Synthesis and bioassay of pyrrolyl oxazolines and thiazolines

Padmavathi, V.; Mahesh, Konda; Reddy, Guda Dinneswara; Padmaja, A.

doi:10.1016/j.ejmech.2010.04.010

Cited by 24 publications

(8 citation statements)

References 38 publications

(24 reference statements)

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“…Motivated by the bioactivities of macrocyclic compounds, many researchers have devoted to the synthesis and bioevaluation of macrocyclic bioactive molecules . Sulfone derivatives are well known for their broad‐spectrum biological activities . Sulphonophane imidazoliums 122a‐c presented equivalent anti‐ C. albicans efficacy (MIC = 5 μg/mL) to clotrimazole (MIC = 5 μg/mL) via synergistic effects.…”

Section: Imidazoles As Antifungal Agentsmentioning

confidence: 99%

Comprehensive Review in Current Developments of Imidazole-Based Medicinal Chemistry

et al. 2013

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Imidazole ring is an important five-membered aromatic heterocycle widely present in natural products and synthetic molecules. The unique structural feature of imidazole ring with desirable electron-rich characteristic is beneficial for imidazole derivatives to readily bind with a variety of enzymes and receptors in biological systems through diverse weak interactions, thereby exhibiting broad bioactivities. The related research and developments of imidazole-based medicinal chemistry have become a rapidly developing and increasingly active topic. Particularly, numerous imidazole-based compounds as clinical drugs have been extensively used in the clinic to treat various types of diseases with high therapeutic potency, which have shown the enormous development value. This work systematically gives a comprehensive review in current developments of imidazole-based compounds in the whole range of medicinal chemistry as anticancer, antifungal, antibacterial, antitubercular, anti-inflammatory, antineuropathic, antihypertensive, antihistaminic, antiparasitic, antiobesity, antiviral, and other medicinal agents, together with their potential applications in diagnostics and pathology. It is hoped that this review will be helpful for new thoughts in the quest for rational designs of more active and less toxic imidazole-based medicinal drugs, as well as more effective diagnostic agents and pathologic probes.

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Section: Imidazoles As Antifungal Agentsmentioning

confidence: 99%

Comprehensive Review in Current Developments of Imidazole-Based Medicinal Chemistry

et al. 2013

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“…The activated olefin E ‐aroylethenesulfonylacetic acid methyl ester ( 1 ) is utilized as synthon to prepare differently substituted pyrazolyl‐oxazolines/thiazolines and isoxazolyl‐oxazolines/thiazolines (Scheme ). Compound 1 is prepared by esterification of E ‐aroylethenesulfonylacetic acid . The olefin and ester functionalities in compound 1 are exploited to develop pyrazole/isoxazole and oxazoline/thiazoline rings.…”

Section: Resultsmentioning

confidence: 99%

“…The microanalyses were performed on a Perkin‐Elmer 240C elemental analyzer (US). The starting compound E ‐aroylethenesulfonylacetic acid methyl ester ( 1 ) was prepared by the literature procedure .…”

Section: Methodsmentioning

confidence: 99%

E‐Aroylethenesulfonylacetic Acid Methyl Ester: Source for Bis Heterocycles

Rajasekhar

Durgamma

Padmaja

2014

Journal of Heterocyclic Chem

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“…It was also demonstrated that the C=O group at the C-(4) is the most adaptable site for chemical change and is an area that greatly influences potency spectrum and safety. On the other hand oxzoline heterocycles are found to be potential anticancer [20,21], antidepressant [22], anti-inflammatory [23], antioxidant [24], LpxC [25] and FAAH inhibitors [26]. Some of the oxazoline compounds show ovicidal activity [27].…”

Section: Introductionmentioning

confidence: 99%

Synthesis of dihydrooxazoylarylisoxazoles by conventional and under microwave conditions

Ramana

Reddy

2011

Eur. J. Chem.

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KEYWORDSThe synthesis of series of 3-aryl-4-dihydrooxazolyl-5-methyl trisubstituted isoxazoles (VI) is reported, both under thermal and microwave conditions starting from various benzaldehydes (I). Benzaldehydes undergo oximation with hydroxylamine hydrosulphate to provide oximes that upon chlorination, followed by condensation with methylacetoacetate, resulted in the formation of esters. Hydrolysis of the esters to acids followed by treatment with PCl5, resulted in the formation of acid chlorides (III) that upon reaction with hydroxyamines, gave N-βhydoxyalkyl amides (IV). These on further reaction with SOCl2, followed by cyclization with 2 N NaOH provided oxazoline substituted isoxazoles (VI) in good yields. The conversion acid chlorides (III) to isoxazoles (VI) was also achieved by microwave irradiation in moderate to excellent yields, with shorter reaction times compared to the conventional thermal method. Isoxazole EthanolamineMicrowave irradiation Dihydrooxazoline Conventional Oximation

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Synthesis and bioassay of pyrrolyl oxazolines and thiazolines

Cited by 24 publications

References 38 publications

Comprehensive Review in Current Developments of Imidazole-Based Medicinal Chemistry

Comprehensive Review in Current Developments of Imidazole-Based Medicinal Chemistry

E‐Aroylethenesulfonylacetic Acid Methyl Ester: Source for Bis Heterocycles

Synthesis of dihydrooxazoylarylisoxazoles by conventional and under microwave conditions

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