Syntheses of New Unsymmetrical 2,5‐Disubstituted‐1,3,4‐oxadiazoles and 1,2,4‐Triazolo[3,4‐<i>b</i>]‐1,3,4‐thiadiazoles Bearing Thieno[2,3‐<i>c</i>]pyrazolo Moiety

Patil, Shivaraj P.; Kanawade, Shrikant B.; Bhavsar, Dinesh C.; Nikam, Prashant S.; Gangurde, Sachin A.; Toche, Raghunath B.

doi:10.1002/jhet.1584

Cited by 7 publications

(4 citation statements)

References 39 publications

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“…In a similar procedure, 3-methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carboxylic acid ethyl ester 26 was prepared from the reaction of 5-chloro-3-methyl-1-phenyl-1H-pyrazole-4-carbaldehyde with ethyl thioglycolate in EtOH in the presence of sodium ethoxide 44 (Scheme 9).…”

Section: Methodsmentioning

confidence: 99%

A concise review on synthesis, reactions and biological importance of thienopyrazoles

Zaki¹,

Saber²,

El‐Dean³

et al. 2020

Arkivoc

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Pyrazoles are five membered heterocycles constitute a higly significant class of compounds in organic synthesis. Nowadays, pyrazoles and condensed pyrazoles have attracted substantial attention of the scientists owing to their excellent pharmacological and agrochemical properties. Pyrazole derivatives exhibit a wide range of pharmacological effects such as: anticancer, antioxidant, anti-inflammatory, antipyretic, analgesic, antimicrobial, antidepressant, antiviral, antihypertensive, anti-glaucoma, anti-tubercular, sodium channel blocker, anxiolytic, neuroprotective and anti-diabetic activities. This review casts light on recent methodologies for the synthesis and reactions of thienopyrazole moiety. This follow-up may encourage scientists to create new routes towards the thienopyrazole nucleus with important biological activity.

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Section: Methodsmentioning

confidence: 99%

A concise review on synthesis, reactions and biological importance of thienopyrazoles

Zaki¹,

Saber²,

El‐Dean³

et al. 2020

Arkivoc

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show abstract

“…The synthesis of new 3-methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-acylhydrazone derivatives (Scheme 2) was initiated from the 3-methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carbohydrazide 1 prepared in good yield, according to the literature procedure [41] (Scheme 1). The aldehyde function of P was converted to the corresponding methyl ester Q by cyclocondensation between 5-chloro-4-carbaldehyde P and methyl thioglycolate in 85 % yield.…”

Section: Results and Discussion Chemistrymentioning

confidence: 99%

Synthesis, biological evaluation and molecular docking studies of N-acylheteroaryl hydrazone derivatives as antioxidant and anti-inflammatory agents

et al. 2015

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In search of new therapeutics with greater potency, three new series of 3-methyl-1-phenyl-1H-thieno[2,3-c]pyrazole-5-carbohydrazide derivatives have been synthesized and evaluated for their in vitro antioxidant and anti-inflammatory activities. The hydrazones bearing a core pyrazole, chromone and tetrazolo[1,5-a]quinoline scaffold showed promising activities. Interestingly, compounds 3a (EC 50 = 06.00 ± 2.36) and 5c (EC 50 = 07.21 ± 0.67) showed the most potent antioxidant activity, while compounds 3a (EC 50 = 10.25 ± 1.08), 7b (EC 50 = 10.50 ± 0.99) and 7c (EC 50 = 11.18 ± 0.15) showed significant anti-inflammatory activity. Furthermore, molecular docking studies also revealed a significant correlation between the binding score and biological activity for these compounds to describe the molecular basis for the structure activity relationship (SAR) results. As these compounds are good cyclooxygenase inhibitors, isoenzyme inhibitory potency studies are warranted.

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“…The synthetic pathway to obtain 3‐methyl‐1‐phenyl‐1 H ‐thieno[2,3‐ c ]pyrazole‐5‐acylhydrazone derivatives in this study is depicted in Scheme . The key starting material 3‐methyl‐1‐phenyl‐1 H ‐thieno[2,3‐ c ]pyrazole‐5‐carbohydrazide ( 1 ) (Scheme ) was prepared in good yield, according to the literature procedure . Finally, condensation of carbohydrazide ( 1 ) with the appropriate heterocyclic aldehydes in methanol gave the corresponding stable solid N ‐acylhydrazones ( 3a , 3b , 3c , 3d , 3e , 3f , 3g ), ( 5a , 5b , 5c , 5d , 5e , 5f , 5g , 5h ), and ( 7a , 7b , 7c , 7d ), respectively (Scheme ).…”

Section: Resultsmentioning

confidence: 99%

Design, Synthesis, and Biological Evaluation of Thieno[2,3‐c]pyrazole Hydrazide Derivatives as Potential Antimicrobial Agents

Mahajan

Nikam

Chate

et al. 2015

Journal of Heterocyclic Chem

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In search of new antimicrobial agents with enhanced potency, we have designed and synthesized three series of hydrazones with 3‐methyl‐1‐phenyl‐1H‐thieno[2,3‐c]pyrazole‐5‐carbohydrazide. All the synthesized compounds have been screened for their in vitro antibacterial and antifungal activities by employing broth microdilution method. It is observed that compounds are more susceptible to Vibrio cholerae than other tested strains. In particular, compounds (3a), (3c), (5g), and (5 h) are highly potent against bacterial strain V. cholerae. The results suggest that hydrazones bearing two core pyrazole scaffolds would be potent antimicrobial agents.

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Syntheses of New Unsymmetrical 2,5‐Disubstituted‐1,3,4‐oxadiazoles and 1,2,4‐Triazolo[3,4‐b]‐1,3,4‐thiadiazoles Bearing Thieno[2,3‐c]pyrazolo Moiety

Cited by 7 publications

References 39 publications

A concise review on synthesis, reactions and biological importance of thienopyrazoles

A concise review on synthesis, reactions and biological importance of thienopyrazoles

Synthesis, biological evaluation and molecular docking studies of N-acylheteroaryl hydrazone derivatives as antioxidant and anti-inflammatory agents

Design, Synthesis, and Biological Evaluation of Thieno[2,3‐c]pyrazole Hydrazide Derivatives as Potential Antimicrobial Agents

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