STUDIES ON STRUCTURE OF LIGHT DEGRADATION PRODUCTS OF O-7H-PYRIDO[1,2,3-DE][1,4]BENZOXAZINE-6-CARBOXYLIC ACID (T-3761) IN AQUEOUS-SOLUTION AND SOLID-STATE
K. Demachi et al., STUDIES ON STRUCTURE OF LIGHT DEGRADATION PRODUCTS OF O-7H-PYRIDO[1,2,3-DE][1,4]BENZOXAZINE-6-CARBOXYLIC ACID (T-3761) IN AQUEOUS-SOLUTION AND SOLID-STATE, Yakugaku zasshi, 115(9), 1995, pp. 716-731
The structures of light degradation products of(-)-(S)-10-(1-aminocycl
opropyl)-9 oro-3-methyl-7-oxo-2,3-dihydro-7H-pyrido[1,2,3-de] [1,4] be
nzoxazine-6-carboxylic acid (T-3761) in aqueous solution and in the so
lid state were investigated. In aqueous solution, ten products were de
tected using HPLC and in the solid state, one main product was detecte
d. All these light degradation products were isolated and their struct
ures were elucidated. It was revealed that in almost all light degrada
tion products only the 1-aminocyclopropyl side chain at the 10-positio
n of T-3761 is changed to various structures by light oxidation. Surpr
isingly we found a unique light degradation product, in which carboxyl
ic acid at the 6-position of T-3761 is changed to the hydroxy moiety.