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US 12,428,389 B2Granted
Diarylamide compound and application thereof
AssigneeSunshine Lake Pharma Co., Ltd.
InventorsBaoxue Yang, Runtao Li, Min Li, Shun Zhang, Yan Zhao, Shuyuan Wang
Life of this patent
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Abstract
A use of a diarylamide compound having the structure as shown in formula (I) or a pharmaceutically acceptable salt thereof in preparing a drug which acts as a urea transporter protein inhibitor, and a novel diarylamide compound. The diarylamide compound has urea transporter protein inhibitor effect, and can produce urea selective diuresis in the body without obvious toxicity.
Claims10
A method for treating diseases related to a urea transporter inhibitor, comprising administering a therapeutically effective amount of a compound represented by formula (I-a) or a pharmaceutically acceptable salt thereof to a patient in need thereof,
- wherein,
- R1 is selected from the group consisting of nitro, halogen, alkylcarbonyl, alkylcarbonylamino, alkylsulfonyl and pyrido groups;
- R2 is selected from the group consisting of halogen, hydroxy, amino, cyano, alkenyl, alkynyl, hydroxyalkyl, aminoalkyl, alkoxy, alkylcarbonyl, alkoxycarbonyl, pyrido, alkylcarbonylamino optionally substituted with R5, heterocyclic or cyclic group optionally substituted with R5, heteroarylcarbonylamino optionally substituted with R5, N-alkylamino, N,N-di (alkyl) amino, and aminocarbonyl substituted with R3 and R4;
- wherein, R3 and R4 are each independently selected from the group consisting of H, hydroxyl, alkyl, heterocyclic or cyclic group optionally substituted with R5, heterocyclic or cyclic alkyl optionally substituted with R5, heteroaryl or aryl alkyl optionally substituted with R5, N-(alkyl) aminoalkyl, and N,N-di (alkyl) aminoalkyl;
- and R5 is selected from the group consisting of alkyl, nitro, alkylcarbonylamino, N-(alkyl) amino, N,N-di (alkyl) amino, N,N-di (alkyl) aminoalkylamino, and heterocyclic or cyclic group.
2 more elements
A method for treating diseases related to a urea transporter inhibitor, comprising administering a therapeutically effective amount of a compound selected from the group consisting of the following compounds (2) to (79), or the pharmaceutically acceptable salts thereof:
- (2)N-(4-acetylphenyl)-5-nitrofuran-2-carboxamide;
- (3)N-(4-acetamidophenyl)-5-nitrofuran-2-carboxamide;
- (4)N-(4-acetamidophenyl)furan-2-carboxamide;
- (5)N-phenyl-5-nitrofuran-2-carboxamide;
- (7)N-[4-(acetylamino)phenyl]-1H-pyrrole-2-carboxamide;
- (8)N-(4-acetamidophenyl)oxazole-5-carboxamide;
- (9)N-(4-acetamidophenyl)-5-nitrothiophene-2-carboxamide;
- (10)N-(pyridin-2-yl)-5-nitrofuran-2-carboxamide;
- (23)N-(4-acetamidophenyl)-5-bromofuran-2-carboxamide;
- (24)N-(4-acetamidophenyl)-5-acetamidofuran-2-carboxamide;
- (25)N-(4-acetamidophenyl)-5-methylsulfonylfuran-2-carboxamide;
- (26)N-(2-acetamidophenyl)-5-nitrofuran-2-carboxamide;
- (27)N-(3-acetamidophenyl)-5-nitrofuran-2-carboxamide;
- (28)N-(3-methylphenyl)-5-nitrofuran-2-carboxamide;
- (29)N-(2-methoxyphenyl)-5-nitrofuran-2-carboxamide;
- (30)N-(3-methoxyphenyl)-5-nitrofuran-2-carboxamide;
- (31)N-(4-methoxyphenyl)-5-nitrofuran-2-carboxamide;
- (32)N-(3-hydroxyphenyl)-5-nitrofuran-2-carboxamide;
- (33)N-(4-hydroxyphenyl)-5-nitrofuran-2-carboxamide;
- (34)N-(3-aminophenyl)-5-nitrofuran-2-carboxamide;
- (35)N-(2-fluorophenyl)-5-nitrofuran-2-carboxamide;
- (36)N-(3-fluorophenyl)-5-nitrofuran-2-carboxamide;
- (37)N-(4-fluorophenyl)-5-nitrofuran-2-carboxamide;
- (38)N-(3-chlorophenyl)-5-nitrofuran-2-carboxamide;
- (39)N-(4-chlorophenyl)-5-nitrofuran-2-carboxamide;
- (40)N-(3-cyanophenyl)-5-nitrofuran-2-carboxamide;
- (41)N-(4-cyanophenyl)-5-nitrofuran-2-carboxamide;
- (42) ethyl 3-(5-nitrofuran-2-carboxamido)benzoate;
- (43) ethyl 4-(5-nitrofuran-2-carboxamido)benzoate;
- (44)N-(3-carbamoylphenyl)-5-nitrofuran-2-carboxamide;
- (45)N-(4-carbamoylphenyl)-5-nitrofuran-2-carboxamide;
- (46)N-(3-acetylphenyl)-5-nitrofuran-2-carboxamide;
- (47)N-(4-dimethylaminophenyl)-5-nitrofuran-2-carboxamide;
- (48)N-(4-morpholinylphenyl)-5-nitrofuran-2-carboxamide;
- (49)N-(4-(4-ethylpiperazin-1-yl)phenyl)-5-nitrofuran-2-carboxamide;
- (50)N-(4-(2-hydroxyethyl)phenyl)-5-nitrofuran-2-carboxamide;
- (51)N-(4-aminomethylphenyl)-5-nitrofuran-2-carboxamide;
- (52) N,N′-(1,4-phenylene)bis(5-nitrofuran-2-carboxamide);
- (53)N-(3-(methylcarbamoyl)phenyl)-5-nitrofuran-2-carboxamide;
- (54)N-(3-(dimethylcarbamoyl)phenyl)-5-nitrofuran-2-carboxamide;
- (55)N-(3-(ethylcarbamoyl)phenyl)-5-nitrofuran-2-carboxamide;
- (56)N-(3-(isopropylcarbamoyl)phenyl)-5-nitrofuran-2-carboxamide;
- (57)N-(3-(isobutylcarbamoyl)phenyl)-5-nitrofuran-2-carboxamide;
- (58)N-(3-(cyclohexylcarbamoyl)phenyl)-5-nitrofuran-2-carboxamide;
- (59)N-(3-(benzylcarbamoyl)phenyl)-5-nitrofuran-2-carboxamide;
- (60)N-(3-((2-dimethylaminoethyl)carbamoyl)phenyl)-5-nitrofuran-2-carboxamide;
- (61)N-(3-((2-morpholinylethyl)carbamoyl)phenyl)-5-nitrofuran-2-carboxamide;
- (62)N-(3-((3-morpholinylpropyl)carbamoyl)phenyl)-5-nitrofuran-2-carboxamide;
- (63)N-(4-methyl-3-methylcarbamoylphenyl)-5-nitrofuran-2-carboxamide;
- (64)N-(5-methyl-3-methylcarbamoylphenyl)-5-nitrofuran-2-carboxamide;
- (65)N-(4-fluoro-3-methylcarbamoylphenyl)-5-nitrofuran-2-carboxamide;
- (66)N-(5-fluoro-3-methylcarbomoylphenyl)-5-nitrofuran-2-carboxamide;
- (67)N-(4-hydroxy-3-methylcarbamoylphenyl)-5-nitrofuran-2-carboxamide;
- (68) N1,N3-dimethyl-5-(5-nitrofuran-2-carboxamido)isophthalamide;
- (69)N-(2-methyl-1,3-dihydro-1,3-dioxo-2H-isoindol-5-yl)-5-nitrofuran-2-carboxamide;
- (70)N-(4-acetamidophenyl)-5-acetylfuran-2-carboxamide;
- (71)N-(4-(2-dimethylamino)acetamidophenyl)-5-nitrofuran-2-carboxamide;
- (72)N-(4-(2-morpholinyl)acetamidophenyl)-5-nitrofuran-2-carboxamide;
- (73)N-(4-(3-dimethylamino)propionamidophenyl)-5-nitrofuran-2-carboxamide;
- (74)N-(4-((2-dimethylamino)ethylamino)acetamidophenyl)-5-nitrofuran-2-carboxamide;
- (75) ethyl 2-acetylamino-5-[[(5-nitro-2-furanyl)carbonyl]amino]benzoate;
- (78) 5-Acetyl-N-[3-[(methyamino)carbonyl]phenyl]2-furancarboxamide;
- and (79)N-3-(ethynylphenyl)-5-nitrofuran-2-carboxamide.
60 more elements
Dependencies are inferred from the claim text.