Synthesis and antitubercular activity of novel pyrazole–quinazolinone hybrid analogs

Pandit, Unnat; Dodiya, Amit M.

doi:10.1007/s00044-012-0351-0

Cited by 46 publications

(18 citation statements)

References 16 publications

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“…According to the research by Encinas et al, benzofuran pyrazole derivatives showed considerable in vitro activity against MTB H37Rv, and compound 385 showed the most potency with MIC 90 of 0.05 µM [ 284 ]. A series of quinolinyl heterocycles were evaluated for their anti-mycobacterial activity against M. smegmatis , and some quinolinyl pyrazole hybrids showed excellent anti-mycobacterial activity such as 386 (MIC = 14.66 µg/mL) was as potent as isoniazide (MIC = 12.07 µg/mL) [ 285 ].The in vitro abilities of quinazolinone pyrazole derivatives to inhibit growth of MTB H37Rv have been reported by Pandit et al The results exhibited all hybrids showed considerable anti-TB activity, particularly, hybrid 387 (96%, MIC 90 < 3.125 µg/mL) warrant further investigation [ 286 ]. Dihydropyrimidine pyrazole derivatives were synthesized and evaluated for their in vitro anti-tubercular activity against MTB H37Rv, compound 388 were found to be the most active compounds in vitro with MIC of 0.02 µg/mL, with the highest SI > 500 were more potent than INH (0.03 µg/mL) [ 287 ].…”

Section: Pharmacological Activitiesmentioning

confidence: 92%

Synthesis and Pharmacological Activities of Pyrazole Derivatives: A Review

et al. 2018

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Pyrazole and its derivatives are considered a pharmacologically important active scaffold that possesses almost all types of pharmacological activities. The presence of this nucleus in pharmacological agents of diverse therapeutic categories such as celecoxib, a potent anti-inflammatory, the antipsychotic CDPPB, the anti-obesity drug rimonabant, difenamizole, an analgesic, betazole, a H2-receptor agonist and the antidepressant agent fezolamide have proved the pharmacological potential of the pyrazole moiety. Owing to this diversity in the biological field, this nucleus has attracted the attention of many researchers to study its skeleton chemically and biologically. This review highlights the different synthesis methods and the pharmacological properties of pyrazole derivatives. Studies on the synthesis and biological activity of pyrazole derivatives developed by many scientists around the globe are reported.

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Section: Pharmacological Activitiesmentioning

confidence: 92%

Synthesis and Pharmacological Activities of Pyrazole Derivatives: A Review

et al. 2018

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“…Compounds 54a – e exhibited excellent anti‐TB activity with percentage inhibition of 96, 90, 94, 93, and 92, respectively at a MIC value of 6.25 µg/mL. SAR study reveals, compounds containing electron‐releasing groups, such as –CH 3 and –OCH 3 groups at ortho position and electro negative group –Cl at ortho and para positions led to increase in activity, while electro negative group at meta position led to increased activity owing to bulky group, ring strain increased and made compound less stable and active . Khanage and co‐workers described the synthesis of pyrazole derivatives containing 1,2,4‐triazole derivatives evaluated for in vitro anti‐TB and Mtb H 37 Rv (ATCC27294) in BACTEC 12B medium using a broth micro‐dilution assay.…”

Section: Pyrazole Derivatives For Treatment Of Tuberculosismentioning

confidence: 96%

Recent Progress on Pyrazole Scaffold‐Based Antimycobacterial Agents

Keri

Chand

Ramakrishnappa

et al. 2015

Archiv der Pharmazie

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New and reemerging infectious diseases will continue to pose serious global health threats well into the 21st century and according to the World Health Organization report, these are still the leading cause of death among humans worldwide. Among infectious diseases, tuberculosis claims approximately 2 million deaths per year worldwide. Also, agents that reduce the duration and complexity of the current therapy would have a major impact on the overall cure rate. Due to the development of resistance to conventional antibiotics there is a need for new therapeutic strategies to combat Mycobacterium tuberculosis. Subsequently, there is an urgent need for the development of new drug candidates with newer targets and alternative mechanism of action. In this perspective, pyrazole, one of the most important classes of heterocycles, has been the topic of research for thousands of researchers all over the world because of its wide spectrum of biological activities. To pave the way for future research, there is a need to collect the latest information in this promising area. In the present review, we have collated published reports on the pyrazole core to provide an insight so that its full therapeutic potential can be utilized for the treatment of tuberculosis. In this article, the possible structure-activity relationship of pyrazole analogs for designing better antituberculosis (anti-TB) agents has been discussed and is also helpful for new thoughts in the quest for rational designs of more active and less toxic pyrazole-based anti-TB drugs.

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“…Therefore, nBu 4 NBF 4 was optimized as the electrolyte (Table 1, entry 1 vs. entries 2-4). The solvent screening test with CH 3 OH : CH 3 CN, EtOH : CH 3 CN, IPA : CH 3 CN and CH 3 OH : 1,4-dioxane revealed the first one was the optimal solvent for the transformation (Table 1, entry 1 vs. entries [5][6][7]. Decreasing the reaction temperature from 70°C to 60°C failed to produce the desired product 3 a (Table 1, entry 1 vs. entry 8).…”

Section: Metal-and Catalyst-free Electrochemical Synthesis Of Quinazomentioning

confidence: 99%

Metal‐ and Catalyst‐Free Electrochemical Synthesis of Quinazolinones from Alkenes and 2‐Aminobenzamides

et al. 2019

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A metal‐ and catalyst‐free electrochemical approach to the preparation of quinazolinones with alkenes and 2‐aminobenzamides via selective anodic oxidative difunctionalization/C−C bond cleavage/cyclization/oxidation has been developed. The synthesis process features convenient operation, low cost, and environmental friendliness, which make it a promising method for the preparation of quinazolinone derivatives.

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Synthesis and antitubercular activity of novel pyrazole–quinazolinone hybrid analogs

Cited by 46 publications

References 16 publications

Synthesis and Pharmacological Activities of Pyrazole Derivatives: A Review

Synthesis and Pharmacological Activities of Pyrazole Derivatives: A Review

Recent Progress on Pyrazole Scaffold‐Based Antimycobacterial Agents

Metal‐ and Catalyst‐Free Electrochemical Synthesis of Quinazolinones from Alkenes and 2‐Aminobenzamides

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