Literature DB >> 19245249

Efficient traceless solid-phase synthesis of 3,4-dihydropyrazino[1,2-b]indazoles and their 6-oxides.

Nadezda Pudelová1, Viktor Krchnák.   

Abstract

A highly efficient novel traceless solid-phase synthesis of 3,4-dihydropyrazino[1,2-b]indazoles and their 6-oxides was developed by using commercially available building blocks, diamines, 2-nitrobenzenesulfonyl chlorides, and bromoketones/bromoacetates. Mild reaction conditions, diversely substituted building blocks, and high purity of crude products enabled effective combinatorial syntheses of libraries.

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Year:  2009        PMID： 19245249      PMCID： PMC2703815          DOI： 10.1021/cc800181y

Source DB:  PubMed          Journal:  J Comb Chem        ISSN： 1520-4766


  10 in total

1.  Efficient solid-phase synthesis of 2-substituted-3-hydroxy-4(1H)-quinolinone-7-carboxamides with two diversity positions.

Authors:  Miroslav Soural; Viktor Krchnák
Journal:  J Comb Chem       Date:  2007-08-03

2.  Efficient solid-phase synthesis of 3-substituted-5-oxo-5H-thiazolo[2,3-b]-quinazoline-8-carboxamides under mild conditions with two diversity positions.

Authors:  Isabelle Bouillon; Viktor Krchnák
Journal:  J Comb Chem       Date:  2007-10-02

3.  The domino blocks: a simple solution for parallel solid-phase organic synthesis.

Authors:  V Krchnák; V Padĕra
Journal:  Bioorg Med Chem Lett       Date:  1998-11-17       Impact factor: 2.823

4.  In vitro biological activities of alkaloids from Cryptolepis sanguinolenta.

Authors:  K Cimanga; T De Bruyne; A Lasure; B Van Poel; L Pieters; M Claeys; D V Berghe; K Kambu; L Tona; A J Vlietinck
Journal:  Planta Med       Date:  1996-02       Impact factor: 3.352

Review 5.  Pharmacological properties of indazole derivatives: recent developments.

Authors:  Hugo Cerecetto; Alejandra Gerpe; Mercedes González; Vicente J Arán; Carmen Ochoa de Ocáriz
Journal:  Mini Rev Med Chem       Date:  2005-10       Impact factor: 3.862

6.  In vitro and in vivo antiplasmodial activity of cryptolepine and related alkaloids from Cryptolepis sanguinolenta.

Authors:  K Cimanga; T De Bruyne; L Pieters; A J Vlietinck; C A Turger
Journal:  J Nat Prod       Date:  1997-07       Impact factor: 4.050

7.  Combinatorial libraries of bis-heterocyclic compounds with skeletal diversity.

Authors:  Miroslav Soural; Isabelle Bouillon; Viktor Krchnák
Journal:  J Comb Chem       Date:  2008-09-24

8.  Studies on cryptolepine. Cryptolepine antagonism of noradrenaline and modification of this effect by calcium ions and prostaglandin E2 on rat isolated mesenteric artery.

Authors:  B K Noamesi; S O Bamgbose
Journal:  Planta Med       Date:  1983-02       Impact factor: 3.352

9.  p-alkoxybenzyl alcohol resin and p-alkoxybenzyloxycarbonylhydrazide resin for solid phase synthesis of protected peptide fragments.

Authors:  S S Wang
Journal:  J Am Chem Soc       Date:  1973-02-21       Impact factor: 15.419

10.  Remarkably efficient synthesis of 2H-indazole 1-oxides and 2H-indazoles via tandem carbon-carbon followed by nitrogen-nitrogen bond formation.

Authors:  Isabelle Bouillon; Jaroslav Zajícek; Nadĕzda Pudelová; Viktor Krchnák
Journal:  J Org Chem       Date:  2008-10-21       Impact factor: 4.354
  10 in total
  5 in total

Review 1.  Comprehensive survey of chemical libraries for drug discovery and chemical biology: 2009.

Authors:  Roland E Dolle; Bertrand Le Bourdonnec; Karin Worm; Guillermo A Morales; Craig J Thomas; Wei Zhang
Journal:  J Comb Chem       Date:  2010-10-05

2.  Synthesis of quinazolines from N-(2-nitrophenylsulfonyl)iminodiacetate and alpha-(2-nitrophenylsulfonyl)amino ketones via 2H-indazole 1-oxides.

Authors:  Sona Krupková; Greg A Slough; Viktor Krchnák
Journal:  J Org Chem       Date:  2010-07-02       Impact factor: 4.354

3.  Unprecedented rearrangement of 2-(2-aminoethyl)-1-aryl-3,4-dihydropyrazino[1,2-b]indazole-2-ium 6-oxides to 2,3-dihydro-1H-imidazo[1,2-b]indazoles.

Authors:  Jan Kocí; Allen G Oliver; Viktor Krchnák
Journal:  J Org Chem       Date:  2010-01-15       Impact factor: 4.354

4.  Solid-phase synthesis and chemical properties of 2-(2-amino/hydroxyethyl)-1-aryl-3,4-dihydropyrazino[1, 2-b]indazol-2-iums.

Authors:  Jan Kocí; Viktor Krchnák
Journal:  J Comb Chem       Date:  2010 Jan-Feb

5.  Multiplicity of diverse heterocycles from polymer-supported alpha-acylamino ketones.

Authors:  Nadezda Pudelová; Viktor Krchnák
Journal:  J Comb Chem       Date:  2009 Sep-Oct
  5 in total

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