172665-39-3Relevant academic research and scientific papers
Studies on the stability of Δ2 and Δ3 cephem esters. II. Comparative stability studies of Δ2 and Δ3 cephems at various pHs and the degradation process of Δ2 cephem esters
Negi,Yamanaka,Komatsu,Tsuruoka,Tsukada,Minami
, p. 1866 - 1871 (2007/10/03)
The instability of Δ2 cephem prodrug-type ester (5a) under acidic conditions prompted us to investigate the comparative stability of Δ3 and δ2 cephems at various pHs. The Δ2 cephem ester 5a was found to show marked instability under neutral (pH 7) and acidic conditions (1 M HCl) compared with the Δ3 cephem ester (4a). A comparative study between Δ3 (4c) and Δ2 cephem acid (5c) at pH 7 and in 1 M HCl solution showed that the Δ2 acid 5c was as stable as the Δ3 acid 4c at pH 7, while 5c was less stable than 4c in 1 M HCl. Isolation of the degraded compounds demonstrated that the C-4 ester moiety was hydrolyzed in the initial stage to afford 5c, which was further degraded to more polar substances. This instability was observed in other types of Δ2 cephem esters (5d-f). Here we report comparative stability studies and elucidation of the degradation products.
