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OBJECTIVE The purposes were to study the kinetics of hydrolysis of 2',3',5'-triacetyl-6-azauridine (1) in aqueous solution (mu = 0.5) and to identify the main intermediates and products of the reaction. METHODS A stability indicating isocratic LC assay was used to study the rate of degradation of 1. A gradient LC assay was used to study the time courses of the degradants. The products of hydrolysis were isolated by preparative liquid chromatography and identified by 1H-NMR and CI-MS. The pKa value was obtained by potentiometric titration. RESULTS At 36.8 degrees C, the pH-rate profile of 1 in water was adequately described by a four-term rate equation. The intermediates were identified as the primary and secondary di-acetates, and the primary and secondary mono-acetates. The final product was 6-azauridine. CONCLUSIONS A simplified kinetic scheme could be used to describe the concentration-time profiles of 1, the intermediates and the final product.
C M Riley, and
M A Mummert, and
J Zhou, and
R L Schowen, and
D G Vander Velde, and
M D Morton, and
M Slavik
March 1963,
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C M Riley, and
M A Mummert, and
J Zhou, and
R L Schowen, and
D G Vander Velde, and
M D Morton, and
M Slavik
December 2001,
Journal of pharmaceutical and biomedical analysis,
C M Riley, and
M A Mummert, and
J Zhou, and
R L Schowen, and
D G Vander Velde, and
M D Morton, and
M Slavik
February 1962,
Cancer chemotherapy reports,
C M Riley, and
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R L Schowen, and
D G Vander Velde, and
M D Morton, and
M Slavik
September 1970,
American journal of obstetrics and gynecology,
C M Riley, and
M A Mummert, and
J Zhou, and
R L Schowen, and
D G Vander Velde, and
M D Morton, and
M Slavik
December 1964,
The Journal of investigative dermatology,
C M Riley, and
M A Mummert, and
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R L Schowen, and
D G Vander Velde, and
M D Morton, and
M Slavik
December 1977,
Archives for dermatological research = Archiv fur dermatologische Forschung,
C M Riley, and
M A Mummert, and
J Zhou, and
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D G Vander Velde, and
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M Slavik
October 1969,
The Indian journal of medical research,
C M Riley, and
M A Mummert, and
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D G Vander Velde, and
M D Morton, and
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January 1966,
Neoplasma,
C M Riley, and
M A Mummert, and
J Zhou, and
R L Schowen, and
D G Vander Velde, and
M D Morton, and
M Slavik
March 1970,
The Indian journal of medical research,
C M Riley, and
M A Mummert, and
J Zhou, and
R L Schowen, and
D G Vander Velde, and
M D Morton, and
M Slavik
August 1971,
Biochemical pharmacology,
