Literature DB >> 32060990

Water-Soluble Non-Classical Benzene Mimetics.

Vadym V Levterov1, Yaroslav Panasyuk1, Valentyna O Pivnytska2, Pavel K Mykhailiuk1,3.   

Abstract

A new generation of saturated benzene mimetics, 2-oxabicyclo[2.1.1]hexanes, was developed. These compounds were designed as analogues of bicyclo[1.1.1]pentane with an improved water solubility. Crystallographic analysis of 2-oxabicyclo[2.1.1]hexanes revealed that they occupy a novel chemical space, but, at the same time, resemble the motif of meta-disubstituted benzenes.
© 2020 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Entities:  

Keywords:  BCP; benzene mimetics; bicyclo[1.1.1]pentanes; bioisosteres; water solubility

Year:  2020        PMID： 32060990     DOI： 10.1002/anie.202000548

Source DB:  PubMed          Journal:  Angew Chem Int Ed Engl        ISSN： 1433-7851            Impact factor:   15.336


  9 in total

1.  The Ukrainian Factor in Early-Stage Drug Discovery in the Context of Russian Invasion: The Case of Enamine Ltd.

Authors:  Ivan S Kondratov; Yurii S Moroz; Oleksandr O Grygorenko; Andrey A Tolmachev
Journal:  ACS Med Chem Lett       Date:  2022-06-10       Impact factor: 4.632

2.  Photochemical Formal (4 + 2)-Cycloaddition of Imine-Substituted Bicyclo[1.1.1]pentanes and Alkenes.

Authors:  Alexander S Harmata; Taylor E Spiller; Madison J Sowden; Corey R J Stephenson
Journal:  J Am Chem Soc       Date:  2021-12-13       Impact factor: 16.383

3.  Phenyl bioisosteres in medicinal chemistry: discovery of novel γ-secretase modulators as a potential treatment for Alzheimer's disease.

Authors:  H Ratni; K Baumann; P Bellotti; X A Cook; L G Green; T Luebbers; M Reutlinger; A F Stepan; W Vifian
Journal:  RSC Med Chem       Date:  2021-04-12

Review 4.  Put a ring on it: application of small aliphatic rings in medicinal chemistry.

Authors:  Matthias R Bauer; Paolo Di Fruscia; Simon C C Lucas; Iacovos N Michaelides; Jennifer E Nelson; R Ian Storer; Benjamin C Whitehurst
Journal:  RSC Med Chem       Date:  2021-01-07

5.  Oxa-spirocycles: synthesis, properties and applications.

Authors:  Kateryna Fominova; Taras Diachuk; Dmitry Granat; Taras Savchuk; Vladyslav Vilchynskyi; Oleksiy Svitlychnyi; Vladyslav Meliantsev; Igor Kovalchuk; Eduard Litskan; Vadym V Levterov; Valentyn R Badlo; Ruslan I Vaskevych; Alla I Vaskevych; Andrii V Bolbut; Volodymyr V Semeno; Rustam Iminov; Kostiantyn Shvydenko; Anastasiia S Kuznetsova; Yurii V Dmytriv; Daniil Vysochyn; Vasyl Ripenko; Andrei A Tolmachev; Olexandra Pavlova; Halyna Kuznietsova; Iryna Pishel; Petro Borysko; Pavel K Mykhailiuk
Journal:  Chem Sci       Date:  2021-07-27       Impact factor: 9.825

6.  Control of Redox-Active Ester Reactivity Enables a General Cross-Electrophile Approach to Access Arylated Strained Rings.

Authors:  Daniel C Salgueiro; Benjamin K Chi; Ilia A Guzei; Pablo García-Reynaga; Daniel J Weix
Journal:  Angew Chem Int Ed Engl       Date:  2022-07-05       Impact factor: 16.823

7.  A Practical and Scalable Approach to Fluoro-Substituted Bicyclo[1.1.1]pentanes.

Authors:  Roman Bychek; Pavel K Mykhailiuk
Journal:  Angew Chem Int Ed Engl       Date:  2022-06-14       Impact factor: 16.823

8.  [2]-Ladderanes as isosteres for meta-substituted aromatic rings and rigidified cyclohexanes.

Authors:  Rachel C Epplin; Shashwati Paul; Loïc Herter; Christophe Salome; Erin N Hancock; Jay F Larrow; Erich W Baum; David R Dunstan; Carol Ginsburg-Moraff; Thomas C Fessard; M Kevin Brown
Journal:  Nat Commun       Date:  2022-10-13       Impact factor: 17.694

9.  Scaffold diversity for enhanced activity of glycosylated inhibitors of fungal adhesion.

Authors:  Harlei Martin; Tara Somers; Mathew Dwyer; Ryan Robson; Frederick M Pfeffer; Ragnar Bjornsson; Tobias Krämer; Kevin Kavanagh; Trinidad Velasco-Torrijos
Journal:  RSC Med Chem       Date:  2020-08-17
  9 in total

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