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Studies on the Deamination of the Ethyl Ester of 5-Amino-3-methylisoxazole-4-carboxylic Acid

Ryng S., Szostak M.

Polish Journal of Chemistry

2009

Vol. 83, nr 5

887-893

The unusual behavior of the ethyl ester of 5-amino-3-methylisoxazole-4-carboxylic acid (1) during deamination is described. Possible explanations for the anomalies of the diazotization reaction are proposed. Deamination methods leading to ethyl ester of 3-methylisoxazole-4-carboxylic acid (5) are presented. 5 will serve as a lead compound for a new series of immunomodulatory agents.

Quantum-Chemical study with Application of the PCM Model on Correlation Between Biological Activity and Molecular Structure of 5-Amino-3-methylisoxazole-4-carboxylic Acid Hydrazide Schiff Base Derivatives

Jezierska A., J. Panek J., Ryng S., Zimecki M., Fedorowicz A., Koll A.

Polish Journal of Chemistry

2002

Vol. 76 / nr 9

1255-1262

Theoretical calculations on 5-amino-3-methylisoxazole-4-carboxylic acid hydrazide Schiff base derivatives using Polarizable Continuum Model in order to account for water solvation effects are presented. The compounds studied exhibit biological (immunosuppressing or immunostimulating) activity, measured experimentally in various assays. The quantum chemical DFT calculations are used to obtain electronic descriptors of molecular structure. These descriptors, together with other physicochemical parameters, are used to derive quantitative relationships between the structure and the biological activity.