Literature DB >> 19112479

Synthesis of Substituted 2-phenylhistamines via a Microwave Promoted Suzuki Coupling.

Amanda P Skoumbourdis1, Susanna Moore, Marc Landsman, Craig J Thomas.   

Abstract

Substitutions on the 2-position of the imidizole ring of histamine have proven useful in a number of biochemical settings. Current art for the synthesis of these constructs relies upon a cumbersome and low-yielding condensation reaction. Here-in we report a new procedure for the synthesis of a series of substituted 2-phenylhistamines utilizing a microwave-promoted Suzuki coupling.

Entities:  

Year:  2007        PMID： 19112479      PMCID： PMC2184612          DOI： 10.1016/j.tetlet.2007.10.119

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


  9 in total

Review 1.  Controlled microwave heating in modern organic synthesis.

Authors:  C Oliver Kappe
Journal:  Angew Chem Int Ed Engl       Date:  2004-11-26       Impact factor: 15.336

2.  A G(q/11)-coupled mutant histamine H(1) receptor F435A activated solely by synthetic ligands (RASSL).

Authors:  Martijn Bruysters; Aldo Jongejan; Atilla Akdemir; Remko A Bakker; Rob Leurs
Journal:  J Biol Chem       Date:  2005-07-18       Impact factor: 5.157

3.  Suzuki coupling of oxazoles.

Authors:  Emmanuel Ferrer Flegeau; Matthew E Popkin; Michael F Greaney
Journal:  Org Lett       Date:  2006-06-08       Impact factor: 6.005

4.  Histaprodifens: synthesis, pharmacological in vitro evaluation, and molecular modeling of a new class of highly active and selective histamine H(1)-receptor agonists.

Authors:  S Elz; K Kramer; H H Pertz; H Detert; A M ter Laak; R Kühne; W Schunack
Journal:  J Med Chem       Date:  2000-03-23       Impact factor: 7.446

5.  Sidechain-modified histamine analogues as substrates for histamine N-methyltransferase.

Authors:  C Dent; F Nilam; I R Smith
Journal:  Biochem Pharmacol       Date:  1982-07-01       Impact factor: 5.858

Review 6.  Carbon-carbon bonding made easy.

Authors:  Akira Suzuki
Journal:  Chem Commun (Camb)       Date:  2005-09-07       Impact factor: 6.222

7.  Evaluation of histamine H1-, H2-, and H3-receptor ligands at the human histamine H4 receptor: identification of 4-methylhistamine as the first potent and selective H4 receptor agonist.

Authors:  Herman D Lim; Richard M van Rijn; Ping Ling; Remko A Bakker; Robin L Thurmond; Rob Leurs
Journal:  J Pharmacol Exp Ther       Date:  2005-06-09       Impact factor: 4.030

8.  Synthesis and pharmacological identification of neutral histamine H1-receptor antagonists.

Authors:  Marinella Govoni; Remko A Bakker; Ineke van de Wetering; Martine J Smit; Wiro M B P Menge; Henk Timmerman; Sigurd Elz; Walter Schunack; Rob Leurs
Journal:  J Med Chem       Date:  2003-12-18       Impact factor: 7.446

9.  Synthesis and histamine H1 receptor agonist activity of a series of 2-phenylhistamines, 2-heteroarylhistamines, and analogues.

Authors:  C Leschke; S Elz; M Garbarg; W Schunack
Journal:  J Med Chem       Date:  1995-04-14       Impact factor: 7.446
  9 in total

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