PROCESS FOR THE PREPARATION OF PORPHYRIN DERIVATIVES AS ANTIMICROBIAL AGENTS BY PHOTODYNAMIC THERAPY (PDT)

摘要

There is provided a process forthe preparation of 5,15-bis-[4-(3- trrmethylarn-monio-propyloxy)-phenyl]-porphyrin dihalide,wherein the process comprises step (a) ofproviding 4-(3-bromopropyloxy)benzaldehyde,step (b) of providing dipyrrolmethane, step(c) of reacting the 4-(3-bromopropyloxy)-benzaldehyde with the dipyrrol-methane,together with trifluoro acetic acid, in thepresence of an oxidation reagent to produce5,15-bis-[4-(3-bromo- propyloxy)-phenyl]-porphyrin which is purified by Soxhletextraction from the adsorbed state on abed of alumina under highly controlledconditions; and step (d) of reacting the5,15-bis-[4-(3-bromo-propyloxy)-phenyl]-por-phyrinwith trimethylamine in the presence ofdry dimethylformamide to produce 5,15-bis-[4-(3 -trrmethylarnmonio-propyl-oxy)-phenyl]-porphyrin dibromide. In a preferred embodi-ment,the process further comprises step (e)of passing the 5, 15-bis-[4-(3 -lrimemylammo-nio-propyloxy)-phenyl]-porphyrin di-bromideproduced in step (d) through an anion exchangerto produce 5,15-bis-[4-(3- trimethylammo-nio-propyloxy)-phenyl]-porphyrin dichloride.There is provided a process for the preparationof 5,15-bis-(4-{3-[(3-dimemylamino-propyl)-dimethyl-ammonio]-propyloxy} -phenyl]-porphyrin dihalide.