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      Analysis of the Structural Diversity, Substitution Patterns, and Frequency of Nitrogen Heterocycles among U.S. FDA Approved Pharmaceuticals : Miniperspective

      1 , 1 , 1
      Journal of Medicinal Chemistry
      American Chemical Society (ACS)

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          Abstract

          Nitrogen heterocycles are among the most significant structural components of pharmaceuticals. Analysis of our database of U.S. FDA approved drugs reveals that 59% of unique small-molecule drugs contain a nitrogen heterocycle. In this review we report on the top 25 most commonly utilized nitrogen heterocycles found in pharmaceuticals. The main part of our analysis is divided into seven sections: (1) three- and four-membered heterocycles, (2) five-, (3) six-, and (4) seven- and eight-membered heterocycles, as well as (5) fused, (6) bridged bicyclic, and (7) macrocyclic nitrogen heterocycles. Each section reveals the top nitrogen heterocyclic structures and their relative impact for that ring type. For the most commonly used nitrogen heterocycles, we report detailed substitution patterns, highlight common architectural cores, and discuss unusual or rare structures.

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          Author and article information

          Journal
          Journal of Medicinal Chemistry
          J. Med. Chem.
          American Chemical Society (ACS)
          0022-2623
          1520-4804
          December 04 2014
          December 26 2014
          October 07 2014
          December 26 2014
          : 57
          : 24
          : 10257-10274
          Affiliations
          [1 ]Department of Chemistry and Biochemistry, 1306 E. University Boulevard, University of Arizona, Tucson, Arizona 85721, United States
          Article
          10.1021/jm501100b
          25255204
          ab958fb3-ddaa-4d16-a916-caebdd5e2a48
          © 2014
          History

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