Synthesis and structural Studies of phosphonothioamidates

Abstract

The reaction of isothiocyanates with dialkylphosphites in the presence of strong base yielded the phosphonothioamides 2. Treatment of 2 with methyl iodide afforded the corresponding thioimidates 3 with high yields.All compounds were characterized on the basis of their IR, NMR Spectroscopy ( 1 H, 13 C, 19 F and 31 P) and in some cases by elemental analysis, HRMS data and calculations using Density Functional Theory (DFT)-B3LYP//6-311G** and evolution study by 31 P-NMR in an external lock with D2O. The conformational molecular structure of compounds 2d and 2f were determined by single-crystal X-ray diffraction analysis.

A combined X-ray crystallography and theoretical study of N—H...OX (X is =P and —C) hydrogen bonds in two new structures with a (C—O)2(N)P(=Y) (Y is O and S) skeleton

“…In the hydrogen bonds formed, the P O group has a better acceptor capability than the other acceptor groups that usually exist in the structures, typically C O (Vahdani Alviri et al, 2018), S O (Pourayoubi et al, 2011) and N O/N-O (Gholivand et al, 2009), and a much better capability than ISSN 2053ISSN -2296 # 2018 International Union of Crystallography acceptors such as P S (Cupertino et al, 1998), C S (Omrani et al, 2015) and OAr (Ar = aryl) (Sabbaghi et al, 2016) groups. Thus, the P O group usually dictates the hydrogen-bond pattern as the best hydrogen-bond acceptor in the molecule.…”

Evaluation of antinociceptive effect and pharmacological mechanisms of thiocyanoacetamide in rats

“…In addition, different compounds containing thioamide core 11 have shown diverse biological activities 12 such as antifungal, anti HIV, anti‐inflammatory, 13 and anticancer activities. For example, Methimazole is used to treat hyperthyroidism by inhibiting a thyroid enzyme, the thyroid peroxidase 14 …”

“…1 It can also cause several diseases such as liver cirrhosis 2,3 liver fibrosis [4][5][6] hepatic encephalopathy, 7 neurotoxicity, 8 nephrotoxicity, 9 and intestinal-type cholangiocarcinoma. 10 In addition, different compounds containing thioamide core 11 have shown diverse biological activities 12 such as antifungal, anti HIV, anti-inflammatory, 13 and anticancer activities. For example, Methimazole is used to treat hyperthyroidism by inhibiting a thyroid enzyme, the thyroid peroxidase.…”