75875-58-0Relevant academic research and scientific papers
Nonsteroidal antiinflammatory agents
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Page 9, (2010/02/08)
The invention relates to compounds of general formula I and their use for the production of pharmaceutical agents for treatment and prophylaxis of diseases that coincide with inflammatory, allergic and/or proliferative processes.
A regiospecific synthesis of protoberberine alkaloids
Kiparissides, Zinovia,Fichtner, Robert H.,Poplawski, Janusz,Nalliah, Bala C.,MacLean, David B.
, p. 2770 - 2779 (2007/10/02)
The protoberberine skeleton has been prepared in two steps from N-benzyl-3,4-dihydroisoquinolinium salts.Treatment of the salts with the anion of methyl methylthiomethylsulfoxide yields mixtures of diastereomeric adducts that cyclize on heating with concentrated hydrochloric acid to dihydroprotoberberines.The latter compounds may be reduced to their tetrahydro analogues with sodium borohydride, oxidized to protoberberinium salts with iodine, or converted to 13-methyltetrahydroprotoberberines by treatment with formaldehyde according to an established procedure.The method has been applied successfully to the synthesis of (+/-)-tetrahydropalmatine, palmatine iodide, (+/-)-xylopinine, (+/-)-sinactine, and (+/-)-corydaline.N-Benzylisoquinolinium salts may be used in place of their dihydro analogues as starting materials in this synthesis, thereby extending the range of substitution patterns potentially available.
