Literature DB >> 31377035

Applications of amide isosteres in medicinal chemistry.

Shaoyi Sun1, Qi Jia2, Zaihui Zhang3.   

Abstract

Isosteric replacement of amide groups is a classic practice in medicinal chemistry. This digest highlights the applications of most commonly employed amide isosteres in drug design aiming at improving potency and selectivity, optimizing physicochemical and pharmacokinetic properties, eliminating or modifying toxicophores, as well as providing novel intellectual property of lead compounds.
Copyright © 2019 Elsevier Ltd. All rights reserved.

Entities:  

Keywords:  3-Aminooxetane; Amide isostere; Boronic acid; Fluoroalkene; Heterocycle; Transition-state mimic; Trifluoroethylamine

Year:  2019        PMID： 31377035     DOI： 10.1016/j.bmcl.2019.07.033

Source DB:  PubMed          Journal:  Bioorg Med Chem Lett        ISSN： 0960-894X            Impact factor:   2.823


  8 in total

Review 1.  Amide Bond Bioisosteres: Strategies, Synthesis, and Successes.

Authors:  Shikha Kumari; Angelica V Carmona; Amit K Tiwari; Paul C Trippier
Journal:  J Med Chem       Date:  2020-08-04       Impact factor: 7.446

2.  Into Deep Water: Optimizing BCL6 Inhibitors by Growing into a Solvated Pocket.

Authors:  Matthew G Lloyd; Rosemary Huckvale; Kwai-Ming J Cheung; Matthew J Rodrigues; Gavin W Collie; Olivier A Pierrat; Mahad Gatti Iou; Michael Carter; Owen A Davis; P Craig McAndrew; Emma Gunnell; Yann-Vaï Le Bihan; Rachel Talbot; Alan T Henley; Louise D Johnson; Angela Hayes; Michael D Bright; Florence I Raynaud; Mirco Meniconi; Rosemary Burke; Rob L M van Montfort; Olivia W Rossanese; Benjamin R Bellenie; Swen Hoelder
Journal:  J Med Chem       Date:  2021-11-30       Impact factor: 7.446

3.  Amino-oxetanes as amide isosteres by an alternative defluorosulfonylative coupling of sulfonyl fluorides.

Authors:  Juan J Rojas; Rosemary A Croft; Alistair J Sterling; Edward L Briggs; Daniele Antermite; Daniel C Schmitt; Luka Blagojevic; Peter Haycock; Andrew J P White; Fernanda Duarte; Chulho Choi; James J Mousseau; James A Bull
Journal:  Nat Chem       Date:  2022-01-27       Impact factor: 24.274

4.  When Cofactors Aren't X Factors: Functional Groups That Are Labile in Human Liver Microsomes in the Absence of NADPH.

Authors:  Matthew L Landry; Richard Trager; Fabio Broccatelli; James J Crawford
Journal:  ACS Med Chem Lett       Date:  2022-03-11       Impact factor: 4.632

5.  Carbamate and N-Pyrimidine Mitigate Amide Hydrolysis: Structure-Based Drug Design of Tetrahydroquinoline IDO1 Inhibitors.

Authors:  Derun Li; Yongqi Deng; Abdelghani Achab; Indu Bharathan; Brett Andrew Hopkins; Wensheng Yu; Hongjun Zhang; Sulagna Sanyal; Qinglin Pu; Hua Zhou; Kun Liu; Jongwon Lim; Xavier Fradera; Charles A Lesburg; Alfred Lammens; Theodore A Martinot; Ryan D Cohen; Amy C Doty; Heidi Ferguson; Elliott B Nickbarg; Mangeng Cheng; Peter Spacciapoli; Prasanthi Geda; Xuelei Song; Nadya Smotrov; Pravien Abeywickrema; Christine Andrews; Chad Chamberlin; Omar Mabrouk; Patrick Curran; Matthew Richards; Peter Saradjian; J Richard Miller; Ian Knemeyer; Karin M Otte; Stella Vincent; Nunzio Sciammetta; Alexander Pasternak; David Jonathan Bennett; Yongxin Han
Journal:  ACS Med Chem Lett       Date:  2021-02-26       Impact factor: 4.345

6.  1,5-Disubstituted 1,2,3-Triazoles as Amide Bond Isosteres Yield Novel Tumor-Targeting Minigastrin Analogs.

Authors:  Nathalie M Grob; Roger Schibli; Martin Béhé; Ibai E Valverde; Thomas L Mindt
Journal:  ACS Med Chem Lett       Date:  2021-03-16       Impact factor: 4.345

7.  The Pseudo-Symmetric N-benzyl Hydroxyethylamine Core in a New Series of Heteroarylcarboxyamide HIV-1 Pr Inhibitors: Synthesis, Molecular Modeling and Biological Evaluation.

Authors:  Rosarita D'Orsi; Maria Funicello; Teresa Laurita; Paolo Lupattelli; Federico Berti; Lucia Chiummiento
Journal:  Biomolecules       Date:  2021-10-26

8.  Diarylamine-Guided Carboxamide Derivatives: Synthesis, Biological Evaluation, and Potential Mechanism of Action.

Authors:  Shaoyong Ke; Wenbo Huang; Zhigang Zhang; Yueying Wang; Yani Zhang; Zhaoyuan Wu; Wei Fang; Zhongyi Wan; Yan Gong; Jingzhong Yang; Kaimei Wang; Liqiao Shi
Journal:  Front Chem       Date:  2022-07-12       Impact factor: 5.545
  8 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.