Back to results
US 7,968,575 B2Granted
Nitric oxide donors and uses thereof
AssigneeRenopharm Ltd.
InventorsPeter Assaf, Elham Gazaleen-Mariee, Michael Naveh
Life of this patent
Estimating the term…
Abstract
Disclosed are novel NO-donating compounds, designed such that when NO is released from the compound a residue which is a naturally occurring metabolite is formed, and thus a development of tolerance to the compounds upon repetitive administration is prevented or decreased. Also disclosed are methods of preparing such NO-donating compounds, pharmaceutical compositions and medical devices containing such compounds and methods utilizing such compounds in the treatment of various medical conditions.
Claims23
An NO-donating compound having the general formula I:
- wherein:
- A is selected from the group consisting of alkyl, amine, aryl, C-amide, carbonyl, hydrazine, N-amide and any combination thereof, or absent;
- X is a heteroaryl selected from the group consisting of benzodioxole, benzothiophene, diazole, dithiolane, furan, imidazole, indole, phthalazine, piperidine, pyrazine, pyrazole, pyridine, pyridinyl, pyrimidine, pyrrolidine, quinoline and thiadiazole;
- B is an ethylene chain;
- Y is —ONO2;
- and
- Z is methyl.
4 more elements
An NO-donating compound selected from the group consisting of:
- 3-[4-Methyl-5-(2-nitrooxy-ethyl)-thiazole-2-yl]-pyridine (Pet-12);
- 2-Chloro-3-[4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-6-trifluoromethyl-pyridine (Pet-18);
- Diethyl-{3-[4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-pyridin-4-yl}-amine (Pet-19);
- 2-Methyl-5-[4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-pyridine (Pet-20);
- 3-[4-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-pyridine 1-oxide (Pet-21);
- 5-[4-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-2-trifluoromethyl-pyridine (Pet-22);
- 2-Methoxy-6-[4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-pyrazine (Pet-23);
- Methyl-{6-[4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-pyrazin-2-yl}-amine (Pet-24);
- 2-Ethyl-4-[4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-pyridine 1-oxide (Pet-25);
- 5-[4-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-2-trifluoromethyl-pyridine 1-oxide (Pet-26);
- 3-(4-Amino-2-methyl-pyrimidin-5-ylmethyl)-4-methyl-5-(2-nitrooxy-ethyl)-thiazol-3-ium;
- chloride (Pet-68);
- 2-Furan-2-yl-4-methyl-5-(2-nitrooxy-ethyl)-thiazole (Pet-69);
- 4-Methyl-5-(2-nitrooxy-ethyl)-2-thiophen-2-yl-thiazole (Pet-71);
- 2-Benzo[b]thiophen-2-yl-4-methyl-5-(2-nitrooxy-ethyl)-thiazole (Pet-72);
- [4-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-pyridin-3-ylmethyl-amine (Pet-80);
- 4-[4-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-pyridine (Pet-81);
- 2-(3,5-Dimethyl-pyrazol-1-yl)-4-methyl-5-(2-nitrooxy-ethyl)-thiazole (Pet-83);
- 5-[4-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-1H-imidazol-4-ylamine (Pet-84);
- 4-Methyl-5-(2-nitrooxy-ethyl)-2-thiophen-2-ylmethyl-thiazole (Pet-86);
- 4-Methyl-5-(2-nitrooxy-ethyl)-2-(1-thiophen-2-yl-ethyl)-thiazole (Pet-87);
- [4-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-thiophen-2-yl-methanone (Pet-88);
- 4-Methyl-5-(2-nitrooxy-ethyl)-2-(nitrooxy-thiophen-2-yl-methyl)-thiazole (Pet-95);
- 2-[4-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-pyrazine (Pet-125);
- 2-[4-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-pyrazine 4-oxide (Pet-126);
- 2-[4-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-pyrazine 1,4-dioxide (Pet-127);
- 2-Ethyl-5-[4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-pyridine (Pet-144);
- 4-Methyl-5-(2-nitrooxy-ethyl)-thiazole-2-carboxylic acid N′-phthalazin-1-yl-hydrazide (Pet-153);
- N-[4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-nicotinamide (Pet-154);
- N-[4-methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-1-oxy-nicotinamide (Pet-156);
- 4-Methyl-5-(2-nitrooxy-ethyl)-thiazole-2-carboxylic acid pyridin-3-ylamide (Pet-170);
- 3-[4-Methyl-5-(2-nitrooxy-ethyl)thiazol-2-ylmethyl]-1H-indole (Pet-172);
- [4-Methyl-5-(2-nitrooxy-ethyl)-2-yl]-pyridin-4-yl-amine (Pet-174);
- and
- 4-{4-[4-Methyl-5-(2-nitrooxy-ethyl)-thiazol-2-yl]-phenyl}-[1,2,3]thiadiazole (Pet-178).
32 more elements
Dependencies are inferred from the claim text.