Targeted nitroxide agents
View Patent ↗A compound having a structure of:
1. A compound having a structure of:
wherein R 1 and R 1a are independently hydrogen, a halo, C 1 -C 6 straight or branched-chain alkyl, or a C 1 -C 6 straight or branched-chain alkyl further comprising a phenyl (C 6 H 5 ) group, wherein the C 1 -C 6 straight or branched-chain alkyl group or the C 1 -C 6 straight or branched-chain alkyl group comprising a phenyl group is unsubstituted or is methyl-, hydroxyl- or halo-substituted; R 4 is hydrogen, a halo, a C 1 -C 6 straight or branched-chain alkyl, or a C 1 -C 6 straight or branched-chain alkyl further comprising a phenyl (C 6 H 5 ) group, wherein the C 1 -C 6 straight or branched-chain alkyl group or the C 1 -C 6 straight or branched-chain alkyl group comprising a phenyl group is unsubstituted or is methyl-, hydroxyl- or halo-substituted; R 5 is an —N—O., —N—OH or N═O containing group; R is —C(O)—R 6 , —C(O)O—R 6 , or —P(O) —(R 6 ) 2 , wherein R 6 is C 1 -C 6 straight or branched-chain alkyl or a C 1 -C 6 straight or branched-chain alkyl further comprising one or more (C 6 H 5 ) groups that are independently unsubstituted, or methyl-, ethyl-, hydroxyl- or halo-substituted; R 7 , R 8 , R 8a , and R 9 are independently H or a halo; and R 2 and R 2a are F.
2. The compound of claim 1 , wherein R 1 is a C 1 -C 6 straight or branched-chain alkyl; R 1a is H; R 7 is H; R 4 is H; R 5 is an —N—O—. - containing group; and R is —C(O)O—R 6 wherein R 6 is C 1 -C 6 straight or branched-chain alkyl.
3. The compound of claim 1 , wherein the compound has a structure of:
4. The compound of claim 1 , wherein the compound has a structure of:
5. A compound having a structure of:
wherein R 1 and R 1a are independently hydrogen, a halo, C 1 -C 6 straight or branched-chain alkyl, or a C 1 -C 6 straight or branched-chain alkyl further comprising a phenyl (C 6 H 5 ) group, wherein the C 1 -C 6 straight or branched-chain alkyl group or the C 1 -C 6 straight or branched-chain alkyl group comprising a phenyl group is unsubstituted or is methyl-, hydroxyl- or halo-substituted; R 4 is hydrogen, a halo, a C 1 -C 6 straight or branched-chain alkyl, or a C 1 -C 6 straight or branched-chain alkyl further comprising a phenyl (C 6 H 5 ) group, wherein the C 1 -C 6 straight or branched-chain alkyl group or the C 1 -C 6 straight or branched-chain alkyl group comprising a phenyl group is unsubstituted or is methyl-, hydroxyl- or halo-substituted; R 5 is an —N—O., —N—OH or N═O containing group; R is —C(O)—R 6 , —C(O)O—R 6 , or —P(O) —(R 6 ) 2 , wherein R 6 is C 1 -C 6 straight or branched-chain alkyl or a C 1 -C 6 straight or branched-chain alkyl further comprising one or more (C 6 H 5 ) groups that are independently unsubstituted, or methyl-, ethyl-, hydroxyl- or halo-substituted; R 8 , R 8a , and R 9 are independently H or a halo; R 2 and R 2a are each a halo, C 1 -C 6 straight or branched-chain alkyl, or a C 1 -C 6 straight or branched-chain alkyl further comprising a phenyl (C 6 H 5 ) group, wherein the C 1 -C 6 straight or branched-chain alkyl group or the C 1 -C 6 straight or branched-chain alkyl group comprising a phenyl group is unsubstituted or is methyl-, hydroxyl- or halo-substituted; and R 7 is H, a halo, a C 1 -C 6 straight or branched-chain alkyl or a C 1 -C 6 straight or branched-chain alkyl further comprising one or more (C 6 H 5 ) groups that are independently unsubstituted, or methyl-, ethyl-, hydroxyl- or halo-substituted, provided that at least three of R 2 , R 2a , R 4 , and R 7 are not H.
6. The compound of claim 5 , wherein R 2 and R 2a are each a C 1 -C 6 straight or branched-chain alkyl.
7. The compound of claim 6 , wherein the compound has a structure of:
8. A compound having a structure of:
wherein R 1 is hydrogen, R 1a is tert-butyl, 1 -hydroxyethyl, isopropyl, or isobutyl: R 2 , and R 2a are each independently hydrogen R 4 is hydrogen; R 5 is
R is —C(O)O—R 6 , wherein R 6 is tert-butyl; and R 7 is F or CF 3 .
9. The compound of claim 1 , further comprising a detector label moiety coupled to the compound, wherein the detector label moiety is selected from a fluorescent material, a luminescent material, a bioluminescent material, or a radioactive material.
10. The compound of claim 9 , wherein the detector label moiety comprises a fluorophore covalently bonded to the compound.
11. The compound of claim 1 , wherein the compound is in the form of a nitroxide, a hydroxylamine, or a nitroxonium ion.
12. The compound of claim 1 , wherein the compound is in the form of a pharmaceutically acceptable salt or ester thereof.
13. A pharmaceutical composition comprising a compound of claim 1 , and at least one pharmaceutically acceptable additive.
14. A pharmaceutical composition comprising a compound of claim 5 , and at least one pharmaceutically acceptable additive.
15. A pharmaceutical composition comprising a compound of claim 8 , and at least one pharmaceutically acceptable additive.
16. A pharmaceutical composition comprising a compound of claim 3 , and at least one pharmaceutically acceptable additive.
17. A pharmaceutical composition comprising a compound of claim 4 , and at least one pharmaceutically acceptable additive.