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Open AccessEditorial Special Issue: Selected Papers from the Second Eurasian Meeting on Heterocyclic Chemistry: Heterocycles in Organic and Combinatorial Chemistry

by Eugene V. Babaev

Molecules 2003, 8(6), 459; doi:10.3390/80600459

Published: 30 June 2003

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Abstract

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(This article belongs to the Special Issue Selected Papers from the Second Eurasian Meeting on Heterocyclic Chemistry: Heterocycles in Organic and Combinatorial Chemistry)

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Open AccessArticle New Synthetic Approaches to Multifunctional Phenazinium Salt Derivatives

by Inna Yu. Garipova and Vladimir N. Silnikov

Molecules 2003, 8(6), 505-519; doi:10.3390/80600505

Received: 13 May 2003 / Accepted: 25 June 2003 / Published: 30 June 2003

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Abstract

Two different approaches are offered for the synthesis under mild conditions of disubstituted phenazinium and benzo[a]phenazinium salts. Direct nucleophilic substitutions by primary and secondary amines in quaternary phenazinium salts containing an additional positive charge in the aliphatic part of the molecule were carried

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Two different approaches are offered for the synthesis under mild conditions of disubstituted phenazinium and benzo[a]phenazinium salts. Direct nucleophilic substitutions by primary and secondary amines in quaternary phenazinium salts containing an additional positive charge in the aliphatic part of the molecule were carried out. The substitution proceeds successively in positions 2 and 7, which allows selective introduction of different substituents into the heterocycle. Direct nucleophilic substitution in quaternary 2-N-alkyl-acetamidophenazinium and 5-alkoxy-benzo[a]phenazinium salts with different amines can also serve as a convenient method for the introduction of two different substituents. Full article

(This article belongs to the Special Issue Selected Papers from the Second Eurasian Meeting on Heterocyclic Chemistry: Heterocycles in Organic and Combinatorial Chemistry)

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Open AccessArticle The Ring Transformation of 3-Methyl-5-nitropyrimidin-4(3H)-one

by Nagatoshi Nishiwaki, Mina Tamura, Kazushige Hori, Yasuo Tohda and Masahiro Ariga

Molecules 2003, 8(6), 500-504; doi:10.3390/80600500

Received: 13 May 2003 / Accepted: 15 May 2003 / Published: 30 June 2003

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Abstract

3-Methyl-5-nitropyrimidin-4(3H)-one readily reacts with carbonyl compounds to produce three kinds of ring transformations. The nitropyrimidinone behaves as the synthetic equivalent of activated diformylamine affording 3,5-difunctionalized 4-pyridones, 4,5-disubstituted pyrimidines and functionalized 4-aminopyridines. It also behaves like α-nitro-formylacetic acid to give 5,6-disubstituted 3-nitro-2-pyridones. Full article

(This article belongs to the Special Issue Selected Papers from the Second Eurasian Meeting on Heterocyclic Chemistry: Heterocycles in Organic and Combinatorial Chemistry)

Open AccessArticle Novel Heteroatom-containing Vitamin D₃ Analogs: Efficient Synthesis of 1α,25-Dihydroxyvitamin D₃-26,23-lactam

by Yuko Kato, Yuichi Hashimoto and Kazuo Nagasawa

Molecules 2003, 8(6), 488-499; doi:10.3390/80600488

Received: 13 May 2003 / Revised: 20 May 2003 / Accepted: 21 May 2003 / Published: 30 June 2003

Cited by 9 | PDF Full-text (209 KB) | HTML Full-text | XML Full-text

Abstract

Vitamin D₃ and its synthetic analogs are promising compounds for controlling various types of cell differentiation. In this article, we describe the synthesis of novel vitamin D₃ analogs containing heteroatoms in their side chains – so-called vitamin D3 lactam analogs –

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Vitamin D₃ and its synthetic analogs are promising compounds for controlling various types of cell differentiation. In this article, we describe the synthesis of novel vitamin D₃ analogs containing heteroatoms in their side chains – so-called vitamin D3 lactam analogs – via 1,3-dipolar cycloaddition reaction as a key step. Full article

(This article belongs to the Special Issue Selected Papers from the Second Eurasian Meeting on Heterocyclic Chemistry: Heterocycles in Organic and Combinatorial Chemistry)

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Open AccessArticle Synthesis of New Polyfused Heterocycles of Biological Importance by Means of Pd(0) Catalysis

by Gy. Hajós, Zs. Riedl, G. Timári, P. Mátyus, B. U. W. Maes and G. L. F. Lemière

Molecules 2003, 8(6), 480-487; doi:10.3390/80600480

Received: 13 May 2003 / Revised: 20 May 2003 / Accepted: 21 May 2003 / Published: 30 June 2003

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Abstract

A general synthetic methodology employing heteroaryl-aryl Suzuki coupling is reviewed, by which 15 heteroaromatic ring systems of biological interest have been prepared. Full article

(This article belongs to the Special Issue Selected Papers from the Second Eurasian Meeting on Heterocyclic Chemistry: Heterocycles in Organic and Combinatorial Chemistry)

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Open AccessArticle Synthesis and Biological Evaluation of New 4,5-Disubstituted-Thiazolyl Amides, Derivatives of 4-Hydroxy-Piperidine or of 4-N-Methyl Piperazine

by A. Geronikaki, D. Hadjipavlou-Litina, C. Chatziopoulos and G. Soloupis

Molecules 2003, 8(6), 472-479; doi:10.3390/80600472

Received: 13 May 2003 / Revised: 15 May 2003 / Accepted: 16 May 2003 / Published: 30 June 2003

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Abstract

4,5-disubstituted-thizolyl amides, derivatives of 4-hydroxy-piperidine and of 4-N-methyl piperazine, were synthesized and tested as anti-inflammatory agents. Log P values were theoretically calculated and experimentally determined. These compounds were tested for antioxidant activity, as hydroxyl radical scavengers and for their ability to interact with

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4,5-disubstituted-thizolyl amides, derivatives of 4-hydroxy-piperidine and of 4-N-methyl piperazine, were synthesized and tested as anti-inflammatory agents. Log P values were theoretically calculated and experimentally determined. These compounds were tested for antioxidant activity, as hydroxyl radical scavengers and for their ability to interact with stable 1,1-diphenyl-2-picryl hydrazyl free radical (DPPH). The effect of the synthesized compounds on inflammation, using the carrageenin induced mice paw edema model was studied. Both anti-inflammatory and antioxidant activities depended on some structural characteristics of the synthesized compounds. Full article

(This article belongs to the Special Issue Selected Papers from the Second Eurasian Meeting on Heterocyclic Chemistry: Heterocycles in Organic and Combinatorial Chemistry)

Open AccessArticle Solid-Phase Synthesis of Methyl N-(pyrimidin-2-yl)glycinate

by Denis S. Ermolat'ev and Eugene V. Babaev

Molecules 2003, 8(6), 467-471; doi:10.3390/80600467

Received: 13 May 2003 / Revised: 17 June 2003 / Accepted: 17 June 2003 / Published: 30 June 2003

Cited by 4 | PDF Full-text (109 KB) | HTML Full-text | XML Full-text

Abstract

A versatile method for the preparation of N-heteroaryl substituted aminoacid derivatives is suggested. The method avoids facile diketopiperazine formation. Full article

(This article belongs to the Special Issue Selected Papers from the Second Eurasian Meeting on Heterocyclic Chemistry: Heterocycles in Organic and Combinatorial Chemistry)

Open AccessArticle Synthesis of 6-Nitroderivatives of Oxazolo[3,2-a]-pyridines and Their Reactions with Nucleophiles

by Alexander A. Bush and Eugene V. Babaev

Molecules 2003, 8(6), 460-466; doi:10.3390/80600460

Received: 13 May 2003 / Revised: 17 June 2003 / Accepted: 17 June 2003 / Published: 30 June 2003

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Abstract

5-Nitro-2-pyridone can be selectively N-phenacylated, and the resulting phenacylpyridones I undergo cyclization to 6-nitrooxazolo[3,2-a]pyridinium salts II. These salts II readily react with ammonia and aliphatic amines leading to the products of pyridine ring opening - previously unknown 1-amino-2-nitro-4-(oxazole-2-yl)butadienes-1,3. Reaction of salts II with

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5-Nitro-2-pyridone can be selectively N-phenacylated, and the resulting phenacylpyridones I undergo cyclization to 6-nitrooxazolo[3,2-a]pyridinium salts II. These salts II readily react with ammonia and aliphatic amines leading to the products of pyridine ring opening - previously unknown 1-amino-2-nitro-4-(oxazole-2-yl)butadienes-1,3. Reaction of salts II with water lead to hydrolytic cleavage of the oxazole fragment. Full article

(This article belongs to the Special Issue Selected Papers from the Second Eurasian Meeting on Heterocyclic Chemistry: Heterocycles in Organic and Combinatorial Chemistry)

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