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Photochemical Studies, LXXI: Photostability Studies in Solid State and Crystal Structure of Mifepristone
Author(s) -
Reicha Johannes,
Zappel Johannes,
Rao Akkinepalli Raghu Ram,
Henkel Gerald
Publication year - 1994
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.19943271211
Subject(s) - crystal structure , chemistry , irradiation , photochemistry , ultraviolet light , solid state , mifepristone , crystal (programming language) , ultraviolet , crystallography , molecule , stereochemistry , organic chemistry , optics , physics , pregnancy , biology , computer science , nuclear physics , programming language , genetics
Mifepristone ( 1 ) was found to be stable against ultraviolet light under the usual storage conditions. Upon irradiation for two weeks it gave two photoproducts, characterized as (11β, 17β)‐17‐Hydroxy‐11‐[4‐(methylamino)‐phenyl]‐17‐(1‐propinyl)‐19‐norandrosta‐4,9‐dien‐3‐one ( 2 ) and [5 R ,7E, 8 R ,8a R ]‐5‐[4‐(dimethylamino)phenyl]‐4,5,6,7,8,8a,9,10‐octahydro‐7‐methyl‐8‐(3‐oxo‐4‐hexinyl)‐2(3 H )‐phenanthrenone ( 3 ). Based on the crystal structure of 1 by X‐ray diffraction, the formation of 2 and 3 could be explained by the molecular packing in the crystal.