Literature DB >> 23175584

Microwave-assisted Hantzsch thiazole synthesis of N-phenyl-4-(6-phenylimidazo[2,1-b]thiazol-5-yl)thiazol-2-amines from the reaction of 2-chloro-1-(6-phenylimidazo[2,1-b]thiazol-5-yl)ethanones and thioureas.

Sukanta Kamila1, Kimberly Mendoza, Edward R Biehl.   

Abstract

N-Phenyl-4-(6-phenylimidazo[2,1-b]thiazol-5-yl)thiazol-2-amines (6a-q) have been synthesized by the Hantzsch thiazole reaction of 2-chloro-1-(6-phenylimidazo[2,1-b]thiazol-5-yl)ethanones (4a-e) with suitably substituted thioureas using microwave heating. The ethanones (4a-e) were prepared by the reaction of 6-phenylimidazo[2,1-b]thiazoles (3a-e) with chloroacetylchloride in refluxing 1,4-dioxane whereas the thiazoles (3a-e) were synthesized by the reaction of 2-bromo-1-phenylethanones (2a-e) with thiazol-2-amine in refluxing acetone.

Entities:  

Year:  2012        PMID: 23175584      PMCID: PMC3501130          DOI: 10.1016/j.tetlet.2012.06.116

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


  15 in total

1.  Synthesis and evaluation of 11C-labeled imidazo[2,1-b]benzothiazoles (IBTs) as PET tracers for imaging β-amyloid plaques in Alzheimer's disease.

Authors:  Behrooz H Yousefi; André Manook; Alexander Drzezga; Boris von Reutern; Markus Schwaiger; Hans-Jürgen Wester; Gjermund Henriksen
Journal:  J Med Chem       Date:  2011-01-28       Impact factor: 7.446

2.  Synthesis and antimicrobial activity evaluation of new 1,2,4-triazoles and 1,3,4-thiadiazoles bearing imidazo[2,1-b]thiazole moiety.

Authors:  Nuray Ulusoy Güzeldemirci; Omer Küçükbasmaci
Journal:  Eur J Med Chem       Date:  2009-09-16       Impact factor: 6.514

3.  An efficient microwave assisted synthesis of novel class of Rhodanine derivatives as potential HIV-1 and JSP-1 inhibitors.

Authors:  Sukanta Kamila; Haribabu Ankati; Edward R Biehl
Journal:  Tetrahedron Lett       Date:  2011-08-24       Impact factor: 2.415

4.  Novel broad-spectrum anthelmintics. Tetramisole and related derivatives of 6-arylimidazo[2,1-b]thiazole.

Authors:  A H Raeymaekers; F T Allewijn; J Vandenberk; P J Demoen; T T Van Offenwert; P A Janssen
Journal:  J Med Chem       Date:  1966-07       Impact factor: 7.446

5.  Synthesis and biological activity of anticoccidial agents: 5,6-diarylimidazo[2,1-b][1,3]thiazoles.

Authors:  Andrew Scribner; Susan Meitz; Michael Fisher; Matthew Wyvratt; Penny Leavitt; Paul Liberator; Anne Gurnett; Chris Brown; John Mathew; Donald Thompson; Dennis Schmatz; Tesfaye Biftu
Journal:  Bioorg Med Chem Lett       Date:  2008-08-22       Impact factor: 2.823

6.  Imidazo[2,1-b]thiazole system: a scaffold endowing dihydropyridines with selective cardiodepressant activity.

Authors:  Roberta Budriesi; Pierfranco Ioan; Alessandra Locatelli; Sandro Cosconati; Alberto Leoni; Maria P Ugenti; Aldo Andreani; Rosanna Di Toro; Andrea Bedini; Santi Spampinato; Luciana Marinelli; Ettore Novellino; Alberto Chiarini
Journal:  J Med Chem       Date:  2008-02-28       Impact factor: 7.446

7.  Microwave-assisted Hantzsch thiazole synthesis of N-phenyl-4-(6-phenylimidazo[2,1-b]thiazol-5-yl)thiazol-2-amines from the reaction of 2-chloro-1-(6-phenylimidazo[2,1-b]thiazol-5-yl)ethanones and thioureas.

Authors:  Sukanta Kamila; Kimberly Mendoza; Edward R Biehl
Journal:  Tetrahedron Lett       Date:  2012-07-03       Impact factor: 2.415

8.  Small molecule activators of SIRT1 as therapeutics for the treatment of type 2 diabetes.

Authors:  Jill C Milne; Philip D Lambert; Simon Schenk; David P Carney; Jesse J Smith; David J Gagne; Lei Jin; Olivier Boss; Robert B Perni; Chi B Vu; Jean E Bemis; Roger Xie; Jeremy S Disch; Pui Yee Ng; Joseph J Nunes; Amy V Lynch; Hongying Yang; Heidi Galonek; Kristine Israelian; Wendy Choy; Andre Iffland; Siva Lavu; Oliver Medvedik; David A Sinclair; Jerrold M Olefsky; Michael R Jirousek; Peter J Elliott; Christoph H Westphal
Journal:  Nature       Date:  2007-11-29       Impact factor: 49.962

9.  New antitumor imidazo[2,1-b]thiazole guanylhydrazones and analogues.

Authors:  Aldo Andreani; Silvia Burnelli; Massimiliano Granaiola; Alberto Leoni; Alessandra Locatelli; Rita Morigi; Mirella Rambaldi; Lucilla Varoli; Natalia Calonghi; Concettina Cappadone; Giovanna Farruggia; Maddalena Zini; Claudio Stefanelli; Lanfranco Masotti; Norman S Radin; Robert H Shoemaker
Journal:  J Med Chem       Date:  2008-02-06       Impact factor: 7.446

10.  Microwave assisted synthesis of novel functionalized hydantoin derivatives and their conversion to 5-(Z) arylidene-4H-imidazoles.

Authors:  Sukanta Kamila; Haribabu Ankati; Edward R Biehl
Journal:  Molecules       Date:  2011-06-29       Impact factor: 4.411

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  2 in total

1.  Microwave-assisted Hantzsch thiazole synthesis of N-phenyl-4-(6-phenylimidazo[2,1-b]thiazol-5-yl)thiazol-2-amines from the reaction of 2-chloro-1-(6-phenylimidazo[2,1-b]thiazol-5-yl)ethanones and thioureas.

Authors:  Sukanta Kamila; Kimberly Mendoza; Edward R Biehl
Journal:  Tetrahedron Lett       Date:  2012-07-03       Impact factor: 2.415

Review 2.  N-Propargylamines: versatile building blocks in the construction of thiazole cores.

Authors:  S Arshadi; E Vessally; L Edjlali; R Hosseinzadeh-Khanmiri; E Ghorbani-Kalhor
Journal:  Beilstein J Org Chem       Date:  2017-03-30       Impact factor: 2.883

  2 in total

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