Therapeutic compounds
and salts thereof are disclosed. Also disclosed are pharmaceutical compositions comprising a compound of formula I, processes for preparing compounds of formula I, intermediates useful for preparing compounds of formula I and therapeutic methods using a compound of formula I.
1. A compound of formula I or a salt thereof:
A-L-B I
wherein:
A is a residue of A1 or a stereoisomer thereof or A2:
B is a residue of B1:
and
L is a linker;
wherein the residue of A1 or A2 is derivable by the removal of a hydrogen from a heteroatom of A1 or A2 and wherein the residue of B1 is derivable by the removal of a hydrogen from a heteroatom or an alkyl group of B1.
2. The compound of claim 1 , wherein A is a residue of A1.
3. The compound of claim 1 , wherein A is a residue of A1a:
4. The compound of claim 1 , wherein the residue of A1 is derivable by the removal of a hydrogen from the —NH 2 group of A1 .
5. The compound of claim 1 , wherein the residue of B1 is derivable by the removal of a hydrogen from the —C(═O)CH 3 group of B1.
6. The compound of claim 1 which is a compound of formula Ia:
or a salt thereof.
7. The compound of claim 1 which is a compound of formula Ib:
or a salt thereof.
8. The compound of claim 1 , wherein the linker comprises about 15 to about 300 atoms.
9. The compound of claim 1 , wherein the linker comprises atoms selected from H, halo, C, O, N and S.
10. The compound of claim 1 , wherein the linker is a (C 6 -C 50 ) saturated or unsaturated hydrocarbon chain which chain is branched or unbranched, wherein one or more of the carbon atoms of the chain is replaced by a carbonyl, thiocarbonyl, O, N or S.
11. The compound of claim 1 , wherein the linker is represented by formula II:
wherein:
X 1 is
or absent;
Y 1 is (C 1 -C 6 )alkyl;
Z 1 is O, NR a or absent;
Y 2 is (C 1 -C 6 )alkyl;
X 2 is
or absent;
Z 2 is O, NR a or absent;
Y 3 is (C 1 -C 20 )alkyl;
Z 3 is O, NR a or absent;
X 3 is
or absent;
Y 4 is (C 1 -C 6 )alkyl;
Z 4 is O, NR a or absent; and
each R a is independently H or (C 1 -C 6 )alkyl.
12. The compound of claim 1 , wherein the linker is:
wherein n is 2, 5, 7, 9 or 10.
13. The compound of claim 1 which is:
or a salt thereof.
14. A pharmaceutical composition comprising a compound of formula I as described in claim 1 , or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier.
15. A method of treating pain in an animal comprising administering to the animal in need thereof a compound of formula I or a pharmaceutically acceptable salt thereof as described in claim 1 .
16. The method of claim 15 , wherein the pain is inflammatory pain or neuropathic pain.
17. The method of claim 16 , wherein the neuropathic pain is associated or induced by disease, trauma or drug use in the animal.
18. The method of claim 16 , wherein the neuropathic pain is associated or induced by sickle cell anemia, diabetes, HIV, cancer, neurodegenerative disease drug use.