PYRIDINYLMETHYLENEAMINO-BENZO-18-CROWNS-6 AND THEIR COPPER COMPLEXES Russian patent published in 2018 - IPC C07D405/12 C07D323/00 

FIELD: chemistry.

SUBSTANCE: invention relates to novel pyridinylmethyleneamino-benzo-18-crowns-6 of the general structural formula (I), their copper complexes based on them of the general structural formula (II), where R is (N-pyridin-4-ylmethyleneamino) or R is (N-pyridin-3-ylmethyleneamino). Pyridinylmethyleneamino-benzo-18-crown-6 is prepared by condensation of 3-pyridinecarboxaldehyde or 4-pyridinecarboxaldehyde with 4-aminobenzo-18-crown-6, which includes initial mixing of the starting materials by dropwise addition of 3-pyridinecarboxaldehyde or 4-pyridinecarboxaldehyde to an ethanol solution of 4-aminobenzo-18-crown-6, taken in amounts corresponding to a mole ratio of pyridinecarboxaldehyde to crown ether of 0.012:0.01. Then the reaction mass is maintained at temperature of 40–50 °C for 2–3 hours, then evaporating the resulting solution, filtering the precipitate and drying it in air at room temperature. Copper complexes of pyridinylmethyleneamino-benzo-18-crown-6 are prepared by adding pyridin-4-ylmethyleneamino-benzo-18-crown-6 or pyridin-3-ylmethyleneamino-benzo-18-crown-6 equimolar amount of copper acetate as its methanol solution, maintaining the reaction mass at temperature of 40–50 °C, filtration separation of precipitate and drying it in air at room temperature and their complexes, which due to the presence of highly sensitive selective sensory capacity for metal cations can be used in medicine, in particular in the treatment of cancer, as well as in agriculture and in a number of other areas. Antitumor activity of the synthesized compounds is illustrated by the percent inhibition of tumor cell growth. I, II.

EFFECT: inhibitor of growth of tumor cells is proposed.

4 cl, 1 tbl, 4 ex