Partition coefficients of some purine derivatives and its application to pharmacokinetics

Pharmazie

Volumn 64, Issue 12, 2009, Pages 804-806

  Chrzanowska, Maria ^a   Sobiak, J ^a   Kuehn, M ^a   Dorawa, E ^a   Hermann, T ^a  

^a POZNAN UNIVERSITY OF MEDICAL SCIENCES   (Poland)

Author keywords

[No Author keywords available]

Indexed keywords

AZATHIOPRINE; AZATHIOPRINE DERIVATIVE; IMIDAZOLE; MERCAPTOPURINE; METAZATHIOPRINE; METHYL GROUP; OCTANOL; PURINE DERIVATIVE; TIOGUANINE; UNCLASSIFIED DRUG;

ARTICLE; CONTROLLED STUDY; DRUG STABILITY; LIPOPHILICITY; MATHEMATICAL ANALYSIS; PARTITION COEFFICIENT; PH; PKA;

1-OCTANOL; ALGORITHMS; BUFFERS; INDICATORS AND REAGENTS; PHOSPHATES; PURINES; SOLUBILITY; SOLVENTS; SPECTROPHOTOMETRY, ULTRAVIOLET;

EID: 75749089292     PISSN: 00317144     EISSN: None     Source Type: Journal    
DOI: 10.1691/ph.2009.9181     Document Type: Article

References (14)

1. Bałoniak S, Mroczkiewicz A, Hofman B,Wika F, Łukowski A, Polish Patent P. 222511(195872/1986).
2. Boonsrirat U, Angsuthum S, Vannaprasaht S, Kongpunvijit J, Tassaneeyakul W, Avihingsanon Y (2008) Azathioprine-induced fatal myelosuppression in systemic lupus erythematosus patient carrying TPMT*3C polymorphism. Lupus 17: 132-134.
3. th ed., New Jersey p. 938, 5915.
4. Chrzanowska M, Hermann T, Gapińska M (1985) Kinetics of azathioprine metabolism in fresh human blood. Pol J Pharmacol Pharm 37: 701-708.
5. Chrzanowska M, Hałas A, Kuehn M, Hermann T (2003a) Comparative kinetics of azathioprine and metazathioprine mercaptolysis in presence of physiological thiols. Pharm Drug Res 60: 269-273.
6. Chrzanowska M, Kuehn M, Hermann T, Neubert RHH (2003b) Biopharmaceutical characterization of some synthetic purine drugs. Pharmazie 58: 504-506.
7. Crafword DJK, Maddocks JL, Jones DN, Szawlowski P (1996) Rational design of novel immunosuppressive drugs: analogues of azathioprine lacking the 6-mercaptopurine substituent retain or have enhanced immunosuppressive effects. J Med Chem 39: 2690-2695.
8. Czaja A, Carpenter H (2006) Thiopurine methyltransferase deficiency and azathioprine intolerance in autoimmune hepatitis. Dig Dis Sci 51: 968-975.
9. Elion GB (1989) The purine path to chemotherapy. Science 244: 41-47.
10. Hermann T (1974) Kinetics and mechanism of degradation of some 5.5-diallylbarbituric acid derivatives. Pharmazie 29: 453-461.
11. Hładoń B, GutscheW, Ba?oniak S, Sikorska H (1989) Experimental antitumor activity of new azathioprine analogues. Arzneim-Forsch/Drug Res 39: 78-81.
12. Hoffmann M, Chrzanowska M, Hermann T, Rychlewski J (2005) Modeling of purine derivatives transport across cell membranes based on their partition coefficient determination and quantum chemical calculations. J Med Chem 48: 4482-4486.
13. Hoffmann M, Rychlewski J, Chrzanowska M, Hermann T (2001) Mechanism of activation of an immunosuppressive drug: azathioprine. Quantum chemical study on the reaction of azathioprine with cysteine. J AmChem Soc 123: 6404-6409.
14. Sahasranaman S, Howard D, Roy S (2008) Clinical pharmacology and pharmacogenetics of thiopurines. Eur J Clin Pharmacol 64: 753-767.