Premium
1,2‐dihydro‐3,1‐benzoxazin‐4‐one and 4‐ H ‐1,2‐dihydro‐pyrido‐[2,3‐ d ]‐[1,3]‐oxazin‐4‐one derivatives as potential prodrugs: Part II: Hydrolysis
Author(s) -
Schwenker Gerhard,
Chen Jianbing
Publication year - 1991
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.2503241112
Subject(s) - prodrug , chemistry , methanol , hydrolysis , kinetics , stereochemistry , chromatography , medicinal chemistry , organic chemistry , combinatorial chemistry , biochemistry , physics , quantum mechanics
The kinetics of the spontaneous hydrolysis of the potential prodrugs 1a‐1f, 2a‐2g , and 3a‐3e in methanol‐buffer mixtures (3:7) at various pH‐values was studied and a simple analytical uv‐spectroscopic method was developed. The results show that most of the new potential prodrugs were very quickly reconverted to their parent drugs under these conditions. All of the potential prodrugs are very sensitive between pH 4.0 and 8.0, with half lives < 50 min at 20°C, except for compounds 1f, 2f , and 3d . Compounds 1b and 1c are so sensitive that they reconverted to their parent drug during the mixing of the stock solution and the buffer‐methanol‐mixture.