Modelling the relative metabolic occurrence of alkyl-nitrogen bond cleavage using structure-reactivity maps

References

• Breiman L., Friedman J. H., Olshen R. A., Stone C. J. Classification and Regression Trees. Wadsworth, Belmont 1984
   Google Scholar
• Cho A. K., Miwa G. T. The role ionization in the N-demethylation of some N,N-dimethyl-amines. Drug Metabolism and Disposition 1973; 2: 477–483
   Web of Science ®Google Scholar
• Conover W. J. Practical Nonparametric Statistics. Wiley, New York 1980
   Google Scholar
• Devito S. C., Pearlman R. S. Physicochemical and structural factors influencing cyanide release from nitriles. Medicinal Chemistry Research 1992; 1: 461–465
   Google Scholar
• Flack V. F., Chang P. C. Frequency of selecting noise variables in subset regression analysis: A simulation study. American Statistician 1987; 41: 84–86
   Web of Science ®Google Scholar
• Freedman D. A. A note on screening regression functions. American Statistician 1983; 37: 152–155
   Web of Science ®Google Scholar
• Galliani G., Nali B. R., Tollari S., Rocchetti M., Salmona M. The rate of N-demethylation of N,N-dimethylanilines and N-methylanilines by rat liver microsomes is related to their first ionization potential, their lipophilicity and to a steric bulk factor. Xenobiotica 1986; 16: 511–517
   PubMed Web of Science ®Google Scholar
• Gaertner H. J., Liomin G., Villumsen D., Bertele R., Breyer U. Tissue metabolites of trifluoperizine, fluphenazine, prochlorperazine, and perphenazine. Drug Metabolism and Disposition 1975; 3: 437–444
   PubMed Web of Science ®Google Scholar
• Gaudette L. E., Brodie B. B. Relationship between the lipid solubility of drugs and their oxidation by liver microsomes. Biochemical Pharmacology 1959; 2: 89–96
   PubMed Web of Science ®Google Scholar
• Gifford E. M., Johnson M. A., Kaiser D. G., Tsai C.-C. Visualing relative occurrences in metabolic transformations of xenobiotics using structure-activity maps. Journal of Chemical Information and Computer Sciences 1992; 32: 591–599
   PubMedGoogle Scholar
• Gifford E. M., Johnson M. A., Kaiser D. G., Tsai C.-C. An analysis of the relative occurrence of N-demethylation and N-oxidation in xenobiotic metabolism using structure-activity maps. SAR and QSAR in Environmental Research 1994; 2: 105–127
   PubMedGoogle Scholar
• Gifford E. M., Johnson M. A., Tsai C.-C. A graph-theoretic approach to modeling metabolic pathways. Journal of Computer-Aided Molecular Design 1991; 5: 303–322
   PubMed Web of Science ®Google Scholar
• Grogan J., Devito S. C., Pearlman R. S., Korzekwa K. R. Modeling cyanide release from nitriles: prediction of cytochrome P450 mediated acute nitrile toxicity. Chemical Research in Toxicology 1992; 5: 548–552
   PubMed Web of Science ®Google Scholar
• Hansch C. Quantitative relationships between lipophilic character and drug metabolism. Drug Metabolism Reviews 1972; 1: 1–14
   Google Scholar
• Hansch C., Steward A. R., Iwasa J. The use of substituent constants in the correlation of demethylation rates. Journal of Medicinal Chemistry 1965; 8: 868–870
   PubMed Web of Science ®Google Scholar
• Harary F. Graph Theory. Addison-Wesley, Reading, MA 1972
   Google Scholar
• Hawkins D. R. Biotransformations:a Survey of the Biotransformations of Drugs and Chemicals in Animals. Royal Society of Chemistry, London 1989–93; Vols 1–5
   Google Scholar
• Johnson M. A. Structure-activity maps for visually analyzing the graph variables arising in drug design. Journal of Biopharmaceutical Statistics 1993; 3: 203–236
   PubMedGoogle Scholar
• Johnson M. A., Gifford E., Tsai C.-C. Similarity concepts in modeling chemical transformation pathways. Concepts and Applications of Molecular Similarity, M. A. Johnson, G. M. Maggiora. Wiley, New York 1990; 289–319
   Google Scholar
• Concepts and Applications of Molecular Similarity, M. A. Johnson, G. M. Maggiora. Wiley, New York 1990
   Google Scholar
• Martin Y. C., Hansch C. Influence of hydrophobic character on the relative rate of oxidation of drugs by rat liver microsomes. Journal of Medicinal Chemistry 1971; 14: 777–779
   PubMed Web of Science ®Google Scholar
• Mazel P., Henderson J. F. On the relationship between lipid solubility and microsomal metabolism of drugs. Biochemical Pharmacology 1965; 14: 92–94
   PubMed Web of Science ®Google Scholar
• McMahon R. E. Demethylation studies. I. The effect of chemical structure and lipid solubility. Journal of Medicinal and Pharmacological Chemistry 1961; 4: 67–78
   Google Scholar
• McMahon R. E., Easton N. R. Demethylation studies. II. The in vitro demethylation of dialkylmethylamines. Journal of Medicinal and Pharmacological Chemistry 1961; 4: 437–445
   Google Scholar
• Molecular Design Ltd. Xenobiotic Metabolism Database. MDL, San Leandro 1993
   Google Scholar
• Rose J., Castagnoli N., Jr. The metabolism of tertiary amines. Medicinal Research Reviews 1983; 3: 73–88
   PubMed Web of Science ®Google Scholar
• Sekine Y., Miyamoto M., Hashimoto M., Nakamura K. Metabolism of piromidic acid, a new antibacterial agent. II. In vitro metabolic pathway of piromidic acid in rats. Chemical and Pharmaceutical Bulletin 1976; 24: 437–442
   Google Scholar
• Stuper A. J., Jurs P. C. Reliability of nonparametric linear classifiers. Journal of Chemical Information and Computer Science, 16: 238–241, 0000
   Google Scholar
• Testa G., Jenner P. Oxidative N-dealkylation. Drug Metabolism: Chemical and Biochemical Aspects. Marcel Dekker, New York 1976; 82–97
   Google Scholar
• Tong G. L., Lien E. J. Biotransformation of drugs: quantitative structure-activity relationships for barbiturates, tertiary amines, and substituted imidazoles. Journal of Pharmacological Science 1976; 65: 1651–1564
   PubMed Web of Science ®Google Scholar