Structure-metabolism relationships of substituted anilines: Prediction of N-acetylation and N-oxanilic acid formation using computational chemistry

Xenobiotica

Volumn 32, Issue 4, 2002, Pages 267-277

  Scarfe, G B ^a   Wilson, I D ^b   Warne, M A ^c   Holmes, E ^c   Nicholson, J K ^c   Lindon, J C ^c  

^a Servier Research and Development   (United Kingdom)

^b ASTRAZENECA   (United Kingdom)

^c IMPERIAL COLLEGE LONDON   (United Kingdom)

Author keywords

[No Author keywords available]

Indexed keywords

AMINE; ANILINE DERIVATIVE; DRUG METABOLITE; N OXANILIC ACID; UNCLASSIFIED DRUG;

ARTICLE; CHEMOMETRIC ANALYSIS; DIPOLE; DRUG ACETYLATION; DRUG DESIGN; DRUG OXIDATION; DRUG STRUCTURE; MOLECULAR WEIGHT; NONHUMAN; PHYSICAL CHEMISTRY; QUANTITATIVE STRUCTURE ACTIVITY RELATION; RABBIT; RAT; SURFACE PROPERTY; XENOBIOTIC METABOLISM;

ACETYLATION; ANILINE COMPOUNDS; COMBINATORIAL CHEMISTRY TECHNIQUES; COMPUTER SIMULATION; MODELS, CHEMICAL; OXAMIC ACID; PATTERN RECOGNITION, AUTOMATED; QUANTITATIVE STRUCTURE-ACTIVITY RELATIONSHIP;

ORYCTOLAGUS CUNICULUS;

EID: 0036260363     PISSN: 00498254     EISSN: None     Source Type: Journal    
DOI: 10.1080/00498250110100739     Document Type: Article

References (25)

1. The metabolism of 3-chloro-4-fluoro-aniline in dog and rat
2. Quantitative structure-metabolism relationships for substituted benzoates in the rabbit: Prediction of urinary excretion of glycine and glucuronide conjugates
3. Quantitative structure-metabolism relationships (QSMR) using computational chemistry: Pattern recognition analysis and statistical prediction of phase II conjugation reactions of substituted benzoic acids in the rat
4. The development and use of quantum-mechanical molecular-models. 76. AM1 - A new general purpose molecular-model
5. Metabolism and disposition of p-chloroaniline in rat, mouse, and monkey
6. Additional route in the metabolism of Sulphanilamide
7. Theory of substitution in conjugated molecules
8. An approach to a metabolic expert system: Structure-metabolism relationships for benzoic acids in the rat
9. Quantitative structure-metabolism relationships of substituted benzoic acids in the rat. Computational chemistry, NMR spectroscopy and computer pattern recognition studies
10. Atomic physicochemical parameters for 3-dimensional structure directed quantitative structure-activity-relationships. 3. Modelling hydrophobic interactions
11. Prediction of urinary sulphate and glucuronide excretion of substituted phenols in the rat using quantitative structure-metabolism relationships
12. Biotransformation of 2-chloroaniline in the Fischer 334 rat: Identification of urinary metabolites
13. The fate of 4-cyano-N,N-dimethylaniline in rats; a novel involvement of glutathione in the metabolism of aniline
14. Metabolism of aniline in rats, pigs and sheep
15. Oxidation of acetanilides to glycolanilides and oxanilic acids in rabbits
16. Cosmo - A new approach to dielectric screening in solvents with explicit expressions for the screening energy and its gradient
17. 19F nuclear magnetic resonance spectroscopy, high-performance liquid chromatography-nuclear magnetic resonance spectroscopy and high-performance liquid chromatography-mass spectrometry
18. 13C]-acetanilide in the rat
19. Investigation of the quantitative metabolic fate and urinary excretion of 3-methyl-4-trifluoromethylaniline and 3 methyl-4-trifluoromethylacetanilide in the rat
20. Studies on the metabolism of 4-fluoroaniline and 4-fluoroacetanilide in the rat: Formation of 4-acetamidophenol (paracetamol) and its metabolites via defluorination and N-acetylation
21. 19F NMR and directly coupled HPLC-NMR-MS investigations into the metabolism of 2-bromo-4-trifluoromethylaniline in the rat: A urinary excretion balance study without the use of radiolabelling
22. 19F NMR spectroscopy and directly coupled HPLC-NMR-MS
23. 14C-p-trifluoromethylaniline: Production of an oxanilic acid as the major metabolite by the rat