Synthesis, antifungal activity, and 3D-QSAR study of novel nopol-derived 1,3,4-thiadiazole-thiourea compounds was written by Chen, Ming;Duan, Wen-Gui;Lin, Gui-Shan;Fan, Zhong-Tian;Wang, Xiu. And the article was included in Molecules in 2021.Formula: C4H7NS The following contents are mentioned in the article:
A series of novel nopol derivatives bearing the 1,3,4-thiadiazole-thiourea moiety I (R = Bu, Ph, 2-MeC6H4, etc.) were designed and synthesized by multi-step reactions in search of potent natural product-based antifungal agents. Antifungal activity of the target compounds was evaluated by in vitro methods against Fusarium oxysporum f. sp. cucumerinum, Cercospora arachidicola, Physalospora piricola, Alternaria solani, Gibberella zeae, Rhizoeotnia solani, Bipolaris maydis, and Colleterichum orbicalare at 50渭g/mL. All the target compounds exhibited better antifungal activity against P. piricola, C. arachidicola, and A. solani. Compound I (R =3,4-di-Cl-C6H3) showed the best broad-spectrum antifungal activity against all the tested fungi. Compounds I (R = 3-MeC6H4, i-Pr, 4-ClC6H4) had inhibition rates of 86.1%, 86.1%, and 80.2%, resp., against P. piricola, much better than that of the pos. control chlorothalonil. Moreover, compounds I (R = 3-ClC6H4) and I (R = 2-CF3C6H4) held inhibition rates of 80.6% and 79.0% against C. arachidicola and G. zeae, resp., much better than that of the com. fungicide chlorothalonil. In order to design more effective antifungal compounds against A. solani, anal. of the three-dimensional quant. structure-activity relationship (3D-QSAR) was carried out using the CoMFA method, and a reasonable and effective 3D-QSAR model (r2 = 0.992, q2 = 0.753) has been established and some intriguing structure-activity relationships were found and are discussed by theor. calculation This study involved multiple reactions and reactants, such as Isopropylisothiocyanate (cas: 2253-73-8Formula: C4H7NS).
Isopropylisothiocyanate (cas: 2253-73-8) belongs to esters. Volatile esters with characteristic odours are used in synthetic flavours, perfumes, and cosmetics. Certain volatile esters are used as solvents for lacquers, paints, and varnishes. Esters contain a carbonyl center, which gives rise to 120掳 C鈥揅鈥揙 and O鈥揅鈥揙 angles. Unlike amides, esters are structurally flexible functional groups because rotation about the C鈥揙鈥揅 bonds has a low barrier. Their flexibility and low polarity is manifested in their physical properties; they tend to be less rigid (lower melting point) and more volatile (lower boiling point) than the corresponding amides. Formula: C4H7NS
Referemce:
Ester – Wikipedia,
Ester – an overview | ScienceDirect Topics