Indoxacarb

(RS)- methyl 7 -chloro-2, 3,4 a ,5- tetrahydro- 2-[ methoxycarbonyl (4- trifluoromethoxyphenyl ) carbamoyl] indeno [1,2- e] [ 1,3,4 ] oxadiazine -4a -carboxylate

Colorless solid

Fixed

1.33 to 1.44 g · cm -3

88.1 ° C

• Insoluble in water
• Soluble in dichloromethane, acetone, and dimethylformamide

Risk

<1000 mg · kg -1 ( LD50, rat, oral)

Template: Infobox chemical / molecular formula search available

Indoxacarb is an active ingredient for plant protection and a chemical compound from the group of oxadiazines.

Representation

Indoxacarb can be catalyzed by an enantioselective hydroxylation of the intermediate 2 - carboalkoxy -1-indanone obtained by a cinchona alkaloid.

Properties

Indoxacarb is a colorless solid which is insoluble in water. The technical product is a 3:1 mixture of the (S ) enantiomer, which is effective as an insecticide, and the inactive ( R)-enantiomer dar.

Use

Indoxacarb is used as an insecticide and was approved in 2000 in the United States for the manufacturer DuPont. It is used for controlling lepidopteran pests in the larval stage in apples, pears, cabbage, corn, salad and vegetables. The insecticidal action is due to the blockade of sodium channels in the nervous system of the insect.

The active ingredient indoxacarb was added with effect from 1 April 2006 to the list of approved in the European Union crop protection agents.

Plant protection products containing this active ingredient are registered in Switzerland, Austria and Germany.

In the European Union indoxacarb is registered as a biocidal active since early 2010. In Germany the approval as a biocide against cockroaches and ants was applied for. An action against ants has been so far not demonstrated and may have to be detected at a product approval.

Operation

Indoxacarb is a Proinsektizid, the actual active ingredient obtained only through N- Decarboxymethylierung by esterases. This works by blocking voltage-gated sodium channels. Since indoxacarb is only activated by a metabolism, it is particularly effective against pyrethroid - resistant insects already strains.