scholarly journals The Effects on Lipophilicity of Replacing Oxygenated Functionality with Their Fluorinated Bioisosteres

Author(s):  
Richard J. Glyn ◽  
Graham Pattison

The replacement of oxygenated functionality (hydroxy, alkoxy) with a fluorine atom is a very commonly used bioisosteric replacement in medicinal chemistry. In this paper we use a Molecular Matched Pair Analysis approach to better understand the effects of this bioisosteric replacement on the physicochemical properties of compounds, particularly in terms of lipophilicity. We observe that the presence of electron-donating groups on an aromatic ring generally increase the difference in lipophilicity between an oxygenated compound and its fluorinated analogue.

2021 ◽  
Author(s):  
Richard J. Glyn ◽  
Graham Pattison

The replacement of oxygenated functionality (hydroxy, alkoxy) with a fluorine atom is a very commonly used bioisosteric replacement in medicinal chemistry. In this paper we use a Molecular Matched Pair Analysis approach to better understand the effects of this bioisosteric replacement on the physicochemical properties of compounds, particularly in terms of lipophilicity. We observe that the presence of electron-donating groups on an aromatic ring generally increase the difference in lipophilicity between an oxygenated compound and its fluorinated analogue.


2018 ◽  
Vol 20 (suppl_3) ◽  
pp. iii260-iii260
Author(s):  
V N Sommerlath ◽  
S Brehmer ◽  
M Guiot ◽  
S Hetjens ◽  
M Seiz-Rosenhagen ◽  
...  

2020 ◽  
Vol 18 (1) ◽  
pp. 43-73
Author(s):  
Lars Osterbrink ◽  
Paul Alpar ◽  
Alexander Seher

AbstractReviewing and rating are important features of many social media websites, but they are found on many e-commerce sites too. The combination of social interaction and e-commerce is sometimes referred to as social commerce to indicate that people are supporting each other in the process of buying goods and services. Rgeviews of other consumers have a significant effect on consumer choice because they are usually considered authentic and more trustworthy than information presented by a vendor. The collaborative effort of consumers helps to make the right purchase decision (or prevent from a wrong one). The effect of reviews has often been researched in terms of helpfulness as indicated by their readers. Images are an important factor of helpfulness in reviews of experience goods where personal tastes and use play an important role. We extend this research to search goods where objective characteristics seem to prevail. In addition, we analyze potential interaction with other variables. The empirical study is performed with regression analyses on 3,483 search good reviews from Amazon.com followed by a matched pair analysis of 186 review pairs. We find that images have a significant positive effect on helpfulness of reviews of search goods too. This is especially true in case of short and ambiguous reviews.


2010 ◽  
Vol 9 (2) ◽  
pp. 150
Author(s):  
R. Stein ◽  
A. Schröder ◽  
T. Hagen ◽  
J.W. Thüroff

2014 ◽  
Vol 32 (6) ◽  
pp. 1455-1461 ◽  
Author(s):  
Simone Albisinni ◽  
Ksenija Limani ◽  
Lisa Ingels ◽  
Felix Kwizera ◽  
Renaud Bollens ◽  
...  

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