Fluorinated tetrahydronaphthyridinyl nonanoic acid derivatives and uses thereof
AssigneeSciFluor Life Sciences, Inc.
InventorsBen C. Askew, Takeru Furuya
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Abstract
The present invention relates to fluorinated compounds of formula I and methods of synthesizing these compounds. The present invention also relates to pharmaceutical compositions containing the fluorinated compounds of the invention, and methods of treating fibrosis, macular degeneration, diabetic retinopathy (DR), macular edema, diabetic macular edema (DME), and macular edema following retinal vein occlusion (RVO), by administering these compounds and pharmaceutical compositions to subjects in need thereof.
Claims19
A compound of formula I:
- or a pharmaceutically acceptable salt or solvate thereof, wherein:
- Z is
- Q is
- X is CR4 or N;
- Y is CR4 or N;
- R1 is H, F, Cl, C1-C4 alkyl substituted with 1, 2, 3, 4, 5, 6, 7, 8, or 9 fluorine atoms, or C1-C6 alkoxy substituted with 0, 1, 2, 3, 4, 5, 6, or 7 fluorine atoms;
- each R4 is independently H, CH2F, CHF2, or CF3;
- and
- R51 and R52 are each independently H, F, or Cl;
- provided that the compound of formula I contains at least one fluorine atom, and provided that when Z is
- R51 and R52 are each H, then at least one of X and Y is CR4, and R4 is CH2F, CHF2, or CF3.
A compound selected from the group consisting of:
- or a pharmaceutically acceptable salt or solvate thereof.
A method of treating a fibrosis, comprising administering to a subject in need thereof, a therapeutically effective amount of a compound of formula Ia:
- or a pharmaceutically acceptable salt or solvate thereof, wherein:
- Z is
- Q is
- X is CR4 or N;
- Y is CR4 or N;
- R1 is H, F, Cl, C1-C4 alkyl substituted with 1, 2, 3, 4, 5, 6, 7, 8, or 9 fluorine atoms, or C1-C6 alkoxy substituted with 0, 1, 2, 3, 4, 5, 6, or 7 fluorine atoms;
- R2 and R3 are each independently H, F, CH2F, CHF2, or CF3, provided that one of R2 and R3 is not H;
- each R4 is independently H, CH2F, CHF2, or CF3;
- and
- R51 and R52 are each independently H, F, or Cl;
- provided that the compound of formula Ia contains at least one fluorine atom.
Dependencies are inferred from the claim text.