RU2001127082A - AMINO DERIVATIVES - Google Patents
AMINO DERIVATIVESInfo
- Publication number
- RU2001127082A RU2001127082A RU2001127082/04A RU2001127082A RU2001127082A RU 2001127082 A RU2001127082 A RU 2001127082A RU 2001127082/04 A RU2001127082/04 A RU 2001127082/04A RU 2001127082 A RU2001127082 A RU 2001127082A RU 2001127082 A RU2001127082 A RU 2001127082A
- Authority
- RU
- Russia
- Prior art keywords
- group
- substituents
- phenyl
- substituent
- dioxothiazolidin
- Prior art date
Links
- 150000001412 amines Chemical class 0.000 title claims 40
- 125000001424 substituent group Chemical group 0.000 claims 122
- 150000003839 salts Chemical class 0.000 claims 43
- 239000011780 sodium chloride Substances 0.000 claims 43
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 30
- 125000003118 aryl group Chemical group 0.000 claims 26
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 26
- 125000005843 halogen group Chemical group 0.000 claims 24
- 125000000171 (C1-C6) haloalkyl group Chemical group 0.000 claims 20
- 125000004435 hydrogen atoms Chemical group [H]* 0.000 claims 18
- 125000003545 alkoxy group Chemical group 0.000 claims 16
- 125000000041 C6-C10 aryl group Chemical group 0.000 claims 14
- 125000001931 aliphatic group Chemical group 0.000 claims 12
- 125000003710 aryl alkyl group Chemical group 0.000 claims 12
- 125000000008 (C1-C10) alkyl group Chemical group 0.000 claims 11
- 125000004178 (C1-C4) alkyl group Chemical group 0.000 claims 11
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 11
- 125000002252 acyl group Chemical group 0.000 claims 10
- 125000003277 amino group Chemical group 0.000 claims 10
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims 10
- 125000004430 oxygen atoms Chemical group O* 0.000 claims 10
- 239000008194 pharmaceutical composition Substances 0.000 claims 10
- -1 thiocarbamoyl group Chemical group 0.000 claims 10
- 125000002947 alkylene group Chemical group 0.000 claims 9
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 9
- 201000010099 disease Diseases 0.000 claims 9
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 9
- 229910052717 sulfur Inorganic materials 0.000 claims 9
- 125000004434 sulfur atoms Chemical group 0.000 claims 9
- 125000004191 (C1-C6) alkoxy group Chemical group 0.000 claims 8
- 125000004093 cyano group Chemical group *C#N 0.000 claims 8
- 230000002265 prevention Effects 0.000 claims 8
- 125000005530 alkylenedioxy group Chemical group 0.000 claims 7
- 125000003917 carbamoyl group Chemical group [H]N([H])C(*)=O 0.000 claims 7
- 150000001875 compounds Chemical class 0.000 claims 7
- 206010012601 Diabetes mellitus Diseases 0.000 claims 6
- 230000002401 inhibitory effect Effects 0.000 claims 6
- NOESYZHRGYRDHS-UHFFFAOYSA-N insulin Chemical compound N1C(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(NC(=O)CN)C(C)CC)CSSCC(C(NC(CO)C(=O)NC(CC(C)C)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CCC(N)=O)C(=O)NC(CC(C)C)C(=O)NC(CCC(O)=O)C(=O)NC(CC(N)=O)C(=O)NC(CC=2C=CC(O)=CC=2)C(=O)NC(CSSCC(NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2C=CC(O)=CC=2)NC(=O)C(CC(C)C)NC(=O)C(C)NC(=O)C(CCC(O)=O)NC(=O)C(C(C)C)NC(=O)C(CC(C)C)NC(=O)C(CC=2NC=NC=2)NC(=O)C(CO)NC(=O)CNC2=O)C(=O)NCC(=O)NC(CCC(O)=O)C(=O)NC(CCCNC(N)=N)C(=O)NCC(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC=CC=3)C(=O)NC(CC=3C=CC(O)=CC=3)C(=O)NC(C(C)O)C(=O)N3C(CCC3)C(=O)NC(CCCCN)C(=O)NC(C)C(O)=O)C(=O)NC(CC(N)=O)C(O)=O)=O)NC(=O)C(C(C)CC)NC(=O)C(CO)NC(=O)C(C(C)O)NC(=O)C1CSSCC2NC(=O)C(CC(C)C)NC(=O)C(NC(=O)C(CCC(N)=O)NC(=O)C(CC(N)=O)NC(=O)C(NC(=O)C(N)CC=1C=CC=CC=1)C(C)C)CC1=CN=CN1 NOESYZHRGYRDHS-UHFFFAOYSA-N 0.000 claims 6
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 6
- 125000006615 aromatic heterocyclic group Chemical group 0.000 claims 5
- 125000000753 cycloalkyl group Chemical group 0.000 claims 5
- 125000004076 pyridyl group Chemical group 0.000 claims 5
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 5
- 125000006376 (C3-C10) cycloalkyl group Chemical group 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 4
- 125000005099 aryl alkyl carbonyl group Chemical group 0.000 claims 4
- 125000005129 aryl carbonyl group Chemical group 0.000 claims 4
- 125000006254 cycloalkyl carbonyl group Chemical group 0.000 claims 4
- 150000002148 esters Chemical class 0.000 claims 4
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 3
- 210000004369 Blood Anatomy 0.000 claims 3
- 208000002249 Diabetes Complications Diseases 0.000 claims 3
- 206010012655 Diabetic complications Diseases 0.000 claims 3
- 102000004877 Insulin Human genes 0.000 claims 3
- 108090001061 Insulin Proteins 0.000 claims 3
- 102000003728 Peroxisome Proliferator-Activated Receptors Human genes 0.000 claims 3
- 108090000029 Peroxisome Proliferator-Activated Receptors Proteins 0.000 claims 3
- 210000001789 adipocyte Anatomy 0.000 claims 3
- 230000015572 biosynthetic process Effects 0.000 claims 3
- 239000008280 blood Substances 0.000 claims 3
- 201000011510 cancer Diseases 0.000 claims 3
- 238000005755 formation reaction Methods 0.000 claims 3
- 125000003170 phenylsulfonyl group Chemical group C1(=CC=CC=C1)S(=O)(=O)* 0.000 claims 3
- 125000004739 (C1-C6) alkylsulfonyl group Chemical group 0.000 claims 2
- HRVHYQTUUKZNQA-UHFFFAOYSA-N 1-(1-adamantyl)-3-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]urea Chemical compound N=1C2=CC=C(OC=3C=CC(NC(=O)NC45CC6CC(CC(C6)C4)C5)=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O HRVHYQTUUKZNQA-UHFFFAOYSA-N 0.000 claims 2
- CWHIFRHINCOTPM-UHFFFAOYSA-N 1-(2,4-difluorophenyl)-3-[2-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]ethyl]urea Chemical compound N=1C2=CC=C(OC=3C=CC(CCNC(=O)NC=4C(=CC(F)=CC=4)F)=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O CWHIFRHINCOTPM-UHFFFAOYSA-N 0.000 claims 2
- MZTARCWHBSKQLJ-UHFFFAOYSA-N 1-[3-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]-3-(4-fluorophenyl)urea Chemical compound N=1C2=CC=C(OC=3C=C(NC(=O)NC=4C=CC(F)=CC=4)C=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O MZTARCWHBSKQLJ-UHFFFAOYSA-N 0.000 claims 2
- VYCJDFFYLPUNEO-UHFFFAOYSA-N 1-[3-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]-3-[2-(trifluoromethyl)phenyl]urea Chemical compound N=1C2=CC=C(OC=3C=C(NC(=O)NC=4C(=CC=CC=4)C(F)(F)F)C=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O VYCJDFFYLPUNEO-UHFFFAOYSA-N 0.000 claims 2
- JWDLDMREELAJRV-UHFFFAOYSA-N 1-[3-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]-3-[4-(trifluoromethyl)phenyl]urea Chemical compound N=1C2=CC=C(OC=3C=C(NC(=O)NC=4C=CC(=CC=4)C(F)(F)F)C=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O JWDLDMREELAJRV-UHFFFAOYSA-N 0.000 claims 2
- ISBCTBWYSJLJPG-UHFFFAOYSA-N 1-[3-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]-3-phenylurea Chemical compound N=1C2=CC=C(OC=3C=C(NC(=O)NC=4C=CC=CC=4)C=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O ISBCTBWYSJLJPG-UHFFFAOYSA-N 0.000 claims 2
- YDEGXCNOYYMTJY-UHFFFAOYSA-N 1-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]-3-ethylurea Chemical compound C1=CC(NC(=O)NCC)=CC=C1OC1=CC=C(N=C(COC=2C=CC(CC3C(NC(=O)S3)=O)=CC=2)N2C)C2=C1 YDEGXCNOYYMTJY-UHFFFAOYSA-N 0.000 claims 2
- NAAINBRRQYPYHN-UHFFFAOYSA-N 1-benzyl-3-[7-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxynaphthalen-1-yl]urea Chemical compound N=1C2=CC=C(OC=3C=C4C(NC(=O)NCC=5C=CC=CC=5)=CC=CC4=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O NAAINBRRQYPYHN-UHFFFAOYSA-N 0.000 claims 2
- KOYFXBYRJOCIEF-UHFFFAOYSA-N 1-cyclohexyl-3-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]thiourea Chemical compound N=1C2=CC=C(OC=3C=CC(NC(=S)NC4CCCCC4)=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O KOYFXBYRJOCIEF-UHFFFAOYSA-N 0.000 claims 2
- 102000001381 Arachidonate 5-Lipoxygenase Human genes 0.000 claims 2
- 108010093579 Arachidonate 5-Lipoxygenase Proteins 0.000 claims 2
- KFSJPZZPCJEMBY-UHFFFAOYSA-N N-[2-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]ethyl]pyridine-3-carboxamide Chemical compound N=1C2=CC=C(OC=3C=CC(CCNC(=O)C=4C=NC=CC=4)=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O KFSJPZZPCJEMBY-UHFFFAOYSA-N 0.000 claims 2
- YKCBEIZLLMXLOX-UHFFFAOYSA-N N-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]-2,4-difluorobenzamide Chemical compound N=1C2=CC=C(OC=3C=CC(NC(=O)C=4C(=CC(F)=CC=4)F)=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O YKCBEIZLLMXLOX-UHFFFAOYSA-N 0.000 claims 2
- UJDBFVLGTQSOCO-UHFFFAOYSA-N N-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]acetamide Chemical compound C1=CC(NC(=O)C)=CC=C1OC1=CC=C(N=C(COC=2C=CC(CC3C(NC(=O)S3)=O)=CC=2)N2C)C2=C1 UJDBFVLGTQSOCO-UHFFFAOYSA-N 0.000 claims 2
- ZKHLYSRUNNGEBM-UHFFFAOYSA-N N-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]benzamide Chemical compound N=1C2=CC=C(OC=3C=CC(NC(=O)C=4C=CC=CC=4)=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O ZKHLYSRUNNGEBM-UHFFFAOYSA-N 0.000 claims 2
- CVRCPCWIPMRMCY-UHFFFAOYSA-N N-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]cyclopentanecarboxamide Chemical compound N=1C2=CC=C(OC=3C=CC(NC(=O)C4CCCC4)=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O CVRCPCWIPMRMCY-UHFFFAOYSA-N 0.000 claims 2
- REPMYONBPYQSHL-UHFFFAOYSA-N N-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]methanesulfonamide Chemical compound N=1C2=CC=C(OC=3C=CC(NS(C)(=O)=O)=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O REPMYONBPYQSHL-UHFFFAOYSA-N 0.000 claims 2
- UEWDVSOOYKEZLG-UHFFFAOYSA-N N-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]pyridine-3-carboxamide Chemical compound N=1C2=CC=C(OC=3C=CC(NC(=O)C=4C=NC=CC=4)=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O UEWDVSOOYKEZLG-UHFFFAOYSA-N 0.000 claims 2
- LUZIKZKELDJVJM-UHFFFAOYSA-N N-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]pyridine-4-carboxamide Chemical compound N=1C2=CC=C(OC=3C=CC(NC(=O)C=4C=CN=CC=4)=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O LUZIKZKELDJVJM-UHFFFAOYSA-N 0.000 claims 2
- 230000004913 activation Effects 0.000 claims 2
- 125000004423 acyloxy group Chemical group 0.000 claims 2
- 125000005140 aralkylsulfonyl group Chemical group 0.000 claims 2
- 125000004391 aryl sulfonyl group Chemical group 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 125000001624 naphthyl group Chemical group 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000004433 nitrogen atoms Chemical group N* 0.000 claims 2
- 230000001737 promoting Effects 0.000 claims 2
- 125000004765 (C1-C4) haloalkyl group Chemical group 0.000 claims 1
- 125000004741 (C1-C6) haloalkylsulfonyl group Chemical group 0.000 claims 1
- UAGOWIAHMMDKJU-UHFFFAOYSA-N 1-(4-chlorophenyl)-3-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxy-2,6-dimethylphenyl]thiourea Chemical compound C=1C(C)=C(NC(=S)NC=2C=CC(Cl)=CC=2)C(C)=CC=1OC(C=C1N2C)=CC=C1N=C2COC(C=C1)=CC=C1CC1SC(=O)NC1=O UAGOWIAHMMDKJU-UHFFFAOYSA-N 0.000 claims 1
- LMQQURUJYOTXBB-UHFFFAOYSA-N 1-[3-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]-3-[[4-(trifluoromethyl)phenyl]methyl]urea Chemical compound N=1C2=CC=C(OC=3C=C(NC(=O)NCC=4C=CC(=CC=4)C(F)(F)F)C=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O LMQQURUJYOTXBB-UHFFFAOYSA-N 0.000 claims 1
- BWFXDAYCCLAJPR-UHFFFAOYSA-N 1-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]-3-(4-fluorophenyl)-1-hexylurea Chemical compound C=1C=C(OC=2C=C3N(C)C(COC=4C=CC(CC5C(NC(=O)S5)=O)=CC=4)=NC3=CC=2)C=CC=1N(CCCCCC)C(=O)NC1=CC=C(F)C=C1 BWFXDAYCCLAJPR-UHFFFAOYSA-N 0.000 claims 1
- SRLJUIPXCNUBDG-UHFFFAOYSA-N 1-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]-3-phenylurea Chemical compound N=1C2=CC=C(OC=3C=CC(NC(=O)NC=4C=CC=CC=4)=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O SRLJUIPXCNUBDG-UHFFFAOYSA-N 0.000 claims 1
- GQUAFKLVDHDXBQ-UHFFFAOYSA-N 1-[7-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxynaphthalen-1-yl]-3-[2,6-di(propan-2-yl)phenyl]urea Chemical compound CC(C)C1=CC=CC(C(C)C)=C1NC(=O)NC(C1=C2)=CC=CC1=CC=C2OC1=CC=C(N=C(COC=2C=CC(CC3C(NC(=O)S3)=O)=CC=2)N2C)C2=C1 GQUAFKLVDHDXBQ-UHFFFAOYSA-N 0.000 claims 1
- IXTLJGIFZCZPHO-UHFFFAOYSA-N 1-benzyl-3-[7-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxynaphthalen-1-yl]thiourea Chemical compound N=1C2=CC=C(OC=3C=C4C(NC(=S)NCC=5C=CC=CC=5)=CC=CC4=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O IXTLJGIFZCZPHO-UHFFFAOYSA-N 0.000 claims 1
- YFCFEWWWMSVPEI-UHFFFAOYSA-N 3,5-ditert-butyl-N-[2-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]ethyl]-4-hydroxybenzamide Chemical compound N=1C2=CC=C(OC=3C=CC(CCNC(=O)C=4C=C(C(O)=C(C=4)C(C)(C)C)C(C)(C)C)=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O YFCFEWWWMSVPEI-UHFFFAOYSA-N 0.000 claims 1
- DEHUXKDDQUKRAW-UHFFFAOYSA-N 3-chloro-N-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]benzamide Chemical compound N=1C2=CC=C(OC=3C=CC(NC(=O)C=4C=C(Cl)C=CC=4)=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O DEHUXKDDQUKRAW-UHFFFAOYSA-N 0.000 claims 1
- 125000004179 3-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C(Cl)=C1[H] 0.000 claims 1
- ZANZLUPRQFRTPW-UHFFFAOYSA-N N-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]-N-hexylacetamide Chemical compound C1=CC(N(C(C)=O)CCCCCC)=CC=C1OC1=CC=C(N=C(COC=2C=CC(CC3C(NC(=O)S3)=O)=CC=2)N2C)C2=C1 ZANZLUPRQFRTPW-UHFFFAOYSA-N 0.000 claims 1
- XDZGVMHKJYLXBV-UHFFFAOYSA-N N-[4-[2-[[4-[(2,4-dioxo-1,3-thiazolidin-5-yl)methyl]phenoxy]methyl]-3-methylbenzimidazol-5-yl]oxyphenyl]naphthalene-2-carboxamide Chemical compound N=1C2=CC=C(OC=3C=CC(NC(=O)C=4C=C5C=CC=CC5=CC=4)=CC=3)C=C2N(C)C=1COC(C=C1)=CC=C1CC1SC(=O)NC1=O XDZGVMHKJYLXBV-UHFFFAOYSA-N 0.000 claims 1
- 230000003213 activating Effects 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 125000004429 atoms Chemical group 0.000 claims 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 1
- 239000000969 carrier Substances 0.000 claims 1
- 239000003795 chemical substances by application Substances 0.000 claims 1
- 125000004122 cyclic group Chemical group 0.000 claims 1
- 239000003085 diluting agent Substances 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000001188 haloalkyl group Chemical group 0.000 claims 1
- 125000004441 haloalkylsulfonyl group Chemical group 0.000 claims 1
- 125000001570 methylene group Chemical group [H]C([H])([*:1])[*:2] 0.000 claims 1
- 125000004170 methylsulfonyl group Chemical group [H]C([H])([H])S(*)(=O)=O 0.000 claims 1
- 230000000069 prophylaxis Effects 0.000 claims 1
- 125000001889 triflyl group Chemical group FC(F)(F)S(*)(=O)=O 0.000 claims 1
Claims (45)
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
JP11/99981 | 1999-04-07 | ||
JP9998199 | 1999-04-07 |
Publications (2)
Publication Number | Publication Date |
---|---|
RU2001127082A true RU2001127082A (en) | 2003-09-20 |
RU2221796C2 RU2221796C2 (en) | 2004-01-20 |
Family
ID=14261854
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RU2001127082/04A RU2221796C2 (en) | 1999-04-07 | 2000-04-06 | Amine derivatives |
Country Status (24)
Country | Link |
---|---|
US (1) | US6562849B1 (en) |
EP (1) | EP1167366B1 (en) |
KR (1) | KR100588284B1 (en) |
CN (1) | CN1162427C (en) |
AT (1) | ATE466861T1 (en) |
AU (1) | AU757729B2 (en) |
BR (1) | BR0009594A (en) |
CA (1) | CA2369971A1 (en) |
CZ (1) | CZ300691B6 (en) |
DE (1) | DE60044342D1 (en) |
ES (1) | ES2343104T3 (en) |
HK (1) | HK1039940B (en) |
HU (1) | HUP0200996A3 (en) |
ID (1) | ID30498A (en) |
IL (2) | IL145759A0 (en) |
MX (1) | MXPA01010108A (en) |
NO (1) | NO321158B1 (en) |
NZ (1) | NZ514662A (en) |
PL (1) | PL351878A1 (en) |
RU (1) | RU2221796C2 (en) |
TR (1) | TR200103183T2 (en) |
TW (1) | TW550264B (en) |
WO (1) | WO2000061581A1 (en) |
ZA (1) | ZA200108174B (en) |
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WO2003032988A1 (en) * | 2001-10-17 | 2003-04-24 | Sankyo Company, Limited | Pharmaceutical composition |
WO2003033494A1 (en) * | 2001-10-17 | 2003-04-24 | Sankyo Company, Limited | Benzimidazole derivative |
AU2003220855A1 (en) * | 2002-04-01 | 2003-10-13 | Sankyo Company, Limited | Medicinal antitumor composition |
CA2487238C (en) | 2002-05-08 | 2011-03-22 | Bayer Healthcare Ag | Hydroxy tetrahydro-naphthalenylurea derivatives |
TW200403055A (en) * | 2002-06-25 | 2004-03-01 | Sankyo Co | Pharmaceutical composition of a peroxisome proliferator-activated receptor (PPAR) gamma atcivetor and a diuretic |
AU2003254795A1 (en) * | 2002-08-02 | 2004-02-23 | Sankyo Company, Limited | Resorcinol derivative |
US7521465B2 (en) * | 2003-01-17 | 2009-04-21 | Bexel Pharmaceuticals, Inc. | Diphenyl ether derivatives |
US7781464B2 (en) * | 2003-01-17 | 2010-08-24 | Bexel Pharmaceuticals, Inc. | Heterocyclic diphenyl ethers |
WO2004089296A2 (en) | 2003-04-03 | 2004-10-21 | The Regents Of The University Of California | Improved inhibitors for the soluble epoxide hydrolase |
US7087576B2 (en) * | 2003-10-07 | 2006-08-08 | Bexel Pharmaceuticals, Inc. | Dipeptide phenyl ethers |
CA2559665A1 (en) | 2004-03-16 | 2005-09-29 | The Regents Of The University Of California | Reducing nephropathy with inhibitors of soluble epoxide hydrolase and epoxyeicosanoids |
AU2005295167B2 (en) * | 2004-10-20 | 2012-05-10 | The Regents Of The University Of California | Improved inhibitors for the soluble epoxide hydrolase |
JP4887368B2 (en) * | 2005-10-13 | 2012-02-29 | スミスクライン ビーチャム コーポレーション | New heterocyclic compounds |
US20070185055A1 (en) * | 2006-02-06 | 2007-08-09 | Guang Liang Jiang | Method for treating cachexia with retinoid ligands |
TW200838512A (en) | 2007-02-08 | 2008-10-01 | Daiichi Sankyo Co Ltd | Crystalline forms of a thiazolidinedione compound and manufacturing methods thereof |
EP2311834A4 (en) * | 2008-07-31 | 2011-11-02 | Daiichi Sankyo Co Ltd | Crystal of thiazolidinedione compound, and process for production thereof |
JPWO2010013768A1 (en) * | 2008-07-31 | 2012-01-12 | 第一三共株式会社 | Crystal of thiazolidinedione compound and method for producing the same |
BR112012012378A2 (en) | 2009-11-26 | 2019-09-24 | Daiichi Sankyo Co Ltd | method for making a compound, and, compound |
US9376727B2 (en) | 2010-05-25 | 2016-06-28 | Qiagen Gaithersburg, Inc. | Fast results hybrid capture assay and associated strategically truncated probes |
US10077241B2 (en) | 2014-04-15 | 2018-09-18 | Jansen Pharmaceutica Nv | Tetrahydro-benzoimidazolyl modulators of TGR5 |
KR101480674B1 (en) * | 2014-07-03 | 2015-01-09 | 주식회사 큐리언트 | A compound and a pharmaceutical compound for treatment of inflammatory diseases |
KR101496094B1 (en) * | 2014-07-04 | 2015-02-25 | 주식회사 큐리언트 | A compound and a pharmaceutical compound for treatment of inflammatory diseases |
KR101496096B1 (en) * | 2014-07-17 | 2015-03-02 | 주식회사 큐리언트 | A compound and a pharmaceutical compound for treatment of inflammatory diseases |
WO2018002673A1 (en) | 2016-07-01 | 2018-01-04 | N4 Pharma Uk Limited | Novel formulations of angiotensin ii receptor antagonists |
WO2019034697A1 (en) * | 2017-08-15 | 2019-02-21 | Inflazome Limited | Novel sulfonamide carboxamide compounds |
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WO1990014221A1 (en) | 1989-05-15 | 1990-11-29 | Hyperion Catalysis International | Surface treatment of carbon microfibers |
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CZ282548B6 (en) | 1992-01-22 | 1997-08-13 | F. Hoffmann-La Roche Ag | Application of 9-cis-retinic acid |
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TW268952B (en) | 1993-02-26 | 1996-01-21 | Takeda Pharm Industry Co Ltd | |
WO1994022846A1 (en) * | 1993-03-30 | 1994-10-13 | Pfizer Inc. | Compounds enhancing antitumor activity of other cytotoxic agents |
JP3300869B2 (en) | 1993-08-09 | 2002-07-08 | 武田薬品工業株式会社 | 2,4-oxazolidinedione derivative, process for producing the same, and pharmaceutical composition comprising the same |
CZ289317B6 (en) | 1994-04-11 | 2002-01-16 | Sankyo Company Limited | Heterocyclic compound, pharmaceutical preparations in which the compound is comprised and use thereof |
CA2159938A1 (en) * | 1994-10-07 | 1996-04-08 | Hiroaki Yanagisawa | Oxime derivatives, their preparation and their therapeutic use |
TW403748B (en) * | 1994-11-02 | 2000-09-01 | Takeda Chemical Industries Ltd | An oxazolidinedione derivative, its production and a pharmaceutical composition for lowering blood sugar and lipid in blood comprising the same |
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IL118474A (en) * | 1995-06-01 | 2001-08-08 | Sankyo Co | Benzimidazole derivatives and pharmaceutical compositions containing the same |
JPH09165371A (en) * | 1995-10-09 | 1997-06-24 | Sankyo Co Ltd | Medicine containing heterocyclic compound |
AU744518B2 (en) | 1996-07-01 | 2002-02-28 | Dr. Reddy's Laboratories Limited | Novel heterocyclic compounds process for their preparation and pharmaceutical compositions containing them and their use in the treatment of diabetes and related diseases |
JP3268242B2 (en) | 1996-11-14 | 2002-03-25 | 三共株式会社 | Pharmaceuticals containing fused heterocyclic compounds |
US6586455B1 (en) | 1996-12-31 | 2003-07-01 | The Salk Institute For Biological Studies | Treatment of liposarcomas using a combination of thiazolidinediones and retinoid X receptor selective agonists |
AU740704B2 (en) * | 1997-10-08 | 2001-11-15 | Sankyo Company Limited | Substituted fused heterocyclic compounds |
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2000
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- 2000-04-06 WO PCT/JP2000/002216 patent/WO2000061581A1/en not_active Application Discontinuation
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- 2000-04-06 TW TW089106330A patent/TW550264B/en active
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