NOVEL COMPOUND EXHIBITING ENTEROPEPTIDASE INHIBITING ACTIVITY Russian patent published in 2022 - IPC C07D417/04 C07D277/82 C07D277/42 A61K31/426 A61K31/428 A61K31/454 A61P3/04 A61P3/06 A61P3/10 

FIELD: chemistry.

SUBSTANCE: invention relates to novel heteroaromatic compounds. Disclosed is a compound having chemical formula (1a) or (1b), or a pharmaceutically acceptable salt thereof, where each of A1, A2, A3, A4 and A5 is independently C; Q is O or N; each of R1 and R6 is independently H or unsubstituted or substituted C1-C6 alkyl, or R1 and R6 together with the nitrogen atom to which they are attached form an unsubstituted or substituted 5–6-membered heterocyclic ring containing from 1 to 2 atoms N; each of R3 and R4 is independently H or halogen; and R5 is amidine or guanidine, or wherein each of A1, A2, A3, A4, A5, A6, A7 and A8 is independently C; Q is O; each of R1 and R6 is independently H, unsubstituted or substituted C1-C6 alkyl, or R1 and R6 together with the nitrogen atom to which they are attached form an unsubstituted or substituted 5–6-membered heterocyclic ring containing from 1 to 2 atoms N; R2 is H or unsubstituted or substituted C1-C6 alkyl; each of R3 and R4 is independently H or halogen; and R5 is amidine or guanidine; broken line denotes the presence or absence of a bond, and when a bond is present, or a double bond is formed between the S and N atoms in 5-member heterocycle, and the exocyclic N atom in NR1R6 becomes an amino group as substitute of 5-member heterocycle, and R2 is absent, or a double bond is formed between the carbon atom between the S and N atoms in 5-member heterocycle and the exocyclic nitrogen atom, such that the exocyclic nitrogen atom becomes the nitrogen atom of the imino group, and R6 is absent; where the substituent in any of formulas 1a and 1b represents one to two substituents selected from the group consisting of -(CR^a₂)_nR^b, -C(O)OR^a, -(CH₂)_n-C(O)OR^a, -(CH₂)_n-C(O)NR^aR^b, -C(O)NR^aR^b and -NR^aC(O)R^b, where each R^a and R^b is independently hydrogen, C1-C4 alkyl or phenyl, n is integer from 1 to 3, C1-C4 alkyl or phenyl is unsubstituted or substituted with one or two of -C(O)OR^c or C1-C4 alkoxy, and R^c is hydrogen, C1-C4 alkyl or benzyl. Also disclosed are pharmaceutical compositions containing said compounds.

(1а); (1b)

EFFECT: obtaining heteroaromatic compounds suitable as enteropeptidase inhibitors.

11 cl, 2 tbl, 91 ex