Indoxacarb
Title: Indoxacarb
CAS Registry Number: 173584-44-6
CAS Name: (4aS)-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
Manufacturers' Codes: DPX-KN128
Trademarks: Steward (DuPont)
Molecular Formula: C22H17ClF3N3O7
Molecular Weight: 527.83
Percent Composition: C 50.06%, H 3.25%, Cl 6.72%, F 10.80%, N 7.96%, O 21.22%
Literature References: Oxadiazine pro-insectide; bioactivated in lepidoptera to the decarbomethoxylated metabolite that inhibits neuronal sodium channels. Prepn: G. D. Annis et al., WO 9211249 (1992 to DuPont); eidem, US 5462938 (1995). Physical properties and field trials: H. H. Harder et al., Brighton Crop Prot. Conf. - Pests Dis. 1996, 449. Efficacy of DPX-MP062, a 3:1 mixture of active (S)- to inactive (R)-isomer: U. Pluschkell et al., Pestic. Sci. 54, 85 (1998). Metabolism and mode of action: K. D. Wing et al., Arch. Insect Biochem. Physiol. 37, 91 (1998).
 
Derivative Type: (RS)-Form
CAS Registry Number: 144171-61-9
Manufacturers' Codes: DPX-JW062
Properties: mp 140-141°. Partition coefficient (octanol/water): ~40000. Vapor pressure (20-25°): <10-5 Pa. Soly (mg/l): water <0.5; 1-octanol 480; methanol 390; acetonitrile 76000; acetone 140000. LD50 orally in rat: >5000 mg/kg; dermally in rabbit: >2000 mg/kg; LC50 in rat by inhalation: >2 mg/l; LC50 (96 hr) in bluegill sunfish, rainbow trout: >1.0, >0.5 mg/l (Harder).
Melting point: mp 140-141°
Log P: Partition coefficient (octanol/water): ~40000
Toxicity data: LD50 orally in rat: >5000 mg/kg; dermally in rabbit: >2000 mg/kg; LC50 in rat by inhalation: >2 mg/l; LC50 (96 hr) in bluegill sunfish, rainbow trout: >1.0, >0.5 mg/l (Harder)
 
Use: Insecticide.

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