Microwave assisted synthesis, vibrational spectra, Hirshfeld surface and interaction energy, DFT, topology, in silico ADMET and molecular docking studies of 1,2-bis(4-methoxybenzylidene)hydrazine

Microwave‐Assisted Synthesis and Characterization of Some Aldehyde Derivatives of Imidazo[2,1‐b][1,3,4]thiadiazole: Crystal Structure Insights, In‐Silico and Biological Studies

“…Methoxy and methyl were employed as withdrawing groups, and chloro, bromo, and fluoro were used as donating groups. Furthermore, Vilsmeier-Haack reaction was performed on all of the obtained imidazothiadiazole derivatives to yield 2- 3,4]thiadiazole-5-carbaldehyde 4(a-f) as the final resulting compound for the introduction of the formyl group to the imidazo thiadiazole ring. (Scheme 1 and Scheme 2)…”

“…[10] Fused heterocyclic systems containing S and N as heteroatoms [11] have increased in importance in the field of medicinal chemistry due to their broad spectrum of biological activities. The imidazo[2,1-b] [1,3,4]thiadiazole bicycle system has imidazole and 1,3,4-thiadiazole moieties. [12] Many imidazoles have been used since more than 70 years ago as Carbonic anhydrase inhibitor(CAI).…”

“…[12] Many imidazoles have been used since more than 70 years ago as Carbonic anhydrase inhibitor(CAI). Based on imidazo[2,1b] [1,3,4]thiadiazole ring [13] medications have been used in therapeutics, including acetazolamide, methazolamide, ethoxzolamide, and dorzolamide. [14] A powerful carbonic anhydrase inhibitor, methazolamide (Figure 1) (brand name Neptazane), is recommended for the treatment of elevated intraocular pressure (IOP) in chronic open-angle glaucoma and secondary glaucoma.…”

“…The anti-tumour potential of the 2-amino-1,3,4thiadiazole skeleton is known for long and further its fused derivatives with imidazo[2,1-b] ring system has resulted in compounds exhibiting potential diuretics, [15] antiglaucoma, [16] anticonvulsant or antiinfective [17] drug. Consequently, many imidazo[2,1-b] [1,3,4]thiadiazole derivatives have been reported to possess antitumor properties and are known to exhibit a broad spectrum of biological activities such as antitubercular, [18] anaesthetic, [19] antibacterial, 20] anticonvulsant, [21] antiinflammatory, [22] antifungal, [23] antipyretic, [24] anthelmintic, [25] analgesic, [26] cardiotonic, 27] leishmanicidal, [28] diuretic, [29] and herbicidal [30] activities. Megazol (Figure 1) are veteran anthelmintic.…”

“…[1] In theory, the organic reactions have been rewritten with the use of microwaves as a non-conventional energy source. [2] Microwave synthesis [3] is considered an important approach towards green chemistry [4] because this technique is more eco-friendly. Microwave irradiation has been used to improve different organic syntheses because it may couple directly with the reaction molecule and pass thermal conductivity, resulting in a rapid and even temperature rise.…”