Indoxacarb

General

Type : Insecticide || Carboxamide || Carbamate || Trifluoro || Not A\/B H target

Chemical_Nomenclature : methyl (4aS)-7-chloro-2-[methoxycarbonyl-[4-(trifluoromethoxy)phenyl]carbamoyl]-3,5-dihydroindeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate

Canonical SMILES : COC(=O)C12CC3=C(C1=NN(CO2)C(=O)N(C4=CC=C(C=C4)OC(F)(F)F)C(=O)OC)C=CC(=C3)Cl

InChI : InChI=1S\/C22H17ClF3N3O7\/c1-33-18(30)21-10-12-9-13(23)3-8-16(12)17(21)27-28(11-35-21)19(31)29(20(32)34-2)14-4-6-15(7-5-14)36-22(24,25)26\/h3-9H,10-11H2,1-2H3\/t21-\/m0\/s1

InChIKey : VBCVPMMZEGZULK-NRFANRHFSA-N

Other name(s) : (S)-Indoxacarb, Steward, Provaunt, Advion, Avaunt, CHEBI:38630, SCHEMBL22073, CHEMBL197676, ZINC28527855, (+-)-Indoxacarb, (+\/-)-Indoxacarb, (R)-Indoxacarb, Indoxacarb, (-)-


MW : 527.8

Formula : C22H17ClF3N3O7

CAS_number : 173584-44-6 || 144171-61-9 || 185608-75-7

PubChem :

UniChem :

Iuphar :

Target

Families : Carb_B_Arthropoda

References (18)

Title : Low concentration of indoxacarb interferes with the growth and development of silkworm by damaging the structure of midgut cells - Wang_2023_Pestic.Biochem.Physiol_195_105567
Author(s) : Wang W , Su Y , Liu X , Qi R , Li F , Li B , Sun H
Ref : Pestic Biochem Physiol , 195 :105567 , 2023
PubMedID: 37666598

Title : Inducible Gut-Specific Carboxylesterase SlCOE030 in Polyphagous Pests of Spodoptera litura Conferring Tolerance between Nicotine and Cyantraniliprole - Li_2023_J.Agric.Food.Chem__
Author(s) : Li J , Lv Y , Liu Y , Bi R , Pan Y , Shang Q
Ref : Journal of Agricultural and Food Chemistry , : , 2023
PubMedID: 36877657
Gene_locus related to this paper: spolt-SlCOE030

Title : Contribution of multiple overexpressed carboxylesterase genes to indoxacarb resistance in Spodoptera litura - Shi_2022_Pest.Manag.Sci__
Author(s) : Shi Y , Li W , Zhou Y , Liao X , Shi L
Ref : Pest Manag Sci , : , 2022
PubMedID: 35066991

Title : Comprehensive Detoxification Mechanism Assessment of Red Imported Fire Ant (Solenopsis invicta) against Indoxacarb - Siddiqui_2022_Molecules_27_
Author(s) : Siddiqui JA , Zhang Y , Luo Y , Bamisile BS , Rehman NU , Islam W , Qasim M , Jiang Q , Xu Y
Ref : Molecules , 27 : , 2022
PubMedID: 35164134

Title : Mechanisms of Increased Indoxacarb Toxicity in Methoxyfenozide-Resistant Cotton Bollworm Helicoverpa armigera (Lepidoptera: Noctuidae) - Wang_2020_Toxics_8_
Author(s) : Wang Q , Rui C , Wang L , Li F , Nahiyoon SA , Yuan H , Cui L
Ref : Toxics , 8 : , 2020
PubMedID: 32957560

Title : A systemic study of indoxacarb resistance in Spodoptera litura revealed complex expression profiles and regulatory mechanism - Shi_2019_Sci.Rep_9_14997
Author(s) : Shi L , Shi Y , Zhang Y , Liao X
Ref : Sci Rep , 9 :14997 , 2019
PubMedID: 31628365

Title : Purification and characterization of a thermoalkaliphilic esterase from Bacillus cereus WZZ006 for enantioselective resolution of indoxacarb intermediate - Zhang_2019_Int.J.Biol.Macromol_140_358
Author(s) : Zhang H , Xia Y , Zhou M , Zheng J , Wang Z , Zhang Y
Ref : Int J Biol Macromol , 140 :358 , 2019
PubMedID: 31430490

Title : Identification and detection of indoxacarb resistance mutations in the para sodium channel of the tomato leafminer, Tuta absoluta - Roditakis_2017_Pest.Manag.Sci_73_1679
Author(s) : Roditakis E , Mavridis K , Riga M , Vasakis E , Morou E , Rison JL , Vontas J
Ref : Pest Manag Sci , 73 :1679 , 2017
PubMedID: 28019074

Title : Detection of carboxylesterase and esterase activity in culturable gut bacterial flora isolated from diamondback moth, Plutella xylostella (Linnaeus), from India and its possible role in indoxacarb degradation - Ramya_2016_Braz.J.Microbiol_47_327
Author(s) : Ramya SL , Venkatesan T , Srinivasa Murthy K , Jalali SK , Verghese A
Ref : Braz J Microbiol , 47 :327 , 2016
PubMedID: 26991291

Title : Metabolic and Behavioral Mechanisms of Indoxacarb Resistance in Sitophilus zeamais (Coleoptera: Curculionidae) - Haddi_2015_J.Econ.Entomol_108_362
Author(s) : Haddi K , Mendonca LP , Dos Santos MF , Guedes RN , Oliveira EE
Ref : J Econ Entomol , 108 :362 , 2015
PubMedID: 26470140

Title : Determination of baseline susceptibility of European populations of Tuta absoluta (Meyrick) to indoxacarb and chlorantraniliprole using a novel dip bioassay method - Roditakis_2013_Pest.Manag.Sci_69_217
Author(s) : Roditakis E , Skarmoutsou C , Staurakaki M , Martinez-Aguirre Mdel R , Garcia-Vidal L , Bielza P , Haddi K , Rapisarda C , Rison JL , Bassi A , Teixeira LA
Ref : Pest Manag Sci , 69 :217 , 2013
PubMedID: 23034903

Title : Biochemical analysis and synergistic suppression of indoxacarb resistance in Plutella xylostella L. - Nehare_2010_J.Asia.Pac.Entomol_13_91
Author(s) : Nehare S , Moharil MP , Ghodki BS , Lande GK , Bisane KD , Thakare AS , Barkhade UP
Ref : Journal of Asia-Pacific Entomology , 13 :91 , 2010
PubMedID:

Title : Effects of the synergist S,S,S-tributyl phosphorotrithioate on indoxacarb toxicity and metabolism in the European corn borer, Ostrinia nubilalis (Hubner) - Alves_2008_Pestic.Biochem.Physiol_90_26
Author(s) : Alves AP , Allgeier WJ , Siegfried BD
Ref : Pesticide Biochemistry and Physiology , 90 :26 , 2008
PubMedID:

Title : Evaluation of indoxacarb, an oxadiazine insecticide for the control of pyrethroid-resistant Anopheles gambiae (Diptera: Culicidae) - N'Guessan_2007_J.Med.Entomol_44_270
Author(s) : N'Guessan R , Corbel V , Bonnet J , Yates A , Asidi A , Boko P , Odjo A , Akogbeto M , Rowland M
Ref : Journal of Medical Entomology , 44 :270 , 2007
PubMedID: 17427696

Title : The effect of indoxacarb and five other insecticides on Phytoseiulus persimilis (Acari: Phytoseiidae), Amblyseius fallacis (Acari: Phytoseiidae) and nymphs of Orius insidiosus (Hemiptera: Anthocoridae) - Bostanian_2006_Pest.Manag.Sci_62_334
Author(s) : Bostanian NJ , Akalach M
Ref : Pest Manag Sci , 62 :334 , 2006
PubMedID: 16493722

Title : The contact toxicity of indoxacarb and five other insecticides to Orius insidiosus (Hemiptera: Anthocoridae) and Aphidius colemani (Hymenoptera: Braconidae), beneficials used in the greenhouse industry - Bostanian_2004_Pest.Manag.Sci_60_1231
Author(s) : Bostanian NJ , Akalach M
Ref : Pest Manag Sci , 60 :1231 , 2004
PubMedID: 15578604

Title : Indoxacarb, an oxadiazine insecticide, blocks insect neuronal sodium channels - Lapied_2001_Br.J.Pharmacol_132_587
Author(s) : Lapied B , Grolleau F , Sattelle DB
Ref : British Journal of Pharmacology , 132 :587 , 2001
PubMedID: 11159709

Title : The discovery of indoxacarb: oxadiazines as a new class of pyrazoline-type insecticides - McCann_2001_Pest.Manag.Sci_57_153
Author(s) : McCann SF , Annis GD , Shapiro R , Piotrowski DW , Lahm GP , Long JK , Lee KC , Hughes MM , Myers BJ , Griswold SM , Reeves BM , March RW , Sharpe PL , Lowder P , Barnette WE , Wing KD
Ref : Pest Manag Sci , 57 :153 , 2001
PubMedID: 11455646