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US 7,855,308 B2Granted
Inhibitors of the 11-beta-hydroxysteroid dehydrogenase Type 1 enzyme
AssigneeAbbott Laboratories
InventorsMichael E. Brune, Peer B. Jacobson, James T. Link, Jyoti R. Patel, Jeffrey J. Rohde, Qi Shuai, Martin Winn, Vince S. Yeh, Hong Yong
Life of this patent
Estimating the term…
Abstract
The present invention relates to compounds which are inhibitors of the 11-beta-hydroxysteroid dehydrogenase Type 1 enzyme. The present invention further relates to the use of inhibitors of 11-beta-hydroxysteroid dehydrogenase Type 1 enzyme for the treatment of non-insulin dependent type 2 diabetes, insulin resistance, obesity, lipid disorders, metabolic syndrome and other diseases and conditions that are mediated by excessive glucocorticoid action.
Claims35
A compound of formula (I)
- wherein
- A1 is alkenyl, alkyl-NH-alkyl, alkyl-NH-heteroaryl, alkylcarbonyl, carboxyalkyl, carboxycycloalkyl, cyano, cycloalkyl, cycloalkylalkyl, cycloalkylcarbonyl, aryl, arylalkyl, aryloxyalkyl, arylcarbonyl, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heterocycle, heterocyclealkyl, heterocycleoxyalkyl, halogen, haloalkyl, —NR5—[C(R6 R7)], i—C(O)—R8, —O—[C(R9R10)]p—C(O)—R11, —OR12, —N(R13R14), —CO2R15, —C(O)—N(R16R17), —C(R18R19)—OR20, —C(R21R22)—N(R23R24), —C(═NOH)—N(H)2, —C(R18aR19a)—C(O)N(R23R24), or —C(R18aR19a)—S(O)2—N(R25R26);
- A2, A3 and A4 are each individually hydrogen, alkenyl, alkyl, alkyl-NH-alkyl, alkylcarbonyl, alkylsulfonyl, carboxyalkyl, carboxycycloalkyl, cyano, cycloalkyl, cycloalkylcarbonyl, cycloalkylsulfonyl, aryl, arylalkyl, aryloxyalkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heteroarylsulfonyl, heterocycle, heterocyclealkyl, heterocycleoxyalkyl, heterocyclesulfonyl, halogen, haloalkyl, —NR5—[C(R6 R7)]n—C(O)—R8, —O—[C(R9R10)]p—C(O)—R11, —OR12, —S-alkyl, —S(O)-alkyl, —N(R13R14), —CO2R15, —C(O)—N(R16R17),—C(R18R19)—OR20, —C(R21R22)—N(R23R24), —C(═NOH)—N(H)2, —C(R18aR19a)—C(O)N(R23R24), —S(O)2—N(R25R26), or —C(R18aR19a)—S(O)2—N(R25R26);
- n is 0 or 1;
- p is 0 or 1;
- D is —O—, —S—, —S(O)— or —S(O)2—;
- E is arylalkyl or cycloalkylalkyl;
- R1 is hydrogen or alkyl;
- R2 is hydrogen, alkyl or cycloalkyl;
- R3 and R4 are each independently hydrogen, alkyl, carboxyalkyl, carboxycycloalkyl, cycloalkyl, haloalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, heterocycle or heterocyclealkyl, or R3 and R4 taken together with the atoms to which they are attached form a ring selected from the group consisting of cycloalkyl and heterocycle;
- R5 is hydrogen, alkyl, carboxyalkyl, cycloalkyl, carboxycycloalkyl, aryl, arylalkyl, aryloxyalkyl, hydroxy, alkoxy, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heterocycle, heterocyclealkyl or heterocycleoxyalkyl;
- R6 and R7 are each independently hydrogen or alkyl, or R6 and R7 taken together with the atom to which they are attached form a ring of cycloalkyl or heterocycle;
- R8 is hydrogen, alkyl, carboxy, carboxyalkyl, cycloalkyl, carboxycycloalkyl, aryl, arylalkyl, aryloxy, aryloxyalkyl, hydroxy, alkoxy, cycloalkyloxy, heteroaryl, heteroarylalkyl, heteroaryloxy, heteroaryloxyalkyl, heterocycle, heterocyclealkyl, heterocycleoxy, heterocycleoxyalkyl or —N(R27R28);
- R9 and R10 are each independently hydrogen or alkyl, or R9 and R10 taken together with the atom to which they are attached form a ring of cycloalkyl or heterocycle;
- R11 is hydroxy or —N(R29R30);
- R12 is hydrogen, alkyl, carboxyalkyl, cycloalkyl, carboxycycloalkyl, aryl, arylalkyl, aryloxyalkyl, haloalkyl, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heterocycle, heterocyclealkyl or heterocycleoxyalkyl;
- R13 and R14 are each independently hydrogen, alkyl, alkylsufonyl, aryl, arylalkyl, aryloxyalkyl, arylsulfonyl, carboxyalkyl, cycloalkyl, carboxycycloalkyl, cycloalkylsulfonyl, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heteroarylsulfonyl, heterocycle, heterocyclealkyl, heterocycleoxyalkyl or heterocyclesulfonyl;
- R15 is hydrogen, alkyl, carboxyalkyl, cycloalkyl, carboxycycloalkyl, aryl, arylalkyl, aryloxyalkyl, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heterocycle, heterocyclealkyl or heterocycleoxyalkyl;
- R16 and R17 are each independently hydrogen, alkyl, alkoxy, alkylsufonyl, aryl, arylalkyl, aryloxy, aryloxyalkyl, arylsulfonyl, carboxy, carboxyalkyl, carboxycycloalkyl, cycloalkyl, cycloalkyloxy, cycloalkylsulfonyl, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heteroaryloxy, heteroarylsulfonyl, heterocycle, heterocyclealkyl, heterocycleoxyalkyl, heterocycleoxy, heterocyclesulfonyl, hydroxy, or -alkyl-C(O)N(R201R202), or R16 and R17 taken together with the atom to which they are attached form a heterocycle;
- R201 and R202 are independently hydrogen or alkyl;
- R18 , R19 and R20 are each independently hydrogen, alkyl, aryl, arylalkyl, carboxyalkyl, carboxycycloalkyl, cycloalkyl, haloalkyl, heteroaryl, heteroarylalkyl, heterocycle or heterocyclealkyl;
- R18a and R19a are each independently hydrogen or alkyl;
- R21 and R22 are each independently hydrogen, alkyl, alkylcarbonyl, alkylsulfonyl, aryl, arylcarbonyl, arylsulfonyl, cycloalkyl, carboxyalkyl, carboxycycloalkyl, cycloalkylcarbonyl, cycloalkylsulfonyl, heteroaryl, heteroarylcarbonyl, heteroarylsulfonyl, heterocycle, heterocyclecarbonyl or heterocyclesulfonyl;
- R23 and R24 are each independently hydrogen, alkyl, alkylcarbonyl, alkoxy, alkylsulfonyl, aryl, arylcarbonyl, aryloxy, arylsulfonyl, carboxyalkyl, carboxycycloalkyl, cycloalkyl, cycloalkylcarbonyl, cycloalkyloxy, cycloalkylsulfonyl, heteroaryl, heteroarylcarbonyl, heteroaryloxy, heteroarylsulfonyl, heterocycle, heterocyclecarbonyl, heterocycleoxy, heterocyclesulfonyl or hydroxy, or R23 and R24 taken together with the atom to which they are attached form a ring of heteroaryl or heterocycle;
- R25 and R26 are each independently hydrogen, alkyl, alkoxy, alkylsufonyl, aryl, arylalkyl, aryloxy, aryloxyalkyl, arylsulfonyl, carboxy, carboxyalkyl, carboxycycloalkyl, cycloalkyl, cycloalkyloxy, cycloalkylsulfonyl, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heteroaryloxy, heteroarylsulfonyl, heterocycle, heterocyclealkyl, heterocycleoxyalkyl, heterocycleoxy, heterocyclesulfonyl or hydroxy, or R25 and R26 taken together with the atom to which they are attached form a heterocycle;
- R27 and R28 are each independently hydrogen, alkyl, alkoxy, alkylsufonyl, aryl, arylalkyl, aryloxy, aryloxyalkyl, arylsulfonyl, carboxy, carboxyalkyl, cycloalkyl, cycloalkyloxy, carboxycycloalkyl, cycloalkylsulfonyl, heteroaryl, heteroarylalkyl, heteroaryloxy, heteroaryloxyalkyl, heteroarylsulfonyl, heterocycle, heterocyclealkyl, heterocycleoxy, heterocycleoxyalkyl, heterocyclesulfonyl or hydroxy, or R27 and R28 taken together with the atom to which they are attached form a heterocycle;
- and
- R29 and R30 are each independently hydrogen, alkyl, alkoxy, alkylsufonyl, aryl, arylalkyl, aryloxy, aryloxyalkyl, arylsulfonyl, carboxy, carboxyalkyl, cycloalkyl, cycloalkyloxy, carboxycycloalkyl, cycloalkylsulfonyl, heteroaryl, heteroarylalkyl, heteroaryloxy, heteroaryloxyalkyl, heteroarylsulfonyl, heterocycle, heterocyclealkyl, heterocycleoxy, heterocycleoxyalkyl, heterocyclesulfonyl or hydroxyl, or R29 and R30 taken together with the atom to which they are attached form a heterocycle;
- or a salt thereof.
26 more elements
A compound of formula (I)
- wherein
- A1 is alkenyl, alkyl-NH-alkyl, alkyl-NH-heteroaryl, alkylcarbonyl, carboxyalkyl, carboxycycloalkyl, cyano, cycloalkyl, cycloalkylalkyl, cycloalkylcarbonyl, aryl, arylalkyl, aryloxyalkyl, arylcarbonyl, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heterocycle, heterocyclealkyl, heterocycleoxyalkyl, halogen, haloalkyl, —NR5—[C(R6 R7)]n—C(O)—R8, —O—[C(R9R10)]p—C(O)—R11, —OR12, —N(R13R14), —CO2R15, —C(O)—N(R16R17), —C(R18R19)—OR20, —C(R21R22)—N(R23R24), —C(═NOH)—N(H)2, —C(R18aR19a)—C(O)N(R23R24), or —C(R18aR19a)—S(O)2—N(R25R26);
- A2, A3 and A4 are each individually hydrogen, alkenyl, alkyl, alkyl-NH-alkyl, alkylcarbonyl, alkylsulfonyl, carboxyalkyl, carboxycycloalkyl, cyano, cycloalkyl, cycloalkylcarbonyl, cycloalkylsulfonyl, aryl, arylalkyl, aryloxyalkyl, arylcarbonyl, arylsulfonyl, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heteroarylsulfonyl, heterocycle, heterocyclealkyl, heterocycleoxyalkyl, heterocyclesulfonyl, halogen, haloalkyl, —NR5—[C(R6R7)]n—C(O)—R8, —O—[C(R9R10)]p—C(O)—R11, —OR12, —S-alkyl, —S(O)-alkyl, —N(R13R14), —CO2R15, —C(O)—N(R16R17), —C(R18R19)—OR20, —C(R21R22)—N(R23R24), —C(═NOH)—N(H)2, —C(R18aR19a)—C(O)N(R23R24), —S(O)2—N(R25R26), or —C(R18aR19a)—S(O)2—N(R25R26);
- n is 0 or 1;
- p is 0 or 1;
- D is —O—, —S—, —S(O)— or —S(O)2—;
- E is carboxyalkyl, carboxycycloalkyl, cycloalkyl, haloalkyl, heteroaryl, heterocycle, heterocyclealkyl, naphthyl or biphenyl, or R4 and E taken together with the atoms to which they are attached form a heterocycle;
- R1 is hydrogen or alkyl;
- R2 is hydrogen, alkyl or cycloalkyl;
- R3 and R4 are each independently hydrogen, alkyl, carboxyalkyl, carboxycycloalkyl, cycloalkyl, haloalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, heterocycle or heterocyclealkyl, or R3 and R4 taken together with the atoms to which they are attached form a ring selected from the group consisting of cycloalkyl and heterocycle;
- R5 is hydrogen, alkyl, carboxyalkyl, cycloalkyl, carboxycycloalkyl, aryl, arylalkyl, aryloxyalkyl, hydroxy, alkoxy, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heterocycle, heterocyclealkyl or heterocycleoxyalkyl;
- R6 and R7 are each independently hydrogen or alkyl, or R6 and R7 taken together with the atom to which they are attached form a ring of cycloalkyl or heterocycle;
- R8 is hydrogen, alkyl, carboxy, carboxyalkyl, cycloalkyl, carboxycycloalkyl, aryl, arylalkyl, aryloxy, aryloxyalkyl, hydroxy, alkoxy, cycloalkyloxy, heteroaryl, heteroarylalkyl, heteroaryloxy, heteroaryloxyalkyl, heterocycle, heterocyclealkyl, heterocycleoxy, heterocycleoxyalkyl or —N(R27R28);
- R9 and R10 are each independently hydrogen or alkyl, or R9 and R10 taken together with the atom to which they are attached form a ring of cycloalkyl or heterocycle;
- R11 is hydroxy or —N(R29R30);
- R12 is hydrogen, alkyl, carboxyalkyl, cycloalkyl, carboxycycloalkyl, aryl, arylalkyl, aryloxyalkyl, haloalkyl, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heterocycle, heterocyclealkyl or heterocycleoxyalkyl;
- R13 and R14 are each independently hydrogen, alkyl, alkylsufonyl, aryl, arylalkyl, aryloxyalkyl, arylsulfonyl, carboxyalkyl, cycloalkyl, carboxycycloalkyl, cycloalkylsulfonyl, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heteroarylsulfonyl, heterocycle, heterocyclealkyl, heterocycleoxyalkyl or heterocyclesulfonyl;
- R15 is hydrogen, alkyl, carboxyalkyl, cycloalkyl, carboxycycloalkyl, aryl, arylalkyl, aryloxyalkyl, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heterocycle, heterocyclealkyl or heterocycleoxyalkyl;
- R16 and R17 are each independently hydrogen, alkyl, alkoxy, alkylsufonyl, aryl, arylalkyl, aryloxy, aryloxyalkyl, arylsulfonyl, carboxy, carboxyalkyl, carboxycycloalkyl, cycloalkyl, cycloalkyloxy, cycloalkylsulfonyl, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heteroaryloxy, heteroarylsulfonyl, heterocycle, heterocyclealkyl, heterocycleoxyalkyl, heterocycleoxy, heterocyclesulfonyl, hydroxy, or -alkyl-C(O)N(R201R202), or R16 and R17 taken together with the atom to which they are attached form a heterocycle;
- R201 and R202 are independently hydrogen or alkyl;
- R18, R19 and R20 are each independently hydrogen, alkyl, aryl, arylalkyl, carboxyalkyl, carboxycycloalkyl, cycloalkyl, haloalkyl, heteroaryl, heteroarylalkyl, heterocycle or heterocyclealkyl;
- R18a and R19a are each independently hydrogen or alkyl;
- R21 and R22 are each independently hydrogen, alkyl, alkylcarbonyl, alkylsulfonyl, aryl, arylcarbonyl, arylsulfonyl, cycloalkyl, carboxyalkyl, carboxycycloalkyl, cycloalkylcarbonyl, cycloalkylsulfonyl, heteroaryl, heteroarylcarbonyl, heteroarylsulfonyl, heterocycle, heterocyclecarbonyl or heterocyclesulfonyl;
- R23 and R24 are each independently hydrogen, alkyl, alkylcarbonyl, alkoxy, alkylsulfonyl, aryl, arylcarbonyl, aryloxy, arylsulfonyl, carboxyalkyl, carboxycycloalkyl, cycloalkyl, cycloalkylcarbonyl, cycloalkyloxy, cycloalkylsulfonyl, heteroaryl, heteroarylcarbonyl, heteroaryloxy, heteroarylsulfonyl, heterocycle, heterocyclecarbonyl, heterocycleoxy, heterocyclesulfonyl or hydroxy, or R23 and R24 taken together with the atom to which they are attached form a ring of heteroaryl or heterocycle;
- R25 and R26 are each independently hydrogen, alkyl, alkoxy, alkylsufonyl, aryl, arylalkyl, aryloxy, aryloxyalkyl, arylsulfonyl, carboxy, carboxyalkyl, carboxycycloalkyl, cycloalkyl, cycloalkyloxy, cycloalkylsulfonyl, heteroaryl, heteroarylalkyl, heteroaryloxyalkyl, heteroaryloxy, heteroarylsulfonyl, heterocycle, heterocyclealkyl, heterocycleoxyalkyl, heterocycleoxy, heterocyclesulfonyl or hydroxy, or R25 and R26 taken together with the atom to which they are attached form a heterocycle;
- R27 and R28 are each independently hydrogen, alkyl, alkoxy, alkylsufonyl, aryl, arylalkyl, aryloxy, aryloxyalkyl, arylsulfonyl, carboxy, carboxyalkyl, cycloalkyl, cycloalkyloxy, carboxycycloalkyl, cycloalkylsulfonyl, heteroaryl, heteroarylalkyl, heteroaryloxy, heteroaryloxyalkyl, heteroarylsulfonyl, heterocycle, heterocyclealkyl, heterocycleoxy, heterocycleoxyalkyl, heterocyclesulfonyl or hydroxy, or R27 and R28 taken together with the atom to which they are attached form a heterocycle;
- and
- R29 and R30 are each independently hydrogen, alkyl, alkoxy, alkylsufonyl, aryl, arylalkyl, aryloxy, aryloxyalkyl, arylsulfonyl, carboxy, carboxyalkyl, cycloalkyl, cycloalkyloxy, carboxycycloalkyl, cycloalkylsulfonyl, heteroaryl, heteroarylalkyl, heteroaryloxy, heteroaryloxyalkyl, heteroarylsulfonyl, heterocycle, heterocyclealkyl, heterocycleoxy, heterocycleoxyalkyl, heterocyclesulfonyl or hydroxyl, or R29 and R30 taken together with the atom to which they are attached form a heterocycle;
- or a salt thereof.
26 more elements
A compound of formula (I)
- wherein
- A1 is alkenyl, alkyl-NH-heteroaryl, alkylcarbonyl, carboxycycloalkyl, cycloalkyl, cycloalkylcarbonyl, aryloxyalkyl, arylcarbonyl, heteroarylalkyl, heteroaryloxyalkyl, heterocyclealkyl, heterocycleoxyalkyl, heterocyclealkyloxyalkyl, imidazolyl, tetrazolyl, —C(R21R22)—N(R23R24), —C(═NOH)—N(H)2;
- —C(R18aR19a)—C(O)N(R23R24), or —C(R18aR19a)—S(O)2—N(R25R26);
- A2, A3 and A4, are hydrogen
- D is —O—, —S—, —S(O)— or —S(O)2—;
- E is aryl, wherein aryl is phenyl or substituted phenyl;
- R1 is hydrogen or alkyl;
- R2 is hydrogen, alkyl or cycloalkyl;
- R3 and R4 are each independently hydrogen, alkyl, carboxyalkyl, carboxycycloalkyl, cycloalkyl, haloalkyl, aryl, arylalkyl, heteroaryl, heteroarylalkyl, heterocycle or heterocyclealkyl, or R3 and R4 taken together with the atoms to which they are attached form a ring selected from the group consisting of cycloalkyl and heterocycle;
- R18a and R19a are each independently hydrogen or alkyl;
- R201 and R202 are independently hydrogen or alkyl;
- R21, R22 and R23 are hydrogen;
- R24 is alkoxy, alkylsulfonyl, aryl, arylcarbonyl, aryloxy, arylsulfonyl, carboxyalkyl, carboxycycloalkyl, cycloalkyl, cycloalkylcarbonyl, cycloalkyloxy, cycloalkylsulfonyl, heteroaryl, heteroarylcarbonyl, heteroaryloxy, heteroarylsulfonyl, heterocycle, heterocyclecarbonyl, heterocycleoxy, heterocyclesulfonyl or hydroxy, or R23 and R24 taken together with the atom to which they are attached form a ring of heteroaryl or heterocycle or a salt thereof
10 more elements
A compound selected from the group consisting of
- E-4-[(2-methyl-2-{4-[(trifluoroacetyl)amino]phenoxy}propanoyl)amino]adamantane-1-carboxamide;
- E-4-({244-(benzyloxy)phenoxy]-2-methylpropanoyl}amino)adamantane-1-carboxamide;
- 4-({[((E)-4-{[2-(4-chlorophenoxy)-2-methylpropanoyl]amino}-1-adamantyl)carbonyl]amino}methyl)benzoic acid;
- E-N-[4-(aminocarbonyl)benzyl1]-4-{[2-(4-chlorophenoxy)-2-methylpropanoyl]amino}adamantane-1-carboxamide;
- E-N-[4-(aminocarbonyl)methyl1]-4-{[2-(4-chlorophenoxy)-2-methylpropanoyl]amino}adamantine-1-carboxamide;
- 3-({[((E)-4-{[2-(4-chlorophenoxy)-2-methylpropanoyl]amino}-1-adamantyl)carbonyl]amino}methyl)benzoic acid;
- 4-{[({(E)-4-[(2-methyl-2-phenoxypropanoyl)amino]-1-adamantyl}carbonyl)amino]methyl}benzoic acid;
- E-N-[4-(aminocarbonyl)benzyl1]-4-[(2-methyl-2-phenoxypropanoyl)amino]adamantane-1-carboxamide;
- E-4-{[2-(4-chlorophenoxy)-2-methylpropanoyl]amino}-N-(1,3-thiazol-5-ylmethyl) adamantane -1-carboxamide;
- E-4-{[2-(4-chlorophenoxy)-2-methylpropanoyl]amino}-N-(pyridin-4-ylmethyl) adamantane-1-carboxamide;
- N-[(E)-5-(2-amino-2-oxoethyl)-2-adamantyl]-2-(4-chlorophenoxy)-2-methylpropanamide;
- 2-(4-chlorophenoxy)-2-methyl-N-[(E)-5-(2H-tetraazol-5-ylmethyl)-2-adamantyl]propanamide;
- 2-(4-chlorophenoxy)-2-methyl-N-{(E)-5-[(2-morpholin-4-ylethoxy)methyl1]-2-adamantyl}propanamide;
- N-{(E)-5-[(Z)-amino(hydroxyimino)methyl1]-2-adamantyl}-2-(4-chlorophenoxy)-2-methylpropanamide;
- 2-(4-chlorophenoxy)-N-((E)-5-{[(4-methoxy-6-methylpyrimidin-2-yl)amino]methyl}-2-adamantyl)-2-methylpropanamide;
- 2-(4-chlorophenoxy)-N-[(E)-5-(1H-imidazol-2-yl)-2-adamantyl]-2-methylpropanamide;
- 2-(2-chloro-4-fluorophenoxy)-2-methyl-N-[(E)-5-(2H-tetraazol-5-yl)-2-adamantyl]propanamide;
- E-N-[4-(aminosulfonyl)benzyl1]-4-{[2-(4-chlorophenoxy)-2-methylpropanoyl]amino}adamantane-1-carboxamide;
- E-4-{[2-(4-chlorophenoxy)-2-methylpropanoyl]amino}-N-(4-{[(methylsulfonyl)amino]carbonyl}benzyl)adamantane-1-carboxamide;
- N-{(E)-5-[(aminosulfonyl)methyl1]-2-adamantyl}-2-(4-chlorophenoxy)-2-methylpropanamide;
- 4-[({[((E)-4-{[2-(4-chlorophenoxy)-2-methylpropanoyl]amino}-1-adamantyl)methyl]sulfonyl}amino)methyl]benzoic acid;
- E-4-({2-[4-chloro-2-(pyrrolidin-1-ylsulfonyl)phenoxy]-2-methylpropanoyl}amino) adamantane-1-carboxamide:
- E-4-({2-methyl-2-[4-(methylsulfonyl)phenoxy]propanoyl}amino)adamantane-1-carboxamide;
- E-4-({2-methyl-2-[2-(methylsulfonyl)phenoxy]propanoyl}amino)adamantane-1-carboxamide E-4-[(2-{4-chloro-2-[(diethylamino)sulfonyl]phenoxy}-2-methylpropanoyl)amino]adamantane--carboxamide;
- E-4-({2-methyl-2[4-(pyrrolidin-1-ylsulfonyl)phenoxy]propanoyl}amino)adamantane-1-carboxamide;
- E-4-({[1-(4-chlorophenoxy)cyclobutyl]carbonyl}amino)adamantane-1-carboxamide;
- (2E)-3-((E)-4-{[2-(4-chlorophenoxy)-2-methylpropanoyl]amino}-1-adamantyl)acrylic acid;
- 2-(4-chlorophenoxy)-2-methyl-N-[(E)-5-(1H-pyrazol-3-yl)-2-adamantyl]propanamide;
- E-4-({2-methyl-2-[(7-methyl-2,3-dihydro-1H-inden-4-yl)oxy]propanoyl}amino) adamantane-1-carboxylic acid;
- E-4-{[2-(4-{[(tert-butylamino)carbonyl]amino}phenoxy)-2-methylpropanoyl]amino}adamantane-1-carboxamide;
- E-4-[(2-methyl-2-{4-[(propylsulfonyl)amino]phenoxy}propanoyl)amino]adamantane-1-carboxamide;
- E-4-[(2-{4-[(3,3-dimethylbutanoyl)amino]phenoxy}-2-methylpropanoyl)amino]adamantane-1-carboxamide;
- and
- 2-[(4-methoxyphenyl)sulfonyl]-2-methyl-N-[(E)-5-(2H-tetraazol-5-yl)-2-adamantyl]propanamide;
- or a salt thereof
32 more elements
Dependencies are inferred from the claim text.