ANTHELMINTIC COMPOUNDS CONTAINING QUINOLINE STRUCTURE Russian patent published in 2025 - IPC C07D215/38 C07D215/42 C07D215/50 C07D405/12 C07D405/14 A61K31/47 A61K31/4706 A61K31/4709 A61K31/5377 A61P33/10 

FIELD: chemistry.

SUBSTANCE: group of inventions relates to organic chemistry and includes a compound of formula (I), its stereoisomers, a method for production thereof and an anthelmintic veterinary composition containing same. In formula (I), R¹ is independently selected from the group consisting of hydrogen, C_1-6-alkyl, C_1-6-alkoxy and halogen, where C_1-6-alkyl is optionally substituted with one to three halogens, R⁷ is independently selected from a group consisting of C_1-6-alkyl, C_2-6-alkenyl, 5–10-membered heteroaryl containing 1–2 heteroatoms selected from N and O, C_1-6-alkoxy, hydroxy, NR⁸R⁹, SR¹⁰, SOR¹⁰, SO₂R¹⁰, where each C_1-6-alkyl and 5–10-membered heteroaryl containing 1–2 heteroatoms selected from N and O is optionally substituted with hydroxy, R⁸ and R⁹ are independently selected from the group consisting of hydrogen and C_1-6-alkyl, which is optionally substituted with C_1-6-alkoxy, hydroxy, NR^8''R^9'', R¹⁰ is C_1-6-alkyl, R^8", R^9" are independently selected from hydrogen and C_1-6-alkyl, R¹³ is hydrogen or C_1-3-alkyl, R¹⁴ is hydrogen, or R¹³ and R¹⁴ together with the atoms to which they are attached form a non-aromatic ring containing 5 or 6 carbon atoms, where ring containing 5 or 6 carbon atoms is optionally substituted with one or more substitutes selected from C_1-3-alkyl or =O, and/or where one of the ring-forming carbon atoms is optionally substituted with -O-, or R¹³ and R¹⁴ together with the atoms to which they are attached form an aromatic ring containing 5 or 6 carbon atoms, where ring containing 5 or 6 carbon atoms is optionally substituted with one C_1-3-alkyl substituent, and/or where one or more of the ring-forming carbon atoms are optionally substituted -O-, A1 is N or CR¹⁵, where R¹⁵ is independently hydrogen, halogen, C_1-3 alkyl, C_1-3 alkoxy or NR^15'R^15", where R^15' and R^15'' independently represent C_1-3-alkyl, A2 is N or CR¹⁶, where R¹⁶ is independently hydrogen, halogen, C_1-3 alkyl, C_1-3 alkoxy or NR^16'R^16'', where R^16' and R^16'' are independently C_1-3-alkyl, A3 is CR¹⁷, where R¹⁷ is hydrogen, A4 is N or CR¹⁸, where R¹⁸ is independently hydrogen, R¹⁹ is C_6-10-aryl optionally substituted with one to three halogens, R²⁵ is independently selected from hydrogen and C_1-6-alkyl.

EFFECT: compound of formula (I) and its stereoisomers have pronounced anthelmintic activity, particularly with respect to Dirofilaria immitis.

13 cl, 2 tbl