NICOTINYL ALCOHOL ETHER DERIVATIVE MALEATE, ITS CRYSTALLINE FORM AND ITS USE Russian patent published in 2024 - IPC C07D405/14 A61K31/44 A61P35/00 A61P31/04 A61P31/12 A61P37/02 

FIELD: pharmaceutics.

SUBSTANCE: present invention relates to isopropyl (S)-N-(2-(pyridin-3-ylmethoxy)-4-(2-bromo-3-phenylbenzyloxy)-5-chlorobenzyl)serinate maleate of formula (I), as well as to its crystalline form A, diffraction peaks of which are given in the claim. Method of producing isopropyl (S)-N-(2-(pyridin-3-ylmethoxy)-4-(2-bromo-3-phenylbenzyloxy)-5-chlorobenzyl)serinate maleate or its crystalline form A according to the invention, is carried out by reacting isopropyl (S)-N-(2-(pyridin-3-ylmethoxy)-4-(2-bromo-3-phenylbenzyloxy)-5-chlorobenzyl)serinate with maleic acid in a solvent to form a salt; then the obtained isopropyl (S)-N-(2-(pyridin-3-ylmethoxy)-4-(2-bromo-3-phenylbenzyloxy)-5-chlorobenzyl)serinate maleate is crystallized in a mixed solvent of acetone and water, where the ratio of acetone to water ranges from 25:1 to 10:1. Invention also relates to a pharmaceutical composition for preventing and/or treating diseases associated with the PD-1/PD-L1 signaling pathway, containing isopropyl (S)-N-(2-(pyridin-3-ylmethoxy)-4-(2-bromo-3-phenylbenzyloxy)-5-chlorobenzyl)serinate maleate or its crystalline form A according to the invention, as an active ingredient, and a pharmaceutically acceptable carrier or excipient thereof.

EFFECT: isopropyl (S)-N-(2-(pyridin-3-ylmethoxy)-4-(2-bromo-3-phenylbenzyloxy)-5-chlorobenzyl)serinate maleate, having a stable crystalline form, good resistance to light radiation, high humidity and high ambient temperature, as well as intended for use in preparing a drug for preventing and/or treating diseases associated with the PD-1/PD-L1 signaling pathway.

9 cl, 3 dwg, 16 tbl, 2 ex