PittsburghV1, Main, Exploration, bibRecord, 003F39

An Uncharged Oxetanyl Sulfoxide as a Covalent Modifier for Improving Aqueous Solubility

Identifieur interne : 003F39 ( Main/Exploration ); précédent : 003F38; suivant : 003F40

An Uncharged Oxetanyl Sulfoxide as a Covalent Modifier for Improving Aqueous Solubility

Auteurs : Erin M. Skoda ; Joshua R. Sacher ; Mustafa Z. Kazancioglu ; Jaideep Saha ; Peter Wipf [États-Unis]

Source :

ACS Medicinal Chemistry Letters [ 1948-5875 ] ; 2014.

RBID : PMC:4137373

Abstract

Low aqueous solubility is a common challenge in drug discovery and development and can lead to inconclusive biological assay results. Attaching small, polar groups that do not interfere with the bioactivity of the pharmacophore often improves solubility, but there is a dearth of viable neutral moieties available for this purpose. We have modified several poorly soluble drugs or drug candidates with the oxetanyl sulfoxide moiety of the DMSO analog MMS-350 and noted in most cases a moderate to large improvement of aqueous solubility. Furthermore, the membrane permeability of a test sample was enhanced compared to the parent compound.

Url:

http://www.ncbi.nlm.nih.gov/pmc/articles/PMC4137373

DOI: 10.1021/ml5001504
PubMed: 25147611
PubMed Central: 4137373

Affiliations:

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<p>Low
aqueous solubility is a common challenge in drug discovery
and development and can lead to inconclusive biological assay results.
Attaching small, polar groups that do not interfere with the bioactivity
of the pharmacophore often improves solubility, but there is a dearth
of viable neutral moieties available for this purpose. We have modified
several poorly soluble drugs or drug candidates with the oxetanyl
sulfoxide moiety of the DMSO analog MMS-350 and noted in most cases
a moderate to large improvement of aqueous solubility. Furthermore,
the membrane permeability of a test sample was enhanced compared to
the parent compound.</p>
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<name sortKey="Sacher, Joshua R" sort="Sacher, Joshua R" uniqKey="Sacher J" first="Joshua R." last="Sacher">Joshua R. Sacher</name>
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An Uncharged Oxetanyl Sulfoxide as a Covalent Modifier for Improving Aqueous Solubility

An Uncharged Oxetanyl Sulfoxide as a Covalent Modifier for Improving Aqueous Solubility

Source :

Abstract

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