A Convenient Synthesis, Reactions and Biological Activity of Some New 6H-Pyrazolo[4’,3’:4,5]thieno[3,2-d][1,2,3]triazine Compounds as Antibacterial, Anti-Fungal and Anti-Inflammatory Agents

Abstract

We describe here the design and synthesis of novel pyrazolothienotriazine compounds based on diazotization followed by cycloaddition reactions of 4-amino-3-methyl-1-phenyl-1H-thieno[2,3-c]pyrazol-5-carbonitrile with sodium nitrite in the presence of concentrated HCl in acetic acid. The produced chloropyrazolothienotriazine underwent nucleophilic substitution reactions with various primary and secondary amines including sulfa drugs to afford the N-substituted aminopyrazolothienotriazines. Hydrazinolysis of the chlorotriazine with hydrazine hydrate afforded the hydrazinotriazine, which was used as a versatile precursor for synthesis of other compounds. The chemical structures of the newly synthesized compounds were confirmed on the basis of elemental and spectral analyses containing Fourier transform infrared spectroscopy (FTIR), 1 H and 13 C nuclear magnetic resonance (NMR) and mass spectrometry. Some of the synthesized compounds showed high antibacterial and anti-fungal activities. Also, most of the tested compounds exhibited high anti-inflammatory activity compared with indomethacin using carrageenan induced rat paw edema assay.

Effect of Exogenous Application of Gibberellic Acid (GA3) on Seed Size and Fruit Quality of Prickly Pear Cactus (Opuntia ficus-indica)

“…Data are average of a minimum of five fruits per treatment and evaluated statistically by the calculation of averages + standard deviation or ANOVA and mean separation by Duncan’s multiple range tests at the 5% level of significance. This work confirms that there are different applications for bioactive compounds in agriculture and other fields which is reflected in many papers that have been published before. − Also, it is interesting to clarify that the importance of this paper and other agricultural research lies in their significant contribution in solving worldwide concerns, including food security, environmental sustainability, and economic development. − …”

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

“…Thieno [2,3-c]pyrazoles are considered as important scaffolds in medicinal chemistry which exhibit antitumor, 1 antiviral, 2 antimicrobial and anti-inflammatory activities. [3][4][5] They are used as antioxidants against the toxicity of 4-nonylphenol in Clarias gariepinus (African catfish). 6 Also, thieno [2,3-c]pyrazoles are an important class of potent kinase inhibitors, [7][8][9][10] potassium channel blockers, 11 inhibitors of interleukin-2inducible tyrosine kinase [12][13][14][15] and selective inhibitors of PDE7A which is responsible for allergy, immunological and inflammatory diseases.…”

Pressurized liquid extraction and gas chromatography/mass spectrometry for determination of nitrated polycyclic aromatic hydrocarbons adsorbed on refractory diesel particles

“…Applied sciences are very important in different fields and this concept was reported before in a lot of papers. [38][39][40][41][42][43][44][45][46]…”