Papaveraldime oxime ethers and esters - analgesics and antiinflammatories prepd by treatment of papaveraldime oxime with an alkyl or acyl halide

摘要

Title cpds. are of formula (I): where R = (A) aliphatic or aminoaliphatic gp., or (b) carboxy aliphatic, carboxyacylaliphatic or carboxyaromatic gp. opt. amidated. The aliphatic gps. may be satd. or unsatd., straight or branched, cyclic or heterocyclic. In an example, papaveraldime was converted to its oxime with NH2OH.HCl in ethanolic KOH and 36.8 g. of this oxime was added to 2.3 g. Na in 250 ml. ethanol, refluxed for 30 mins., then 14.85 g. 2-diethylaminoethyl chloride added. After refluxing for 3 hrs. the mixt. was evapd., the basic material extracted into HCl and then basified. The base was converted to the dihydrochloride, which was obtd. in 70% yield, m.pt. 175 degrees C.