Literature DB >> 26097266

Synthesis of N-substituted aryl amidines by strong base activation of amines.

Muhammad M Khalifa1, Micah J Bodner1, J Andrew Berglund2, Michael M Haley1.   

Abstract

We describe an efficient method for the direct preparation of N-substituted aryl amidines from nitriles and primary amines. The protocol employs activation of amines by a strong base and provides greater access to a pharmaceutically relevant functional group. This synthetic approach tolerates deactivated nitriles, nitriles with competing substitution sites, and aryl amines.

Entities:  

Keywords:  Amidine; amine; base-activation; nitrile; strong base

Year:  2015        PMID： 26097266      PMCID： PMC4470429          DOI： 10.1016/j.tetlet.2015.05.029

Source DB:  PubMed          Journal:  Tetrahedron Lett        ISSN： 0040-4039            Impact factor:   2.415


  27 in total

1.  Synthesis and biological evaluation of some novel 2-phenyl benzimidazole-1-acetamide derivatives as potential anthelmintic agents.

Authors:  Ramesh Sawant; Deepali Kawade
Journal:  Acta Pharm       Date:  2011-09-01       Impact factor: 2.230

2.  Crystal structure of a pentamidine-oligonucleotide complex: implications for DNA-binding properties.

Authors:  K J Edwards; T C Jenkins; S Neidle
Journal:  Biochemistry       Date:  1992-08-11       Impact factor: 3.162

3.  Synthesis and biological characterization of 1,4,5,6-tetrahydropyrimidine and 2-amino-3,4,5,6-tetrahydropyridine derivatives as selective m1 agonists.

Authors:  W S Messer; Y F Abuh; Y Liu; S Periyasamy; D O Ngur; M A Edgar; A A El-Assadi; S Sbeih; P G Dunbar; S Roknich; T Rho; Z Fang; B Ojo; H Zhang; J J Huzl; P I Nagy
Journal:  J Med Chem       Date:  1997-04-11       Impact factor: 7.446

4.  Amidine-based fluorescent chemosensor with high applicability for detection of CO2: a facile way to "see" CO2.

Authors:  Tong Tian; Xi Chen; Hong Li; Yao Wang; Lin Guo; Lei Jiang
Journal:  Analyst       Date:  2013-02-21       Impact factor: 4.616

5.  DB75, a novel trypanocidal agent, disrupts mitochondrial function in Saccharomyces cerevisiae.

Authors:  Charlotte A Lanteri; Bernard L Trumpower; Richard R Tidwell; Steven R Meshnick
Journal:  Antimicrob Agents Chemother       Date:  2004-10       Impact factor: 5.191

6.  The synthesis and pharmacology of some 1,4,5,6-tetrahydropyrimidines.

Authors:  R W Brimblecombe; R R Hunt; R L Rickard; J V Taylor
Journal:  Br J Pharmacol       Date:  1969-10       Impact factor: 8.739

7.  Structure-activity study of pentamidine analogues as antiprotozoal agents.

Authors:  Svetlana M Bakunova; Stanislav A Bakunov; Donald A Patrick; E V K Suresh Kumar; Kwasi A Ohemeng; Arlene S Bridges; Tanja Wenzler; Todd Barszcz; Susan Kilgore Jones; Karl A Werbovetz; Reto Brun; Richard R Tidwell
Journal:  J Med Chem       Date:  2009-04-09       Impact factor: 7.446

8.  Pentamidine reverses the splicing defects associated with myotonic dystrophy.

Authors:  M Bryan Warf; Masayuki Nakamori; Catherine M Matthys; Charles A Thornton; J Andrew Berglund
Journal:  Proc Natl Acad Sci U S A       Date:  2009-10-12       Impact factor: 11.205

9.  N-aryl-2-aminobenzimidazoles: novel, efficacious, antimalarial lead compounds.

Authors:  Sreekanth Ramachandran; Shahul Hameed P; Abhishek Srivastava; Gajanan Shanbhag; Sapna Morayya; Nikhil Rautela; Disha Awasthy; Stefan Kavanagh; Sowmya Bharath; Jitendar Reddy; Vijender Panduga; K R Prabhakar; Ramanatha Saralaya; Robert Nanduri; Anandkumar Raichurkar; Sreenivasaiah Menasinakai; Vijayashree Achar; María Belén Jiménez-Díaz; María Santos Martínez; Iñigo Angulo-Barturen; Santiago Ferrer; Laura María Sanz; Francisco Javier Gamo; Sandra Duffy; Vicky M Avery; David Waterson; Marcus C S Lee; Olivia Coburn-Flynn; David A Fidock; Pravin S Iyer; Shridhar Narayanan; Vinayak Hosagrahara; Vasan K Sambandamurthy
Journal:  J Med Chem       Date:  2014-07-21       Impact factor: 7.446

10.  Highly fluorescent amidine/schiff base dual-modified polyacrylonitrile nanoparticles for selective and sensitive detection of copper ions in living cells.

Authors:  Inkyu Lee; Sojin Kim; Seh-Na Kim; Yoonsun Jang; Jyongsik Jang
Journal:  ACS Appl Mater Interfaces       Date:  2014-09-16       Impact factor: 9.229
View more
  3 in total

1.  Lithium Hexamethyldisilazane Transformation of Transiently Protected 4-Aza/Benzimidazole Nitriles to Amidines and their Dimethyl Sulfoxide Mediated Imidazole Ring Formation.

Authors:  Reham A I Abou-Elkhair; Abdalla E A Hassan; David W Boykin; W David Wilson
Journal:  Org Lett       Date:  2016-09-08       Impact factor: 6.005

2.  Biological Efficacy and Toxicity of Diamidines in Myotonic Dystrophy Type 1 Models.

Authors:  Ruth B Siboni; Micah J Bodner; Muhammad M Khalifa; Aaron G Docter; Jessica Y Choi; Masayuki Nakamori; Michael M Haley; J Andrew Berglund
Journal:  J Med Chem       Date:  2015-07-21       Impact factor: 7.446

3.  Production of Amidinyl Radicals via UV-Vis-Light Promoted Reduction of N-Arylthiophene-2-carboxamidoximes and Application to the Preparation of Some New N-Arylthiophene-2-carboxamidines.

Authors:  Islam M A Mekhemer; Abdel-Aal M Gaber; Morsy M M Aly
Journal:  ACS Omega       Date:  2020-10-29
  3 in total

北京卡尤迪生物科技股份有限公司 © 2022-2023.