5-(1-Aryl-3-(thiophen-2-yl)-1H-pyrazol-4-yl)-1H-tetrazoles: Synthesis, structural characterization, Hirshfeld analysis, anti-inflammatory and anti-bacterial studies

Kumbar, Mahadev N.; Kamble, Ravindra R.; Dasappa, Jagadeesh Prasad; Bayannavar, Praveen K.; Khamees, Hussien Ahmed; Mahendra, M.; Joshi, Shrinivas D.; Dodamani, Suneel; Rasal, Vijaykumar P.; Jalalpure, Sunil

doi:10.1016/j.molstruc.2018.01.047

Cited by 28 publications

(9 citation statements)

References 39 publications

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“…The presence of O‐CH3 group in the compounds usually affect the electronic distribution causing a significant contribution to the spectra and enhances the biological activity . O‐CH3 vibrations were reported in FT‐IR spectra at 1021/1017 cm ‐1 in Raman / IR spectra, respectively and 1026.98/1024.98 cm −1 in Raman / IR spectra, respectively .…”

Section: Resultssupporting

confidence: 91%

Structural, Quantum Chemical and Spectroscopic Investigations on Photophysical Properties of Fluorescent Saccharide Sensor: Theoretical and Experimental Studies

et al. 2020

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Structure, Hirshfeld surface, spectra and photophysical properties of boronic acid‐based carbohydrate sensor (5‐fluoro‐2‐methoxyphenyl) boronic acid (BA8) has been reported by experimental methods (XRD/FT‐IR/UV/steady state fluorescence) and theoretically by Density functional theory (DFT) model with most accurate functionals (B3LYP/CAM−B3LYP/ M06‐2X). The comparison of theoretical and experimental data exhibited good agreement. Natural bond orbital (NBO) and frontier molecular orbitals (FMOs) have been analysed. The sensing ability of the compound with carbohydrates (D‐glucose and D‐fructose) were studied by UV/fluorescence spectra. The variation of absorbance and fluorescence on pH was rationale with the estimated acid‐base dissociation constants (pKa). Quantum yield (Φ) and fluorescence lifetimes (τ) for the compound and its esters with sugars were calculated. The results of absorbance, fluorescence measurements and calculated photophysical properties indicated fairly selectivity of BA8 with fructose more than the glucose, which is ascertained from both experimental and theoretical results.

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Section: Resultssupporting

confidence: 91%

Structural, Quantum Chemical and Spectroscopic Investigations on Photophysical Properties of Fluorescent Saccharide Sensor: Theoretical and Experimental Studies

et al. 2020

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“…N ‐heterocyclic compounds have attracted much interest in several fields and more especially in medicinal chemistry (Brown, 1998). In fact, they have been found to act as potent antimicrobial (Ardeleanu et al, 2018; Dahmani et al, 2021; Harit, Bellaouchi, Mokhtari, et al, 2017), antiviral (Carta et al, 2019), anti‐inflammatory (Kumbar et al, 2018), antitumor (Zhang et al, 2019), and enzyme agents (Kattimani et al, 2020). In this context, several N ‐heterocyclic molecules with well‐defined architectures possessing good biological activities have been investigated in our laboratory, including macrocycles (Harit et al, 2018; Harit, Bellaouchi, Rokni, et al, 2017) and tripods (Harit et al, 2012; Malek et al, 2014).…”

Section: Introductionmentioning

confidence: 99%

Synthesis and characterization of new pyrazole–tetrazole derivatives as new vasorelaxant agents

Cherfi

Dib

Harit

et al. 2021

Drug Development Research

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The synthesis of new functionalized tetrazole–pyrazole compounds is reported. They were fully characterized by spectroscopy and spectrometry methods. The vasorelaxant potency of these molecules was also investigated. All compounds showed a good vasorelaxant activity but the Compound 6 “ethyl 1‐((2‐(3‐bromopropyl)‐2H‐tetrazol‐5‐yl)methyl)‐5‐methyl‐1H‐pyrazole‐3‐carboxylate” seems to have the highest effect, which reached 70% at 10−4 M concentration. This effect was partially endothelium‐dependent; also, the vasorelaxant pattern of this compound was quite similar to that of the verapamil.

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“…The obtained results revealed that compounds derived from thiophenes along with pyrazoles exhibited better antiinflammatory and antibacterial activity than their tetrazole structure variants. [8] S. Salman Ahmad Khan et al, (2014) under microwave irradiation various pyrazoline and pyrimidine derivatives were synthesized by the reaction of thiosemicarbazide / phenyl hydrazine/ hydrazinehydrate/ thiourea/ urea with 3-(3,4-dimethoxy-phenyl-1-(2,5-dimethylthiophen-3-yl)-propenone, which itself was derived from the reaction of 3-acetyl-2,5-dimethylthiophene with 3,4dimethoxy benzaldehyde. By using the disk diffusion assay method the anti-bacterial activity of these compounds were tested in-vitro against two Gram-positive and two Gram-negative bacteria.…”

Section: Frommentioning

confidence: 99%

A Review on Heteroaryl Substituted Pyrazolines with their Pharmacological Activity and SAR Studies

Mathew¹,

Chandran²,

Elias³

2021

Int J Res Rev

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In step with the development of organic chemistry, heterocyclic compounds play an important part. Electron-rich nitrogen containing heterocyclic compounds and their derivatives play key role in diverse biological activities. The wide-ranging functionality and stereochemical complexity in a five-member ring structure is shown by the pyrazole nucleus, which has two nitrogen atoms and exhibit aromatic character. The medicinal chemists have been using the relationship between chemical structure and biological activity of a molecule in drug discovery as the driving force to guide synthetic efforts, to design new chemical derivatives. It has been reported that pyrazoline derivatives possess a broad spectrum of biological activities such as antibacterial, antimicrobial, anti-inflammatory, antioxidant, antidiabetic, anticancer, antifungal, antitubercular, antidepressant, anticonvulsant and analgesic activities. They also possess some potent receptor selective biological activities like monoamine oxidases (MAOs) inhibitor, Nitric oxide synthase (NOS) inhibitor, Angiotensin converting enzyme (ACE) inhibitor, cholecystokinin-1 receptor antagonist and estrogen receptor (ER) ligand activity. Hence in this article, we focus on the pyrazole derivatives having heteroaryl substituents and their pharmacological activities along with their structure–activity relationships in order to create opportunities to explore the full potential of these compounds. Keywords: Heterocyclic compounds, Pyrazolines, Claisen-Schmidt condensation, Chalcone.

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5-(1-Aryl-3-(thiophen-2-yl)-1H-pyrazol-4-yl)-1H-tetrazoles: Synthesis, structural characterization, Hirshfeld analysis, anti-inflammatory and anti-bacterial studies

Cited by 28 publications

References 39 publications

Structural, Quantum Chemical and Spectroscopic Investigations on Photophysical Properties of Fluorescent Saccharide Sensor: Theoretical and Experimental Studies

Structural, Quantum Chemical and Spectroscopic Investigations on Photophysical Properties of Fluorescent Saccharide Sensor: Theoretical and Experimental Studies

Synthesis and characterization of new pyrazole–tetrazole derivatives as new vasorelaxant agents

A Review on Heteroaryl Substituted Pyrazolines with their Pharmacological Activity and SAR Studies

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