Acylation of benzoxazolin-2-ones and 3-hydroxy-1,2-benzisoxazoles.
The acylation courses of 5-bromo and 5,7-dibromo derivatives of benzoxazolin-2--one (BO) and isomeric 3-hydroxy-1,2-benzisoxazoles (BIO) with acetic anhydride, benzoyl chlorides and alkyl chloroformates were investigated. In view of principal course of N-acylation in BO-and O-acylation in BIO-group some of the newly obtained compounds, namely 5,7-Br2-2-(o-chlorobenzoyloxy)-BO (5a) and N-alkoxycarbonyl BIO (22a--27a) make the exceptions. Compounds 25a and 26a were found to possess relatively the most intensive depressant action on the CNS.
D000215:Acylation; D000818:Animals; D000927:Anticonvulsants; D001583:Benzoxazoles / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D001831:Body Temperature / Q000187:drug effects; D055598:Chemical Phenomena; D002621:Chemistry; D003864:Depression, Chemical; D007536:Isomerism; D007555:Isoxazoles / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D007928:Lethal Dose 50; D051379:Mice; D010080:Oxazoles / Q000138:chemical synthesis*
D000927:Anticonvulsants; D001583:Benzoxazoles; D007555:Isoxazoles; D010080:Oxazoles