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(±)-indoxacarb

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EntityQ27286608· pop 7· linked from 213 articles

(±)-indoxacarb

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Also known as Indoxacarb, Methyl 7-chloro-2,5-dihydro-2-[N-(methoxycarbonyl)-4-(trifluoromethoxy)anilinocarbonyl]indeno[1,2-e][1,3,4]oxadiazine-4a(3H)carboxylate, 7-Chloro-2,5-dihydro-2-(((methoxycarbonyl)(4-(trifluoromethoxy)phenyl)amino)carbonyl)-indeno[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylic acid methyl ester

Indoxacarb is an oxadiazine pesticide developed by DuPont that acts against lepidopteran larvae. It is marketed under the names Indoxacarb Technical Insecticide, Steward Insecticide and Avaunt Insecticide. It is also used as the active ingredient in the Syngenta line of commercial pesticides: Advion and Arilon.

Chemical data

Formula
C22H17ClF3N3O7
Molecular weight
527.8 g/mol
IUPAC name
methyl 7-chloro-2-[methoxycarbonyl-[4-(trifluoromethoxy)phenyl]carbamoyl]-3,5-dihydroindeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate
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
InChIKey
VBCVPMMZEGZULK-UHFFFAOYSA-N
XLogP
4.8
Polar surface area
107 Ų
H-bond donors
0
H-bond acceptors
11
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
527.071
Show 3 more facts
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
chemical formula
C₂₂H₁₇ClF₃N₃O₇
Commons category
Indoxacarb
Sources (4)

via Wikidata · CC0

~3 min read

Encyclopedic overview

6 sections
Contents
  • Development
  • Household products
  • Toxicity to humans
  • References
  • Further reading
  • External links

{{Chembox | Watchedfields = changed | ImageFile = indoxacarb.svg | ImageName = Stereo wireframe model of (4aS)-Indoxacarb | PIN = Methyl 7-chloro-2,5-dihydro-2-[[(methoxycarbonyl)[4-(trifluoromethoxy)phenyl]amino]carbonyl]indeno[1,2-e][1,3,4]oxadiazine-4a(3H)-carboxylate | SystematicName = (S)-Methyl 7-chloro-2-{[(methoxycarbonyl)[4-(trifluoromethoxy)phenyl]amino]carbonyl}-2H,3H,4aH,5H-indeno[1,2-e][1,3,4]oxadiazine-4a-carboxylate |Section1= |Section2= |Section3= |Section5= |Section6= |Section4= |Section7= |Section8= }}

Indoxacarb is an oxadiazine pesticide developed by DuPont that acts against lepidopteran larvae. It is marketed under the names Indoxacarb Technical Insecticide, Steward Insecticide and Avaunt Insecticide. It is also used as the active ingredient in the Syngenta line of commercial pesticides: Advion and Arilon.

Excerpted from Wikipedia’s “(±)-indoxacarb” article, available under the CC BY-SA 4.0 licence.

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