Synthesis of pro-resolving analogs and compositions therefor
AssigneeNocendra Inc.
InventorsThomas E. Van Dyke, Charles N. Serhan
Life of this patent
Estimating the term…
Abstract
This disclosure relates to methods of synthesizing certain lipoxin analogs (e.g., lipoxin mimetics, etc.) and pharmaceutical compositions comprising these pro-resolving compounds. Methods of administering the lipoxin mimetics (e.g., lipoxin A4 mimetics, lipoxin B4 mimetics, etc.) to patients in need thereof are also provided.
Claims23
1-10. (canceled)
The method according to claim 1, wherein said compound of Formula (III) has the structure of Formula (IIIa):
A method comprising deprotecting a compound of Formula (III):
- wherein p is an integer from 0-4;
- R1 is selected from hydrogen, saturated or unsaturated C1-C7 alkyl optionally substituted one or more times, and C1-C7 heteroalkyl optionally substituted one or more times;
- R2 is selected from hydrogen, halogen, hydroxy, cyano, nitro, saturated or unsaturated C1-C7 alkyl optionally substituted one or more times, and C1-C7 heteroalkyl optionally substituted one or more times;
- R3 is independently selected at each occurrence from hydrogen, hydroxy, halogen, cyano, nitro, saturated or unsaturated C1-C7 alkyl optionally substituted one or more times, saturated or unsaturated C1-C7 alkoxy optionally substituted one or more times, and C1-C7 heteroalkyl optionally substituted one or more times;
- RL is absent or a divalent C1-C7 hydrocarbon optionally substituted one or more times;
- P1-P3 are each independently an oxygen protecting group;
- to produce a compound having the structure of Formula (IV):
16-17. (canceled)
A pharmaceutical composition comprising one or more pharmaceutically acceptable carriers, excipients, and/or diluents and a compound having the structure of Formula (V) or Formula (X):
- or carboxylate salts thereof;
- wherein p is an integer from 0-4
- R1 is selected from hydrogen, saturated or unsaturated C1-C7 alkyl optionally substituted one or more times, and C1-C7 heteroalkyl optionally substituted one or more times;
- R2 is selected from hydrogen, halogen, hydroxy, cyano, nitro, saturated or unsaturated C1-C7 alkyl optionally substituted one or more times, and C1-C7 heteroalkyl optionally substituted one or more times;
- R3 is independently selected at each occurrence from hydrogen, hydroxy, halogen, cyano, nitro, saturated or unsaturated C1-C7 alkyl optionally substituted one or more times, saturated or unsaturated C1-C7 alkoxy optionally substituted one or more times, and C1-C7 heteroalkyl optionally substituted one or more times;
- RL is absent or a divalent C1-C7 hydrocarbon optionally substituted one or more times;
- and
- the pH of said composition is greater than 7.
(canceled)
32-34. (canceled)
A method comprising:
- contacting a compound having the structure of Formula (VI):
- with a compound having the structure of Formula (VII):
- under in an environment suitable with a pH greater than 7 to form a compound having the structure of Formula (VIII):
- wherein p is an integer from 0-4;
- R1 is selected from hydrogen, saturated or unsaturated C1-C7 alkyl optionally substituted one or more times, and C1-C7 heteroalkyl optionally substituted one or more times;
- R2 is selected from hydrogen, halogen, hydroxy, cyano, nitro, saturated or unsaturated C1-C7 alkyl optionally substituted one or more times, and C1-C7 heteroalkyl optionally substituted one or more times;
- R3 is independently selected at each occurrence from hydrogen, hydroxy, halogen, cyano, nitro, saturated or unsaturated C1-C7 alkyl optionally substituted one or more times, saturated or unsaturated C1-C7 alkoxy optionally substituted one or more times, and C1-C7 heteroalkyl optionally substituted one or more times;
- RL is absent or a divalent C1-C7 hydrocarbon optionally substituted one or more times;
- P1-P3 are each independently an oxygen protecting group;
- and
- X is a halogen.
Dependencies are inferred from the claim text.