JP2008527029A5 - - Google Patents
Download PDFInfo
- Publication number
- JP2008527029A5 JP2008527029A5 JP2007551727A JP2007551727A JP2008527029A5 JP 2008527029 A5 JP2008527029 A5 JP 2008527029A5 JP 2007551727 A JP2007551727 A JP 2007551727A JP 2007551727 A JP2007551727 A JP 2007551727A JP 2008527029 A5 JP2008527029 A5 JP 2008527029A5
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- group
- substituted
- single bond
- 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.)
- Pending
Links
- 150000001875 compounds Chemical class 0.000 claims description 145
- 102100033076 Prostaglandin E synthase Human genes 0.000 claims description 12
- 101710096361 Prostaglandin E synthase Proteins 0.000 claims description 10
- 230000000694 effects Effects 0.000 claims description 6
- 206010061218 Inflammation Diseases 0.000 claims description 5
- 230000004054 inflammatory process Effects 0.000 claims description 5
- GWNVDXQDILPJIG-NXOLIXFESA-N leukotriene C4 Chemical compound CCCCC\C=C/C\C=C/C=C/C=C/[C@H]([C@@H](O)CCCC(O)=O)SC[C@@H](C(=O)NCC(O)=O)NC(=O)CC[C@H](N)C(O)=O GWNVDXQDILPJIG-NXOLIXFESA-N 0.000 claims description 5
- 230000005764 inhibitory process Effects 0.000 claims description 4
- 102000004023 5-Lipoxygenase-Activating Proteins Human genes 0.000 claims description 3
- 108090000411 5-Lipoxygenase-Activating Proteins Proteins 0.000 claims description 3
- 125000001424 substituent group Chemical group 0.000 claims 41
- 125000002947 alkylene group Chemical group 0.000 claims 28
- 125000000217 alkyl group Chemical group 0.000 claims 27
- 229910052739 hydrogen Inorganic materials 0.000 claims 23
- 125000005843 halogen group Chemical group 0.000 claims 18
- 125000000592 heterocycloalkyl group Chemical group 0.000 claims 16
- 239000001257 hydrogen Substances 0.000 claims 15
- 125000004474 heteroalkylene group Chemical group 0.000 claims 13
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 12
- 125000005842 heteroatom Chemical group 0.000 claims 11
- 125000003118 aryl group Chemical group 0.000 claims 10
- 125000001072 heteroaryl group Chemical group 0.000 claims 10
- 150000003839 salts Chemical class 0.000 claims 10
- 102000042256 MAPEG family Human genes 0.000 claims 8
- 108091077604 MAPEG family Proteins 0.000 claims 8
- 125000004093 cyano group Chemical group *C#N 0.000 claims 8
- 125000004432 carbon atom Chemical group C* 0.000 claims 7
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 7
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 7
- 125000004450 alkenylene group Chemical group 0.000 claims 6
- 229910052799 carbon Inorganic materials 0.000 claims 6
- 201000010099 disease Diseases 0.000 claims 6
- 238000000034 method Methods 0.000 claims 6
- 125000004076 pyridyl group Chemical group 0.000 claims 6
- 125000003831 tetrazolyl group Chemical group 0.000 claims 6
- 125000004209 (C1-C8) alkyl group Chemical group 0.000 claims 5
- 239000002671 adjuvant Substances 0.000 claims 5
- 125000004429 atom Chemical group 0.000 claims 5
- 238000006243 chemical reaction Methods 0.000 claims 5
- 125000004122 cyclic group Chemical group 0.000 claims 5
- 239000003085 diluting agent Substances 0.000 claims 5
- 239000003814 drug Substances 0.000 claims 5
- 125000002883 imidazolyl group Chemical group 0.000 claims 5
- 125000001041 indolyl group Chemical group 0.000 claims 5
- -1 quinolidinyl Chemical group 0.000 claims 5
- CURLTUGMZLYLDI-UHFFFAOYSA-N Carbon dioxide Chemical compound O=C=O CURLTUGMZLYLDI-UHFFFAOYSA-N 0.000 claims 4
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 claims 4
- JRNVZBWKYDBUCA-UHFFFAOYSA-N N-chlorosuccinimide Chemical compound ClN1C(=O)CCC1=O JRNVZBWKYDBUCA-UHFFFAOYSA-N 0.000 claims 4
- 239000002253 acid Substances 0.000 claims 4
- 125000004419 alkynylene group Chemical group 0.000 claims 4
- 239000003054 catalyst Substances 0.000 claims 4
- 125000005724 cycloalkenylene group Chemical group 0.000 claims 4
- 125000006588 heterocycloalkylene group Chemical group 0.000 claims 4
- 125000003453 indazolyl group Chemical group N1N=C(C2=C1C=CC=C2)* 0.000 claims 4
- 238000004519 manufacturing process Methods 0.000 claims 4
- 229920006395 saturated elastomer Polymers 0.000 claims 4
- 239000002585 base Substances 0.000 claims 3
- 125000001624 naphthyl group Chemical group 0.000 claims 3
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 3
- 239000008194 pharmaceutical composition Substances 0.000 claims 3
- 125000002943 quinolinyl group Chemical group N1=C(C=CC2=CC=CC=C12)* 0.000 claims 3
- 239000002904 solvent Substances 0.000 claims 3
- 125000006850 spacer group Chemical group 0.000 claims 3
- 229940124597 therapeutic agent Drugs 0.000 claims 3
- 125000003161 (C1-C6) alkylene group Chemical group 0.000 claims 2
- 125000004605 1,2,3,4-tetrahydroisoquinolinyl group Chemical group C1(NCCC2=CC=CC=C12)* 0.000 claims 2
- 125000004607 1,2,3,4-tetrahydroquinolinyl group Chemical group N1(CCCC2=CC=CC=C12)* 0.000 claims 2
- 125000005871 1,3-benzodioxolyl group Chemical group 0.000 claims 2
- KEQGZUUPPQEDPF-UHFFFAOYSA-N 1,3-dichloro-5,5-dimethylimidazolidine-2,4-dione Chemical compound CC1(C)N(Cl)C(=O)N(Cl)C1=O KEQGZUUPPQEDPF-UHFFFAOYSA-N 0.000 claims 2
- 201000004624 Dermatitis Diseases 0.000 claims 2
- AVXURJPOCDRRFD-UHFFFAOYSA-N Hydroxylamine Chemical compound ON AVXURJPOCDRRFD-UHFFFAOYSA-N 0.000 claims 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 claims 2
- 229910052783 alkali metal Inorganic materials 0.000 claims 2
- 150000001340 alkali metals Chemical class 0.000 claims 2
- 125000000732 arylene group Chemical group 0.000 claims 2
- 125000003785 benzimidazolyl group Chemical group N1=C(NC2=C1C=CC=C2)* 0.000 claims 2
- 125000000499 benzofuranyl group Chemical group O1C(=CC2=C1C=CC=C2)* 0.000 claims 2
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims 2
- 125000004196 benzothienyl group Chemical group S1C(=CC2=C1C=CC=C2)* 0.000 claims 2
- 125000000609 carbazolyl group Chemical group C1(=CC=CC=2C3=CC=CC=C3NC12)* 0.000 claims 2
- 229910002092 carbon dioxide Inorganic materials 0.000 claims 2
- 239000001569 carbon dioxide Substances 0.000 claims 2
- 239000003153 chemical reaction reagent Substances 0.000 claims 2
- 125000001309 chloro group Chemical group Cl* 0.000 claims 2
- XTHPWXDJESJLNJ-UHFFFAOYSA-N chlorosulfonic acid Substances OS(Cl)(=O)=O XTHPWXDJESJLNJ-UHFFFAOYSA-N 0.000 claims 2
- 125000003016 chromanyl group Chemical group O1C(CCC2=CC=CC=C12)* 0.000 claims 2
- 125000000392 cycloalkenyl group Chemical group 0.000 claims 2
- 125000002993 cycloalkylene group Chemical group 0.000 claims 2
- 230000032050 esterification Effects 0.000 claims 2
- 238000005886 esterification reaction Methods 0.000 claims 2
- 125000001153 fluoro group Chemical group F* 0.000 claims 2
- 125000002541 furyl group Chemical group 0.000 claims 2
- 125000005549 heteroarylene group Chemical group 0.000 claims 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 2
- 230000007062 hydrolysis Effects 0.000 claims 2
- 238000006460 hydrolysis reaction Methods 0.000 claims 2
- 230000003301 hydrolyzing effect Effects 0.000 claims 2
- PZOUSPYUWWUPPK-UHFFFAOYSA-N indole Natural products CC1=CC=CC2=C1C=CN2 PZOUSPYUWWUPPK-UHFFFAOYSA-N 0.000 claims 2
- RKJUIXBNRJVNHR-UHFFFAOYSA-N indolenine Natural products C1=CC=C2CC=NC2=C1 RKJUIXBNRJVNHR-UHFFFAOYSA-N 0.000 claims 2
- 125000003387 indolinyl group Chemical group N1(CCC2=CC=CC=C12)* 0.000 claims 2
- 125000004594 isoindolinyl group Chemical group C1(NCC2=CC=CC=C12)* 0.000 claims 2
- 125000002183 isoquinolinyl group Chemical group C1(=NC=CC2=CC=CC=C12)* 0.000 claims 2
- 125000000842 isoxazolyl group Chemical group 0.000 claims 2
- 229910052757 nitrogen Inorganic materials 0.000 claims 2
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 2
- 201000008482 osteoarthritis Diseases 0.000 claims 2
- 125000002971 oxazolyl group Chemical group 0.000 claims 2
- 230000001590 oxidative effect Effects 0.000 claims 2
- 125000003373 pyrazinyl group Chemical group 0.000 claims 2
- 125000003226 pyrazolyl group Chemical group 0.000 claims 2
- 125000002098 pyridazinyl group Chemical group 0.000 claims 2
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 2
- 125000000168 pyrrolyl group Chemical group 0.000 claims 2
- 125000002294 quinazolinyl group Chemical group N1=C(N=CC2=CC=CC=C12)* 0.000 claims 2
- 125000001567 quinoxalinyl group Chemical group N1=C(C=NC2=CC=CC=C12)* 0.000 claims 2
- 125000000335 thiazolyl group Chemical group 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- 125000004169 (C1-C6) alkyl group Chemical group 0.000 claims 1
- 125000006701 (C1-C7) alkyl group Chemical group 0.000 claims 1
- WQNVSQDMXNPYNW-UHFFFAOYSA-N 1,1,2,2-tetraethoxyethene Chemical compound CCOC(OCC)=C(OCC)OCC WQNVSQDMXNPYNW-UHFFFAOYSA-N 0.000 claims 1
- UXGVMFHEKMGWMA-UHFFFAOYSA-N 2-benzofuran Chemical compound C1=CC=CC2=COC=C21 UXGVMFHEKMGWMA-UHFFFAOYSA-N 0.000 claims 1
- MJPPGVVIDGQOQT-UHFFFAOYSA-N 2-bromo-5-(2-bromo-2-nitroethenyl)furan Chemical compound [O-][N+](=O)C(Br)=CC1=CC=C(Br)O1 MJPPGVVIDGQOQT-UHFFFAOYSA-N 0.000 claims 1
- SZBNZTGCAMLMJY-UHFFFAOYSA-N 3,4-dimethoxycyclobut-3-ene-1,2-dione Chemical group COC1=C(OC)C(=O)C1=O SZBNZTGCAMLMJY-UHFFFAOYSA-N 0.000 claims 1
- 206010002556 Ankylosing Spondylitis Diseases 0.000 claims 1
- 201000001320 Atherosclerosis Diseases 0.000 claims 1
- 208000023275 Autoimmune disease Diseases 0.000 claims 1
- 208000008035 Back Pain Diseases 0.000 claims 1
- 208000035143 Bacterial infection Diseases 0.000 claims 1
- 101000856746 Bos taurus Cytochrome c oxidase subunit 7A1, mitochondrial Proteins 0.000 claims 1
- 206010006811 Bursitis Diseases 0.000 claims 1
- 208000006545 Chronic Obstructive Pulmonary Disease Diseases 0.000 claims 1
- 206010010741 Conjunctivitis Diseases 0.000 claims 1
- 206010010904 Convulsion Diseases 0.000 claims 1
- 208000005171 Dysmenorrhea Diseases 0.000 claims 1
- 206010013935 Dysmenorrhoea Diseases 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 208000001640 Fibromyalgia Diseases 0.000 claims 1
- 206010017533 Fungal infection Diseases 0.000 claims 1
- 201000005569 Gout Diseases 0.000 claims 1
- 206010019233 Headaches Diseases 0.000 claims 1
- 208000017604 Hodgkin disease Diseases 0.000 claims 1
- 208000010747 Hodgkins lymphoma Diseases 0.000 claims 1
- 208000022559 Inflammatory bowel disease Diseases 0.000 claims 1
- 206010065390 Inflammatory pain Diseases 0.000 claims 1
- 208000003456 Juvenile Arthritis Diseases 0.000 claims 1
- 206010059176 Juvenile idiopathic arthritis Diseases 0.000 claims 1
- 208000008930 Low Back Pain Diseases 0.000 claims 1
- 208000019695 Migraine disease Diseases 0.000 claims 1
- 208000031888 Mycoses Diseases 0.000 claims 1
- 208000001132 Osteoporosis Diseases 0.000 claims 1
- 206010033645 Pancreatitis Diseases 0.000 claims 1
- 201000004681 Psoriasis Diseases 0.000 claims 1
- 206010037660 Pyrexia Diseases 0.000 claims 1
- 206010039705 Scleritis Diseases 0.000 claims 1
- 208000025865 Ulcer Diseases 0.000 claims 1
- 206010046851 Uveitis Diseases 0.000 claims 1
- 206010047115 Vasculitis Diseases 0.000 claims 1
- 208000036142 Viral infection Diseases 0.000 claims 1
- 230000001476 alcoholic effect Effects 0.000 claims 1
- 208000026935 allergic disease Diseases 0.000 claims 1
- 208000037769 antenatal Bartter syndrome Diseases 0.000 claims 1
- 206010003246 arthritis Diseases 0.000 claims 1
- 208000006673 asthma Diseases 0.000 claims 1
- 208000010668 atopic eczema Diseases 0.000 claims 1
- 208000022362 bacterial infectious disease Diseases 0.000 claims 1
- 125000002047 benzodioxolyl group Chemical group O1OC(C2=C1C=CC=C2)* 0.000 claims 1
- NDKBVBUGCNGSJJ-UHFFFAOYSA-M benzyltrimethylammonium hydroxide Chemical compound [OH-].C[N+](C)(C)CC1=CC=CC=C1 NDKBVBUGCNGSJJ-UHFFFAOYSA-M 0.000 claims 1
- ZADPBFCGQRWHPN-UHFFFAOYSA-N boronic acid Chemical compound OBO ZADPBFCGQRWHPN-UHFFFAOYSA-N 0.000 claims 1
- 201000011510 cancer Diseases 0.000 claims 1
- IJOOHPMOJXWVHK-UHFFFAOYSA-N chlorotrimethylsilane Chemical compound C[Si](C)(C)Cl IJOOHPMOJXWVHK-UHFFFAOYSA-N 0.000 claims 1
- 239000013066 combination product Substances 0.000 claims 1
- 229940127555 combination product Drugs 0.000 claims 1
- 208000029078 coronary artery disease Diseases 0.000 claims 1
- 206010012601 diabetes mellitus Diseases 0.000 claims 1
- 208000035475 disorder Diseases 0.000 claims 1
- 125000001495 ethyl group Chemical group [H]C([H])([H])C([H])([H])* 0.000 claims 1
- VMVZGGPZNHFGKS-UHFFFAOYSA-N ethyl n-(oxomethylidene)carbamate Chemical compound CCOC(=O)N=C=O VMVZGGPZNHFGKS-UHFFFAOYSA-N 0.000 claims 1
- 210000003195 fascia Anatomy 0.000 claims 1
- 231100000869 headache Toxicity 0.000 claims 1
- 238000010438 heat treatment Methods 0.000 claims 1
- 150000002431 hydrogen Chemical group 0.000 claims 1
- 230000002757 inflammatory effect Effects 0.000 claims 1
- 201000004614 iritis Diseases 0.000 claims 1
- 208000002551 irritable bowel syndrome Diseases 0.000 claims 1
- 125000001977 isobenzofuranyl group Chemical group C=1(OC=C2C=CC=CC12)* 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 206010027599 migraine Diseases 0.000 claims 1
- 201000008383 nephritis Diseases 0.000 claims 1
- 230000004770 neurodegeneration Effects 0.000 claims 1
- 208000015122 neurodegenerative disease Diseases 0.000 claims 1
- 208000028169 periodontal disease Diseases 0.000 claims 1
- 239000000825 pharmaceutical preparation Substances 0.000 claims 1
- 125000000843 phenylene group Chemical group C1(=C(C=CC=C1)*)* 0.000 claims 1
- 208000005069 pulmonary fibrosis Diseases 0.000 claims 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 claims 1
- 238000006268 reductive amination reaction Methods 0.000 claims 1
- 201000003068 rheumatic fever Diseases 0.000 claims 1
- 206010039073 rheumatoid arthritis Diseases 0.000 claims 1
- 206010039083 rhinitis Diseases 0.000 claims 1
- 201000000306 sarcoidosis Diseases 0.000 claims 1
- 238000006467 substitution reaction Methods 0.000 claims 1
- 238000001356 surgical procedure Methods 0.000 claims 1
- 208000011580 syndromic disease Diseases 0.000 claims 1
- 201000000596 systemic lupus erythematosus Diseases 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
- 231100000397 ulcer Toxicity 0.000 claims 1
- 230000009385 viral infection Effects 0.000 claims 1
- 230000029663 wound healing Effects 0.000 claims 1
- 102000004190 Enzymes Human genes 0.000 description 1
- 108090000790 Enzymes Proteins 0.000 description 1
- 101150058514 PTGES gene Proteins 0.000 description 1
- 108090000748 Prostaglandin-E Synthases Proteins 0.000 description 1
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US64455805P | 2005-01-19 | 2005-01-19 | |
| PCT/GB2005/004981 WO2006077366A1 (en) | 2005-01-19 | 2005-12-22 | Indoles useful in the treatment of inflammation |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2008527029A JP2008527029A (ja) | 2008-07-24 |
| JP2008527029A5 true JP2008527029A5 (enExample) | 2009-02-19 |
Family
ID=34956618
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2007551727A Pending JP2008527029A (ja) | 2005-01-19 | 2005-12-22 | 炎症の治療に有用なインドール類 |
Country Status (18)
| Country | Link |
|---|---|
| US (1) | US8097623B2 (enExample) |
| EP (1) | EP1841735B1 (enExample) |
| JP (1) | JP2008527029A (enExample) |
| KR (1) | KR20070114123A (enExample) |
| CN (1) | CN101142185A (enExample) |
| AR (1) | AR052850A1 (enExample) |
| AT (1) | ATE501119T1 (enExample) |
| AU (1) | AU2005325497A1 (enExample) |
| BR (1) | BRPI0519774A2 (enExample) |
| CA (1) | CA2593155A1 (enExample) |
| DE (1) | DE602005026867D1 (enExample) |
| EA (1) | EA200701504A1 (enExample) |
| IL (1) | IL184356A0 (enExample) |
| MX (1) | MX2007008759A (enExample) |
| NO (1) | NO20073416L (enExample) |
| TW (1) | TW200637819A (enExample) |
| WO (1) | WO2006077366A1 (enExample) |
| ZA (1) | ZA200705827B (enExample) |
Families Citing this family (40)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2005123675A1 (en) * | 2004-06-18 | 2005-12-29 | Biolipox Ab | Indoles useful in the treatment of inflammation |
| US20100197687A1 (en) * | 2005-01-19 | 2010-08-05 | Benjamin Pelcman | Indoles Useful in the Treatment of Inflammation |
| GB2431927B (en) | 2005-11-04 | 2010-03-17 | Amira Pharmaceuticals Inc | 5-Lipoxygenase-activating protein (FLAP) inhibitors |
| US7977359B2 (en) | 2005-11-04 | 2011-07-12 | Amira Pharmaceuticals, Inc. | 5-lipdxygenase-activating protein (FLAP) inhibitors |
| US8399666B2 (en) | 2005-11-04 | 2013-03-19 | Panmira Pharmaceuticals, Llc | 5-lipoxygenase-activating protein (FLAP) inhibitors |
| WO2008084218A1 (en) * | 2007-01-12 | 2008-07-17 | Boehringer Ingelheim International Gmbh | Benzazole derivatives for the treatment of inflammations |
| BRPI0809542A8 (pt) | 2007-03-29 | 2015-09-15 | Asubio Pharma Co Ltd | Compostos derivados de indol tendo atividade de inibição de cpla2, composição farmacêutica, e métodos de produção dos referidos compostos |
| DK2134685T3 (en) * | 2007-04-16 | 2015-12-07 | Abbvie Inc | 7-unsubstituted indole derivatives as MCL-1 inhibitors |
| TW200920369A (en) | 2007-10-26 | 2009-05-16 | Amira Pharmaceuticals Inc | 5-lipoxygenase activating protein (flap) inhibitor |
| SG190667A1 (en) | 2008-05-23 | 2013-06-28 | Panmira Pharmaceuticals Llc | 5-lipoxygenase-activating protein inhibitor |
| UY32138A (es) * | 2008-09-25 | 2010-04-30 | Boehringer Ingelheim Int | Amidas sustituidas del ácido 2-(2,6-dicloro-fenilamino)-6-fluoro-1-metil-1h-bencimidazol-5-carboxílico y sus sales farmacéuticamente aceptables |
| US8546431B2 (en) | 2008-10-01 | 2013-10-01 | Panmira Pharmaceuticals, Llc | 5-lipoxygenase-activating protein (FLAP) inhibitors |
| WO2010076566A2 (en) | 2008-12-30 | 2010-07-08 | Biolipox Ab | Indoles useful in the treatment of inflammation |
| UY32470A (es) | 2009-03-05 | 2010-10-29 | Boehringer Ingelheim Int | Derivados de 2-{2-cloro-5-[(sustituido) metil]fenilamino} -1-metil]fenilamino}-1-metilbencimidazol-5-carboxamidas-n-(sustituidas) y sus sales fisiológicamente aceptables, composiciones conteniéndolos y aplicaciones |
| CA2754941A1 (en) | 2009-03-12 | 2010-09-16 | Biolipox Ab | Bis aromatic compounds for use as ltc4 synthase inhibitors |
| US20110319431A1 (en) | 2009-03-12 | 2011-12-29 | Biolipox Ab | Bis Aromatic Compounds for Use as LTC4 Synthase Inhibitors |
| JP2012520276A (ja) | 2009-03-12 | 2012-09-06 | バイオリポックス エービー | Ltc4シンターゼ阻害剤としての使用のためのビス芳香族化合物 |
| WO2011110824A1 (en) | 2010-03-12 | 2011-09-15 | Biolipox Ab | Bis aromatic compounds for use as ltc4 synthase inhibitors |
| AR075835A1 (es) | 2009-03-12 | 2011-04-27 | Biolipox Ab | Compuestos bis-aromaticos para su uso como inhibvidores de ltc4 sintasa |
| JP2012211085A (ja) * | 2009-08-12 | 2012-11-01 | Kyowa Hakko Kirin Co Ltd | ヘッジホッグシグナル阻害剤 |
| GB201006846D0 (en) | 2010-04-23 | 2010-06-09 | Glaxo Group Ltd | Novel compounds |
| JP2013530180A (ja) | 2010-06-16 | 2013-07-25 | パーデュー、ファーマ、リミテッド、パートナーシップ | アリール置換インドールおよびその使用 |
| US8759537B2 (en) | 2010-08-20 | 2014-06-24 | Boehringer Ingelheim International Gmbh | 3H-imidazo [4, 5-C] pyridine-6-carboxamides as anti-inflammatory agents |
| US8586604B2 (en) | 2010-08-20 | 2013-11-19 | Boehringer Ingelheim International Gmbh | Inhibitors of the microsomal prostaglandin E2 synthase-1 |
| US8486968B2 (en) | 2010-12-10 | 2013-07-16 | Boehringer Ingelheim International Gmbh | Compounds |
| US8466186B2 (en) | 2010-12-10 | 2013-06-18 | Boehringer Ingelheim International Gmbh | Compounds |
| US8674113B2 (en) | 2010-12-10 | 2014-03-18 | Boehringer Ingelheim International Gmbh | Compounds |
| UA115576C2 (uk) * | 2012-12-06 | 2017-11-27 | Байєр Фарма Акцієнгезелльшафт | Похідні бензимідазолу як антагоністи ер4 |
| CA2894536C (en) | 2012-12-18 | 2020-07-28 | Vertex Pharmaceuticals Incorporated | Mannose derivatives for treating bacterial infections |
| KR101497979B1 (ko) * | 2013-02-04 | 2015-03-03 | 서울대학교산학협력단 | 인돌 유도체 및 이를 포함하는 rage 관련 질환의 예방 또는 치료용 약학적 조성물 |
| AU2014248717B2 (en) | 2013-03-12 | 2018-03-29 | Vertex Pharmaceuticals Incorporated | Mannose derivatives for treating bacterial infections |
| US10351532B2 (en) | 2014-12-29 | 2019-07-16 | The United States Of America, As Represented By The Secretary, Department Of Health And Human Services | Small molecule inhibitors of lactate dehydrogenase and methods of use thereof |
| CN105085401B (zh) * | 2015-08-17 | 2018-02-13 | 北京大学 | 六氢吲唑类15‑脂氧合酶激活剂及应用 |
| US10774064B2 (en) | 2016-06-02 | 2020-09-15 | Cadent Therapeutics, Inc. | Potassium channel modulators |
| CU24560B1 (es) | 2017-01-23 | 2021-12-08 | Cadent Therapeutics Inc | N-(4,4-difluorociclohexil)-2-(3-metil-1h-pirazol-1-il)-6-morfolinopirimidin-4-amina útil como modulador de canales de potasio |
| US11690824B2 (en) | 2018-04-10 | 2023-07-04 | The General Hospital Corporation | Antibacterial compounds |
| CN108586432B (zh) * | 2018-05-31 | 2020-08-25 | 温州医科大学 | 一种3-(吲哚-5-基)-吲唑衍生物及其应用 |
| AU2019366312B2 (en) | 2018-10-22 | 2025-04-24 | Novartis Ag | Crystalline forms of potassium channel modulators |
| CN111285846B (zh) * | 2018-12-06 | 2021-08-06 | 中国科学院大连化学物理研究所 | 一种2-(2-吲哚基)-乙酸酯衍生物及其合成方法 |
| CN112301370B (zh) * | 2020-10-12 | 2022-04-22 | 湖南科技学院 | 一种1,3-二甲基-3-二氟乙基-2-氧化吲哚化合物的电化学合成方法 |
Family Cites Families (76)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1241660A (en) | 1984-06-25 | 1988-09-06 | Yvan Guindon | Indole-2-alkanoic acids |
| LU85435A1 (fr) | 1984-06-27 | 1986-01-24 | Amylum Graanderivaten Raff | Procede de preparation d'un carboxymethylamidon,carboxymethylamidon ainsi obtenu et produit de lavage contenant un tel carboxymethylamidon |
| US4675332A (en) | 1984-12-10 | 1987-06-23 | Warner-Lambert Company | Acidic tetrazolyl substituted indole compounds and their use as antiallergy agents |
| JPS62138469A (ja) * | 1985-12-11 | 1987-06-22 | Yoshitomi Pharmaceut Ind Ltd | インド−ル誘導体 |
| US5081138A (en) * | 1986-12-17 | 1992-01-14 | Merck Frosst Canada, Inc. | 3-hetero-substituted-n-benzyl-indoles and prevention of leucotriene synthesis therewith |
| IL84796A (en) | 1986-12-17 | 1992-03-29 | Merck Frosst Canada Inc | Substituted n-benzyl-indoles and pharmaceutical compositions containing them |
| US4960786A (en) * | 1989-04-24 | 1990-10-02 | Merrell Dow Pharmaceuticals Inc. | Excitatory amino acid antagonists |
| US5229516A (en) * | 1989-10-27 | 1993-07-20 | American Home Products Corporation | Substituted indole-, indene-, pyranoindole- and tetrahydrocarbazole-alkanoic acid derivatives as inhibitors of PLA2 and lipoxygenase |
| PT95899A (pt) | 1989-11-17 | 1991-09-13 | Glaxo Group Ltd | Processo para a preparacao de derivados indole |
| US5081145A (en) * | 1990-02-01 | 1992-01-14 | Merck Frosst Canada, Inc. | Indole-2-alkanoic acids compositions of and anti allergic use thereof |
| US5374615A (en) * | 1990-10-31 | 1994-12-20 | E. R. Squibb & Sons, Inc. | Indole- and benzimidazole-substituted imidazole and benzimidazole derivatives |
| PH31175A (en) | 1990-10-31 | 1998-03-20 | Squibb & Sons Inc | Indole and benzimi-dazole-substituted imidazole and benzimidazole derivatives. |
| CA2054339C (en) | 1990-11-02 | 2002-12-24 | Francesco G. Salituro | 3-amidoindolyl derivatives |
| US5189054A (en) * | 1990-11-02 | 1993-02-23 | Merrell Dow Pharmaceuticals Inc. | 3-amidoindolyl derivatives and pharmaceutical compositions thereof |
| US5389650A (en) | 1991-09-30 | 1995-02-14 | Merck Frosst Canada, Inc. | (Azaarylmethoxy)indoles as inhibitors of leukotriene biosynthesis |
| CA2079374C (en) | 1991-09-30 | 2003-08-05 | Merck Frosst Canada Incorporated | (bicyclic-azaarylmethoxy)indoles as inhibitors of leukotriene biosynthesis |
| US5234923A (en) | 1991-12-16 | 1993-08-10 | E. R. Squibb & Sons, Inc. | Substitute indole and benzimidazole derivatives |
| FI944602A0 (fi) | 1992-04-03 | 1994-10-03 | Upjohn Co | Farmaseuttisesti aktiiviset bisyklis-heterosykliset amiinit |
| US5294722A (en) * | 1992-04-16 | 1994-03-15 | E. R. Squibb & Sons, Inc. | Process for the preparation of imidazoles useful in angiotensin II antagonism |
| US5236916A (en) * | 1992-05-26 | 1993-08-17 | E. R. Squibb & Sons, Inc. | Oxadiazinone substituted indole and benzimidazole derivatives |
| TW229140B (enExample) * | 1992-06-05 | 1994-09-01 | Shell Internat Res Schappej B V | |
| US5334719A (en) | 1992-06-17 | 1994-08-02 | Merck Frosst Canada, Inc. | Bicyclic(azaaromatic)indoles as inhibitors of leukotriene bisynthesis |
| ZA939516B (en) | 1992-12-22 | 1994-06-06 | Smithkline Beecham Corp | Endothelin receptor antagonists |
| EP0639573A1 (de) | 1993-08-03 | 1995-02-22 | Hoechst Aktiengesellschaft | Benzokondensierte 5-Ringheterocyclen, Verfahren zu ihrer Herstellung, ihre Verwendung als Medikament, ihre Verwendung als Diagnostikum, sowie sie enthaltendes Medikament |
| US6075037A (en) * | 1994-06-09 | 2000-06-13 | Smithkline Beecham Corporation | Endothelin receptor antagonists |
| CN1166169A (zh) | 1994-07-27 | 1997-11-26 | 三共株式会社 | 用作毒蕈碱性受体别构效应物的杂环化合物 |
| AU4514496A (en) | 1994-12-13 | 1996-07-03 | Smithkline Beecham Corporation | Novel compounds |
| CA2264020A1 (en) | 1996-08-26 | 1998-03-05 | Jean Bemis | Inhibitors of phospholipase enzymes |
| US6630496B1 (en) * | 1996-08-26 | 2003-10-07 | Genetics Institute Llc | Inhibitors of phospholipase enzymes |
| US5910622A (en) | 1996-10-29 | 1999-06-08 | Dcv, Inc. | Method for treating fibrous cellulosic materials |
| AP9801302A0 (en) | 1997-07-23 | 2000-01-23 | Pfizer | Indole compounds as anti-inflammatory/analgesic agents.. |
| GB9716657D0 (en) * | 1997-08-07 | 1997-10-15 | Zeneca Ltd | Chemical compounds |
| GB9716656D0 (en) * | 1997-08-07 | 1997-10-15 | Zeneca Ltd | Chemical compounds |
| DE19742263A1 (de) | 1997-09-25 | 1999-04-01 | Asta Medica Ag | Neue spezifische Immunophilin-Liganden als Antiasthmatika, Antiallergika, Antirheumatika, Immunsuppressiva, Antipsoriatika, Neuroprotektiva |
| RU2225397C2 (ru) | 1997-12-24 | 2004-03-10 | Авентис Фарма Дойчланд Гмбх | Производные индола как ингибиторы фактора Ха |
| GB9803228D0 (en) * | 1998-02-17 | 1998-04-08 | Zeneca Ltd | Chemical compounds |
| JP2002504539A (ja) | 1998-02-25 | 2002-02-12 | ジェネティックス・インスチチュート・インコーポレーテッド | ホスホリパーゼ酵素の阻害剤 |
| US6916841B2 (en) * | 1998-02-25 | 2005-07-12 | Genetics Institute, Llc | Inhibitors of phospholipase enzymes |
| JP2002504541A (ja) | 1998-02-25 | 2002-02-12 | ジェネティックス・インスチチュート・インコーポレーテッド | ホスホリパーゼ酵素阻害剤 |
| US6828344B1 (en) * | 1998-02-25 | 2004-12-07 | Genetics Institute, Llc | Inhibitors of phospholipase enzymes |
| HUP0100156A3 (en) * | 1998-02-25 | 2002-12-28 | Genetics Inst Inc Cambridge | Indole derivatives as inhibitors of phospholipase a2 and use of them for producing pharmaceutical compositions |
| JP3847559B2 (ja) | 1998-02-27 | 2006-11-22 | ベンタナ・メデイカル・システムズ・インコーポレーテツド | 独立スライド加熱器を有する自動化分子病理学装置 |
| US6500853B1 (en) * | 1998-02-28 | 2002-12-31 | Genetics Institute, Llc | Inhibitors of phospholipase enzymes |
| US6277878B1 (en) | 1998-09-07 | 2001-08-21 | Pfizer Inc | Substituted indole compounds as anti-inflammatory and analgesic agents |
| IT1303260B1 (it) | 1998-10-28 | 2000-11-06 | Chemi Spa | Procedimento per preparare composti indolici. |
| GB9902459D0 (en) | 1999-02-05 | 1999-03-24 | Zeneca Ltd | Chemical compounds |
| GB9902455D0 (en) | 1999-02-05 | 1999-03-24 | Zeneca Ltd | Chemical compounds |
| GB9902452D0 (en) * | 1999-02-05 | 1999-03-24 | Zeneca Ltd | Chemical compounds |
| GB9902453D0 (en) * | 1999-02-05 | 1999-03-24 | Zeneca Ltd | Chemical compounds |
| AU5780800A (en) | 1999-06-29 | 2001-01-31 | Uab Research Foundation, The | Methods of treating fungal infections with inhibitors of nad synthetase enzyme |
| JP2001069477A (ja) * | 1999-08-31 | 2001-03-16 | Sony Corp | 番組提供システム及び番組提供方法 |
| EP1284728A4 (en) | 1999-10-22 | 2004-05-19 | Merck & Co Inc | MEDICINES FOR TREATING ADDICTIC ADDICTION |
| AU7962200A (en) | 1999-10-29 | 2001-05-14 | Wakunaga Pharmaceutical Co., Ltd | Novel indole derivatives and drugs containing the same as the active ingredient |
| JPWO2002000621A1 (ja) * | 2000-06-29 | 2004-04-22 | 塩野義製薬株式会社 | X型sPLA2阻害作用を有する化合物 |
| US6353007B1 (en) * | 2000-07-13 | 2002-03-05 | Boehringer Ingelheim Pharmaceuticals, Inc. | Substituted 1-(4-aminophenyl)indoles and their use as anti-inflammatory agents |
| US6787651B2 (en) | 2000-10-10 | 2004-09-07 | Smithkline Beecham Corporation | Substituted indoles, pharmaceutical compounds containing such indoles and their use as PPAR-γ binding agents |
| JP2005532983A (ja) * | 2001-09-26 | 2005-11-04 | バイエル・フアーマシユーチカルズ・コーポレーシヨン | C17,20リアーゼ阻害剤としての3‐ピリジルもしくは4‐イソキノリニルチアゾール |
| IL160752A0 (en) | 2001-09-27 | 2004-08-31 | Hoffmann La Roche | Indole derivatives as cox ii inhibitors |
| EP1314733A1 (en) | 2001-11-22 | 2003-05-28 | Aventis Pharma Deutschland GmbH | Indole-2-carboxamides as factor Xa inhibitors |
| AU2002357003A1 (en) | 2001-12-28 | 2003-07-24 | Guilford Pharmaceuticals Inc. | Indoles as naaladase inhibitors |
| SE0200411D0 (sv) * | 2002-02-05 | 2002-02-05 | Astrazeneca Ab | Novel use |
| GB0217920D0 (en) * | 2002-04-23 | 2002-09-11 | Aventis Pharm Prod Inc | Interleukin-4 Gene Expression inhibitors |
| WO2004017917A2 (en) * | 2002-08-26 | 2004-03-04 | Merck & Co., Inc. | Method for the prevention and/or treatment of atherosclerosis |
| HRP20050181A2 (en) * | 2002-08-29 | 2006-03-31 | Merck & Co. Inc. | Indoles having anti-diabetic activity |
| ES2264534T3 (es) | 2002-09-06 | 2007-01-01 | Janssen Pharmaceutica N.V. | Compuestos de tienopirrolilo y furanopirrolilo y su utilizacion como ligandos del receptor histaminico h4. |
| WO2004035741A2 (en) * | 2002-10-17 | 2004-04-29 | Decode Genetics Ehf. | Susceptibility gene for myocardial infarction; methods of treatment |
| SE0302035D0 (sv) * | 2003-07-09 | 2003-07-09 | Biolipox Ab | New compound |
| WO2005005415A1 (en) | 2003-07-09 | 2005-01-20 | Biolipox Ab | Indoles useful in the treatment of inflammation |
| WO2005123673A1 (en) | 2004-06-18 | 2005-12-29 | Biolipox Ab | Indoles useful in the treatment of inflammation |
| WO2005123675A1 (en) | 2004-06-18 | 2005-12-29 | Biolipox Ab | Indoles useful in the treatment of inflammation |
| JP2008502670A (ja) | 2004-06-18 | 2008-01-31 | バイオリポックス エービー | 炎症の治療に有用なインドール類 |
| US20080249091A1 (en) * | 2005-01-19 | 2008-10-09 | Benjamin Pelcman | Indoles Useful in the Treatment of Inflammation |
| EP1838669A1 (en) | 2005-01-19 | 2007-10-03 | Biolipox AB | Indoles useful in the treatment of inflammation |
| JP2008527031A (ja) | 2005-01-19 | 2008-07-24 | バイオリポックス エービー | 炎症の治療に有用なピロロピリジン誘導体 |
| US20100197687A1 (en) | 2005-01-19 | 2010-08-05 | Benjamin Pelcman | Indoles Useful in the Treatment of Inflammation |
| EP1844051A1 (en) * | 2005-01-19 | 2007-10-17 | Biolipox AB | Thienopyrroles useful in the treatment of inflammation |
-
2005
- 2005-12-22 KR KR1020077018186A patent/KR20070114123A/ko not_active Withdrawn
- 2005-12-22 BR BRPI0519774-0A patent/BRPI0519774A2/pt not_active IP Right Cessation
- 2005-12-22 AT AT05823663T patent/ATE501119T1/de not_active IP Right Cessation
- 2005-12-22 JP JP2007551727A patent/JP2008527029A/ja active Pending
- 2005-12-22 MX MX2007008759A patent/MX2007008759A/es not_active Application Discontinuation
- 2005-12-22 US US11/795,628 patent/US8097623B2/en not_active Expired - Fee Related
- 2005-12-22 EP EP05823663A patent/EP1841735B1/en not_active Expired - Lifetime
- 2005-12-22 CA CA002593155A patent/CA2593155A1/en not_active Abandoned
- 2005-12-22 WO PCT/GB2005/004981 patent/WO2006077366A1/en not_active Ceased
- 2005-12-22 EA EA200701504A patent/EA200701504A1/ru unknown
- 2005-12-22 AU AU2005325497A patent/AU2005325497A1/en not_active Abandoned
- 2005-12-22 DE DE602005026867T patent/DE602005026867D1/de not_active Expired - Lifetime
- 2005-12-22 ZA ZA200705827A patent/ZA200705827B/xx unknown
- 2005-12-22 CN CNA2005800491888A patent/CN101142185A/zh active Pending
- 2005-12-28 TW TW094146944A patent/TW200637819A/zh unknown
- 2005-12-28 AR ARP050105597A patent/AR052850A1/es unknown
-
2007
- 2007-07-02 IL IL184356A patent/IL184356A0/en unknown
- 2007-07-03 NO NO20073416A patent/NO20073416L/no not_active Application Discontinuation
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| JP2008527029A5 (enExample) | ||
| CN106046022B (zh) | 具有hiv整合酶抑制活性的化合物的制造方法 | |
| JP2008527029A (ja) | 炎症の治療に有用なインドール類 | |
| JP2008502670A5 (enExample) | ||
| JP2008527028A (ja) | 炎症の治療に有用なインドール類 | |
| JP2007532496A5 (enExample) | ||
| JP2008527030A (ja) | 炎症の治療に有用なインドール類 | |
| JP2008502669A5 (enExample) | ||
| KR20070028553A (ko) | 염증 치료에 유용한 인돌 | |
| JPWO2021226269A5 (enExample) | ||
| JPS6327462A (ja) | O−置換ヒドロキシルアミンの製造法 | |
| JP6248202B2 (ja) | シロドシン及びその中間体の製造方法 | |
| CN109651271B (zh) | 一种3-叔丁基-n-甲基喹喔啉-2(1h)-酮化合物的合成方法 | |
| JP2008502672A5 (enExample) | ||
| CN109776407B (zh) | 一种2-甲基-4-羟甲基喹啉及其衍生物的制备方法 | |
| JP2008056615A (ja) | ビニルエチニルアリールカルボン酸類、その製造方法及びそれを用いた熱架橋性化合物の製造方法 | |
| CN113307804A (zh) | 含氟吲哚喹啉类化合物的合成方法及其应用 | |
| JP2003201281A (ja) | 4−(2−メチル−1−イミダゾリル)−2,2−ジフェニルブタンアミドの製造方法 | |
| CN109476591B (zh) | 6-芳基氨基吡啶酮甲酰胺mek抑制剂化合物的中间体的制备方法 | |
| CN113045484B (zh) | 一种2-氨基-2-(1-甲基-4-哌啶基)丙烷-1-醇的制备方法 | |
| JPS60139646A (ja) | ナフタレン誘導体 | |
| CN111848451B (zh) | 一种氰基化合物的制备方法 | |
| WO2012018095A1 (ja) | ビシクロ[2.2.2]オクチルアミン誘導体またはその塩の製造方法 | |
| JP6122042B2 (ja) | ロフルミラストの製造方法 | |
| TW206211B (enExample) |