larval stage of pyrethroid-susceptible Helicoverpa armigera laboratory strain BK-77 | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1110966 | Antifeedant activity against third-instar larval stage of Trichoplusia ni (cabbage looper) infested compound-treated leaf assessed as reduction in feeding damage at 244 mg a.i/L after 48 hr by leaf disk assay relative to untreated control | 2009 | Pest management science, Sep, Volume: 65, Issue:9 | Feeding cessation effects of chlorantraniliprole, a new anthranilic diamide insecticide, in comparison with several insecticides in distinct chemical classes and mode-of-action groups. |
AID1104149 | Resistance factor, ratio of LD50 for fourth-instar larval stage of Helicoverpa armigera field strain Pitoa isolated from tomato plant to LD50 for fourth-instar larval stage of pyrethroid-susceptible Helicoverpa armigera laboratory strain BK-77 | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1104169 | Insecticidal activity against fourth-instar larval stage of pyrethroid-resistance Helicoverpa armigera laboratory strain GS-RR06 assessed as mortality applied topically onto thorax measured after 48 hr | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID754213 | Insecticidal activity against second-instar larva of Sitobion avenae infected in cabbage leaves assessed as mortality after 5 days by leaf-disc method | 2013 | Journal of natural products, Jun-28, Volume: 76, Issue:6 | Bioactive terpenoids from the fruits of Aphanamixis grandifolia. |
AID1104151 | Resistance factor, ratio of LD50 for fourth-instar larval stage of Helicoverpa armigera field strain Pitoa isolated from maize plant to LD50 for fourth-instar larval stage of pyrethroid-susceptible Helicoverpa armigera laboratory strain BK-77 | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1104163 | Insecticidal activity against fourth-instar larval stage of Helicoverpa armigera field strain Pitoa isolated from tomato plant assessed as mortality applied topically onto thorax measured after 48 hr | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID256018 | Lethal concentration required for 50% mortality in Tobacco budworm | 2005 | Bioorganic & medicinal chemistry letters, Nov-15, Volume: 15, Issue:22 | Insecticidal anthranilic diamides: a new class of potent ryanodine receptor activators. |
AID1104170 | Insecticidal activity against fourth-instar larval stage of pyrethroid-susceptible Helicoverpa armigera laboratory strain BK-77 assessed as mortality applied topically onto thorax measured after 48 hr | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1104156 | Insecticidal activity against fourth-instar larval stage of Helicoverpa armigera field strain Gaschiga isolated from tomato plant assessed as mortality applied topically onto thorax measured after 48 hr | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1110986 | Antifeedant activity against third-instar larval stage of Spodoptera exigua infested compound-treated leaf assessed as reduction in feeding damage at 244 mg a.i/L after 48 hr by leaf disk assay relative to untreated control | 2009 | Pest management science, Sep, Volume: 65, Issue:9 | Feeding cessation effects of chlorantraniliprole, a new anthranilic diamide insecticide, in comparison with several insecticides in distinct chemical classes and mode-of-action groups. |
AID1104159 | Insecticidal activity against fourth-instar larval stage of Helicoverpa armigera field strain Ngong isolated from cotton plant assessed as mortality applied topically onto thorax measured after 48 hr | 2009 | Pest management science, Oct, Volume: 65, Issue:10 | Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. |
AID1110951 | Antifeedant activity against third-instar larval stage of Plutella xylostella (diamondback moth) infested compound-treated leaf assessed as reduction in feeding damage at 244 mg a.i/L after 48 hr by leaf disk assay relative to untreated control | 2009 | Pest management science, Sep, Volume: 65, Issue:9 | Feeding cessation effects of chlorantraniliprole, a new anthranilic diamide insecticide, in comparison with several insecticides in distinct chemical classes and mode-of-action groups. |
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] |
Timeframe | Studies, This Drug (%) | All Drugs % |
---|---|---|
pre-1990 | 0 (0.00) | 18.7374 |
1990's | 1 (0.51) | 18.2507 |
2000's | 58 (29.59) | 29.6817 |
2010's | 96 (48.98) | 24.3611 |
2020's | 41 (20.92) | 2.80 |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |
According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be strong demand-to-supply ratio for research on this compound.
| This Compound (41.76) All Compounds (24.57) |
Publication Type | This drug (%) | All Drugs (%) |
---|---|---|
Trials | 3 (1.52%) | 5.53% |
Reviews | 3 (1.52%) | 6.00% |
Case Studies | 6 (3.03%) | 4.05% |
Observational | 0 (0.00%) | 0.25% |
Other | 186 (93.94%) | 84.16% |
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] |