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2011 | OriginalPaper | Chapter

Twin and Triplet Drugs in Opioid Research

Author : Hideaki Fujii

Published in: Chemistry of Opioids

Publisher: Springer Berlin Heidelberg

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Abstract

Twin and triplet drugs are defined as compounds that contain respectively two and three pharmacophore components exerting pharmacological effects in a molecule. The twin drug bearing the same pharmacophores is a “symmetrical twin drug”, whereas that possessing different pharmacophores is a “nonsymmetrical twin drug.” In general, the symmetrical twin drug is expected to produce more potent and/or selective pharmacological effects, whereas the nonsymmetrical twin drug is anticipated to show both pharmacological activities stemming from the individual pharmacophores (dual action). On the other hand, nonsymmetrical triplet drugs, which have two of the same pharmacophores and one different moiety, are expected to elicit both increased pharmacological action and dual action. The two identical portions could bind the same receptor sites simultaneously while the third portion could bind a different receptor site or enzyme. This review will mainly focus on the twin and triplet drugs with an evaluation of their in vivo pharmacological effects, and will also include a description of their pharmacology and synthesis.

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Footnotes
1
It is generally accepted that the rate of a reaction doubles with increase in temperature of 10 °C. Therefore, the rate of hydrolysis of the twin drugs at 25 °C (incubating temperature applied in in vitro assays) is predicted to be approximately one-half of that at 37 °C.
 
2
The authors proposed that MDAN-21 (46b) having a longer spacer could bridge the μ and δ receptors in multiple modes and that binding by MDAN-19 (46a) with a shorter linker would be less efficient than that by MDAN-21 (46b). As a result, the acute analgesic potency of 46a would be affected by treatment with NTI.
 
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Metadata
Title
Twin and Triplet Drugs in Opioid Research
Author
Hideaki Fujii
Copyright Year
2011
Publisher
Springer Berlin Heidelberg
DOI
https://doi.org/10.1007/128_2010_76