JP2009504762A5 - - Google Patents
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- Publication number
- JP2009504762A5 JP2009504762A5 JP2008527122A JP2008527122A JP2009504762A5 JP 2009504762 A5 JP2009504762 A5 JP 2009504762A5 JP 2008527122 A JP2008527122 A JP 2008527122A JP 2008527122 A JP2008527122 A JP 2008527122A JP 2009504762 A5 JP2009504762 A5 JP 2009504762A5
- Authority
- JP
- Japan
- Prior art keywords
- amino
- indol
- phenyl
- alkyl
- benzyl
- 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.)
- Withdrawn
Links
- 125000000217 alkyl group Chemical group 0.000 claims 20
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 18
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 17
- 150000001875 compounds Chemical class 0.000 claims 16
- 125000000623 heterocyclic group Chemical group 0.000 claims 15
- 125000005010 perfluoroalkyl group Chemical group 0.000 claims 14
- 108010022233 Plasminogen Activator Inhibitor 1 Proteins 0.000 claims 10
- 102100039418 Plasminogen activator inhibitor 1 Human genes 0.000 claims 10
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 9
- 229960005190 phenylalanine Drugs 0.000 claims 9
- 208000035475 disorder Diseases 0.000 claims 8
- 229910052739 hydrogen Inorganic materials 0.000 claims 8
- -1 1,1′-biphenyl-4-ylsulfonyl Chemical group 0.000 claims 6
- 150000002148 esters Chemical group 0.000 claims 6
- 239000001257 hydrogen Substances 0.000 claims 6
- 150000003839 salts Chemical class 0.000 claims 6
- 125000003545 alkoxy group Chemical group 0.000 claims 5
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 claims 5
- 229910052736 halogen Inorganic materials 0.000 claims 5
- 150000002367 halogens Chemical class 0.000 claims 5
- 208000024172 Cardiovascular disease Diseases 0.000 claims 4
- 208000007536 Thrombosis Diseases 0.000 claims 4
- 206010047249 Venous thrombosis Diseases 0.000 claims 4
- 239000003814 drug Substances 0.000 claims 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical group [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims 3
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 claims 3
- 229940024606 amino acid Drugs 0.000 claims 3
- 235000001014 amino acid Nutrition 0.000 claims 3
- 150000001413 amino acids Chemical class 0.000 claims 3
- 150000002431 hydrogen Chemical class 0.000 claims 3
- 229910052757 nitrogen Inorganic materials 0.000 claims 3
- IJGRMHOSHXDMSA-UHFFFAOYSA-N nitrogen Substances N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 3
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 3
- 229920006395 saturated elastomer Polymers 0.000 claims 3
- 208000024827 Alzheimer disease Diseases 0.000 claims 2
- 206010003178 Arterial thrombosis Diseases 0.000 claims 2
- 206010003658 Atrial Fibrillation Diseases 0.000 claims 2
- 206010008132 Cerebral thrombosis Diseases 0.000 claims 2
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 2
- 206010051055 Deep vein thrombosis Diseases 0.000 claims 2
- 201000001429 Intracranial Thrombosis Diseases 0.000 claims 2
- 206010028980 Neoplasm Diseases 0.000 claims 2
- 208000006011 Stroke Diseases 0.000 claims 2
- 206010067584 Type 1 diabetes mellitus Diseases 0.000 claims 2
- 230000036778 atheroma formation Effects 0.000 claims 2
- UCMIRNVEIXFBKS-UHFFFAOYSA-N beta-alanine Chemical compound NCCC(O)=O UCMIRNVEIXFBKS-UHFFFAOYSA-N 0.000 claims 2
- 201000011510 cancer Diseases 0.000 claims 2
- 229910052799 carbon Inorganic materials 0.000 claims 2
- 206010012601 diabetes mellitus Diseases 0.000 claims 2
- 229940079593 drug Drugs 0.000 claims 2
- 230000004064 dysfunction Effects 0.000 claims 2
- 230000000694 effects Effects 0.000 claims 2
- 239000003527 fibrinolytic agent Substances 0.000 claims 2
- 230000003480 fibrinolytic effect Effects 0.000 claims 2
- 230000002401 inhibitory effect Effects 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 238000000034 method Methods 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 208000031225 myocardial ischemia Diseases 0.000 claims 2
- 201000010065 polycystic ovary syndrome Diseases 0.000 claims 2
- 208000005069 pulmonary fibrosis Diseases 0.000 claims 2
- 201000002793 renal fibrosis Diseases 0.000 claims 2
- 238000001356 surgical procedure Methods 0.000 claims 2
- 230000009424 thromboembolic effect Effects 0.000 claims 2
- FTXPWRLJYLZQJJ-VWLOTQADSA-N (2s)-2-[[2-[5-[(4-tert-butylphenyl)sulfonylamino]indol-1-yl]acetyl]amino]-3-phenylpropanoic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1S(=O)(=O)NC1=CC=C(N(CC(=O)N[C@@H](CC=2C=CC=CC=2)C(O)=O)C=C2)C2=C1 FTXPWRLJYLZQJJ-VWLOTQADSA-N 0.000 claims 1
- YGUPESDIHPDIOR-UHFFFAOYSA-N 1-[2-[5-(quinolin-8-ylsulfonylamino)indol-1-yl]acetyl]piperidine-4-carboxylic acid Chemical compound C1CC(C(=O)O)CCN1C(=O)CN1C2=CC=C(NS(=O)(=O)C=3C4=NC=CC=C4C=CC=3)C=C2C=C1 YGUPESDIHPDIOR-UHFFFAOYSA-N 0.000 claims 1
- CRYVNOZRRWLQHX-UHFFFAOYSA-N 1-[2-[5-[(4-phenylphenyl)sulfonylamino]indol-1-yl]acetyl]piperidine-4-carboxylic acid Chemical compound C1CC(C(=O)O)CCN1C(=O)CN1C2=CC=C(NS(=O)(=O)C=3C=CC(=CC=3)C=3C=CC=CC=3)C=C2C=C1 CRYVNOZRRWLQHX-UHFFFAOYSA-N 0.000 claims 1
- YWSBPHIYNIBKSZ-UHFFFAOYSA-N 1-[2-[5-[(4-tert-butylphenyl)sulfonylamino]indol-1-yl]acetyl]piperidine-4-carboxylic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1S(=O)(=O)NC1=CC=C(N(CC(=O)N2CCC(CC2)C(O)=O)C=C2)C2=C1 YWSBPHIYNIBKSZ-UHFFFAOYSA-N 0.000 claims 1
- AIXNRFHZGPUJNS-UHFFFAOYSA-N 1-[2-[5-[[4-(trifluoromethoxy)phenyl]sulfonylamino]indol-1-yl]acetyl]piperidine-4-carboxylic acid Chemical compound C1CC(C(=O)O)CCN1C(=O)CN1C2=CC=C(NS(=O)(=O)C=3C=CC(OC(F)(F)F)=CC=3)C=C2C=C1 AIXNRFHZGPUJNS-UHFFFAOYSA-N 0.000 claims 1
- DBUIDJJRUFCYED-UHFFFAOYSA-N 1-[4-[[5-[(4-tert-butylphenyl)sulfonylamino]indol-1-yl]methyl]benzoyl]piperidine-4-carboxylic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1S(=O)(=O)NC1=CC=C(N(CC=2C=CC(=CC=2)C(=O)N2CCC(CC2)C(O)=O)C=C2)C2=C1 DBUIDJJRUFCYED-UHFFFAOYSA-N 0.000 claims 1
- FAMBBSVOBIDVIF-UHFFFAOYSA-N 2-[4-[[5-[(4-phenylphenyl)sulfonylamino]indol-1-yl]methyl]phenoxy]acetic acid Chemical compound C1=CC(OCC(=O)O)=CC=C1CN1C2=CC=C(NS(=O)(=O)C=3C=CC(=CC=3)C=3C=CC=CC=3)C=C2C=C1 FAMBBSVOBIDVIF-UHFFFAOYSA-N 0.000 claims 1
- GNMGWUDVNYDOGY-UHFFFAOYSA-N 2-[4-[[5-[(4-tert-butylphenyl)sulfonylamino]indol-1-yl]methyl]phenoxy]acetic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1S(=O)(=O)NC1=CC=C(N(CC=2C=CC(OCC(O)=O)=CC=2)C=C2)C2=C1 GNMGWUDVNYDOGY-UHFFFAOYSA-N 0.000 claims 1
- CBFIFFDFJSHQHE-UHFFFAOYSA-N 2-[5-[(4-phenylphenyl)sulfonylamino]indol-1-yl]acetic acid Chemical compound C=1C=C2N(CC(=O)O)C=CC2=CC=1NS(=O)(=O)C(C=C1)=CC=C1C1=CC=CC=C1 CBFIFFDFJSHQHE-UHFFFAOYSA-N 0.000 claims 1
- 125000004189 3,4-dichlorophenyl group Chemical group [H]C1=C([H])C(Cl)=C(Cl)C([H])=C1* 0.000 claims 1
- MXOJUHPZFHCXGO-UHFFFAOYSA-N 3-[[1-[(4-tert-butylphenyl)methyl]indol-5-yl]carbamoylamino]benzoic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1CN1C2=CC=C(NC(=O)NC=3C=C(C=CC=3)C(O)=O)C=C2C=C1 MXOJUHPZFHCXGO-UHFFFAOYSA-N 0.000 claims 1
- WHGUVQSEODAYAE-UHFFFAOYSA-N 3-[[1-[(4-tert-butylphenyl)methyl]indol-5-yl]sulfamoyl]benzoic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1CN1C2=CC=C(NS(=O)(=O)C=3C=C(C=CC=3)C(O)=O)C=C2C=C1 WHGUVQSEODAYAE-UHFFFAOYSA-N 0.000 claims 1
- KDQPNMXYQDSYGR-UHFFFAOYSA-N 3-[[4-[[5-[(4-phenylphenyl)sulfonylamino]indol-1-yl]methyl]benzoyl]amino]propanoic acid Chemical compound C1=CC(C(=O)NCCC(=O)O)=CC=C1CN1C2=CC=C(NS(=O)(=O)C=3C=CC(=CC=3)C=3C=CC=CC=3)C=C2C=C1 KDQPNMXYQDSYGR-UHFFFAOYSA-N 0.000 claims 1
- HAQHOVYIUNKXGN-UHFFFAOYSA-N 3-[[4-[[5-[(4-tert-butylphenyl)sulfonylamino]indol-1-yl]methyl]benzoyl]amino]propanoic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1S(=O)(=O)NC1=CC=C(N(CC=2C=CC(=CC=2)C(=O)NCCC(O)=O)C=C2)C2=C1 HAQHOVYIUNKXGN-UHFFFAOYSA-N 0.000 claims 1
- IZCFZONLKDLOKI-UHFFFAOYSA-N 3-[[4-[[5-[[4-(trifluoromethoxy)phenyl]sulfonylamino]indol-1-yl]methyl]benzoyl]amino]propanoic acid Chemical compound C1=CC(C(=O)NCCC(=O)O)=CC=C1CN1C2=CC=C(NS(=O)(=O)C=3C=CC(OC(F)(F)F)=CC=3)C=C2C=C1 IZCFZONLKDLOKI-UHFFFAOYSA-N 0.000 claims 1
- XJAHKKNQXJBNFK-UHFFFAOYSA-N 3-phenyl-2-[5-[[4-(trifluoromethoxy)phenyl]sulfonylamino]indol-1-yl]propanoic acid Chemical compound C1=CC2=CC(NS(=O)(=O)C=3C=CC(OC(F)(F)F)=CC=3)=CC=C2N1C(C(=O)O)CC1=CC=CC=C1 XJAHKKNQXJBNFK-UHFFFAOYSA-N 0.000 claims 1
- HYZWGJLDBHISIG-UHFFFAOYSA-N 4-[[1-[(4-tert-butylphenyl)methyl]indol-5-yl]sulfamoyl]benzoic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1CN1C2=CC=C(NS(=O)(=O)C=3C=CC(=CC=3)C(O)=O)C=C2C=C1 HYZWGJLDBHISIG-UHFFFAOYSA-N 0.000 claims 1
- QODVSVPDRWYDJM-UHFFFAOYSA-N 4-[[benzenesulfonyl-[1-[(4-tert-butylphenyl)methyl]indol-5-yl]amino]methyl]benzoic acid Chemical compound C1=CC(C(C)(C)C)=CC=C1CN1C2=CC=C(N(CC=3C=CC(=CC=3)C(O)=O)S(=O)(=O)C=3C=CC=CC=3)C=C2C=C1 QODVSVPDRWYDJM-UHFFFAOYSA-N 0.000 claims 1
- 125000003352 4-tert-butyl benzyl group Chemical group [H]C1=C([H])C(=C([H])C([H])=C1C([H])([H])*)C(C([H])([H])[H])(C([H])([H])[H])C([H])([H])[H] 0.000 claims 1
- COLNVLDHVKWLRT-QMMMGPOBSA-N L-phenylalanine Chemical compound OC(=O)[C@@H](N)CC1=CC=CC=C1 COLNVLDHVKWLRT-QMMMGPOBSA-N 0.000 claims 1
- QTBSBXVTEAMEQO-UHFFFAOYSA-N acetic acid Substances CC(O)=O QTBSBXVTEAMEQO-UHFFFAOYSA-N 0.000 claims 1
- 150000001370 alpha-amino acid derivatives Chemical class 0.000 claims 1
- 235000008206 alpha-amino acids Nutrition 0.000 claims 1
- 229940000635 beta-alanine Drugs 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- SRJOCJYGOFTFLH-UHFFFAOYSA-N isonipecotic acid Chemical compound OC(=O)C1CCNCC1 SRJOCJYGOFTFLH-UHFFFAOYSA-N 0.000 claims 1
- COLNVLDHVKWLRT-UHFFFAOYSA-N phenylalanine Natural products OC(=O)C(N)CC1=CC=CC=C1 COLNVLDHVKWLRT-UHFFFAOYSA-N 0.000 claims 1
- 125000000472 sulfonyl group Chemical group *S(*)(=O)=O 0.000 claims 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US70883405P | 2005-08-17 | 2005-08-17 | |
| PCT/US2006/032066 WO2007022321A2 (en) | 2005-08-17 | 2006-08-16 | Substituted indoles and use thereof |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2009504762A JP2009504762A (ja) | 2009-02-05 |
| JP2009504762A5 true JP2009504762A5 (enExample) | 2009-09-24 |
Family
ID=37691771
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2008527122A Withdrawn JP2009504762A (ja) | 2005-08-17 | 2006-08-16 | 置換インドール類およびそれらの使用方法 |
Country Status (9)
| Country | Link |
|---|---|
| US (2) | US7683091B2 (enExample) |
| EP (1) | EP1919866A2 (enExample) |
| JP (1) | JP2009504762A (enExample) |
| CN (1) | CN101263115A (enExample) |
| AU (1) | AU2006279496A1 (enExample) |
| BR (1) | BRPI0614340A2 (enExample) |
| CA (1) | CA2617372A1 (enExample) |
| MX (1) | MX2008002117A (enExample) |
| WO (1) | WO2007022321A2 (enExample) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| AU2007217363A1 (en) * | 2006-02-27 | 2007-08-30 | Wyeth | Inhibitors of PAI-1 for treatment of muscular conditions |
| CN102429901B (zh) * | 2011-11-03 | 2013-11-06 | 合肥博太医药生物技术发展有限公司 | 吲哚-3-甲醇、二吲哚甲烷及其衍生物在制备防治肾纤维化药物中的应用 |
| US9321750B2 (en) * | 2012-04-20 | 2016-04-26 | Innov17 Llc | ROR modulators and their uses |
| CN106890324A (zh) * | 2015-12-18 | 2017-06-27 | 深圳瑞健生命科学研究院有限公司 | 一种预防和治疗糖尿病肾病的方法 |
| DK3395354T3 (da) | 2015-12-18 | 2024-06-03 | Talengen Int Ltd | Plasminogen til anvendelse i behandling af diabetisk nefropati |
| WO2017123826A1 (en) | 2016-01-14 | 2017-07-20 | Beth Israel Deaconess Medical Center, Inc. | Mast-cell modulators and uses thereof |
| TWI763705B (zh) * | 2016-09-06 | 2022-05-11 | 比利時商健生藥品公司 | 可作為升糖素受體拮抗劑之吲哚衍生物 |
| CA3047176C (en) | 2016-12-15 | 2021-11-30 | Talengen International Limited | Use of plasminogen for promoting secretion of insulin in treatment of diabetes |
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-
2006
- 2006-08-16 BR BRPI0614340-7A patent/BRPI0614340A2/pt not_active Application Discontinuation
- 2006-08-16 EP EP06801683A patent/EP1919866A2/en not_active Withdrawn
- 2006-08-16 CN CNA2006800298940A patent/CN101263115A/zh active Pending
- 2006-08-16 WO PCT/US2006/032066 patent/WO2007022321A2/en not_active Ceased
- 2006-08-16 AU AU2006279496A patent/AU2006279496A1/en not_active Abandoned
- 2006-08-16 MX MX2008002117A patent/MX2008002117A/es not_active Application Discontinuation
- 2006-08-16 US US11/505,527 patent/US7683091B2/en not_active Expired - Fee Related
- 2006-08-16 CA CA002617372A patent/CA2617372A1/en not_active Abandoned
- 2006-08-16 JP JP2008527122A patent/JP2009504762A/ja not_active Withdrawn
-
2010
- 2010-01-29 US US12/696,648 patent/US20100137363A1/en not_active Abandoned
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