7410-54-0Relevant academic research and scientific papers
Eco-friendly sequential one-pot synthesis, molecular docking, and anticancer evaluation of arylidene-hydrazinyl-thiazole derivatives as CDK2 inhibitors
El-Naggar, Abeer M.,El-Hashash, Maher A.,Elkaeed, Eslam B.
, (2021/02/05)
One current approach in the treatment of cancer is the inhibition of cyclin dependent kinase (CDK) enzymes with small molecules. CDK are a class of enzymes, which catalyze the transfer of the terminal phosphate of a molecule of ATP to a protein that acts
Design, Synthesis and Evaluation of Thiazolyl-pyrazole Incorporated with Triazole Scaffold for Antimicrobial and Cytotoxic Activity
Bansal, Kushal Kumar,Sharma, Archana,Sharma, Diksha,Sharma, Prabodh Chander
, p. 641 - 648 (2022/01/26)
In the present work, a series of N-{(1-(4-(4-Bromophenyl)thiazol-2-yl)-3-substitutedphenyl-1H-pyrazol-4-yl) methylene}-4H-1, 2, 4-triazol-4-amine analogs were synthesized and examined for their in vitro antimicrobial and cytotoxic action toward MCF-7 and human cervical cancer cell line (HeLa) cell lines. Suitable spectroscopic methods have been used for structural elucidation of synthesized compounds such as infrared and 1H-nuclear magnetic resonance. Biological findings described that compound 5a was the most potent antimicrobial agent substituted with triazole and p-bromo phenyl moiety with minimum inhibitory concentration = 62.5-100 μg/mL in response to bacterial and fungal strains, namely, Escherichia coli, Pseudomonas aeruginosa, Staphylococcus aureus, Streptococcus pyogenes and Candida albicans. The cytotoxic responses showed that the HeLa was more susceptible to the synthesized compounds than the MCF-7. Compound 5a has been endowed with excellent cytotoxic activity with a GI50 value in the concentration of 1.1 μg/mL resistant to HeLa cell lines. The findings confirmed that 1, 3-thiazolyl-pyrazole clubbed triazole compounds demonstrated significant antimicrobial and cytotoxic potential and are remarkable scaffolds for further study in the field of scientific research.
Microwave-assisted Vilsmeier-Haack synthesis of Pyrazole-4-carbaldehydes
Kumari, Poonam,Sood, Sumit,Kumar, Anil,Singh, Karan
, p. 796 - 804 (2019/11/28)
The synthesis of 4-formylpyrazoles using Vilsmeier-Haack reagent is a common protocol in pyrazole chemistry. An efficient microwave-assisted synthesis of 4-formylpyrazoles by employing Vilsmeier-Haack reagent (OPC-VH) derived from phthaloyl dichloride/dimethylformamide has been described. This method offers the advantages of operational simplicity, avoiding the use of POCl3 as toxic reagents and reuse of the by-product in the preparation of phthaloyl dichloride.
Microwave-assisted synthesis and biological evaluation of new thiazolylhydrazone derivatives as tyrosinase inhibitors and antioxidants
Fu, Xi,Liu, Jinbing,Yan, Yangting,Zhang, Yu
, (2020/02/04)
In this work, we have synthesized a series of 2-thiazolylhydrazone derivatives (1–27) and investigated their biological activities as tyrosinase inhibitors and antioxidants. Some compounds showed potent tyrosinase inhibitory activities and 4-(2-(2-(1-(4-Aminophenyl)ethylidene)-hydrazinyl)thiazol-4-yl) phenol (26) showed more potent inhibitory effect than the standard tyrosinase inhibitor kojic acid (IC50: 9.8 μM vs. 23.6 μM). Compounds 2, 14, and 26 exhibited high antioxidant activities in 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2′-azinobis (3-ethylbenzothiazoline-6-sulfonic acid) (ABTS) assays. The structure–activity relationship (SAR) indicated that the substitutions of bromine, hydroxyl group, and amino groups cause great effect to the inhibition effect against tyrosinase. The mechanism and kinetic studies demonstrated that the inhibitory effect of compound 26 on the tyrosinase by acting as the reversible and uncompetitive inhibitor. Docking studies suggests that compound 26 interacts strongly with mushroom tyrosinase via hydrogen bonding.
Microwave-assisted synthesis and biological evaluation of pyrazole-4-carbonitriles as antimicrobial agents
Kumar, Anil,Kumari, Poonam,Singh, Karan,Sood, Sumit,Yadav, Ajar Nath
, (2020/05/25)
An efficient microwave-assisted method of synthesis of pyrazole-4-carbonitriles has been developed. Condensation of pyrazole-4-carbaldehydes with hydroxylamine hydrochloride followed by reaction of the resulting oximes with the Vilsmeier-Haack reagent pre-formed from phthaloyl dichloride and dimethylformamide under microwave irradiation afforded the corresponding pyrazole-4-carbonitriles in 73percent to 91percent yield. The operational simplicity, avoidance of toxic reagents such as POCl3, shorter reaction time, higher yield compared to the classical version, easy work up, and the use of the by-product in the regeneration of phthaloyl dichloride are the advantages of this methodology. All the target compounds were tested for antimicrobial activity against Gram-positive bacteria Bacillus cereus and Staphylococcus aureus; Gram-negative bacteria Escherichia coli and Yersinia enterocolitica, and the fungal species Candida albicans.
Novel thiazole clubbed triazole derivatives as antimicrobial, antimalarial, and cytotoxic agents
Bansal, Kushal K.,Sharma, Diksha,Sharma, Archana,Rajak, Harish,Sharma, Prabodh C.
, p. 305 - 312 (2018/09/14)
Thiazole is one of the most potential heterocyclic moieties in bioorganic chemistry and is major tool in drug design and discovery. The present work describes the synthesis of a series of N-{(1-(4-(4bromophenyl) thiazol-2-yl)-3-substitutedphenyl-1H-pyrazo
Synthesis and evaluation of biological activities of 4-cyclopropyl-5-(2-fluorophenyl) arylhydrazono-2,3-dihydrothiazoles as potent antioxidant agents
Ghanbari Pirbasti,Mahmoodi, Nosrat O.,Abbasi Shiran, Jafar
, p. 196 - 210 (2016/03/25)
A new series of 4-cyclopropyl-5-(2-fluorophenyl)arylhydrazono-2,3-dihydrothiazole derivatives was synthesized via the reaction of prepared thiosemicarbazones with 2-bromo-1-cyclopropyl-2-(2-uorophenyl)ethanone in the presence of Et3 N as a catalyst throug
Ketonethiosemicarbazones: Structure-activity relationships for their melanogenesis inhibition
Thanigaimalai, Pillaiyar,Lee, Ki-Cheul,Sharma, Vinay K.,Roh, Eunmiri,Kim, Youngsoo,Jung, Sang-Hun
supporting information; experimental part, p. 3527 - 3530 (2011/07/31)
A series of 2-(1-phenylalkylidene)hydrazinecarbothioamides 2, 2-(1-phenylalkyl)hydrazinecarbothioamides 3, 2-(3,4-dihydronaphthalen-1(2H)- ylidene)hydrazinecarbothioamide (4), and 2-(1-(thiophen-2-yl)ethylidene) hydrazinecarbothioamide (5) were synthesize
1-(1-Arylethylidene)thiosemicarbazide derivatives: A new class of tyrosinase inhibitors
Liu, Jinbing,Yi, Wei,Wan, Yiqian,Ma, Lin,Song, Huacan
, p. 1096 - 1102 (2008/09/18)
A series of 1-(1-arylethylidene)thiosemicarbazide compounds and their analogues were synthesized and characterized by 1H NMR, MS. Their tyrosinase inhibitory activities were investigated by an assay based on the catalyzing ability of tyrosinase
