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Improving solubility via structural modification

Topics in Medicinal Chemistry, ISSN: 1862-247X, Vol: 9, Page: 69-106
2014
  • 10
    Citations
  • 0
    Usage
  • 23
    Captures
  • 0
    Mentions
  • 0
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Metric Options:   Counts1 Year3 Year

Metrics Details

  • Citations
    10
    • Citation Indexes
      10
  • Captures
    23

Book Chapter Description

The examples and discussion presented in this review are intended to serve as resource for medicinal chemists engaged in the task of optimizing drug physical properties. A discussion of the factors governing aqueous solubility is presented followed by specific examples drawn from the recent literature. According to the general solubility equation (GSE), the factors involved in the solubility of a compound are represented by logP and melting point. Improved solubility can be accomplished by reducing logP or melting point by increasing polarity or disrupting intermolecular interactions in the solid state. Tactics for increasing polarity include introducing a solubilizing appendage onto the drug or modifying the template or attached substituents. The melting point of a compound can be lowered by disrupting specific intermolecular interactions or changing the topology or shape of the molecule.

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