NDLI: Quantitative Relationship Between Solubility, Initial Dissolution Rate and Heat of Solution of Chiral Drugs

Content Provider	Springer Nature Link
Author	Yonemochi, Etsuo Yoshihashi, Yasuo Terada, Katsuhide
Copyright Year	2000
Abstract	Purpose. The aim of this study was to clarify the quantitativerelationship between solubility, initial dissolution rate and heat of solution ofracemic compound and its enantiomers. Methods. Propranolol, propranolol HCl, tyrosine, and tryptophan wereused as typical chiral drugs. The heat of solution of chiral drug wasmeasured by an isothermal microcalorimeter and the heat of fusionwas measured by a DSC. The free energy difference for the dissolutionof drug was calculated from the solubility and initial dissolution ratedata. Results. The free energy difference and enthalpy difference of thedissolution between the racemic compound and enantiomer ofpropranolol, propranolol hydrochloride, tyrosine, and tryptophan were obtainedby the solubility, initial dissolution rate and heat of solution data. Agood linearity was observed in the free energy difference and theenthalpy difference for the dissolution of them, except for propranololHCl data. By considering the dissociation in solution, the data ofpropranolol HCl followed the regression line. Conclusions. The free energy difference of the dissolution was linearlydependent on the enthalpy difference for the racemic compound andits enantiomers. The results fit the theoretical equation. It could bepossible to estimate the solubility of chiral insoluble drug from thethermal data.
Starting Page	90
Ending Page	93
Page Count	4
File Format	PDF
ISSN	07248741
Journal	Pharmaceutical Research
Volume Number	17
Issue Number	1
e-ISSN	1573904X
Language	English
Publisher	Kluwer Academic Publishers-Plenum Publishers
Publisher Date	2000-01-01
Publisher Place	New York
Access Restriction	One Nation One Subscription (ONOS)
Subject Keyword	Pharmacology/Toxicology Pharmacy Biochemistry Medical Law Biomedical Engineering
Content Type	Text
Resource Type	Article
Subject	Organic Chemistry Pharmacology Molecular Medicine Pharmacology (medical) Biotechnology Pharmaceutical Science

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