JP2004519441A5 - - Google Patents
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- Publication number
- JP2004519441A5 JP2004519441A5 JP2002551538A JP2002551538A JP2004519441A5 JP 2004519441 A5 JP2004519441 A5 JP 2004519441A5 JP 2002551538 A JP2002551538 A JP 2002551538A JP 2002551538 A JP2002551538 A JP 2002551538A JP 2004519441 A5 JP2004519441 A5 JP 2004519441A5
- Authority
- JP
- Japan
- Prior art keywords
- compound according
- lower alkyl
- methyl
- dihydro
- amino
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Granted
Links
- 150000001875 compounds Chemical class 0.000 claims 33
- 125000000217 alkyl group Chemical group 0.000 claims 19
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims 9
- 239000002253 acid Substances 0.000 claims 8
- 125000003545 alkoxy group Chemical group 0.000 claims 8
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- 239000001257 hydrogen Substances 0.000 claims 8
- 125000002947 alkylene group Chemical group 0.000 claims 6
- 150000002148 esters Chemical class 0.000 claims 6
- 229910052794 bromium Inorganic materials 0.000 claims 5
- 229910052801 chlorine Chemical group 0.000 claims 5
- 239000000460 chlorine Chemical group 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 4
- AFVFQIVMOAPDHO-UHFFFAOYSA-N Methanesulfonic acid Chemical group CS(O)(=O)=O AFVFQIVMOAPDHO-UHFFFAOYSA-N 0.000 claims 4
- 125000004450 alkenylene group Chemical group 0.000 claims 4
- 229910052740 iodine Inorganic materials 0.000 claims 4
- 229910052760 oxygen Inorganic materials 0.000 claims 4
- 125000003854 p-chlorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1Cl 0.000 claims 4
- 230000002265 prevention Effects 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- 229910052717 sulfur Inorganic materials 0.000 claims 4
- JOXIMZWYDAKGHI-UHFFFAOYSA-N toluene-4-sulfonic acid Chemical group CC1=CC=C(S(O)(=O)=O)C=C1 JOXIMZWYDAKGHI-UHFFFAOYSA-N 0.000 claims 4
- ITMCEJHCFYSIIV-UHFFFAOYSA-M triflate Chemical group [O-]S(=O)(=O)C(F)(F)F ITMCEJHCFYSIIV-UHFFFAOYSA-M 0.000 claims 4
- 229910052770 Uranium Inorganic materials 0.000 claims 3
- 125000003342 alkenyl group Chemical group 0.000 claims 3
- 125000000753 cycloalkyl group Chemical group 0.000 claims 3
- 230000006806 disease prevention Effects 0.000 claims 3
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 3
- 229910052731 fluorine Inorganic materials 0.000 claims 3
- 238000004519 manufacturing process Methods 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- KRZCOLNOCZKSDF-UHFFFAOYSA-N 4-fluoroaniline Chemical compound NC1=CC=C(F)C=C1 KRZCOLNOCZKSDF-UHFFFAOYSA-N 0.000 claims 2
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 2
- 206010003210 Arteriosclerosis Diseases 0.000 claims 2
- 206010017533 Fungal infection Diseases 0.000 claims 2
- 208000035150 Hypercholesterolemia Diseases 0.000 claims 2
- 208000031226 Hyperlipidaemia Diseases 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 208000030852 Parasitic disease Diseases 0.000 claims 2
- 239000013543 active substance Substances 0.000 claims 2
- 208000011775 arteriosclerosis disease Diseases 0.000 claims 2
- 125000003118 aryl group Chemical group 0.000 claims 2
- 201000001883 cholelithiasis Diseases 0.000 claims 2
- 206010012601 diabetes mellitus Diseases 0.000 claims 2
- 239000003814 drug Substances 0.000 claims 2
- 239000011737 fluorine Substances 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 208000024386 fungal infectious disease Diseases 0.000 claims 2
- 208000001130 gallstones Diseases 0.000 claims 2
- 125000001072 heteroaryl group Chemical group 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 230000003463 hyperproliferative effect Effects 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- 208000019553 vascular disease Diseases 0.000 claims 2
- UPCOQYQDAFIUQJ-UHFFFAOYSA-N (4-chlorophenyl) 5-[5-[ethyl(2-hydroxyethyl)amino]pent-1-ynyl]-6-fluoro-2,3-dihydroindole-1-carboxylate Chemical compound C1=2C=C(F)C(C#CCCCN(CCO)CC)=CC=2CCN1C(=O)OC1=CC=C(Cl)C=C1 UPCOQYQDAFIUQJ-UHFFFAOYSA-N 0.000 claims 1
- YMVFJGSXZNNUDW-UHFFFAOYSA-N (4-chlorophenyl)methanamine Chemical compound NCC1=CC=C(Cl)C=C1 YMVFJGSXZNNUDW-UHFFFAOYSA-N 0.000 claims 1
- IIFVWLUQBAIPMJ-UHFFFAOYSA-N (4-fluorophenyl)methanamine Chemical compound NCC1=CC=C(F)C=C1 IIFVWLUQBAIPMJ-UHFFFAOYSA-N 0.000 claims 1
- 125000000954 2-hydroxyethyl group Chemical group [H]C([*])([H])C([H])([H])O[H] 0.000 claims 1
- 125000004493 2-methylbut-1-yl group Chemical group CC(C*)CC 0.000 claims 1
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- WQZGKKKJIJFFOK-GASJEMHNSA-N Glucose Natural products OC[C@H]1OC(O)[C@H](O)[C@@H](O)[C@@H]1O WQZGKKKJIJFFOK-GASJEMHNSA-N 0.000 claims 1
- 208000002705 Glucose Intolerance Diseases 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 125000005082 alkoxyalkenyl group Chemical group 0.000 claims 1
- 125000000304 alkynyl group Chemical group 0.000 claims 1
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 1
- DNSISZSEWVHGLH-UHFFFAOYSA-N butanamide Chemical compound CCCC(N)=O DNSISZSEWVHGLH-UHFFFAOYSA-N 0.000 claims 1
- 125000000484 butyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])C([H])([H])[H] 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- 239000008103 glucose Substances 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 125000001147 pentyl group Chemical group C(CCCC)* 0.000 claims 1
- KEOLJAPWYNIYSB-UHFFFAOYSA-N phenyl 6-fluoro-5-[5-[methyl(propyl)amino]pentyl]-2,3-dihydroindole-1-carboxylate Chemical compound C1=2C=C(F)C(CCCCCN(C)CCC)=CC=2CCN1C(=O)OC1=CC=CC=C1 KEOLJAPWYNIYSB-UHFFFAOYSA-N 0.000 claims 1
- 201000009104 prediabetes syndrome Diseases 0.000 claims 1
- 125000001424 substituent group Chemical group 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP00128063 | 2000-12-21 | ||
| PCT/EP2001/014620 WO2002050041A1 (en) | 2000-12-21 | 2001-12-12 | Dihydroindole and tetrahydroquinoline derivatives |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| JP2004519441A JP2004519441A (ja) | 2004-07-02 |
| JP2004519441A5 true JP2004519441A5 (enExample) | 2005-05-26 |
| JP4068459B2 JP4068459B2 (ja) | 2008-03-26 |
Family
ID=8170751
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2002551538A Expired - Fee Related JP4068459B2 (ja) | 2000-12-21 | 2001-12-12 | ジヒドロインドール及びテトラヒドロキノリン誘導体 |
Country Status (15)
| Country | Link |
|---|---|
| US (2) | US6706751B2 (enExample) |
| EP (1) | EP1358162B1 (enExample) |
| JP (1) | JP4068459B2 (enExample) |
| KR (1) | KR100530408B1 (enExample) |
| CN (1) | CN1208322C (enExample) |
| AR (1) | AR035408A1 (enExample) |
| AT (1) | ATE317386T1 (enExample) |
| AU (2) | AU1917602A (enExample) |
| BR (1) | BR0116263A (enExample) |
| CA (1) | CA2431100C (enExample) |
| DE (1) | DE60117096T2 (enExample) |
| ES (1) | ES2257381T3 (enExample) |
| MX (1) | MXPA03005395A (enExample) |
| WO (1) | WO2002050041A1 (enExample) |
| ZA (1) | ZA200304646B (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AR037647A1 (es) | 2002-05-29 | 2004-12-01 | Novartis Ag | Derivados de diarilurea utiles para el tratamiento de enfermedades dependientes de la cinasa de proteina |
| ES2342596T3 (es) * | 2002-08-29 | 2010-07-09 | MERCK SHARP & DOHME CORP. | Indoles con actividad anti-diabetica. |
| WO2005014755A1 (ja) * | 2003-08-08 | 2005-02-17 | Ube Industries, Ltd. | アルキニル基置換縮合ヘテロ環化合物及びその製法並びにそれを使用する有機エレクトロルミネッセンス素子 |
| TWI329102B (en) * | 2006-08-15 | 2010-08-21 | Nat Health Research Institutes | Thiourea compounds and method for inhibiting hepatitis c virus infection |
| WO2008124300A1 (en) * | 2007-04-10 | 2008-10-16 | National Health Research Institutes | Hepatitis c virus inhibitors |
| US7897764B2 (en) * | 2007-06-08 | 2011-03-01 | National Health Research Institutes | Thiourea derivatives |
| TWI361808B (en) * | 2008-01-08 | 2012-04-11 | Nat Health Research Institutes | Imidazolidinone and imidazolidinethione derivatives |
| US8198284B2 (en) * | 2008-04-30 | 2012-06-12 | National Health Research Institutes | Treatment of neurodegenerative disorders with thiourea compounds |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3997542A (en) * | 1975-06-23 | 1976-12-14 | Sterling Drug Inc. | 1-(Halogenated-acetyl)-1,2,3,4-tetrahydro-6-quinolinols and esters thereof |
| NZ227042A (en) | 1987-11-27 | 1991-05-28 | Banyu Pharma Co Ltd | Substituted alkylamine derivatives and pharmaceutical compositions |
| US5288749A (en) | 1991-12-20 | 1994-02-22 | Abbott Laboratories | Tertiary and secondary amines as alpha-2 antagonists and serotonin uptake inhibitors |
| TW438774B (en) | 1993-07-14 | 2001-06-07 | Hoffmann La Roche | Pharmaceutical composition for lowering cholesterol containing phenalkylamines and certain novel phenalkylamines |
| EP0880501A1 (en) | 1996-02-02 | 1998-12-02 | Zeneca Limited | Heterocyclic compounds useful as pharmaceutical agents |
| DE19727117A1 (de) | 1997-06-26 | 1999-01-07 | Boehringer Ingelheim Pharma | Phenylalkylderivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung |
| CA2408913A1 (en) | 2000-05-16 | 2001-11-22 | Takeda Chemical Industries, Ltd. | Melanin-concentrating hormone antagonist |
-
2001
- 2001-12-11 US US10/014,959 patent/US6706751B2/en not_active Expired - Fee Related
- 2001-12-12 ES ES01271362T patent/ES2257381T3/es not_active Expired - Lifetime
- 2001-12-12 BR BR0116263-2A patent/BR0116263A/pt not_active IP Right Cessation
- 2001-12-12 CN CNB018210120A patent/CN1208322C/zh not_active Expired - Fee Related
- 2001-12-12 WO PCT/EP2001/014620 patent/WO2002050041A1/en not_active Ceased
- 2001-12-12 AT AT01271362T patent/ATE317386T1/de not_active IP Right Cessation
- 2001-12-12 EP EP01271362A patent/EP1358162B1/en not_active Expired - Lifetime
- 2001-12-12 AU AU1917602A patent/AU1917602A/xx active Pending
- 2001-12-12 DE DE60117096T patent/DE60117096T2/de not_active Expired - Lifetime
- 2001-12-12 JP JP2002551538A patent/JP4068459B2/ja not_active Expired - Fee Related
- 2001-12-12 CA CA002431100A patent/CA2431100C/en not_active Expired - Fee Related
- 2001-12-12 MX MXPA03005395A patent/MXPA03005395A/es active IP Right Grant
- 2001-12-12 AU AU2002219176A patent/AU2002219176B2/en not_active Ceased
- 2001-12-12 KR KR10-2003-7008393A patent/KR100530408B1/ko not_active Expired - Fee Related
- 2001-12-20 AR ARP010105925A patent/AR035408A1/es unknown
-
2003
- 2003-06-13 ZA ZA200304646A patent/ZA200304646B/en unknown
- 2003-08-26 US US10/648,451 patent/US7102007B2/en not_active Expired - Fee Related
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