Novel 2-methyl-6-arylpyridines carrying active pharmacophore 4,5-dihydro 2-pyrazolines: synthesis, antidepressant, and anti-tuberculosis evaluation

Sowmya, P. V.; Poojary, Boja; Revanasiddappa, B. C.; Vijayakumar, M.; Nikil, P.; Kumar, Vasantha

doi:10.1007/s11164-017-3083-4

Cited by 24 publications

(13 citation statements)

References 33 publications

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“…1-[4-(Furan-2-yl)-2-methyl-5-nitro-6-phenylpyridin-3-yl]ethan-1-one (4) and 1-(2-methyl-5-nitro-6phenylpyridin-3-yl)-3-phenylprop-2-en-1-one (5) were synthesized according to published procedures [20,21].…”

Section: Methodsmentioning

confidence: 99%

“…[13][14][15]. 4,5-Dihydro-1H-pyrazole derivatives have luminescent properties [16] and also exhibit antibacterial [17], antioxidant [18], analgesic [19], anti-in ammatory [20], and antimycobacterial activity [21]. It should be noted that the pyridine-containing derivatives of 4,5-dihydro-1H-pyrazole have low toxicity, as well as their phenyl-substituted analogs.…”

Section: Introductionmentioning

confidence: 99%

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Synthesis of 4,5-dihydro-1H-pyrazole derivatives based on 3-acetyl-5-nitropyridines

et al. 2021

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Section: Methodsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Synthesis of 4,5-dihydro-1H-pyrazole derivatives based on 3-acetyl-5-nitropyridines

et al. 2021

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“…and showed much better anti-tubercular activity with a minimal inhibitory concentration (MIC) value 12.5 μg/mL in comparison to known drugs. 38 In classical synthetic organic chemistry, 4-(dimethylamino)pyridine (DMAP) is often used in various transformations including acylation and esterification reactions. 48,49 Pyridine rings can also be found in ligands in both organic and inorganic chemistry.…”

Section: Syn Thesismentioning

confidence: 99%

“…Many naturally occurring products contain pyridine motif as a fragment of simple or very complex structure, like coenzymes and alkaloids. [33][34][35][36][37][38][39] Arylated pyridines are utilized in pharmacy and agriculture. 40,41 The pyridine motif is present in simple biologically active natural products for example vitamins like niacin (1, vi-tamin B 3 ), pyridoxine (2, vitamin B 6 ) and the toxic alkaloid nicotine (3) (Figure 1).…”

Section: Introductionmentioning

confidence: 99%

Arylpyridines: A Review from Selective Synthesis to Atropisomerism

Pomarański

Czarnocki²

2018

Synthesis

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Multiply arylated heterocycles are interesting structures with highly useful functions and fascinating optoelectronic and biological properties. Pyridines are an important class of compounds, playing a role in various fields of chemistry. When the pyridine ring is connected to other aromatic systems, novel stereochemical outcomes may arise. This work summarizes different methodologies applied for the synthesis of substituted arylpyridine derivatives and summarizes stereochemical phenomena resulting from atropisomerism present in certain arylated pyridines.1 Introduction2 Arylpyridines Containing meta- and para-Substituted Phenyl Groups2.1 Arylpyridine Derivatives as Amphetamine Analogues Markers2.2 Site-Selective Synthesis of Arylpyridines3 Atropisomerism in Arylpyridines Containing ortho-Substituted Phenyl Groups3.1 Synthesis of Arylpyridines Containing ortho-Substituted Phenyl Groups3.2 Other Methods for the Preparation of Arylated Pyridines4 Fully Substituted Pyridine Derivatives4.1 Site-Selective Synthesis of Fully Arylated Pyridines4.3 Atropisomerism in Densely Substituted Arylpyridines Containing ortho-Substituted Phenyl Groups5 Enantioselective Synthesis of Arylpyridine Derivatives6 Conclusion

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“…On the other hand, different substituted pyridines are well documented in the literature as they have been associated with an extensive range of pharmaceutical and pesticide activities including anticancer, anti‐inflammatory, analgesic, antimicrobial, anticonvulsant, anti‐TB, antidepressant, phosphodiestrase‐3 inhibitor, HIV inhibition, antihypertensive agents, selective inhibitors of hepatitis C virus (HCV), and insecticidal activities . Additionally, Numerous studies pointed out the antimicrobial and anti‐inflammatory properties of 1,3,4‐oxadiazole and pyridine derivatives as promising antimicrobial and anti‐inflammatory agents (Figure ) .…”

Section: Introductionmentioning

confidence: 99%

Novel arylpyridine‐based 1,3,4‐oxadiazoles: Synthesis, antibacterial, and anti‐inflammatory evaluation

Vasantha

Poojary

Chandrashekarappa³

2019

J Chinese Chemical Soc

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In view of developing novel bioactive compounds, a series of 2-(5-[2-methyl-6-arylpyridin-3-yl]-1,3,4-oxadiazol-2-ylthio)-1-arylethanones (6a-n) were designed and synthesized in good yield. Novel compounds were evaluated for their antibacterial and anti-inflammatory activities. All synthesized compounds were screened for their antibacterial activity against Staphylococcus aureus, Bascillus subtilis, Eschericia coli, and Pseudomonas aeruginosa strains. Compounds 6a, 6b, 6c, 6h, and 6i displayed the highest antibacterial activity with minimal inhibitory concentration (MIC) values ranging from 6.25-12.5 μg/mL in comparison with the standard Ciprofloxacin. The results of anti-inflammatory activity of carrageenaninduced footpad edema assay indicated that tested compounds exhibited remarkable anti-inflammatory activity with percentage of inhibition of 63.9-70.1% (potency 96.8-106.20% of indomethacin activity) after 3 hr. Particularly, 6c-e and 6j-l were found to be excellent inhibitors of inflammation, with potential higher than that of the standard, Indomethacin.

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Novel 2-methyl-6-arylpyridines carrying active pharmacophore 4,5-dihydro 2-pyrazolines: synthesis, antidepressant, and anti-tuberculosis evaluation

Cited by 24 publications

References 33 publications

Synthesis of 4,5-dihydro-1H-pyrazole derivatives based on 3-acetyl-5-nitropyridines

Synthesis of 4,5-dihydro-1H-pyrazole derivatives based on 3-acetyl-5-nitropyridines

Arylpyridines: A Review from Selective Synthesis to Atropisomerism

Novel arylpyridine‐based 1,3,4‐oxadiazoles: Synthesis, antibacterial, and anti‐inflammatory evaluation

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