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Chemical Synthesis of Phase‐I‐ and Phase‐II‐Metabolites of Antipyrine
Author(s) -
Krohn K.,
Stenns C.
Publication year - 1989
Publication title -
archiv der pharmazie
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.468
H-Index - 61
eISSN - 1521-4184
pISSN - 0365-6233
DOI - 10.1002/ardp.19893220605
Subject(s) - saponification , chemistry , metabolite , chemical synthesis , ether , enol , organic chemistry , phase (matter) , glucuronide , medicinal chemistry , biochemistry , in vitro , catalysis
The chemical synthesis of the hydroxylated phase‐I‐metabolites 9 , 11 , and 12 is effected by Triton B catalysed saponification of the bromides 7 and 8 and boron tribromide mediated ether cleavage of 6 and 10 to 11 and 12 . The chelated enol 9 was coupled with the bromosugar 13 to afford the glucuronide 14 that was saponified to the phase‐II‐metabolite 15 .