FIELD: medicinal chemistry.
SUBSTANCE: boron-containing compound of formula (IA) or formula (IB) or a pharmaceutically acceptable salt thereof. In formula (IA) and formula (IB): B is boron; A1 and A2 are independently O or S; R1, R2 and R5 are each independently H, deuterium, (C1-C6)alkoxy, (C1-C6)alkoxy-d1-13, (C1-C6)alkyl, (C1-C6)alkyl-d1-13, cyano, halogen or halo(C1-C6)alkyl; R3 and R4 are each independently (C1-C6)alkyl, (C1-C6)alkyl-d1-13, (C3-C8)cycloalkyl, halo(C1-C6)alkyl or hydroxy(C1-C6)alkyl; R6, R7 and R9 are each independently H, deuterium, (C1-C6)alkyl, (C1-C6)alkyl-d1-13 or halo(C1-C6)alkyl; p is 0. (R)-4-(5-(4-methoxy-3-propoxyphenyl)pyridin-3-yl)-1,2-oxaborolan-2-ol or a pharmaceutically acceptable salt thereof and (S)-4-(5-(4-methoxy-3-propoxyphenyl)pyridin-3-yl)-1,2-oxaborolan-2-ol or a pharmaceutically acceptable salt thereof and crystalline forms thereof, pharmaceutical composition and use for the drug preparation for the treatment of atopic dermatitis in humans are also provided. The proposed compounds inhibit phosphodiesterase 4 (PDE4).
EFFECT: treating conditions or disorders mitigated by PDE4 inhibition.
20 cl, 12 dwg, 18 tbl, 470 ex
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Authors
Dates
2023-04-10—Published
2019-10-01—Filed