Abstract: 6(eq)-R.sub.4 -1,2,3,4,5,6-Hexahydro-3-R.sub.1 -11(ax)-R.sub.3 -11(eq)-CH.sub.2 Z-2,6-methano-3-benzazocines, useful as analgesic agents and narcotic antagonists, prepared by heating, with formic acid in an organic solvent or with certain ammonium formates in the absence of a solvent, certain 1,2,3,4,4a,5,10,10a-octahydro-2,5-methanobenzo[g]quinolines.

Abstract: 6(eq)-R.sub.4 -1,2,3,4,5,6-Hexahydro-3-R.sub.1 -11(ax)-R.sub.3 -11(eq)-CH.sub.2 Z-2,6-methano-3-benzazocines, useful as analgesic agents and narcotic antagonists, prepared by heating, with formic acid in an organic solvent or with certain ammonium formates in the absence of a solvent, certain 1,2,3,4,4a,5,10,10a-octahydro-2,5-methanobenzo[g]quinolines.

Abstract: 6-Fluoro analogs of hydrocodone and oxycodone are analgesics and/or narcotic antagonists. Exemplary are 17-cyclopropylmethyl-4,5-epoxy-6,6-difluoro-3-methoxymorphinan and 17-cyclopropylmethyl-6,7-didehydro-4,5-epoxy-6-fluoro-3-methoxy- and -3-acetoxymorphinan.

Abstract: 1-R.sub.1 -2-Q-4a.alpha.-R.sub.3 -5.alpha.-R.sub.4 -1,2,3,4,4a,5,10,10a-Octahydro-3,5-etheno- (and 3,5-ethano) benzo[g]quinolines, useful as analgesic agents, prepared by heating, with formic acid in an organic solvent or with certain ammonium formates in the absence of a solvent, certain 1,2,3,4,4a,5,10,10a-octahydro-2,5-methanobenzo[g]quinolines, the latter prepared by acid catalyzed cyclization of a 3-benzyl-2-azabicyclo[2.2.2]oct-5-ene.

Abstract: Process of reacting hydrocodone or oxycodone salt or amide with a fluorinating agent to obtain fluorinated derivatives.

Abstract: Azidoethylmorphine, a new 7,8-dihydroisomorphine derivative, has excellent antitussive effects without respiration depression.

Abstract: Lower-alkyl 1-R.sub.1 -3-R.sub.5 CO-4a.alpha.-R.sub.3 -5.alpha.-R.sub.4 -6-R.sub.2 "-7-R.sub.2 -8-R.sub.2 '-9-R.sub.2 '"-1,2,3,4,4a,5,10,10a-octahydro-2,5-methanobenzo[g]quinoline-3-carboxylat es, useful as intermediates for the preparation of 3-R.sub.1 -6(eq)-R.sub.4 -7-R.sub.2 "-8-R.sub.2 -9-R.sub.2 '-10-R.sub.2 '"-11(ax)-R.sub.3 -11(eq)-CH.sub.2 CH.sub.2 COR.sub.5 -1,2,3,4,5,6-hexahydro-2,6-methano-3-benzazocines, useful as analgesics and narcotic antagonists, are prepared by acylation of an appropriate lower-alkyl 1-R.sub.1 -4a.alpha.-R.sub.3 -5.alpha.C-R.sub.4 -6-R.sub.2 "-7-R.sub.2 -8-R.sub.2 '-9-R.sub.2 '"-1,2,3,4,4a,5,10,10a-octahydro-2,5-methanobenzo[g]quinoline-3-carboxylat e or carboxylation of an appropriate 1-R.sub.1 -3-COR.sub.5 "-4.alpha.-R.sub.3 -5.alpha.-R.sub.4 -6-R.sub.2 "-7-R.sub.2 -8-R.sub.2 '-9-R.sub.2 '"-1,2,3,4,4a,5,10,10a-octahydro-2,5-methanobenzo[g]quinoline.

Abstract: A process for the preparation of pharmaceutically acceptable 3-protected derivatives of 6-deoxy-6-azido-14-hydroxy-7, 8-dihydroisomorphine, selected from the group which consists of 3-O-acetyl-6-deoxy-6-azido-14-hydroxy-7, 8-dihydroisomorphine, 3-O-tetrahydropyranyl-6-deoxy-6-azido-14-hydroxy-7, 8-dihydroisomorphine and 3-O-methylenemethoxy-6-deoxy-6-azido-14-hydroxy-7, 8-dihydroisomorphine, and the salts of these compounds which comprise the following steps:Blockin the hydroxy in position 3 of 14-hydroxy-7, 8-dihydromorphine with a moiety selected from the group which consists of acetyl, tetrahydropyranyl, and methylenemethoxy; andAzidiylating position 6 of the compounds formed in a step (a) thereby removing the hydroxy formerly in that position.

Abstract: There is provided a novel, high yield, method of dealkylating N-alkylated 14-hydroxymorphinans and derivatives thereof including, inter alia, oxymorphone and oycodone. There are thus provided, inter alia, more efficient routes for the formation of naloxone, naltrexone, and nalbuphine. In the principal step of the process, the dealkylation using certain oxycarbonyl halides (or haloformates) is carried out on the N-alkyl-14-acyloxy-morphinan which it is desired to dealkylate.

Abstract: Compounds of the general formula ##STR1## in which X represents halogen. These compounds are useful in the production of codeinone and codeine substantially free from impurities.