JP2011500763A - インドリン化合物 - Google Patents
インドリン化合物 Download PDFInfo
- Publication number
- JP2011500763A JP2011500763A JP2010530462A JP2010530462A JP2011500763A JP 2011500763 A JP2011500763 A JP 2011500763A JP 2010530462 A JP2010530462 A JP 2010530462A JP 2010530462 A JP2010530462 A JP 2010530462A JP 2011500763 A JP2011500763 A JP 2011500763A
- Authority
- JP
- Japan
- Prior art keywords
- dihydro
- indol
- ethyl
- disorder
- acetamide
- 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.)
- Abandoned
Links
- 125000003387 indolinyl group Chemical class N1(CCC2=CC=CC=C12)* 0.000 title description 2
- 230000001193 melatoninergic effect Effects 0.000 claims abstract description 14
- 230000002265 prevention Effects 0.000 claims abstract description 6
- 150000001875 compounds Chemical class 0.000 claims description 35
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims description 25
- 208000035475 disorder Diseases 0.000 claims description 23
- 208000013738 Sleep Initiation and Maintenance disease Diseases 0.000 claims description 16
- 206010022437 insomnia Diseases 0.000 claims description 16
- 238000000034 method Methods 0.000 claims description 15
- 208000024827 Alzheimer disease Diseases 0.000 claims description 12
- 150000003839 salts Chemical class 0.000 claims description 12
- 230000032683 aging Effects 0.000 claims description 8
- 208000019888 Circadian rhythm sleep disease Diseases 0.000 claims description 7
- 208000001456 Jet Lag Syndrome Diseases 0.000 claims description 7
- 208000033915 jet lag type circadian rhythm sleep disease Diseases 0.000 claims description 7
- 208000019116 sleep disease Diseases 0.000 claims description 7
- 208000000044 Amnesia Diseases 0.000 claims description 6
- 208000019901 Anxiety disease Diseases 0.000 claims description 6
- 208000027559 Appetite disease Diseases 0.000 claims description 6
- 208000024172 Cardiovascular disease Diseases 0.000 claims description 6
- 208000019454 Feeding and Eating disease Diseases 0.000 claims description 6
- 208000026139 Memory disease Diseases 0.000 claims description 6
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- 206010033664 Panic attack Diseases 0.000 claims description 6
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- BEGUCBIBFPEXBJ-UHFFFAOYSA-N 1-[2-(6-methoxy-2,3-dihydroindol-1-yl)ethyl]cyclopropane-1-carboxamide Chemical compound C12=CC(OC)=CC=C2CCN1CCC1(C(N)=O)CC1 BEGUCBIBFPEXBJ-UHFFFAOYSA-N 0.000 claims description 2
- FZIOCLNQSSZLEQ-UHFFFAOYSA-N 1-[2-[6-(2-phenylethoxy)-2,3-dihydroindol-1-yl]ethyl]cyclopropane-1-carboxamide Chemical compound C1CC2=CC=C(OCCC=3C=CC=CC=3)C=C2N1CCC1(C(=O)N)CC1 FZIOCLNQSSZLEQ-UHFFFAOYSA-N 0.000 claims description 2
- PWBULZJYQSUOIV-UHFFFAOYSA-N 1-[2-[6-(3-phenylpropoxy)-2,3-dihydroindol-1-yl]ethyl]cyclopropane-1-carboxamide Chemical compound C1CC2=CC=C(OCCCC=3C=CC=CC=3)C=C2N1CCC1(C(=O)N)CC1 PWBULZJYQSUOIV-UHFFFAOYSA-N 0.000 claims description 2
- VGEGJTNFJKGJSG-UHFFFAOYSA-N 2,2,2-trifluoro-n-[2-(6-methoxy-2,3-dihydroindol-1-yl)ethyl]acetamide Chemical compound COC1=CC=C2CCN(CCNC(=O)C(F)(F)F)C2=C1 VGEGJTNFJKGJSG-UHFFFAOYSA-N 0.000 claims description 2
- VUEUYLMHINPZCP-UHFFFAOYSA-N 2,2,2-trifluoro-n-[2-[6-(3-phenylpropoxy)-2,3-dihydroindol-1-yl]ethyl]acetamide Chemical compound C1=C2N(CCNC(=O)C(F)(F)F)CCC2=CC=C1OCCCC1=CC=CC=C1 VUEUYLMHINPZCP-UHFFFAOYSA-N 0.000 claims description 2
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- LRSCUDLZEOJNEN-UHFFFAOYSA-N n-[2-(6-methoxy-2,3-dihydroindol-1-yl)ethyl]acetamide Chemical compound COC1=CC=C2CCN(CCNC(C)=O)C2=C1 LRSCUDLZEOJNEN-UHFFFAOYSA-N 0.000 claims description 2
- SAUVZPBRAOWWHN-UHFFFAOYSA-N n-[2-(6-methoxy-2,3-dihydroindol-1-yl)ethyl]propanamide Chemical compound C1=C(OC)C=C2N(CCNC(=O)CC)CCC2=C1 SAUVZPBRAOWWHN-UHFFFAOYSA-N 0.000 claims description 2
- BTDOHXZTYNXNBL-UHFFFAOYSA-N n-[2-(6-methoxy-2,3-dihydroindol-1-yl)propyl]acetamide Chemical compound COC1=CC=C2CCN(C(C)CNC(C)=O)C2=C1 BTDOHXZTYNXNBL-UHFFFAOYSA-N 0.000 claims description 2
- DCNUJKSLBGXCCL-UHFFFAOYSA-N n-[2-(6-methoxy-3-methyl-2,3-dihydroindol-1-yl)ethyl]acetamide Chemical compound COC1=CC=C2C(C)CN(CCNC(C)=O)C2=C1 DCNUJKSLBGXCCL-UHFFFAOYSA-N 0.000 claims description 2
- BBCSQPHKBFZMRF-UHFFFAOYSA-N n-[2-(6-methoxy-5-phenyl-2,3-dihydroindol-1-yl)ethyl]acetamide Chemical compound COC1=CC=2N(CCNC(C)=O)CCC=2C=C1C1=CC=CC=C1 BBCSQPHKBFZMRF-UHFFFAOYSA-N 0.000 claims description 2
- KVBUIYXZHDWRSA-UHFFFAOYSA-N n-[2-(6-methoxy-5-pyridin-4-yl-2,3-dihydroindol-1-yl)ethyl]acetamide Chemical compound COC1=CC=2N(CCNC(C)=O)CCC=2C=C1C1=CC=NC=C1 KVBUIYXZHDWRSA-UHFFFAOYSA-N 0.000 claims description 2
- LIGFXOOCMXHVFZ-UHFFFAOYSA-N n-[2-[6-(2-phenylethoxy)-2,3-dihydroindol-1-yl]ethyl]acetamide Chemical compound C1=C2N(CCNC(=O)C)CCC2=CC=C1OCCC1=CC=CC=C1 LIGFXOOCMXHVFZ-UHFFFAOYSA-N 0.000 claims description 2
- NNMKLYXVTDXENJ-UHFFFAOYSA-N n-[2-[6-(2-phenylethoxy)-2,3-dihydroindol-1-yl]ethyl]propanamide Chemical compound C1=C2N(CCNC(=O)CC)CCC2=CC=C1OCCC1=CC=CC=C1 NNMKLYXVTDXENJ-UHFFFAOYSA-N 0.000 claims description 2
- TVOQLWJVRZIPPM-UHFFFAOYSA-N n-[2-[6-(3-phenylpropoxy)-2,3-dihydroindol-1-yl]ethyl]acetamide Chemical compound C1=C2N(CCNC(=O)C)CCC2=CC=C1OCCCC1=CC=CC=C1 TVOQLWJVRZIPPM-UHFFFAOYSA-N 0.000 claims description 2
- GXCQXEGURQQACG-UHFFFAOYSA-N n-[2-[6-(3-phenylpropoxy)-2,3-dihydroindol-1-yl]ethyl]butanamide Chemical compound C1=C2N(CCNC(=O)CCC)CCC2=CC=C1OCCCC1=CC=CC=C1 GXCQXEGURQQACG-UHFFFAOYSA-N 0.000 claims description 2
- HRDIWAMPNHYPTG-UHFFFAOYSA-N n-[2-[6-(3-phenylpropoxy)-2,3-dihydroindol-1-yl]ethyl]propanamide Chemical compound C1=C2N(CCNC(=O)CC)CCC2=CC=C1OCCCC1=CC=CC=C1 HRDIWAMPNHYPTG-UHFFFAOYSA-N 0.000 claims description 2
- SBYZSLNIQGCLLI-UHFFFAOYSA-N n-[2-[6-(4-phenylbutoxy)-2,3-dihydroindol-1-yl]ethyl]acetamide Chemical compound C1=C2N(CCNC(=O)C)CCC2=CC=C1OCCCCC1=CC=CC=C1 SBYZSLNIQGCLLI-UHFFFAOYSA-N 0.000 claims description 2
- 239000000203 mixture Substances 0.000 abstract description 9
- LPAGFVYQRIESJQ-UHFFFAOYSA-N indoline Chemical class C1=CC=C2NCCC2=C1 LPAGFVYQRIESJQ-UHFFFAOYSA-N 0.000 abstract 1
- YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 42
- SIKJAQJRHWYJAI-UHFFFAOYSA-N Indole Chemical compound C1=CC=C2NC=CC2=C1 SIKJAQJRHWYJAI-UHFFFAOYSA-N 0.000 description 26
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- YLXDSYKOBKBWJQ-LBPRGKRZSA-N N-[2-[(8S)-2,6,7,8-tetrahydro-1H-cyclopenta[e]benzofuran-8-yl]ethyl]propanamide Chemical compound C1=C2OCCC2=C2[C@H](CCNC(=O)CC)CCC2=C1 YLXDSYKOBKBWJQ-LBPRGKRZSA-N 0.000 description 7
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Classifications
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- A61K31/40—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil
- A61K31/403—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having five-membered rings with one nitrogen as the only ring hetero atom, e.g. sulpiride, succinimide, tolmetin, buflomedil condensed with carbocyclic rings, e.g. carbazole
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- A61K31/44—Non condensed pyridines; Hydrogenated derivatives thereof
- A61K31/4427—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems
- A61K31/4439—Non condensed pyridines; Hydrogenated derivatives thereof containing further heterocyclic ring systems containing a five-membered ring with nitrogen as a ring hetero atom, e.g. omeprazole
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- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D209/00—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D209/02—Heterocyclic compounds containing five-membered rings, condensed with other rings, with one nitrogen atom as the only ring hetero atom condensed with one carbocyclic ring
- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/30—Indoles; Hydrogenated indoles with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, directly attached to carbon atoms of the hetero ring
- C07D209/32—Oxygen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D401/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom
- C07D401/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings
- C07D401/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, at least one ring being a six-membered ring with only one nitrogen atom containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- Public Health (AREA)
- General Health & Medical Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Medicinal Chemistry (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Diabetes (AREA)
- Obesity (AREA)
- Hematology (AREA)
- Pain & Pain Management (AREA)
- Psychiatry (AREA)
- Epidemiology (AREA)
- Emergency Medicine (AREA)
- Psychology (AREA)
- Hospice & Palliative Care (AREA)
- Heart & Thoracic Surgery (AREA)
- Child & Adolescent Psychology (AREA)
- Cardiology (AREA)
- Anesthesiology (AREA)
- Endocrinology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Indole Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES200702798A ES2331274B1 (es) | 2007-10-25 | 2007-10-25 | Compuesto de indolina. |
| PCT/EP2008/064389 WO2009053440A1 (en) | 2007-10-25 | 2008-10-23 | Indoline compounds |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JP2011500763A true JP2011500763A (ja) | 2011-01-06 |
| JP2011500763A5 JP2011500763A5 (enExample) | 2011-12-08 |
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Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP2010530462A Abandoned JP2011500763A (ja) | 2007-10-25 | 2008-10-23 | インドリン化合物 |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US20110112148A1 (enExample) |
| EP (1) | EP2203423A1 (enExample) |
| JP (1) | JP2011500763A (enExample) |
| KR (1) | KR20100075518A (enExample) |
| CN (1) | CN101878200A (enExample) |
| AR (1) | AR069003A1 (enExample) |
| AU (1) | AU2008316472A1 (enExample) |
| BR (1) | BRPI0818850A2 (enExample) |
| CA (1) | CA2703453A1 (enExample) |
| CL (1) | CL2008003139A1 (enExample) |
| ES (1) | ES2331274B1 (enExample) |
| MX (1) | MX2010004463A (enExample) |
| RU (1) | RU2010120847A (enExample) |
| TW (1) | TW200934760A (enExample) |
| UY (1) | UY31423A1 (enExample) |
| WO (1) | WO2009053440A1 (enExample) |
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| Publication number | Priority date | Publication date | Assignee | Title |
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| CN102942516B (zh) * | 2012-11-05 | 2015-02-25 | 宁波大学 | 一种生物碱类化合物及其制备方法和应用 |
| CN103044310B (zh) * | 2013-01-18 | 2015-02-04 | 贵阳医学院 | 二氢吲哚-3-乙酸衍生物、其制备方法以及在药物中的应用 |
| EP3405454B1 (en) * | 2016-01-21 | 2021-12-29 | Yissum Research Development Company of The Hebrew University of Jerusalem Ltd. | Indoline derivatives, compositions comprising them and uses thereof |
| AR121842A1 (es) * | 2020-04-15 | 2022-07-13 | Ache Laboratorios Farmaceuticos Sa | Compuesto de benzimidazol para el tratamiento de trastornos metabólicos |
Family Cites Families (3)
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| FR2680366B1 (fr) * | 1991-08-13 | 1995-01-20 | Adir | Nouveaux derives d'arylethylamines, leurs procedes de preparation et les compositions pharmaceutiques qui les contiennent. |
| GB9326192D0 (en) * | 1993-12-22 | 1994-02-23 | Glaxo Group Ltd | Chemical compounds |
| CA2186412A1 (en) * | 1995-10-31 | 1997-05-01 | Katherine S. Takaki | Ethylamino carbazole melatonergic agents |
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2007
- 2007-10-25 ES ES200702798A patent/ES2331274B1/es not_active Withdrawn - After Issue
-
2008
- 2008-10-23 KR KR1020107008669A patent/KR20100075518A/ko not_active Withdrawn
- 2008-10-23 CA CA2703453A patent/CA2703453A1/en not_active Abandoned
- 2008-10-23 JP JP2010530462A patent/JP2011500763A/ja not_active Abandoned
- 2008-10-23 WO PCT/EP2008/064389 patent/WO2009053440A1/en not_active Ceased
- 2008-10-23 MX MX2010004463A patent/MX2010004463A/es active IP Right Grant
- 2008-10-23 CN CN200880118151XA patent/CN101878200A/zh active Pending
- 2008-10-23 US US12/739,666 patent/US20110112148A1/en not_active Abandoned
- 2008-10-23 AR ARP080104617A patent/AR069003A1/es not_active Application Discontinuation
- 2008-10-23 EP EP08842562A patent/EP2203423A1/en not_active Withdrawn
- 2008-10-23 BR BRPI0818850A patent/BRPI0818850A2/pt not_active IP Right Cessation
- 2008-10-23 RU RU2010120847/04A patent/RU2010120847A/ru not_active Application Discontinuation
- 2008-10-23 AU AU2008316472A patent/AU2008316472A1/en not_active Abandoned
- 2008-10-24 TW TW097140812A patent/TW200934760A/zh unknown
- 2008-10-24 CL CL2008003139A patent/CL2008003139A1/es unknown
- 2008-10-24 UY UY31423A patent/UY31423A1/es unknown
Also Published As
| Publication number | Publication date |
|---|---|
| RU2010120847A (ru) | 2011-11-27 |
| MX2010004463A (es) | 2010-05-03 |
| EP2203423A1 (en) | 2010-07-07 |
| AR069003A1 (es) | 2009-12-23 |
| TW200934760A (en) | 2009-08-16 |
| UY31423A1 (es) | 2009-04-30 |
| CN101878200A (zh) | 2010-11-03 |
| CL2008003139A1 (es) | 2009-03-06 |
| AU2008316472A1 (en) | 2009-04-30 |
| WO2009053440A1 (en) | 2009-04-30 |
| ES2331274B1 (es) | 2010-10-21 |
| ES2331274A1 (es) | 2009-12-28 |
| US20110112148A1 (en) | 2011-05-12 |
| BRPI0818850A2 (pt) | 2019-09-24 |
| KR20100075518A (ko) | 2010-07-02 |
| CA2703453A1 (en) | 2009-04-30 |
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