USRE50083EActiveUtility
URAT1 inhibitor and use thereof
Assignee: JIANGSU ATOM BIOSCIENCE AND PHARMACEUTICAL CO LTDPriority: Nov 16, 2016Filed: Nov 15, 2017Granted: Aug 20, 2024
Est. expiryNov 16, 2036(~10.4 yrs left)· nominal 20-yr term from priority
C07D 513/04C07D 491/048C07D 471/04C07D 307/80A61P 3/00A61P 19/06A61K 31/4985A61K 31/437A61K 31/429A61K 31/343A61K 31/19A61K 31/519C07D 491/04C07D 487/04
53
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Cited by
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References
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Claims
Claims
exact text as granted — not AI-modifiedWhat is claimed is:
1. A compound or pharmaceutically acceptable salt thereoffor treating and preventing a metabolic disease in uric acid excretion, wherein the compound is selected from the group consisting of:
(3,5-dibromo-4-hydroxyphenyl)(2-ethylimidazo[1,2-a]pyrimidine-3-yl)methanone;
(3,5-dibromo-4-hydroxyphenyl)(2-ethylimidazo[2,1-b]thiozole-5-yl)methanone;
(3,5-dibromo-4-hydroxyphenyl)(2-ethylimidazo[1,2-a]pyrazine-3-yl)methanone;
3-bromo-5-[(2-ethylimidazo[1,2-a]pyridine-3-yl)hydroxymethyl]-2-hydroxybenzonitrile;
5-[(2-ethylimidazo[1,2-a]pyridine-3-yl)hydroxymethyl]-2-hydroxybenzonitrile;
2,6-dibromo-4-[(6-ethylimidazo[2,1-b]thiozole-5-yl)hydroxymethyl]phenol;
2,6-dibromo-4-[(2-ethylimidazo[1,2-a]pyrazine-3-yl)hydroxymethyl]phenol;
2-bromo-4-[(2-ethyl-6-fluoroimidazo[1,2-a]pyridine-3-yl)hydroxymethyl]-6-fluorophenol;
2,6-dibromo-4-[(2-ethylpyrazolo[1,5-a]pyridine-3-yl)hydroxymethyl]phenol;
2,6-dibromo-4-[(6-bromo-2-ethylimidazo[1,2-a]pyridine-3-yl)hydroxymethyl]phenol;
2,6-dibromo-4-{[(2-ethyl-7-(trifluoromethyl)imidazo[1,2-a]pyridine-3-yl)]hydroxymethyl}phenol;
2,6-dibromo-4-[(2-ethylimidazo[1,2-a]pyridine-3-yl)methyl]phenol;
(3,5-dibromo-4-hydroxyphenyl)(6-ethylimidazo[2,1-b] [1,3,4]thiodiazole-5-yl)methanone;
2-bromo-4-(2-ethylimidazo[1,2-a]pyridine-3-yl)hydroxymethyl-6-methylphenol;
2,6-dibromo-4-{(2-ethyl-7-methoxyimidazo[1,2-a]pyridine-3-yl)hydroxymethyl}phenol;
(3,5-dibromo-4-hydroxyphenyl)(2-propylfuro[2,3-b]pyridine-3-yl)methanone.
2. A pharmaceutical acceptable composition comprising the compound of claim 1 or its pharmaceutically acceptable salt as active ingredient, and a pharmaceutically acceptable carrier.
3. A method for treating and preventing a metabolic disease in uric acid excretion comprising a step of administrating to a subject in need a therapeutically effective amount of the compound of claim 1 or its pharmaceutically acceptable salt; wherein the metabolic disease in uric acid excretion is hyperuricemia or gout.
4. A compound selected from the group consisting of:
or a pharmaceutically acceptable salt thereof, wherein:
the
Y is carbonyl, sulfur, sulfone, sulfoxide, optionally substituted methylene, or imino, provided that when D is N such that the ring A forms a pyridine ring, Y is not a carbonyl group;
each R 1 is independently selected from the group consisting of hydrogen, deuterium, hydroxy, halogen, nitro, amino, cyano, C 1-3 alkyl, substituted C 1-3 alkyl, substituted C 1-3 amino, C 1-3 alkoxy, and substituted C 1-3 alkoxy;
R 2 is selected from the group consisting of hydroxy, halogen, nitro, amino, cyano, C 1-3 alkyl, substituted C 1-3 alkyl, and substituted C 1-3 amino;
R 3 is selected from the group consisting of C 1-4 alkyl, substituted C 1-4 alkyl, and halogen;
m is an integer from 0 to 3;
n is an integer from 1 to 3; and
the substituent in the group R 1 , R 2 or R 3 is each independently selected from the group consisting of hydroxyl, halogen, nitro, amino, and cyano.
5. The compound of claim 4 , wherein Y is carbonyl.
6. The compound of claim 4 , wherein each R 1 is independently selected from the group consisting of hydrogen, halogen, and C 1-3 alkyl substituted with halogen.
7. The compound of claim 4 , wherein R 2 is selected from the group consisting of halogen, cyano, and C 1-3 alkyl substituted with halogen.
8. The compound of claim 4 , wherein R 3 is ethyl or propyl.
9. The compound of claim 4 , wherein m is 1.
10. The compound of claim 4 , wherein R 1 is —H.
11. The compound of claim 4 , having Formula II-A:
wherein the
12. A compound having the following structure:
or pharmaceutically acceptable salt thereof.
13. The compound of claim 4 , having the Formula II-B:
wherein the
14. A compound having the following structure:
or pharmaceutically acceptable salt thereof.
15. The compound of claim 4 , having the Formula II-C:
wherein the
16. The compound of claim 4 , having the Formula V-B:
wherein the
is
17. The compound of claim 16 , having the following structure:
18. A composition, comprising the compound of claim 4 , a pharmaceutically acceptable salt thereof, or a hydrolyzable prodrug thereof, and a pharmaceutically acceptable excipient.
19. A composition, comprising the compound of claim 4 or a pharmaceutically acceptable salt thereof and a pharmaceutically acceptable carrier.
20. A method for treating or preventing hyperuricemia or gout, comprising administrating to a subject in need thereof a therapeutically effective amount of the compound of claim 4 or a pharmaceutically acceptable salt thereof.Cited by (0)
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