Premium
Oxidation and Degradation Products of Papaverine. Part I: Gadamer and Schulemann's Papaverinol Synthesis Revisited
Author(s) -
Hermann Tadeusz W.,
Girreser Ulrich,
Michalski Pawel,
Piotrowska Karolina
Publication year - 2002
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 - 10.1002/1521-4184(200204)335:4<167::aid-ardp167>3.0.co;2-o
Subject(s) - papaverine , chemistry , derivative (finance) , yield (engineering) , fluorescence , ammonium , crystallization , degradation (telecommunications) , stereochemistry , organic chemistry , medicine , telecommunications , materials science , physics , quantum mechanics , computer science , financial economics , economics , metallurgy
In 1915 Gadamer published in this journal [1] a procedure for the synthesis of papaverinol 2 from papaverine 1 in excellent yield. However, he did not investigate the formation of a violet fluorescence produced upon crystallization of papaverinol 2 from ethanol. The compound responsible for this fluorescence was isolated and identified as the yet unknown quaternary ammonium ion 4 , a 6a, 12a‐diazadibenzo‐[ a, g ]fluorenylium derivative. The isolation of 4 and its structure determination by spectroscopic methods are described. However, its formation mechanism is unknown.