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(S)-Indoxacarb

CAS No.:
173584-44-6
Catalog Number:
AG00HZM9
Molecular Formula:
C22H17ClF3N3O7
Molecular Weight:
527.8345
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
250mg
96%
In Stock USA
United States
$300
- +
1g
96%
In Stock USA
United States
$600
- +
Product Description
Catalog Number:
AG00HZM9
Chemical Name:
(S)-Indoxacarb
CAS Number:
173584-44-6
Molecular Formula:
C22H17ClF3N3O7
Molecular Weight:
527.8345
MDL Number:
MFCD03792834
IUPAC Name:
methyl (4aS)-7-chloro-2-[methoxycarbonyl-[4-(trifluoromethoxy)phenyl]carbamoyl]-3,5-dihydroindeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate
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
InChI Key:
VBCVPMMZEGZULK-NRFANRHFSA-N
SMILES:
COC(=O)N(C(=O)N1CO[C@@]2(C(=N1)c1ccc(cc1C2)Cl)C(=O)OC)c1ccc(cc1)OC(F)(F)F
EC Number:
605-683-4
UNII:
52H0D26MWR
Properties
Complexity:
912  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
1  
Defined Bond Stereocenter Count:
0
Exact Mass:
527.071g/mol
Formal Charge:
0
Heavy Atom Count:
36  
Hydrogen Bond Acceptor Count:
11  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
527.837g/mol
Monoisotopic Mass:
527.071g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
107A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.8  
Literature
Title Journal
Resistance to new chemical insecticides in the house fly, Musca domestica L., from dairies in Punjab, Pakistan. Parasitology research 20130501
Side effects of two reduced-risk insecticides, indoxacarb and spinosad, on two species of Trichogramma (Hymenoptera: Trichogrammatidae) on cabbage. Ecotoxicology (London, England) 20121101
Effects of non-repellent termiticides on the tunneling and walking ability of the eastern subterranean termite (Isoptera: Rhinotermitidae). Pest management science 20121001
Enantioselective degradation of indoxacarb in cabbage and soil under field conditions. Chirality 20120801
Penetrative and dislodgeable residue characteristics of 14C-insecticides in apple fruit. Journal of agricultural and food chemistry 20120328
Estimation of indoxacarb residues by QuEChERS technique and its degradation pattern in cabbage. Bulletin of environmental contamination and toxicology 20120301
Rhabdomyolysis, methemoglobinemia and acute kidney injury after indoxacarb poisoning. Clinical toxicology (Philadelphia, Pa.) 20120301
Environmental impact on vascular development predicted by high-throughput screening. Environmental health perspectives 20111101
Successful treatment of methemoglobinemia and acute renal failure after indoxacarb poisoning. Clinical toxicology (Philadelphia, Pa.) 20111001
Fate of iprovalicarb, indoxacarb, and boscalid residues in grapes and wine by GC-ITMS analysis. Journal of agricultural and food chemistry 20110622
Temporal changes in chlorantraniliprole and indoxacarb in four midwestern soils and bioefficacy against the eastern subterranean termite (Isoptera: Rhinotermitidae). Journal of economic entomology 20110601
Discovery and development of veterinary antiparasitic drugs: past, present and future. Future medicinal chemistry 20110501
Development of strategies for monitoring indoxacarb and gel bait susceptibility in the German cockroach (Blattodea: Blattellidae). Pest management science 20110301
Influence of fenamidone, indoxacarb, pyraclostrobin, and deltamethrin on the population of natural yeast microflora during winemaking of two sardinian grape cultivars. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20110101
Methemoglobinemia induced by indoxacarb intoxication. Clinical toxicology (Philadelphia, Pa.) 20100801
Natural toxins for use in pest management. Toxins 20100801
Effects of indoxacarb concentration and exposure time on onset of abnormal behaviors, morbundity, and death in eastern subterranean termite (Isoptera: Rhinotermitidae). Journal of economic entomology 20100601
Timing clorpirifos + cypermethrin and indoxacarb applications to control European corn borer damage and fumonisin contamination in maize kernels. Journal of the science of food and agriculture 20100201
Embryotoxicity and teratogenicity of pesticide indoxacarb to sea urchin (Strongylocentrotus intermedius). Water science and technology : a journal of the International Association on Water Pollution Research 20100101
Determination of indoxacarb enantiomer residues in vegetables, fruits, and soil by high-performance liquid chromatography. Journal of AOAC International 20100101
Effect of an oxadiazine, indoxacarb, on the biochemical composition of ovaries in the German cockroach. Communications in agricultural and applied biological sciences 20100101
Esterase-mediated resistance to pyrethroids in field populations of Helicoverpa armigera (Lepidoptera: Noctuidae) from Central Africa. Pest management science 20091001
Bioavailability of chlorantraniliprole and indoxacarb to eastern subterranean termites (Isoptera: Rhinotermitidae) in various soils. Journal of economic entomology 20091001
Feeding cessation effects of chlorantraniliprole, a new anthranilic diamide insecticide, in comparison with several insecticides in distinct chemical classes and mode-of-action groups. Pest management science 20090901
Evaluation of liquid baits against field populations of the longlegged ant (Hymenoptera: Formicidae). Journal of economic entomology 20090801
Role of the sixth transmembrane segment of domain IV of the cockroach sodium channel in the action of sodium channel blocker insecticides. Neurotoxicology 20090701
Control of bagworms (Lepidoptera: Psychidae) using contact and soil-applied systemic insecticides. Journal of economic entomology 20090601
Application of indoxacarb for managing shoot and fruit borer of eggplant (Solanum melongena L.) and its decontamination. Journal of environmental science and health. Part. B, Pesticides, food contaminants, and agricultural wastes 20090301
Persistence of new insecticides and their efficacy against insect pests of okra. Bulletin of environmental contamination and toxicology 20090201
Effects of sublethal doses of crop protection agents on honey bee (Apis mellifera) global colony vitality and its potential link with aberrant foraging activity. Communications in agricultural and applied biological sciences 20090101
Fitness costs limit the development of resistance to indoxacarb and deltamethrin in Heliothis virescens (Lepidoptera: Noctuidae). Journal of economic entomology 20081201
Horizontal transfer of bait in the German cockroach: indoxacarb causes secondary and tertiary mortality. Journal of economic entomology 20080601
Cross-resistance and genetics of resistance to indoxacarb in Spodoptera litura (Lepidoptera: Noctuidae). Journal of economic entomology 20080401
Sublethal effects of crop protection on honey bee pollination: foraging behaviour and flower visits. Communications in agricultural and applied biological sciences 20080101
Emamectin benzoate: new insecticide against Helicoverpa armigera. Communications in agricultural and applied biological sciences 20080101
Efficacy results of insecticides against Cydia pomonella, the codling moth, in Belgium during the last decade (1998-2007). Communications in agricultural and applied biological sciences 20080101
Topical, residual and ovicidal contact toxicity of three reduced-risk insecticides against the European corn borer, Ostrinia nubilalis (Lepidoptera: Crambidae), on potato. Pest management science 20071201
Influence of mixtures of kaolin particle film and synthetic insecticides on mortality of larval obliquebanded leafrollers (Lepidoptera: Tortricidae) from resistant and susceptible populations. Journal of economic entomology 20071201
A monitoring study to assess the acute mortality effects of indoxacarb on honey bees (Apis mellifera L.) in flowering apple orchards. Pest management science 20071101
Point mutations at the local anesthetic receptor site modulate the state-dependent block of rat Na v1.4 sodium channels by pyrazoline-type insecticides. Neurotoxicology 20070501
Impact of mirid (Creontiades spp.) (Hemiptera: Miridae) pest management on Helicoverpa spp. (Lepidoptera: Noctuidae) outbreaks: the case for conserving natural enemies. Pest management science 20070501
Chiral separation of three agrochemical toxins enantiomers by high-performance liquid chromatography on a vancomycin crystalline degradation products-chiral stationary phase. Biomedical chromatography : BMC 20070301
Evaluation of indoxacarb, an oxadiazine insecticide for the control of pyrethroid-resistant Anopheles gambiae (Diptera: Culicidae). Journal of medical entomology 20070301
Lack of cross-resistance to indoxacarb in insecticide-resistant Spodoptera frugiperda (Lepidoptera: Noctuidae) and Plutella xylostella (Lepidoptera: Yponomeutidae). Pest management science 20070101
Genetics and evidence for an esterase-associated mechanism of resistance to indoxacarb in a field population of diamondback moth (Lepidoptera: Plutellidae). Pest management science 20061101
Speed of efficacy and delayed toxicity characteristics of fast-acting fire ant (Hymenoptera: Formicidae) baits. Journal of economic entomology 20061001
Toxicity of indoxacarb and spinosad to the multicolored Asian lady beetle, Harmonia axyridis (Coleoptera: Coccinellidae), via three routes of exposure. Pest management science 20060901
Differential sensitivity of rat voltage-sensitive sodium channel isoforms to pyrazoline-type insecticides. Toxicology and applied pharmacology 20060715
The effect of indoxacarb and five other insecticides on Phytoseiulus persimilis (Acari: Phytoseiidae), Amblyseius fallacis (Acari: Phytoseiidae) and nymphs of Orius insidiosus (Hemiptera: Anthocoridae). Pest management science 20060401
Molecular basis of differential sensitivity of insect sodium channels to DCJW, a bioactive metabolite of the oxadiazine insecticide indoxacarb. Neurotoxicology 20060301
Monitoring of diamondback moth (Lepidoptera: Plutellidae) resistance to spinosad, indoxacarb, and emamectin benzoate. Journal of economic entomology 20060201
Transfer of indoxacarb among workers of Coptotermes formosanus (Isoptera: Rhinotermitidae): effects of dose, donor:recipient ratio and post-exposure time. Pest management science 20051201
Insecticidal anthranilic diamides: a new class of potent ryanodine receptor activators. Bioorganic & medicinal chemistry letters 20051115
Inheritance of resistance and cross-resistance to deltamethrin in Plutella xylostella (Lepidoptera: Plutellidae) from Pakistan. Pest management science 20050701
Adsorption and analysis of the insecticides thiamethoxam and indoxacarb in hawaiian soils. Journal of agricultural and food chemistry 20050629
State-dependent block of rat Nav1.4 sodium channels expressed in xenopus oocytes by pyrazoline-type insecticides. Neurotoxicology 20050601
Block of two subtypes of sodium channels in cockroach neurons by indoxacarb insecticides. Neurotoxicology 20050601
Valuation of efficacy and nonrepellency of indoxacarb and fipronil-treated soil at various concentrations and thicknesses against two subterranean termites (Isoptera: Rhinotermitidae). Journal of economic entomology 20050401
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. Pest management science 20041201
Fipronil resistance in the diamondback moth (Lepidoptera: Plutellidae): inheritance and number of genes involved. Journal of economic entomology 20041201
Integrated pest management approach for a new pest, Lacanobia subjuncta (Lepidoptera: Noctuidae), in Washington apple orchards. Pest management science 20041001
Synergism of insecticides provides evidence of metabolic mechanisms of resistance in the obliquebanded leafroller Choristoneura rosaceana (Lepidoptera: Tortricidae). Pest management science 20040501
Toxicity of indoxacarb to two species of predacious mites and a predacious mirid. Pest management science 20040501
Effectiveness of twelve insecticides applied topically to diapausing larvae of the codling moth, Cydia pomonella L. Pest management science 20040301
Field and laboratory tests of new insecticides against the apple maggot, Rhagoletis pomonella (Walsh) (Diptera: Tephritidae). Journal of economic entomology 20031001
Modulation of sodium channels by the oxadiazine insecticide indoxacarb and its N-decarbomethoxylated metabolite in rat dorsal root ganglion neurons. Pest management science 20030901
Effects of methoxyfenozide, indoxacarb, and other insecticides on the beneficial egg parasitoid Trichogramma nr. brassicae (Hymenoptera: Trichogrammatidae) under laboratory and field conditions. Journal of economic entomology 20030801
Comparative susceptibilities of diamondback moth (Lepidoptera: Plutellidae) and cabbage looper (Lepidoptera: Noctuidae) from Minnesota and south Texas to lambda-cyhalothrin and indoxacarb. Journal of economic entomology 20030801
Laboratory and field performance of an indoxacarb bait against German cockroaches (Dictyoptera: Blattellidae). Journal of economic entomology 20030601
Bt sweet corn and selective insecticides: impacts on pests and predators. Journal of economic entomology 20030201
Voltage-dependent block of sodium channels in mammalian neurons by the oxadiazine insecticide indoxacarb and its metabolite DCJW. Neurotoxicology 20030101
IPM-compatibility of foliar insecticides for citrus: indices derived from toxicity to beneficial insects from four orders. Journal of insect science (Online) 20030101
Resistance and cross-resistance to four insecticides in populations of obliquebanded leafroller (Lepidoptera: Tortricidae). Journal of economic entomology 20020801
Toxicity, persistence, and efficacy of indoxacarb on cabbage looper (Lepidoptera: Noctuidae) on cabbage. Journal of economic entomology 20020401
Toxicity of a formulation of the insecticide indoxacarb to the tarnished plant bug, Lygus lineolaris (Hemiptera: Miridae), and the big-eyed bug, Geocoris punctipes (Hemiptera: Lygaeidae). Pest management science 20020101
Susceptibility of adult hymenopteran parasitoids of the Nantucket pine tip moth (Lepidoptera: Tortricidae) to broad-spectrum and biorational insecticides in a laboratory study. Journal of economic entomology 20011001
Efficacy of insecticides of different chemistries against Helicoverpa zea (Lepidoptera: Noctuidae) in transgenic Bacillus thuringiensis and conventional cotton. Journal of economic entomology 20010201
The discovery of indoxacarb: oxadiazines as a new class of pyrazoline-type insecticides. Pest management science 20010201
Indoxacarb, an oxadiazine insecticide, blocks insect neuronal sodium channels. British journal of pharmacology 20010101
Properties