TETRAHYDROISOQUINOLINE COMPOUND, ITS PRODUCTION METHOD, PHARMACEUTICAL COMPOSITION CONTAINING SUCH A COMPOUND, AND ITS USE Russian patent published in 2023 - IPC C07D401/06 C07D401/08 C07D401/12 C07D471/04 C07D217/06 C07D217/14 C07D221/04 A61K31/4725 A61P29/00 A61P11/00 A61P25/14 

Abstract RU 2792034 C2

FIELD: medicine.

SUBSTANCE: invention relates to a compound of tetrahydroisoquinoline of the general formula (I), which has a property of a type 4 phosphodiesterase inhibitor, a method for its production, and a pharmaceutical composition based on it for the prevention, treatment, or adjuvant treatment of immune or inflammatory diseases caused by the activity or expression of PDE4. In the general formula (I), a chiral carbon atom C* independently has type S, type R, or a combination thereof; n = 1; X is -CH2- ; Y is a binding group selected from linear or branched C1-C6 alkylene, -CH2O-, -CH2NH-, , , or ; each of R1 and R2 groups is independently selected from a group consisting of deuterium, hydroxyl, halogen, substituted or unsubstituted linear or branched C1-C6 alkoxy, substituted or unsubstituted C3-C7 cycloalkoxy, substituted or unsubstituted C3-C7 cycloalkylmethoxy, benzyloxy, carboxy-substituted linear C2-C8 alkoxy, N,N-dimethylamine-substituted linear C2-C8 alkoxy, COOR5, or CONR5R6; the substitute is selected from deuterium or halogen; each of R3 groups is selected from following groups, which are not substituted or substituted 1-2 substitutes: -C(O)-(5-7-element heteroaryl), -C(O)-(4-7-element heterocyclic group), -C1-C4 acyl, -CHO, R7SO2-, NH2(CH2)mSO2-, R7SO2(CH2)m-, R7O(CH2)mCO-, R7OCO(CH2)m-, difluoromethyl, benzenesulfonyl, 5-7-element heteroarylsulfonyl; where each of heterocyclic groups or heteroaryl groups contains from 1 to 2 heteroatoms selected from oxygen, sulfur, or nitrogen; and each of substitutes is independently selected from halogen, linear or branched C1-C6 alkoxy, trifluoromethyl group, C0-C4 sulfonyl group; each of R5, R6, and R7 groups is independently selected from hydrogen, substituted or unsubstituted linear or branched C1-C4 alkyl, substituted or unsubstituted C3-C8 cycloalkyl, substituted or unsubstituted C6-C10 aryl, in which the substitute is selected from halogen; m is selected from 0, 1, or 2; R4 is a group, which is not substituted or substituted with 1-2 substitutes and is selected from 5-12-element heteroaryl group; where each of the specified heteroaryls contains from 1 to 2 heteroatoms selected from oxygen, sulfur, or nitrogen; each of the specified substitutes is independently selected from deuterium, halogen, linear or branched C1-C6 alkyl, linear or branched C1-C6 alkoxy, linear or branched C1-C6 alkylcarbonyloxy, cyano, nitro, hydroxy, amino, hydroxymethyl, trifluoromethyl, trifluoromethoxy, difluoromethyl, difluoromethoxy, COOR5.

EFFECT: provision of a compound of the general formula (I), having properties of a type 4 phosphodiesterase inhibitor.

11 cl, 7 tbl, 234 ex

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RU 2 792 034 C2

Authors

Xu, Yechun

Liu, Hong

Tang, Wei

Zhang, Xianglei

Gu, Zhanni

Li, Heng

Han, Xu

Zhu, Fenghua

Feng, Chunlan

Dong, Guangyu

Chen, Tiantian

Chen, Wuyan

Jiang, Hualiang

Chen, Kaixian

Dates

2023-03-15Published

2019-02-03Filed