428839-63-8Relevant academic research and scientific papers
One-pot synthesis of oxime derivatives of 1,3-diphenylpyrazole-4- carboxaldehydes from acetophenone phenylhydrazones using vilsmeier-haack reagent
Prakash, Om,Pannu, Kamaljeet,Naithani, Rajesh,Kaur, Harpreet
, p. 3479 - 3485 (2006)
A one-pot synthesis of oxime derivatives 3a-3f of 1-phenyl-3-arylpyrazole- 4-carboxaldehydes has been accomplished by the Vilsmeier-Haack reaction of acetophenone phenylhydrazones 1a-1f under a new workup procedure. Copyright Taylor & Francis Group, LLC.
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.
Synthesis and antimicrobial evaluation of some heterocyclic compounds from 3-Aryl-1-phenyl-1H-pyrazole-4-carbaldehydes
Ramadan, El Sayed,Sharshira, Essam M.,El Sokkary, Ramadan I.,Morsy, Noussa
, p. 389 - 397 (2018/05/30)
A new series of chalcones, pyrazolinyl-pyrazoles, pyrazole-4-carbaldehyde oximes, pyrazole-4-carbonitriles, 5-pyrazolyl-1,2,4-Triazolidine-3-Thiones, and Knoevenagel condensation products was synthesized from 3-Aryl-1-phenyl-1H-pyrazole-4-carbaldehydes. Most reactions were carried out either without solvent or in the presence of water as a green solvent. The structure of synthesized compounds was characterized by spectral and elemental analysis. The synthesized compounds were tested in vitro for their antimicrobial activity against Escherichia coli, Staphylococcus aureus, and Candida albicans in comparison with imipenem (intravenous β-lactam antibiotic) and clotrimazole (antifungal medication) as reference drugs by using the agar diffusion technique. 3-Aryl-1-phenyl-1H-pyrazole-4-carbonitriles 8b, 8c, and 8d showed significant antifungal activity against the fungus C. albicans.
Synthesis of novel pyrazolyl tetrazoles as selective COX-2 inhibitors
Swetha, Kolli Sri,Parameshwar, Ravula,Reddy, B. Madhava,Babu, V. Harinadha
, p. 4886 - 4892 (2013/09/23)
A series of novel pyrazolyl tetrazoles were synthesized by introducing tetrazole moiety at the fourth position of 1,3-substituted pyrazole nucleus. Synthesis was carried out by cyclization of different pyrazolonitriles using sodium azide in the presence of triethylammonium chloride as phase transfer catalyst. The structures of the synthesized compounds were confirmed on the basis of physical and spectral data. Among the synthesized compounds, 4b and 4e displayed significant anti-inflammatory activity with no observable ulcerogenic effect when compared with diclofenac sodium. Furthermore, compounds 4b and 4e were found to have COX-2 selectivity with a ratio of 0.44 and 0.48, respectively.
