Estimation of aqueous solubility for some guanine derivatives using partition coefficient and melting temperature

Journal of Pharmaceutical Sciences

Volumn 88, Issue 1, 1999, Pages 109-110

  Kristl, Albin ^a  

^a UNIVERSITY OF LJUBLJANA   (Slovenia)

Author keywords

[No Author keywords available]

Indexed keywords

ACETIC ACID DERIVATIVE; ACICLOVIR; ACICLOVIR DERIVATIVE; DESCICLOVIR; GUANINE DERIVATIVE;

AQUEOUS SOLUTION; ARTICLE; CORRELATION FUNCTION; DRUG SOLUBILITY; EMPIRICISM; ENTROPY; HYDROPHILICITY; LIPOPHILICITY; MELTING POINT; PARTITION COEFFICIENT;

EID: 0032958541     PISSN: 00223549     EISSN: None     Source Type: Journal    
DOI: 10.1021/js980180z     Document Type: Article

References (17)

1. Jalkowsky, S. H.; Banerjee, S. Aqueous solubility (Methods of estimation for organic compounds); Marcel Dekker: New York, 1992.
2. Hansch, C.; Quinlan, J. E.; Lawrence, G. L. The linear free energy relationships between partition coefficients and the aqueous solubility of organic liquids. J. Org. Chem. 1968, 33, 347-350.
3. Yalkowsky, S. H.; Valvani, S. C. Solubility and partitioning I: Solubility of nonelectrolytes in water. J. Pharm. Sci. 1980, 69, 912-922.
4. Yalkowsky, S. H.; Pinal, R.; Banerjee, S. Water solubility: A critique of the solvatochromic approach. J. Pharm. Sci. 1988, 77, 74-77.
5. Mayer, J. M.; Rowland, M. Determination of aqueous solubilities of a series of 5-ethyl-5-alkylbarbituric acids and their correlation with log P and melting points. Drug Dev. Ind. Pharm. 1984, 10, 69-83.
6. Prankerd, R. J.; McKeown, R. H. Physicochemical properties of barbituric acid derivatives: IV. Solubilities of 5,5-disubstituted barbituric acids in water. Int. J. Pharm. 1994, 112, 1-15.
7. 6-arene sulfonates. A practicable synthesis of 2-amino purine nucleosides and related analogues. Nucleosides Nucleotides 1994, 13, 625-636.
8. Kristl, A.; Vesnaver, G. Thermodynamic investigation of the effect of octanol-water mutual miscibility on the partitioning and solubility of some guanine derivatives. J. Chem. Soc., Faraday Trans. 1995, 91, 995-998.
9. Kristl, A.; Srčič, S.; Vrečer, F.; Šuštar, B.; Vojnovic, D. Polymorphism and pseudopolymorphism: influencing the dissolution properties of the guanine derivative acyclovir. Int. J. Pharm. 1996, 139, 231-235.
10. Kristl, A.; Pečar, S. Hydrolipophilic anomalies of some guanine derivatives. Eur. J. Med. Chem. 1997, 32, 3-8.
11. Rekker, R. F.; Mannhold, R. Calculation of drug lipophilicity (The hydrophobic fragmental constant approach); VCM: Weinheim, New York, 1992.
12. Dearden, J. C.; Bresnen, G. M. The measurement of partition coefficients. Quant. Struct. Act. Relat. 1988, 7, 133-144.
13. Yalkowsky, S. H.; Valvani, S. C.; Roseman, T. J. Solubility and Partitioning VI: Octanol Solubility and Octanol-Water Partition Coefficients. J. Pharm. Sci. 1983, 72, 866-870.
14. Pinsuwan, S.; Li, A.; Yalkowsky, S. H. Correlation of Octanol/ Water Solubility Ratio and the Partition Coefficients. J. Chem. Eng. Data 1995, 40, 623-626.
15. Li, A.; Pinsuwan, S.; Yalkowsky, S. H. Estimation of Solubility of Organic Compounds in 1-Octanol. Ind. Eng. Chem. Res. 1995, 34, 915-920.
16. Kristl, A.; Mrhar A.; Kozjek, F. The Ionization Properties of Acyclovir and Deoxyacyclovir. Int. J. Pharm. 1993, 99, 79-82.
17. Kristl, A. Thermodynamic Investigation of the Effect of the Mutual Miscibility of Some Higher Alkanols and Water on the Partitioning and Solubility of Some Guanine Derivatives. J. Chem. Soc., Faraday Trans. 1996, 92, 1721-1724.