Synthesis and antimicrobial activity of new 3-(1-R-3(5)-methyl-4-nitroso-1H-5(3)-pyrazolyl)-5-methylisoxazoles

Aiello, Enrico; Aiello, Stefania; Mingoia, Francesco; Bacchi, Alessia; Pelizzi, Giancarlo; Montaldo, Chiara; Setzu, Maria Giovanna; Pani, Alessandra; Colla, Paolo La; Marongiu, M. E.

doi:10.1016/s0968-0896(00)00211-x

Cited by 30 publications

(13 citation statements)

References 9 publications

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“…Since the discovery that 3-methylpyrazole and 4-ethylpyrazole have potential medicinal value, there has been a rapid growth in synthesizing new derivatives of pyrazole as anticancer (Manfredini et al 1992;Komeda et al 2000;Gamage et al 2002;MoukhaChafiq et al 2002;Rostom et al 2003;Duivenvoorden et al 2005;Park et al 2005;Keter et al 2009a), antibacterial (Jungheim 1989;Aiello et al 2000;Genin et al 2000a;Kucukguzel et al 2000;El-Gaby et al 2000;Farghaly et al 2001;Moukha-Chafiq et al 2002;Haque et al 2002;Kaymakcıoglu and Rollas 2002;Panda et al 2002;Adnan and Abdel-Aziem 2004;Tanitame et al 2004;Akbas and Berber 2005;Bekhit et al 2005;Bildirici et al 2007;Abunada et al 2008;Radi et al 2010), antiparasitic (Garg et al 1973;Rathelot et al 2002), antiviral (Comber et al 1991;Manfredini et al 1992;Storer et al 1999;Johansson et al 2002;Rostom et al 2003;Sweeney et al 2008), analgesics (Menozzi et al 1997;Pinto et al 1999) antiglycemic agents (Bauer et al 1968;Kees et al 1996;Bebernitz et al 2001) and even as anti-inflammatory agents …”

Section: N N Hmentioning

confidence: 99%

Perspective: the potential of pyrazole-based compounds in medicine

2011

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Pyrazoles are widely used as core motifs for a large number of compounds for various applications such as catalysis, agro-chemicals, building blocks of other compounds and in medicine. The attractiveness of pyrazole and its derivatives is their versatility that allows for synthesis of a series of analogues with different moieties in them, thus affecting the electronics and by extension the properties of the resultant compounds. In medicine pyrazole is found as a pharmacophore in some of the active biological molecules. While pyrazole derivatives have been extensively studied for many applications including anticancer, antimicrobial, anti-inflammatory, antiglycemic, anti-allergy and antiviral, much less has been reported on their metal counterparts in spite of the fact that metals have been shown to impart activity to ligands. Thus this perspective is intended to demonstrate the potential of pyrazole and pyrazolyl metal complexes in the areas of drug discovery and development. Several examples, that include palladium, platinum, copper, gold, zinc, cobalt, nickel, iron, copper, silver and gallium complexes, are used to bolster the above point. For the purposes of this review three areas are discussed, that is pyrazole metal complexes as: (i) anticancer, (ii) antibacterial/parasitic and (iii) antiviral agents.

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Section: N N Hmentioning

confidence: 99%

Perspective: the potential of pyrazole-based compounds in medicine

2011

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“…Diketo oximes 95 (prepared from 1,3-diketones 94) react with hydrazines to yield 4-nitrosopyrazoles 96 (Scheme 8.26) [142,143]. However, if a large excess of hydrazine is used the isolated products are the corresponding 4-amino-3,5-disubstituted pyrazoles 97 [144].…”

Section: From 3 þ 2 Atom Fragmentsmentioning

confidence: 99%

Five‐Membered Heterocycles: 1,2‐Azoles. Part 1. Pyrazoles

Elguero

Silva

Tomé

2011

Modern Heterocyclic Chemistry

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“…5 From the key intermediate 3 the 1H-pyrazolylpyrazoles of general formula 5 were prepared by cyclocondensation with one equivalent of the appropriate bifunctional compounds like diketos, substituted acrylonitrile, etc. [6][7][8] The synthetic pathway allowed the formation of a mixture of two isomers that were not separated (Scheme 3).…”

Section: 4mentioning

confidence: 99%