Imidazo[1,2-a]pyridin-3-amines as potential HIV-1 non-nucleoside reverse transcriptase inhibitors

Bode, Moira L.; Gravestock, David; Moleele, Simon S.; Westhuyzen, Christiaan W. van der; Pelly, Stephen C.; Steenkamp, Paul A.; Hoppe, Heinrich C.; Khan, Tasmiyah; Nkabinde, Lindiwe A.

doi:10.1016/j.bmc.2011.05.062

Cited by 112 publications

(48 citation statements)

References 23 publications

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“…Imidazoles are one of the most widespread structural motifs in heterocyclic chemistry that constitutes distinguished structures in medicinal chemistry and can be also found in a large number of therapeutic agents [81,84]. Indeed, the imidazole ring system is considered as one of the key moieties responsible for enhanced biological activities [15,37,85].…”

Section: Applications Of Gbbr In Drug Discoverymentioning

confidence: 99%

Groebke–Blackburn–Bienaymé multicomponent reaction: emerging chemistry for drug discovery

2015

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The Groebke-Blackburn-Bienaymé reaction (GBBR) is used for the one-pot synthesis of therapeutically relevant fused imidazoles bridgehead nitrogen heterocyclic compounds from readily available aldehyde, isocyanide and amidine building blocks. The reaction is driven by a wide range of catalysts and can be performed either under solvent or solvent-free conditions, or under microwave irradiation as heat source. The GBBR products can be used for the synthesis of a variety of more complex scaffolds via postmodification reactions. These include cyclization and nucleophilic substitution as well as further MCRs. The GBBR reaction has seen diverse applications in combinatorial and medicinal chemistry and its products are of great use in drug discovery. In this review, we summarize the efforts of the chemistry community in the progress and applications of GBBR since 1998. This review also includes some biological profiles and synthetic scopes of GBBR products. The component variations, postmodifications and secondary transformations will also be discussed throughout this review.

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Section: Applications Of Gbbr In Drug Discoverymentioning

confidence: 99%

Groebke–Blackburn–Bienaymé multicomponent reaction: emerging chemistry for drug discovery

2015

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“…This basic structure also exists in GSK812397 1.8 (HIV infection) [14], PI3Ka inhibitors 1.9, mGlu2 receptors 1.10 [15], TNF-a inhibitors 1.11 [16] and insecticide activity against pea aphids 1.12 [17] Furthermore, this basic core moiety is obtained in many pharmaceutical compounds (Fig. 4) that display benzodiazepine receptor agonist [18], calcium channel [19], antifungal [20], antitumor [21], antiviral [22], antibacterial, analgesic [23] and anti-HIV properties [24].…”

Section: Introductionmentioning

confidence: 99%

Recent synthetic scenario on imidazo[1,2-a]pyridines chemical intermediate

2015

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Of the biologically important benzene fused heterocycles, the most important are those containing a ring-junction nitrogen. The majority of ring junction systems do not occur naturally, but they have been important from a theoretical viewpoint, for preparation of potentially active analogues. The imidazo[1,2-a] pyridines are an important class of nitrogen ring junction heterocyclic compounds. They have huge applications in medicinal chemistry and drug molecule production. Thus, the initial discussion focuses on synthetic strategies of imidazo[1,2-a] pyridines, and later we disclose the reactivity of the imidazo[1,2-a]pyridines. This review is intended to summarize and discuss the most recent developments of synthesis and reactivity of imidazo[1,2-a]pyridines, mainly the contributions after 2007.

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“…Different compounds containing the moiety imidazo[1,2-a]pyridine have significant biological applications such as anti-mycobacterial [15e21], anticancer [22,23], antiviral [24e27], antimicrobial [28e30], anti-HIV [31], antiulcer [32,33], antihelminthic [34] and anticoccidial activity [35,36]. As a result of our interest in the synthesis of imidazopyridine-containing compounds and their antimicrobial activity [37], we initiated a program directed towards the synthesis of the new imidazopyridine amide derivatives.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, molecular docking and anti-mycobacterial evaluation of new imidazo[1,2-a]pyridine-2-carboxamide derivatives

Jose

Kumara

Nagendrappa

et al. 2015

European Journal of Medicinal Chemistry

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Imidazo[1,2-a]pyridin-3-amines as potential HIV-1 non-nucleoside reverse transcriptase inhibitors

Cited by 112 publications

References 23 publications

Groebke–Blackburn–Bienaymé multicomponent reaction: emerging chemistry for drug discovery

Groebke–Blackburn–Bienaymé multicomponent reaction: emerging chemistry for drug discovery

Recent synthetic scenario on imidazo[1,2-a]pyridines chemical intermediate

Synthesis, molecular docking and anti-mycobacterial evaluation of new imidazo[1,2-a]pyridine-2-carboxamide derivatives

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