Fluorinated 3-(2-oxo-3-(3-arylpropyl)imidazolidin-1-yl)-3-arylpropanoic acid derivatives
The invention relates to fluorinated compounds and their use as integrin receptor antagonists. Novel fluorinated 3-(2-oxo-3-(3-arylpropyl)imidazolidin-1-yl)-3-arylpropanoic acid derivatives and pharmaceutically acceptable salts or solvates thereof and their use are described.
1. A compound of formula I:
or a pharmaceutically acceptable salt or solvate thereof, wherein
X is selected from CH and N;
Y is selected from CH and N;
R 1 is C 1 -C 6 alkoxy wherein said C 1 -C 6 alkoxy is substituted with 0, 1, 2, 3, 4, or 5 fluorine atoms; and
R 2 and R 3 are each independently selected from H and F,
or R 2 and R 3 taken together with the carbon atom to which they are attached form a 3- or 4-membered carbocyclic or heterocyclic ring,
provided that the compound of formula I contains at least one fluorine atom.
2. A compound of formula II:
or a pharmaceutically acceptable salt or solvate thereof, wherein
X is selected from CH and N;
Y is selected from CH and N;
R 1 is C 1 -C 6 alkoxy wherein said C 1 -C 6 alkoxy is substituted with 0, 1, 2, 3, 4, or 5 fluorine atoms; and
R 2 and R 3 are each independently selected from H and F,
or R 2 and R 3 taken together with the carbon atom to which they are attached form a 3- or 4-membered carbocyclic or heterocyclic ring,
provided that the compound of formula II contains at least one fluorine atom.
3. A compound of formula III:
or a pharmaceutically acceptable salt or solvate thereof, wherein
R 1 is C 1 -C 6 alkoxy wherein said C 1 -C 6 alkoxy is substituted with 0, 1, 2, 3, 4, or 5 fluorine atoms; and
R 2 and R 3 are each independently selected from H and F,
or R 2 and R 3 taken together with the carbon atom to which they are attached form a 3- or 4-membered carbocyclic or heterocyclic ring,
provided that the compound of formula III contains at least one fluorine atom.
4. A compound of formula IV:
or a pharmaceutically acceptable salt or solvate thereof, wherein
R 1 is C 1 -C 6 alkoxy wherein said C 1 -C 6 alkoxy is substituted with 0, 1, 2, 3, 4, or 5 fluorine atoms; and
R 2 and R 3 are each independently selected from H and F,
or R 2 and R 3 taken together with the carbon atom to which they are attached form a 3- or 4-membered carbocyclic or heterocyclic ring,
provided that the compound of formula IV contains at least one fluorine atom.
5. A compound of formula V:
or a pharmaceutically acceptable salt or solvate thereof, wherein
R 1 is C 1 -C 6 alkoxy wherein said C 1 -C 6 alkoxy is substituted with 0, 1, 2, 3, 4, or 5 fluorine atoms; and
R 2 and R 3 are each independently selected from H and F,
or R 2 and R 3 taken together with the carbon atom to which they are attached form a 3- or 4-membered carbocyclic or heterocyclic ring,
provided that the compound of formula V contains at least one fluorine atom.
6. A pharmaceutical composition comprising a compound of claim 1 or a pharmaceutically acceptable salt or solvate thereof and a pharmaceutical carrier, diluent, or excipient.
7. A pharmaceutical composition comprising a compound of claim 2 or a pharmaceutically acceptable salt or solvate thereof and a pharmaceutical carrier, diluent, or excipient.
8. A pharmaceutical composition comprising a compound of claim 3 or a pharmaceutically acceptable salt or solvate and a pharmaceutical carrier, diluent, or excipient.
9. A pharmaceutical composition comprising a compound of claim 4 or a pharmaceutically acceptable salt or solvate thereof and a pharmaceutical carrier, diluent, or excipient.
10. A pharmaceutical composition comprising a compound of claim 5 or a pharmaceutically acceptable salt or solvate thereof and a pharmaceutical carrier, diluent, or excipient.
11. The compound of claim 1 , selected from the group consisting of:
or a pharmaceutically acceptable salt or solvate thereof.
12. A pharmaceutical composition comprising a compound of claim 11 or a pharmaceutically acceptable salt or solvate thereof and a pharmaceutical carrier, diluent, or excipient.
13. The compound of claim 1 , selected from the group consisting of:
or a pharmaceutically acceptable salt or solvate thereof.
14. A pharmaceutical composition comprising a compound of claim 13 or a pharmaceutically acceptable salt or solvate thereof and a pharmaceutical carrier, diluent, or excipient.