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US 7,732,446 B1Granted
Dipeptidyl peptidase inhibitors
AssigneeTakeda Pharmaceutical Company Limited
InventorsStephen L. Gwaltney, Jeffrey A. Stafford, Michael B. Wallace, Laurence E. Burgess, Scott D. Cowen, Stephen S. Gonzales, Ellen R. Laird, Xiaodong Wang
Life of this patent
Estimating the term…
Abstract
Compounds, pharmaceuticals, kits and methods are provided for use with DPP-IV inhibitors comprising Formulae: where the substituents are as described herein.
Claims25
A compound comprising a formula selected from the group consisting of:
- wherein
- L is a linker providing 1-3 atom separation between —NR1R2 and the ring atom to which L is attached;
- each Y is independently selected from the group consisting of C and N;
- R1 and R2 are each independently selected from the group consisting of hydrogen and alkyl, each substituted or unsubstituted;
- R3 is selected from the group consisting of hydrogen, halogen and alkyl, each substituted or unsubstituted;
- R4 comprises the formula -A-Q-D where
- A is selected from the group consisting of —NR5—, CO and CR6R6′,
- Q is selected from the group consisting of —NR5— and CO and
- D is a secondary amine, or Q and D are taken together to form a ring
- R5, R6 and R6′ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, (C1-4)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, amino (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R6 and R6′ are taken together to form a substituted or unsubstituted ring, with the proviso that R5 is not halogen, cyano, nitro and thio;
- and
- R19, R19′, R20, R20′, R21, R21′, R22 and R22′ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or two of R19, R19′, R20, R20′, R21, R21′, R22 and R22′ are taken together to form a substituted or unsubstituted fused or bridged ring, with the provisos that (a) only one of R19 and R19′, R20 and R20′, R21, and R21′, and/or R22 and R22′ are present and is not halogen, cyano, nitro or thio when the Y to which the substituent is bound is nitrogen or when adjacent Y form a double bond, and (b) both R19 and R19′, R20 and R20′, R21, and R21′, and/or R22 and R22′ are not present when the Y to which the substituent is bound is C(O), C(S), C═NR8, S, S(O), S(O)2 and O.
9 more elements
A compound comprising a formula selected from the group consisting of:
- wherein
- L is a linker providing 1-3 atom separation between —NR1R2 and the ring atom to which L is attached;
- each Y is independently selected from the group consisting of C and N;
- R1 and R2 are each independently selected from the group consisting of hydrogen and alkyl, each substituted or unsubstituted;
- R3 is selected from the group consisting of hydrogen, halogen and alkyl, each substituted or unsubstituted;
- R4 comprises the formula -A-Q-D where
- A is selected from the group consisting of —NR5—, CO and CR6R6′,
- Q is selected from the group consisting of —NR5— and CO, or Q is absent and
- D is a tertiary amine;
- R5, R6 and R6′ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, (C1-4)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, amino (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R6 and R6′ are taken together to form a substituted or unsubstituted ring, with the proviso that R5 is not halogen, cyano, nitro and thio;
- and
- R19, R19′, R20, R20′, R21, R21′, R22 and R22′ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or two of R19, R19′, R20, R20′, R21, R21′, R22 and R22′ are taken together to form a substituted or unsubstituted fused or bridged ring, with the provisos that (a) only one of R19 and R19′, R20 and R20′, R21, and R21′, and/or R22 and R22′ are present and is not halogen, cyano, nitro or thio when the Y to which the substituent is bound is nitrogen or when adjacent Y form a double bond, and (b) both R19 and R19′, R20 and R20′, R21, and R21′, and/or R22 and R22′ are not present when the Y to which the substituent is bound is C(O), C(S), C═NR8, S, S(O), S(O)2 and O.
9 more elements
A compound comprising a formula selected from the group consisting of:
- wherein
- L is a linker providing 1-3 atom separation between —NR1R2 and the ring atom to which L is attached;
- each Y is independently selected from the group consisting of C and N;
- R1 and R2 are each independently selected from the group consisting of hydrogen and alkyl, each substituted or unsubstituted;
- R3 is selected from the group consisting of hydrogen, halogen and alkyl, each substituted or unsubstituted;
- R4 comprises the formula -A-Q-D where
- A is selected from the group consisting of —NR5—, CO and CR6R6′,
- Q and D are taken together to form a ring;
- R5, R6 and R6′ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, (C1-4)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, amino (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R6 and R6′ are taken together to form a substituted or unsubstituted ring, with the proviso that R5 is not halogen, cyano, nitro and thio;
- and
- R19, R19′, R20, R20′, R21, R21′, R22 and R22′ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or two of R19, R19′, R20, R20′, R21, R21′, R22 and R22′ are taken together to form a substituted or unsubstituted fused or bridged ring, with the provisos that (a) only one of R19 and R19′, R20 and R20′, R21, and R21′, and/or R22 and R22′ are present and is not halogen, cyano, nitro or thio when the Y to which the substituent is bound is nitrogen or when adjacent Y form a double bond, and (b) both R19 and R19′, R20 and R20′, R21, and R21′, and/or R22 and R22′ are not present when the Y to which the substituent is bound is C(O), C(S), C═NR8, S, S(O), S(O)2 and O.
8 more elements
A compound comprising a formula selected from the group consisting of:
- wherein
- L is a linker providing 1-3 atom separation between —NR1R2 and the ring atom to which L is attached, wherein the 1-3 atom separation provided by L comprises at least one oxygen;
- each Y is independently selected from the group consisting of C and N;
- R1 and R2 are each independently selected from the group consisting of hydrogen and alkyl, each substituted or unsubstituted;
- R3 is selected from the group consisting of hydrogen, halogen and alkyl, each substituted or unsubstituted;
- R4 comprises the formula -A-Q-D where
- A is selected from the group consisting of —NR5—, CO and CR6R6′,
- Q is selected from the group consisting of —NR5— and CO, or Q is absent and
- D is selected from the group consisting of NR9R9′ and CR11R11′R11″, each substituted or unsubstituted, or Q and D are taken together to form a ring;
- R5, R6 and R6′ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, (C1-4)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, amino (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R6 and R6′ are taken together to form a substituted or unsubstituted ring, with the proviso that R5 is not halogen, cyano, nitro and thio;
- R9 and R9′ are each independently selected from the group consisting of hydrogen, perhalo(C1-10)alkyl, amino, (C1-10)alkyl, amino (C1-3)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R9 and R9′ are taken together to form a substituted or unsubstituted ring;
- R11, R11′, and R11″, are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, (C1-4)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, aryl(C1-4)alkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, thioacetamide, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R11″ is a bond with an adjacent atom and R11, or R11 and R11′, are taken together with the carbon to which they are attached to form a substituted or unsubstituted ring;
- and
- R19, R19′, R20, R20′, R21, R21′, R22 and R22′ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or two of R19, R19′, R20, R20′, R21, R21′, R22 and R22′ are taken together to form a substituted or unsubstituted fused or bridged ring, with the provisos that (a) only one of R19 and R19′, R20 and R20′, R21, and R21′, and/or R22 and R22′ are present and is not halogen, cyano, nitro or thio when the Y to which the substituent is bound is nitrogen or when adjacent Y form a double bond, and (b) both R19 and R19′, R20 and R20′, R21, and R21′, and/or R22 and R22′ are not present when the Y to which the substituent is bound is C(O), C(S), C═NR8, S, S(O), S(O)2 and O.
11 more elements
A compound comprising a formula selected from the group consisting of
- wherein
- L is a linker providing 1-3 atom separation between —NR1R2 and the ring atom to which L is attached;
- Y is independently selected from the group consisting of C and N;
- R1 and R2 are each independently selected from the group consisting of hydrogen and alkyl, each substituted or unsubstituted;
- R3 is selected from the group consisting of hydrogen, halogen and alkyl, each substituted or unsubstituted;
- R4 comprises the formula -A-Q-D where
- A is selected from the group consisting of —NR5—, CO and CR6R6′,
- Q is selected from the group consisting of —NR5— and CO and
- D is selected from the group consisting of NR9R9′ and CR11R11′R11″, each substituted or unsubstituted, or Q and D are taken together to form a ring;
- R5, R6 and R6′ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, (C1-4)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, amino (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R6 and R6′ are taken together to form a substituted or unsubstituted ring, with the proviso that R5 is not halogen, cyano, nitro and thio;
- R9 and R9′ are each independently selected from the group consisting of hydrogen, perhalo(C1-10)alkyl, amino, (C1-10)alkyl, amino (C1-3)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R9 and R9′ are taken together to form a substituted or unsubstituted ring;
- R11, R11′, and R11″ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, (C1-4)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, thioacetamide, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R11″ is a bond with an adjacent atom and R11, or R11 and R11′, are taken together with the carbon to which they are attached to form a substituted or unsubstituted ring;
- and
- R19, R19′, R20, R20′, R21, R21′, R22 and R22′ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or two of R19, R19′, R20, R20′, R21, R21′, R22 and R22′ are taken together to form a substituted or unsubstituted fused or bridged ring, with the proviso that only one of R19 and R19′, R20 and R20′, R21, and R21′, and/or R22 and R22′ are present and is not halogen, cyano, nitro or thio when the Y to which the substituent is bound is nitrogen.
11 more elements
A compound comprising a formula:
- wherein
- the broken bonds represent optional bonds between adjacent atoms with available valencies;
- L is a linker providing 1-3 atom separation between —NR1R2 and the ring atom to which L is attached;
- each W is independently selected from the group consisting of C and N with the proviso that at least one W is N;
- R1 and R2 are each independently selected from the group consisting of hydrogen and alkyl, each substituted or unsubstituted;
- R3 is selected from the group consisting of hydrogen, halogen and alkyl, each substituted or unsubstituted;
- R4 comprises the formula -A-Q-D where
- A is selected from the group consisting of —NR5—, CO and CR6R6′,
- Q is selected from the group consisting of —NR5— and CO, or Q is absent and
- D is selected from the group consisting of NR9R9′ and CR11R11′R11″, each substituted or unsubstituted;
- R5, R6 and R6′ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, (C1-4)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, amino (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R6 and R6′ are taken together to form a substituted or unsubstituted ring, with the proviso that R5 is not halogen, cyano, nitro and thio;
- R9 and R9′ are each independently selected from the group consisting of hydrogen, perhalo(C1-10)alkyl, amino, (C1-10)alkyl, amino (C1-3)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R9 and R9′ are taken together to form a substituted or unsubstituted ring;
- R11, R11′, and R11″ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, (C1-4)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, aryl(C1-4)alkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, thioacetamide, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R11″ is a bond with an adjacent atom and R11, or R11 and R11′, are taken together with the carbon to which they are attached to form a substituted or unsubstituted ring;
- and
- R12, R13, R14 and R15 are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or two of R12, R13, R14 and R15 are taken together to form a substituted or unsubstituted fused or bridged ring, with the proviso that R12, R13, R14 and/or R15 is not present when the ring atom to which R12, R13, R14 or R15 is bound is nitrogen.
12 more elements
A compound comprising a formula selected from the group consisting of:
- wherein
- L is a linker providing 1-3 atom separation between —NR1R2 and the ring atom to which L is attached;
- R1 and R2 are each independently selected from the group consisting of hydrogen and alkyl, each substituted or unsubstituted;
- R3 is selected from the group consisting of hydrogen, halogen and alkyl, each substituted or unsubstituted;
- R4 comprises the formula -A-Q-D where
- A is selected from the group consisting of —NR5—, CO and CR6R6′,
- Q is selected from the group consisting of —NR5— and CO, or Q is absent and
- D is selected from the group consisting of NR9R9′, and CR11R11′R11″, each substituted or unsubstituted;
- R5, R6 and R6′ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, (C1-4)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, amino (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R6 and R6′ are taken together to form a substituted or unsubstituted ring, with the proviso that R5 is not halogen, cyano, nitro and thio;
- R9 and R9′ are each independently selected from the group consisting of hydrogen, perhalo(C1-10)alkyl, amino, (C1-10)alkyl, amino (C1-3)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R9 and R9′ are taken together to form a substituted or unsubstituted ring;
- R11, R11′, and R11″ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, (C1-4)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, aryl(C1-4)alkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, thioacetamide, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R11″ is a bond with an adjacent atom and R11, or R11 and R11′, are taken together with the carbon to which they are attached to form a substituted or unsubstituted ring;
- and
- R12, R13, R14 and R15 are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl sulfonyl sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or two of R12, R13, R14 and R15 are taken together to form a substituted or unsubstituted fused or bridged ring, with the proviso that R12, R13, R14 and/or R15 is not present when the ring atom to which R12, R13, R14 or R15 is bound is nitrogen.
10 more elements
A compound comprising a formula:
- wherein
- L is a linker providing 1-3 atom separation between —NR1R2 and the ring atom to which L is attached;
- R1 and R2 are each independently selected from the group consisting of hydrogen and alkyl, each substituted or unsubstituted;
- R3 is selected from the group consisting of hydrogen, halogen and alkyl, each substituted or unsubstituted;
- R4 comprises the formula -A-Q-D where
- A is selected from the group consisting of —NR5—, CO and CR6R6′,
- Q is selected from the group consisting of —NR5— and CO and
- D is selected from the group consisting of a secondary amine and a tertiary amine, or Q and D are taken together to form a ring;
- R5, R6 and R6′ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, (C1-4)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, amino (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R6 and R6′ are taken together to form a substituted or unsubstituted ring, with the proviso that R5 is not halogen, cyano, nitro and thio;
- and
- R12, R13, R14 and R15 are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or two of R12, R13, R14 and R15 are taken together to form a substituted or unsubstituted fused or bridged ring,
- with the proviso that R4 is not CONH2 or CONHCH2CH2CH3 when any two of R13, R14, and R15 are alkoxy and -LNR1R2 is CH2NH2.
9 more elements
A compound comprising a formula selected from the group consisting of:
- wherein
- L is a linker providing 1-3 atom separation between —NR1R2 and the ring atom to which L is attached;
- each Y is independently selected from the group consisting of C and N;
- R1 and R2 are each independently selected from the group consisting of hydrogen and alkyl, each substituted or unsubstituted;
- R3 is selected from the group consisting of hydrogen, halogen and alkyl, each substituted or unsubstituted;
- R4 comprises the formula -A-Q-D where
- A is selected from the group consisting of —NR5—, CO and CR6R6′,
- Q is selected from the group consisting of —NR5— and CO and
- D is selected from the group consisting of NR9R9′ and CR11R11′RH″, each substituted or unsubstituted, or Q and D are taken together to form a ring;
- R5, R6 and R6′ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, (C1-4)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, amino (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R6 and R6′ are taken together to form a substituted or unsubstituted ring, with the proviso that R5 is not halogen, cyano, nitro and thio;
- R9 and R9′ are each independently selected from the group consisting of hydrogen, perhalo(C1-10)alkyl, amino, (C1-10)alkyl, amino (C1-3)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R9 and R9′ are taken together to form a substituted or unsubstituted ring;
- R11, R11′, and R11″ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, (C1-4)alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, aryl(C1-4)alkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, thioacetamide, sulfonyl sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or where R11″ is a bond with an adjacent atom and R11, or R11 and R11″, are taken together with the carbon to which they are attached to form a substituted or unsubstituted ring;
- and
- R19, R19′, R20, R20′, R21, R21′, R22 and R22′ are each independently selected from the group consisting of hydrogen, halogen, perhalo(C1-10)alkyl, amino, cyano, nitro, thio, alkyl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, aminosulfonyl, alkylsulfonyl, arylsulfonyl, heteroarylsulfonyl, and monovalent radicals derived from a carbonyl group, imine group, sulfonyl group or sulfinyl group, each substituted or unsubstituted, or two of R19, R19′, R20, R20′, R21, R21′, R22 and R22′ are taken together to form a substituted or unsubstituted fused or bridged ring, with the proviso that only one of R19 and R19′, R20 and R20′, R21, and R21′, and/or R22 and R22′ are present and is not halogen, cyano, nitro or thio when the Y to which the substituent is bound is nitrogen.
11 more elements
A compound comprising a formula selected from the group consisting of:
- wherein:
- R1 and R2 are each independently selected from the group consisting of hydrogen and alkyl, each substituted or unsubstituted;
- R26 and R26′ are selected from the group consisting of hydrogen, halo, —OH, —NH2, —CO2H, (C1-3)alkyl, aryl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, aminocarbonyl, thiocarbonyl (C1-3)alkyl, —OCO(C1-3)alkyl, —CO2(C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, alkoxy, aryloxy, heteroaryloxy, alkenyl, alkynyl, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, or R26 and R26′ together are —(CH2)4—;
- R27 is selected from the group consisting of hydrogen, halo, perhalo(C1-10)alkyl, (C1-3)alkoxy(C1-3)alkylamino, (C1-3)alkoxyaryl(C1-3)alkylamino, (C1-3)alkyl, cycloalkyl, aryl(C1-3)alkyl[(C1-3)alkyl]amino, heteroaryl(C1-3)alkyl[(C1-3)alkyl]amino, heterocycloalkyl, heterobicycloalkyl, bicycloalkyl, aryl(C1-3)alkyl, heteroaryl(C1-3)alkyl, carbonyl(C1-3)alkyl, hydroxy, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, perhalo(C1-10)alkylCO, cycloalkylCO, (C1-3)alkoxy(C1-3)alkylCO, (C1-3)alkoxyaryl(C1-3)alkylCO, aryl(C1-3)alkyl[(C1-3)alkyl]CO, heteroaryl(C1-3)alkyl[(C1-3)alkyl]CO, and (C1-4)alkylCO, each substituted or unsubstituted;
- and
- R28 and R29 are each independently selected from the group consisting of hydrogen, (C1-3)alkyl, (C1-3)alkyl perhalo(C1-10)alkylCO, (C1-3)alkylCO, cycloalkylCO, (C1-4)alkylOCO, (C1-3)alkoxy(C1-3)alkylCO, (C1-3)alkoxyaryl(C1-3)alkylCO, (C1-3)alkyl, cycloalkyl, aryl(C1-3)alkyl[(C1-3)alkyl]CO, heteroaryl(C1-3)alkyl[(C1-3)alkyl]CO, imino (C1-3)alkyl, aryl, heteroaryl, each substituted or unsubstituted.
3 more elements
A compound comprising a formula selected from the group consisting of:
- wherein:
- R1 and R2 are each independently selected from the group consisting of hydrogen and alkyl, each substituted or unsubstituted;
- R26 and R26′ are selected from the group consisting of hydrogen, halo, —OH, —NH2, —CO2H, (C1-3)alkyl, aryl, cycloalkyl, heterocycloalkyl, bicycloalkyl, arylalkyl, heteroarylalkyl, carbonyl (C1-3)alkyl, thiocarbonyl (C1-3)alkyl, —OCO(C1-3)alkyl, —CO2(C1-3)alkyl, sulfonyl (C1-3)alkyl, sulfinyl (C1-3)alkyl, imino (C1-3)alkyl, alkoxy, aryloxy, heteroaryloxy, alkenyl, alkynyl, aryl, heteroaryl, (C9-12)bicycloaryl, hetero(C8-12)bicycloaryl, or R26 and R26′ together are —(CH2)4—;
- R27 is selected from the group consisting of perhalo(C1-10)alkyl, (C1-3)alkoxy(C1-3)alkylamino, (C1-3)alkoxyaryl(C1-3)alkylamino, (C1-3)alkyl, cycloalkyl, aryl(C1-3)alkyl[(C1-3)alkyl]amino, heteroaryl(C1-3)alkyl[(C1-3)alkyl]amino, heterocycloalkyl, heterobicycloalkyl, bicycloalkyl, aryl(C1-3)alkyl, heteroaryl(C1-3)alkyl, carbonyl(C1-3)alkyl, alkoxy, aryloxy, heteroaryloxy, alkene, alkyne, aryl, heteroaryl, (C9-12)bicycloaryl, and hetero(C8-12)bicycloaryl, each substituted or unsubstituted;
- and
- R28 and R29 are each independently selected from the group consisting of hydrogen, (C1-3)alkyl, (C1-3)alkyl perhalo(C1-10)alkylCO, (C1-3)alkylCO, cycloalkylCO, (C1-3)alkoxy(C1-3)alkylCO, (C1-3)alkoxyaryl(C1-3)alkylCO, (C1-3)alkyl, cycloalkyl, aryl(C1-3)alkyl[(C1-3)alkyl]CO, heteroaryl(C1-3)alkyl[(C1-3)alkyl]CO, imino (C1-3)alkyl, aryl, heteroaryl, each substituted or unsubstituted.
3 more elements
A compound selected from the group consisting of:
- (1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-yl)-(3,4-dihydro-1H-isoquinolin-2-yl)-methanone;
- 1-Aminomethyl-6,8-dimethoxy-isoquinoline-4-carboxylic acid (2-methoxy-ethyl)-amide;
- 1-Aminomethyl-6,8-dimethoxy-isoquinoline-4-carboxylic acid 4-methoxy-benzylamide;
- 1-Aminomethyl-6,8-dimethoxy-isoquinoline-4-carboxylic acid benzyl-methyl-amide;
- (1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-yl)-(1,3-dihydro-isoindol-2-yl)-methanone;
- 1-Aminomethyl-6,8-dimethoxy-isoquinoline-4-carboxylic acid methyl-(2-pyridin-2-yl-ethyl)-amide;
- 1-Aminomethyl-6,8-dimethoxy-isoquinoline-4-carboxylic acid methyl-pyridin-3-ylmethyl-amide;
- 1-Aminomethyl-6,8-dimethoxy-isoquinoline-4-carboxylic acid methyl-(1-phenyl-ethyl)-amide;
- 1-Aminomethyl-6,8-dimethoxy-isoquinoline-4-carboxylic acid benzyl-(2-dimethylamino-ethyl)-amide;
- 3-(1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-yl)-1,1-dimethyl-urea;
- 3-(1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-yl)-1-benzyl-1-ethyl-urea;
- 3-(1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-yl)-1-methyl-1-pyridin-3-ylmethyl-urea;
- 3-(1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-yl)-1-ethyl-1-pyridin-4-ylmethyl-urea;
- (1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-yl)-(4-methyl-thiazol-2-yl)amine;
- 2-(1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-ylamino)thiazole-4-carboxylic acid ethyl ester;
- (1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-yl)-(4,5,6,7-tetrahydro-benzothiazol-2-yl)amino;
- (1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-(3,4-dihydro-1H-isoquinolin-2-yl)-methanone;
- 1-Aminomethyl-6,7-dimethoxy-isoquinoline-4-carboxylic acid (2-methoxy-ethyl)-amide;
- 1-Aminomethyl-6,7-dimethoxy-isoquinoline-4-carboxylic acid 4-methoxy-benzylamide;
- 1-Aminomethyl-6,7-dimethoxy-isoquinoline-4-carboxylic acid benzyl-methyl-amide hydrochloride;
- (1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-pyrrolidin-1-yl-methanone hydrochloride;
- 3-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-1-benzyl-1-methyl-urea;
- 4-Methyl-piperazine-1-carboxylic acid (1-aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-amide;
- Morpholine-4-carboxylic acid (1-aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-amide;
- [4-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-ylcarbamoyl)-piperazin-1-yl]-acetic acid ethyl ester;
- 3-Dimethylamino-pyrrolidine-1-carboxylic acid (1-aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-amide;
- 3,4,5,6-Tetrahydro-2H-[2,2′]bipyridinyl-1-carboxylic acid (1-aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-amide;
- 3-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-1-ethyl-1-pyridin-4-ylmethyl-urea;
- 3-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-1-methyl-1-pyridin-3-ylmethyl-urea;
- 3-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-1-benzyl-1-(2-hydroxy-ethyl)-urea;
- 3-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-1-(2-dimethylamino-ethyl)-1-methyl-urea;
- 3-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-1-benzyl-1-ethyl-urea;
- (1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-(4-phenyl-thiazol-2-yl)amine;
- (1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-(4-methyl-thiazol-2-yl)amine;
- (1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-(4-methyl-thiazol-2-yl)amine;
- 2-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-ylamino)thiazole-4-carboxylic acid ethyl ester;
- 2-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-N-(4-methoxy-benzyl)-acetamide;
- 2-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-N-benzyl-N-methyl-acetamide;
- 2-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-N-(2-methoxy-ethyl)-acetamide;
- 2-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-1-(3,4-dihydro-1H-isoquinolin-2-yl)-ethanone;
- 2-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-N-methyl-N-(1-phenyl-ethyl)-acetamide;
- 2-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-N-methyl-N-pyridin-3-ylmethyl-acetamide;
- 2-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-N-benzyl-N-ethyl-acetamide;
- 2-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-N-methyl-N-(2-pyridin-2-yl-ethyl)-acetamide;
- 2-(1-Aminomethyl-6,7-dimethoxy-isoquinolin-4-yl)-1-(4-benzyl-piperidin-1-yl)-ethanone;
- (1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-yl)-(1-benzyl-1H-benzoimidazol-2-yl)-amine;
- (1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-yl)-(1H-benzoimidazol-2-yl)-amine;
- (1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-yl)-benzothiazol-2-yl-amine;
- 2-(1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-ylamino)-thiazole-4-carboxylic acid;
- 2-(1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-ylamino)-thiazole-4-carboxylic acid methylamide;
- 2-(1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-ylamino)-thiazole-4-carboxylic acid ethylamide;
- and
- 2-(1-Aminomethyl-6,8-dimethoxy-isoquinolin-4-ylamino)-thiazole-4-carboxylic acid (2-hydroxy-ethyl)-amide.
50 more elements
Dependencies are inferred from the claim text.