Oligome-bis-chromonyl compound conjugates
View Patent ↗The invention provides oligomer-bis-chromonyl compound conjugates. The conjugates of the invention, when administered by any of a number of administration routes, exhibits advantages over previously administered compounds.
1. A compound having the following structure:
wherein:
R 1 is selected from the group consisting of hydrogen, hydroxy, halo, lower alkyl, and lower alkoxy;
R 2 is selected from the group consisting of hydrogen, hydroxy, halo, lower alkyl, and lower alkoxy;
R 3 is selected from the group consisting of hydrogen, hydroxy, halo, lower alkyl, and lower alkoxy;
R 4 is selected from the group consisting of hydrogen, hydroxy, halo, lower alkyl, and lower alkoxy;
R 5 is selected from the group consisting of hydrogen, hydroxy, halo, lower alkyl, and lower alkoxy;
R 6 is selected from the group consisting of hydrogen, hydroxy, halo, lower alkyl, and lower alkoxy;
L is selected from —CH 2 —CH═CH—CH 2 —,
—CH 2 —CH(OH)—CH 2 —, —CH 2 —CH(OH)—CH 2 —O—CH 2 —CH(OH)—CH 2 —, —CH 2 —O—CH 2 —, —CH 2 —CH 2 —CH(CH 3 )—CH 2 —CH 2 —, —CH 2 —CO—CH 2 —and —CH 2 —CH 2 —O—CH 2 —CH 2 —;
(a) is one;
(b) is one;
X 1 , when present, is a spacer moiety selected from the group consisting of —C(O)O—, —OC(O)—, —NH—C(O)O—, —OC(O)—NH— and a carbonyl;
X 2 , when present, is a spacer moiety selected from the group consisting of —C(O)O—, —OC(O)—, —NH—C(O)O—, —OC(O)—NH— and a carbonyl;
POLY 1 is a poly(ethylene oxide) oligomer having a number of repeating monomers in the range of from 1 to 30; and
POLY 2 is a poly(ethylene oxide) oligomer having a number of repeating monomers in the range of from 1 to 30.
2. The compound of claim 1 , wherein each poly(ethylene oxide) oligomer has a number of repeating monomers in the range of from 1 to 10.
3. The compound of claim 1 , wherein the poly(ethylene oxide) oligomer includes an alkoxy or hydroxy end-capping moiety.
4. A composition comprising: (i) a compound of claim 1 ; and (ii) a pharmaceutically acceptable excipient.
5. A composition of matter comprising a compound of claim 1 present in a dosage form.
6. A method of treating inflammation comprising administering to a subject a compound of claim 1 .
7. The compound of claim 1 , having the formula
wherein, in each appearance, (n) is an integer having a value of from 2 to 30.
8. The compound of claim 7 , having the formula
9. The compound of claim 8 , wherein in each appearance, (n) is an integer having a value of from 2 to 10.
10. The compound of claim 8 , wherein in each appearance, (n) is an integer having a value of 3 or 7.
11. A composition comprising: (i) a compound of claim 8 ; and (ii) a pharmaceutically acceptable excipient.
12. A composition of matter comprising a compound of claim 8 present in a dosage form.
13. A method of treating inflammation comprising administering to a subject a compound of claim 8 .
14. A method of treating asthma, allergic rhinitis, allergic conjunctivitis, mastocytosis, dermatographic urticaria, or ulcerative colitis comprising administering to a subject a compound of claim 8 .
15. A method of treating asthma, allergic rhinitis, allergic conjunctivitis, mastocytosis, dermatographic urticaria, or ulcerative colitis comprising administering to a subject a compound of claim 1 .