Benzoxazines : novel insect growth regulators.

Abstract

Four racemic 3,4-dihydro-3-hydroxyalkyl-4-alkyl-2H-1,3-benzoxazines (I-IV) were synthesized and evaluated for insect growth regulatory (IGR) activity against desert locust, Schistocerca gregaria. (±) -3,4-Dihydro-3-(2'-hydroxyethyl)-4-methyl-2H-1,3-benzoxazine (I), (±)-3,4-dihydro-4-ethyl-3-(2'-hydroxyethyl)- 2H-1,3-benzoxazine (III) and (±)-3,4-dihydro-4-ethyl-3-(3'-hydroxypropyl)- 2H-1.3-benzoxazine (IV) showed good IGR activity by interfering in the wing development of the insects. Compd. I showed max. activity as the no. of normal adults emerged was min. (55.6). Increase in chain length, either at 3 or 4 position resulted in decrease in IGR activity. [on SciFinder(R)]