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Molecules, Volume 8, Issue 6 (June 2003) – 8 articles , Pages 459-519

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347 KiB  
Article
New Synthetic Approaches to Multifunctional Phenazinium Salt Derivatives
by Inna Yu. Garipova and Vladimir N. Silnikov
Molecules 2003, 8(6), 505-519; https://doi.org/10.3390/80600505 - 30 Jun 2003
Cited by 4 | Viewed by 10190
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 [...] Read more.
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
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62 KiB  
Article
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; https://doi.org/10.3390/80600500 - 30 Jun 2003
Cited by 4 | Viewed by 7422
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
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209 KiB  
Article
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; https://doi.org/10.3390/80600488 - 30 Jun 2003
Cited by 13 | Viewed by 8250
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 – [...] Read more.
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
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149 KiB  
Article
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; https://doi.org/10.3390/80600480 - 30 Jun 2003
Cited by 11 | Viewed by 9345
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
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303 KiB  
Article
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; https://doi.org/10.3390/80600472 - 30 Jun 2003
Cited by 41 | Viewed by 9437
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 [...] Read more.
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
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109 KiB  
Article
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; https://doi.org/10.3390/80600467 - 30 Jun 2003
Cited by 5 | Viewed by 7010
Abstract
A versatile method for the preparation of N-heteroaryl substituted aminoacid derivatives is suggested. The method avoids facile diketopiperazine formation. Full article
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129 KiB  
Article
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; https://doi.org/10.3390/80600460 - 30 Jun 2003
Cited by 8 | Viewed by 8778
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 [...] Read more.
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
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23 KiB  
Editorial
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; https://doi.org/10.3390/80600459 - 30 Jun 2003
Cited by 2 | Viewed by 5251
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