| 摘要 |
PCT No. PCT/GB87/00457 Sec. 371 Date Feb. 9, 1989 Sec. 102(e) Date Feb. 9, 1989 PCT Filed Jun. 30, 1987 PCT Pub. No. WO88/00193 PCT Pub. Date Jan. 14, 1988.New echiboline derivatives with opioid properties which are 6-hydroxy-9-methyl-echiboline derivatives having, in the 10-position, a hydrocarbon substituent of up to 4 carbon atoms-preferably a group R.CH2- (wherein R represents a hydrogen atom or a hydrocarbon group of up to 3 carbons) and especially a methyl, cyclopropyl-methyl or allyl group. These are made by dealkylating corresponding 6-alkoxy-9-methyl-10-substituted echibolines, thereby converting the 6-alkoxy group to a 6-hydroxy group, especially using boron tribromide as dealkylating reagent. Specific examples are 6-hydroxy-9,10-dimethyl-echiboline, 6-hydroxy-9-methyl-10-allyl-echiboline and 6-hydroxy-9-methyl-10-cyclopropylmethyl-echiboline. The compounds may be in free base or salt form, and be incorporated as active ingredient into pharmaceutical compositions. Also, the corresponding 6-alkoxy-9-methyl-10-substituted echiboline derivatives as useful novel intermediates, which may be made from a 6-alkoxy-9-methyl-echiboline by (A) reaction with a reagent which introduces the desired substituent into 10-position or (B) acylating to introduce the substituent R-CO- into the 10-position and reducing the acyl group to RCH2-.
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