NOVEL BICYCLIC DERIVATIVES Russian patent published in 2024 - IPC C07D413/14 C07D471/04 A61K31/4375 A61K31/536 A61P33/00 A61P33/10 A01N43/84 

FIELD: chemistry; pharmaceutics.

SUBSTANCE: invention discloses a compound of formula (I) or a veterinary or pharmaceutically acceptable salt thereof, compositions based thereon for the treatment and/or suppression of endoparasites, and also relates to use thereof in preparing a medicinal agent for treating endoparasites, for treating or suppressing heartworm. In general formula (I), G is selected from a group consisting of ; and ; Q is selected from a group consisting of (i) 6- or 10-membered aryl, optionally substituted with 1, 2, 3, 4 or 5 substituents, independently selected from the group consisting of halogen, cyano, nitro, hydroxyl, C₁-C₄ alkyl, C₁-C₄ haloalkyl, C₁-C₄ alkoxy, C₃-C₆ cycloalkyl, -NH₂, -NH(C₁-C₄ alkyl), -N(C₁-C₄ alkyl)₂, -NH(C₃-C₆ cycloalkyl), -N(C₁-C₄ alkyl) (C₃-C₆ cycloalkyl), -NHSO₂(C₁-C₄ alkyl), -SC₁-C₄ alkyl, -S(O)C₁-C₄ alkyl, -SO₂C₁-C₄ alkyl, -S(O)C₁-C₄ haloalkyl and -SO₂C₁-C₄ haloalkyl, where 6- or 10-membered aryl is optionally fused with 4–7-membered heterocycloalkyl containing 1 or 2 heteroatoms selected from the group O, S and N, and where carbon atoms of heterocycloalkyl are optionally substituted with 1, 2 or 3 substituents, independently selected from the group of halogen, cyano, nitro, hydroxyl, oxo, C₁-C₄ alkyl, C₃-C₆ cycloalkyl, C₁-C₄ alkoxy, -NH₂, -NH(C)₁-C₄ alkyl) and -N(C₁-C₄ alkyl)₂, and any N in heterocycloalkyl, if the valence allows, is substituted with a substitute selected from the group consisting of hydrogen, C₁-C₄ alkyl and C₃-C₆ cycloalkyl; (ii) 5–10 membered heteroaryl containing 1, 2 or 3 heteroatoms, independently selected from the group O, S and N, and wherein the carbon atoms of 5–10 membered heteroaryl are optionally substituted with 1, 2, 3, 4 or 5 substituents, independently selected from the group consisting of halogen, cyano, nitro, hydroxyl, C₁-C₄ alkyl, C₃-C₆ cycloalkyl, C₁-C₄ haloalkyl, C₁-C₄ alkoxy, benzyloxy, -NH₂, -NH(C₁-C₄ alkyl), -N(C₁-C₄ alkyl)₂, -SC₁-C₄ alkyl, -S(O)C₁-C₄ alkyl, -SO₂C₁-C₄ alkyl, -S(O)C₁-C₄-haloalkyl and -SO₂C₁-C₄ haloalkyl, and any N in heteroaryl, if it allows valence, is optionally substituted with a substituent selected from the group consisting of hydrogen, C₁-C₄ alkyl, C₃-C₆ cycloalkyl; (iv) 6- or 10-membered aryloxy, optionally substituted with 1, 2 or 3 substituents, independently selected from the group consisting of halogen, cyano, nitro, hydroxyl, C₁-C₄ alkyl, C₃-C₆ cycloalkyl, C₁-C₄ haloalkyl, C₁-C₄ alkoxy, -NH₂, -NH(C₁-C₄ alkyl), -N(C₁-C₄ alkyl)₂, -NH(C₃-C₆ cycloalkyl), -N(C₁-C₄ alkyl)(C₃-C₆-cycloalkyl), -NHSO₂(C₁-C₄ alkyl), -SC₁-C₄ alkyl, -S(O)C₁-C₄ alkyl, -SO₂C₁-C₄ alkyl, -S(O)C₁-C₄ haloalkyl and -SO₂C₁-C₄ haloalkyl; (v) 6- or 10-membered arylthioxy optionally substituted with 1, 2 or 3 substituents independently selected from the group consisting of halogen, cyano, nitro, hydroxyl, C₁-C₄ alkyl, C₃-C₆ cycloalkyl, C₁-C₄ haloalkyl, C₁-C₄ alkoxy, -NH₂, -NH(C₁-C₄ alkyl), -N(C₁-C₄ alkyl)₂, -NH(C₃-C₆ cycloalkyl), -N(C₁-C₄ alkyl)(C₃-C₆-cycloalkyl), -NHSO₂(C₁-C₄ alkyl), -SC₁-C₄ alkyl, -S(O)C₁-C₄ alkyl, -SO₂C₁-C₄ alkyl, -S(O)C₁-C₄ haloalkyl and -SO₂C₁-C₄ haloalkyl; and (vi) 5–10 membered heteroaryloxy, optionally substituted with 1, 2 or 3 substituents, independently selected from the group consisting of halogen, cyano, nitro, hydroxyl, oxo, C₁-C₄ alkyl, C₃-C₆ cycloalkyl, C₁-C₄ haloalkyl, C₁-C₄ alkoxy, -NH₂, -NH(C₁-C₄ alkyl), -N(C₁-C₄ alkyl)₂, -NH(C₃-C₆ cycloalkyl), -N(C₁-C₄ alkyl)(C₃-C₆ cycloalkyl), -NHSO₂(C₁-C₄ alkyl), -SC₁-C₄ alkyl, -S(O)C₁-C₄ alkyl , -SO₂C₁-C₄ alkyl, -S(O)C₁-C₄ haloalkyl and -SO₂C₁-C₄ haloalkyl. Other values of radicals are given in cl. 1 of the claims.

EFFECT: novel bicyclic derivatives are disclosed.

26 cl, 15 ex