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US 6,319,944 B1Granted
Aryl amidines, compositions containing such compounds and methods of use
AssigneeMerck & Co., Inc.
InventorsChristopher F. Claiborne, Nigel J. Liverton, Brian Libby, Neil R. Curtis, Janusz Kulagowski
Life of this patent
Estimating the term…
Abstract
Compounds represented by formula I: or a pharmaceutically acceptable salt or hydrate thereof, are disclosed. Pharmaceutical compositions and methods of treatment are also included.
Claims22
A compound represented by formula I:
- or a pharmaceutically acceptable salt or hydrate thereof, wherein:
- each R1 independently represents a member selected from the group consisting of:
- halo, C1-7 alkyl, haloC1-7 alkyl, OH, OC1-7 alkyl, and haloC1-7 alkoxy,
- and Z represents a member selected from the group consisting of:
- H, halo, C1-7 alkyl, haloC1-7 alkyl, OH, haloC1-7 alkoxy and aryl,
- or one R1 group and Z or two R1 groups taken in combination represent a fused aryl, heteroaryl or heterocyclyl group, said fused group being optionally substituted with 1-4 groups selected from OH, halo, C1-7 alkyl, sulfonyl, cyano, OC1-7 alkyl, haloC1-7 alkyl and haloC1-7 alkoxy and the remaining R1 groups are as originally defined;
- R3 and R4 independently represent H, C1-7 alkyl, C2-4 alkenyl, C2-4 alkynyl, aryl or heterocyclyl;
- and
- R2 represents H, aryl or heteroaryl, said aryl or heteroaryl being optionally substituted with 1-3 groups selected from:
- halo, OH, C1-7 alkyl, OC1-7 alkyl, haloC1-7 alkyl and haloC1-7 alkoxy.
7 more elements
A compound represented by formula II:
- wherein the —CH2— of the methylenedioxy group is optionally substituted with 1-2 halo or C1-7 alkyl groups;
- R1 independently represents a member selected from the group consisting of:
- halo, C1-7 alkyl, haloC1-7 alkyl, OH, OC1-7 alkyl, and haloC1-7 alkoxy;
- and
- R2 represents H, aryl or heteroaryl, said aryl or heteroaryl being optionally substituted with 1-3 groups selected from:
- halo, OH, C1-7 alkyl, OC1-7 alkyl, haloC1-7 alkyl and haloC1-7 alkoxy.
3 more elements
A compound represented by formula III:
- wherein the —CH2CH2— of the ethylenedioxy group is optionally substituted with 1-4 halo or C1-7 alkyl groups;
- R1 independently represents a member selected from the group consisting of:
- halo, C1-7 alkyl, haloC1-7 alkyl, OH, OC1-7 alkyl, and haloC1-7 alkoxy;
- and
- R2 represents H, aryl or heteroaryl, said aryl or heteroaryl being optionally substituted with 1-3 groups selected from:
- halo, OH, C1-7 alkyl, OC1-7 alkyl, haloC1-7 alkyl and haloC1-7 alkoxy.
3 more elements
A compound represented by formula IV:
- wherein the distal phenyl ring of the naphthyl group is optionally substituted with 1-4 halo or C1-7 alkyl groups;
- R1 independently represents a member selected from the group consisting of:
- halo, C1-7 alkyl, haloC1-7 alkyl, OH, OC1-7 alkyl, and haloC1-7 alkoxy;
- and
- R2 represents H, aryl or heteroaryl, said aryl or heteroaryl being optionally substituted with 1-3 groups selected from:
- halo, OH, C1-7 alkyl, OC1-7 alkyl, haloC1-7 alkyl and haloC1-7 alkoxy.
3 more elements
A compound represented by formula V:
- wherein
- R1 independently represents a member selected from the group consisting of:
- halo, C1-7 alkyl, haloC1-7 alkyl, OH, OC1-7 alkyl, and haloC1-7 alkoxy;
- and
- R2 represents H, aryl or heteroaryl, said aryl or heteroaryl being optionally substituted with 1-3 groups selected from:
- halo, OH, C1-7 alkyl, OC1-7 alkyl, haloC1-7 alkyl and haloC1-7 alkoxy.
3 more elements
A compound represented by formula VI:
- wherein
- R1 independently represents a member selected from the group consisting of:
- halo, C1-7 alkyl, haloC1-7 alkyl, OH, OC1-7 alkyl, and haloC1-7 alkoxy;
- and
- R2 represents H, aryl or heteroaryl, said aryl or heteroaryl being optionally substituted with 1-3 groups selected from:
- halo, OH, C1-7 alkyl, OC1-7 alkyl, haloC1-7 alkyl and haloC1-7 alkoxy.
3 more elements
A compound in accordance with the following table:
- Ex. No. Structure/Name 1 2,2,3,3-Tetrafluoro-N-indan-1-yl- 2,3-dihydro-benzo[1,4]dioxine-6- carboxamidine 2 N-Cyclopropylmethyl-2,2,3,3- tetrafluoro-2,3-dihydro- benzo[1,4]dioxine-6- carboxamidine 3 N-Butyl-2,2,3,3-tetrafluoro-2,3- dihydro-benzo[1,4]dioxine-6- carboxamidine 4 N-(3,5-Dimethyl-benzyl)-2,2,3,3- tetrafluoro-2,3,4a,8a-tetrahydro- benzo[1,4]dioxine-6- carboxamidine 5 2,2,3,3-Tetrafluoro-N-(3- trifluoromethoxy-benzyl)- 2,3,4a,8a-tetrahydro- benzo[1,4]dioxine-6- carboxamidine 6 N-(3,5-Dichloro-benzyl)-2,2,3,3- tetrafluoro-2,3,4a,8a-tetrahydro- benzo[1,4]dioxine-6- carboxamidine 7 2,2,3,3-Tetrafluoro-N-(2-methoxy- benzyl)-2,3,4a,8a-tetrahydro- benzo[1,4]dioxine-6- carboxamidine 8 2,2,3,3-Tetrafluoro-N-(2- trifluoromethyl-benzyl)-2,3,4a,8a- tetrahydro-benzo[1,4]dioxine-6- carboxamidine 9 2,2,3,3-Tetrafluoro-N-(3-methoxy- benzyl)-2,3,4a,8a-tetrahydro- benzo[1,4]dioxine-6- carboxamidine 10 N-(3-Chloro-benzyl)-4- trifluoromethoxy-benzamidine 11 4-Trifluoromethoxy-N-(2- trifluoromethoxy-benzyl)- benzamidine 12 4-Trifluoromethoxy-N-(3- trifluoromethoxy-benzyl)- benzamidine 13 N-(2-Methoxy-benzyl)-4- trifluouomethoxy-benzamidine 14 N-(3-Methoxy-benzyl)-4- trifluoromethoxy-benzamidine 15 N-(3,5-Dichloro-benzyl)-4- trifluoromethoxy-benzamidine 16 N-(3,5-Dichloro-benzyl)-4- trifluoromethoxy-benzamidine 17 4-Trifluoromethoxy-N-(2- trifluoromethyl-benzyl)- benzamidine 18 4-Trifluoromethoxy-N-(2- trifluoromethyl-benzyl)- benzamidine 19 N-Phenethyl-4-trifluoromethoxy- benzamidine 20 3,4-Dichloro-N-(2- trifluoromethoxy-benzyl)- benzamidine 21 3,4-Dichloro-N-(3- trifluoromethoxy-benzyl)- benzamidine 22 3,4-Dichloro-N-(2-methoxy- benzyl)-benzamidine 23 3,4-Dichloro-N-(2-methoxy- benzyl)-benzamidine 24 3,4-Dichloro-N-(3,5-dichloro- benzyl)-benzamide 25 3,4-Dichloro-N-(3,5-dimethyl- benzyl)-benzamidine 26 3,4-Dichloro-N-(2-trifluoromethyl- benzyl)-benzamidine 27 3,4-Dichloro-N-(3-chloro-benzyl)- benzamidine 28 3,4-Dichloro-N-phenethyl- benzamidine 29 N-(2-Trifluoromethoxy-benzyl)- benzo[1,2,5]thiadiazole-5- carboxamidine 30 N-(3-Trifluoromethoxy-benzyl)- benzo[1,2,5]thiadiazole-5- carboxamidine 31 N-(2-Methoxy-benzyl)- benzo[1,2,5]thiadiazole-5- carboxamidine 32 N-(3-Methoxy-benzyl)- benzo[1,2,5]thiadiazole-5- carboxamidine 33 N-(3,5-Dichloro-benzyl)- benzo[1,2,5]thiadiazole-5- carboxamidine 34 N-(3,5-Dimethyl-benzyl)- benzo[1,2,5]thiadiazole-5- carboxamidine 35 N-(2-Trifluoromethyl-benzyl)- benzo[(1,2,5]thiadiazole-5- carboxamidine 36 N-(3-Chloro-benzyl)- benzo[1,2,5]thiadiazole-5- carboxamidine 37 N-Benzyl-benzo[1,2,5]thiadiazole- 5-carboxamidine 38 N-Benzyl-benzo[1,2,5]thiadiazole- 5-carboxamidine 39 N-(3-Chloro-benzyl)-2,2-difluoro- benzo[1,3]dioxole-5- carboxamidine 40 N-(3,5-Dimethyl-benzyl)-2,2- difluoro-benzo[1,3]dioxole-5- carboxamidine 41 2,2-Difluoro-N-(2-methoxy- benzyl)-benzo[1,3]dioxole-5- carboxamidine 42 N-(2-Methoxy-benzyl)- naphthalene-2-carboxamidine 43 N-(2-Chloro-benzyl)-naphthalene- 2-carboxamidine 44 N-Benzyl-naphthalene-2- carboxamidine 45 46 47 48 49 50 51 52 53 54 55 56 57 58 59 60 61 62 63 64 65 66 67 68 69 70 71 72 73 74 75 76 77 78 79 80 81 82 83
- or a pharmaceutically acceptable salt or hydrate thereof.
Dependencies are inferred from the claim text.