Structural characterization, analysis of hindered rotation and cytotoxic activity of N2,N4,N6-triphenethyl-1,3,5-triazine-2,4,6-triamine

The H-1 and C-13 nuclear magnetic resonance spectra of N-2,N-4,N-6-triphenethyl-1,3,5-triazine-2,4,6-triamine show features that suggest the hindered rotation about the carbon-nitrogen bond. A dynamic experiment was conducted at variable temperatures to determine the rotational barrier around this bond, which was also theoretically calculated and corroborated by density functional theory. X-ray diffraction analysis confirmed the compound structure and revealed the carbon-nitrogen partial double bond character, responsible for the restricted rotation. The infrared spectrum showed the characteristic bands, as expected. Finally, the cytotoxicity of this compound was evaluated in vitro against a human hepatocellular carcinoma cell line and exhibited a good antiproliferative action.

Automated summary

The H-1 and C-13 nuclear magnetic resonance spectra, X-ray diffraction analysis, and infrared spectrum results revealed the hindered rotation around the carbon-nitrogen bond of the compound, which was further supported by density functional theory. The compound exhibited good antiproliferative action against a human hepatocellular carcinoma cell line in vitro.