NOVEL IMMUNE SYSTEM MODULATORS RELATED APPLICATIONS Russian patent published in 2017 - IPC C07D487/04 A61K31/5377 A61K31/519 A61P7/00 A61P3/10 A61P9/10 

FIELD: chemistry.

SUBSTANCE: invention relates to novel compounds of formula I or a pharmaceutically acceptable salt thereof, which possess properties of TOLL-like receptor (TLR9) inhibitor and can be used for treating autoimmune diseases, mediated by TLR9 activity. Diseases can be selected from cutaneous and systemic lupus erythematosus, insulin-dependent diabetes mellitus, rheumatoid arthritis, multiple sclerosis, atherosclerosis, psoriasis, psoriatic arthritis, inflammatory bowel disease, ankylosing spondylitis, autoimmune hemolytic anemia, Behget's syndrome, Goodpasture's syndrome, Graves' disease, Guillain-Barre syndrome, Hashimoto's thyroiditis, idiopathic thrombocytopenia, myasthenia gravis, pernicious anemia, polyarteritis nodosa, polymyositis/dermatomyositis, primary biliary sclerosis, sarcoidosis, sclerosing cholangitis, Sjogren's syndrome, systemic sclerosis (scleroderma and CREST syndrome), Takayasu's arteritis, temporal arteritis, and Wegener's granulomatosis. In Formula I

X is absent or denotes aryl; Q is H, (CH₂)_qNR₁R₂, SR₁ or CR₁R₂R_2', where q is equal to 0 or 1; R₁, R₂ and R_2', each independently, represent hydrogen, C₁-C₁₂ alkyl, or R₁ and R₂ together with a nitrogen atom, with which they are bonded form a 6-member heterocycle, containing two nitrogen atoms or a nitrogen atom and an oxygen atom, which can be optionally substituted with (C₁-C₄)alkyl or (CH₂)_pOR_a, where p is equal to 2-4; R₇ is NR₃R₄; R₃ and R₄, each independently represent (C₁-C₁₂)alkyl, or R₃ and R₄, together with a nitrogen atom with which they are bonded, form or 6-member heterocycle containing 1-2 heteroatoms selected from a group consisting of O and N, and which can be optionally substituted with (C₁-C₄)alkyl; Y is NR₁₁, where R₁₁ is hydrogen or (C₁-C₁₂)alkyl; L is an alkyl or alkenyl, each containing from 2 to 10 carbon atoms; R₅ is hydrogen, halogen, CF₃, OR_a, SR_a, NR_bR_c or NH(CH₂)_pNR_bR_c; R₆ is a halogen, (C₁-C₁₂)alkyl, CF₃, phenyl, phenyl substituted with halogen, CN or CF₃, or NH(CH₂)_pNR_bR_c; in each case R_a independently represents hydrogen, (C₁-C₆)alkyl; and said R_b and R_c, together with a nitrogen atom with which they are bonded, optionally form 5-6-member heterocycle, containing 1-2 heteroatoms selected from O and N, where heterocycle is optionally substituted with (C₁-C₄)alkyl; provided that if R₅ and R₆ denote H or methyl, then Q is not H.

EFFECT: obtaining novel compounds of formula.

19 cl, 5 tbl, 73 ex