RU2010120847A - Соединения индолина, фармацевтическая композиция на их основе и способ лечения или профилактики мелатонинергических заболеваний - Google Patents
Соединения индолина, фармацевтическая композиция на их основе и способ лечения или профилактики мелатонинергических заболеваний Download PDFInfo
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- 201000010099 disease Diseases 0.000 title claims abstract 10
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 title claims abstract 10
- 230000002265 prevention Effects 0.000 title claims abstract 4
- 150000002476 indolines Chemical class 0.000 title claims abstract 3
- 238000000034 method Methods 0.000 title claims 2
- 239000008194 pharmaceutical composition Substances 0.000 title claims 2
- 230000007170 pathology Effects 0.000 claims abstract 6
- 208000013738 Sleep Initiation and Maintenance disease Diseases 0.000 claims abstract 5
- 206010022437 insomnia Diseases 0.000 claims abstract 5
- 150000001875 compounds Chemical class 0.000 claims abstract 4
- 208000019901 Anxiety disease Diseases 0.000 claims abstract 3
- -1 [2- (6-methoxy-2,3-dihydro-indol-1-yl) ethyl] cyclopropanecarboxamide Chemical compound 0.000 claims abstract 3
- 230000036506 anxiety Effects 0.000 claims abstract 3
- 210000002249 digestive system Anatomy 0.000 claims abstract 3
- 230000002526 effect on cardiovascular system Effects 0.000 claims abstract 3
- 238000004519 manufacturing process Methods 0.000 claims abstract 3
- 229940126601 medicinal product Drugs 0.000 claims abstract 3
- 208000012672 seasonal affective disease Diseases 0.000 claims abstract 3
- 208000019116 sleep disease Diseases 0.000 claims abstract 3
- 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 abstract 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 abstract 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 abstract 2
- 150000004677 hydrates Chemical class 0.000 claims abstract 2
- HTQZTNCKIQGQLW-UHFFFAOYSA-N n-[2-(5-bromo-6-methoxy-2,3-dihydroindol-1-yl)ethyl]acetamide Chemical compound C1=C(Br)C(OC)=CC2=C1CCN2CCNC(C)=O HTQZTNCKIQGQLW-UHFFFAOYSA-N 0.000 claims abstract 2
- 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 abstract 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 abstract 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 abstract 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 abstract 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 abstract 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 abstract 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 abstract 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 abstract 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 abstract 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 abstract 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 abstract 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 abstract 2
- 150000003839 salts Chemical class 0.000 claims abstract 2
- 208000024827 Alzheimer disease Diseases 0.000 claims 4
- 208000000044 Amnesia Diseases 0.000 claims 2
- 208000026139 Memory disease Diseases 0.000 claims 2
- 208000019695 Migraine disease Diseases 0.000 claims 2
- 208000008589 Obesity Diseases 0.000 claims 2
- 206010033664 Panic attack Diseases 0.000 claims 2
- 208000018737 Parkinson disease Diseases 0.000 claims 2
- 208000028017 Psychotic disease Diseases 0.000 claims 2
- 206010039966 Senile dementia Diseases 0.000 claims 2
- 208000006011 Stroke Diseases 0.000 claims 2
- 230000032683 aging Effects 0.000 claims 2
- 230000036528 appetite Effects 0.000 claims 2
- 235000019789 appetite Nutrition 0.000 claims 2
- 206010015037 epilepsy Diseases 0.000 claims 2
- 230000001771 impaired effect Effects 0.000 claims 2
- 230000006984 memory degeneration Effects 0.000 claims 2
- 208000023060 memory loss Diseases 0.000 claims 2
- 206010027599 migraine Diseases 0.000 claims 2
- 235000020824 obesity Nutrition 0.000 claims 2
- 208000019906 panic disease Diseases 0.000 claims 2
- 230000001575 pathological effect Effects 0.000 claims 2
- 201000000980 schizophrenia Diseases 0.000 claims 2
- 230000035882 stress Effects 0.000 claims 2
- 239000000203 mixture Substances 0.000 claims 1
- 239000000546 pharmaceutical excipient Substances 0.000 claims 1
- 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 abstract 1
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- C07D209/04—Indoles; Hydrogenated indoles
- C07D209/08—Indoles; Hydrogenated indoles with only hydrogen atoms or radicals containing only hydrogen and carbon atoms, directly attached to carbon atoms of the hetero ring
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Abstract
1. Соединения индолина, выбранные из группы, включающей ! N-[2-(6-метокси-2,3-дигидро-индол-1-ил)-этил]-ацетамид, ! N-[2-(6-метокси-2,3-дигидро-индол-1-ил)-этил]-пропионамид, ! [2-(6-метокси-2,3-дигидро-индол-1-ил)-этил]-циклопропанкарбоксамид, ! 2,2,2-трифтор-N-[2-(6-метокси-2,3-дигидро-индол-1-ил)-этил]-ацетамид, ! N-[2-(6-метокси-2,3-дигидро-индол-1-ил)-пропил]-ацетамид, ! N-[2-(3-метил-6-метокси-2,3-дигидро-индол-1-ил)-этил]-ацетамид, ! N-[2-(5-бром-6-метокси-2,3-дигидро-индол-1-ил)-этил]-ацетамид, ! N-[2-(6-метокси-5-пиридин-4-ил-2,3-дигидро-индол-1-ил)-этил]-ацетамид, ! N-[2-(6-метокси-5-фенил-2,3-дигидро-индол-1-ил)-этил]-ацетамид, ! N-[2-(6-фенетилокси-2,3-дигидро-индол-1-ил)-этил]-ацетамид, ! [2-(6-фенетилокси-2,3-дигидро-индол-1-ил)-этил]-циклопропанкарбоксамид, ! N-[2-(6-фенетилокси-2,3-дигидро-индол-1-ил)-этил]-пропионамид, ! N-{2-[6-(3-фенил-пропокси)-2,3-дигидро-индол-1-ил]-этил}-ацетамид, ! N-{2-[6-(3-фенил-пропокси)-2,3-дигидро-индол-1-ил]-этил}-бутирамид, ! N-{2-[6-(3-фенил-пропокси)-2,3-дигидро-индол-1-ил]-этил}-пропионамид, ! {2-[6-(3-фенил-пропокси)-2,3-дигидро-индол-1-ил]-этил}-циклопропанкарбоксамид, ! 2,2,2-трифтор-N-{2-[6-(3-фенил-пропокси)-2,3-дигидро-индол-1-ил]-этил}-ацетамид, ! N-{2-[6-(4-фенил-бутокси)-2,3-дигидро-индол-1-ил]-этил}-ацетамид и их фармацевтически приемлемые соли и гидраты. ! 2. Применение соединений по п.1 для изготовления лекарственного средства при лечении или профилактике мелатонинергических заболеваний. ! 3. Применение по п.2, в котором указанные мелатонинергические заболевания выбраны из группы, включающей депрессию, стресс, расстройства сна, тревожность, сезонные аффективные расстройства, кардиоваскулярные патологии, патологии пищеварительной системы, бессонницу или утомление, связанные со сменой часовых п�
Claims (7)
1. Соединения индолина, выбранные из группы, включающей
N-[2-(6-метокси-2,3-дигидро-индол-1-ил)-этил]-ацетамид,
N-[2-(6-метокси-2,3-дигидро-индол-1-ил)-этил]-пропионамид,
[2-(6-метокси-2,3-дигидро-индол-1-ил)-этил]-циклопропанкарбоксамид,
2,2,2-трифтор-N-[2-(6-метокси-2,3-дигидро-индол-1-ил)-этил]-ацетамид,
N-[2-(6-метокси-2,3-дигидро-индол-1-ил)-пропил]-ацетамид,
N-[2-(3-метил-6-метокси-2,3-дигидро-индол-1-ил)-этил]-ацетамид,
N-[2-(5-бром-6-метокси-2,3-дигидро-индол-1-ил)-этил]-ацетамид,
N-[2-(6-метокси-5-пиридин-4-ил-2,3-дигидро-индол-1-ил)-этил]-ацетамид,
N-[2-(6-метокси-5-фенил-2,3-дигидро-индол-1-ил)-этил]-ацетамид,
N-[2-(6-фенетилокси-2,3-дигидро-индол-1-ил)-этил]-ацетамид,
[2-(6-фенетилокси-2,3-дигидро-индол-1-ил)-этил]-циклопропанкарбоксамид,
N-[2-(6-фенетилокси-2,3-дигидро-индол-1-ил)-этил]-пропионамид,
N-{2-[6-(3-фенил-пропокси)-2,3-дигидро-индол-1-ил]-этил}-ацетамид,
N-{2-[6-(3-фенил-пропокси)-2,3-дигидро-индол-1-ил]-этил}-бутирамид,
N-{2-[6-(3-фенил-пропокси)-2,3-дигидро-индол-1-ил]-этил}-пропионамид,
{2-[6-(3-фенил-пропокси)-2,3-дигидро-индол-1-ил]-этил}-циклопропанкарбоксамид,
2,2,2-трифтор-N-{2-[6-(3-фенил-пропокси)-2,3-дигидро-индол-1-ил]-этил}-ацетамид,
N-{2-[6-(4-фенил-бутокси)-2,3-дигидро-индол-1-ил]-этил}-ацетамид и их фармацевтически приемлемые соли и гидраты.
2. Применение соединений по п.1 для изготовления лекарственного средства при лечении или профилактике мелатонинергических заболеваний.
3. Применение по п.2, в котором указанные мелатонинергические заболевания выбраны из группы, включающей депрессию, стресс, расстройства сна, тревожность, сезонные аффективные расстройства, кардиоваскулярные патологии, патологии пищеварительной системы, бессонницу или утомление, связанные со сменой часовых поясов, шизофрению, панические атаки, меланхолию, нарушения аппетита, ожирение, бессонницу, психотические заболевания, эпилепсию, болезнь Паркинсона, старческую деменцию, заболевания, связанные с нормальным или патологическим старением, мигрень, потерю памяти, болезнь Альцгеймера и нарушения мозгового кровообращения.
4. Фармацевтическая композиция, включающая соединения по п.1 и по меньшей мере фармацевтически приемлемый наполнитель.
5. Применение композиции по п.4 для изготовления лекарственного средства при лечении или профилактике мелатонинергических заболеваний.
6. Применение по п.5, в котором указанные мелатонинергические заболевания выбраны из группы, включающей депрессию, стресс, расстройства сна, тревожность, сезонные аффективные расстройства, кардиоваскулярные патологии, патологии пищеварительной системы, бессонницу или утомление, связанные со сменой часовых поясов, шизофрению, панические атаки, меланхолию, нарушения аппетита, ожирение, бессонницу, психотические заболевания, эпилепсию, болезнь Паркинсона, старческую деменцию, заболевания, связанные с нормальным или патологическим старением, мигрень, потерю памяти, болезнь Альцгеймера и нарушения мозгового кровообращения.
7. Способ лечения или профилактики мелатонинергических заболеваний, включающий введение пациенту эффективного количества по меньшей мере одного соединения по п.1.
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ES200702798A ES2331274B1 (es) | 2007-10-25 | 2007-10-25 | Compuesto de indolina. |
ESP200702798 | 2007-10-25 |
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US (1) | US20110112148A1 (ru) |
EP (1) | EP2203423A1 (ru) |
JP (1) | JP2011500763A (ru) |
KR (1) | KR20100075518A (ru) |
CN (1) | CN101878200A (ru) |
AR (1) | AR069003A1 (ru) |
AU (1) | AU2008316472A1 (ru) |
BR (1) | BRPI0818850A2 (ru) |
CA (1) | CA2703453A1 (ru) |
CL (1) | CL2008003139A1 (ru) |
ES (1) | ES2331274B1 (ru) |
MX (1) | MX2010004463A (ru) |
RU (1) | RU2010120847A (ru) |
TW (1) | TW200934760A (ru) |
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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 |
CN109071435A (zh) * | 2016-01-21 | 2018-12-21 | 耶路撒冷希伯来大学伊森姆研究发展公司 | 吲哚啉衍生物、包含它们的组合物及其用途 |
AR121842A1 (es) * | 2020-04-15 | 2022-07-13 | Ache Laboratorios Farmaceuticos Sa | Compuesto de benzimidazol para el tratamiento de trastornos metabólicos |
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CA2186412A1 (en) * | 1995-10-31 | 1997-05-01 | Katherine S. Takaki | Ethylamino carbazole melatonergic agents |
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JP2011500763A (ja) | 2011-01-06 |
WO2009053440A1 (en) | 2009-04-30 |
ES2331274B1 (es) | 2010-10-21 |
UY31423A1 (es) | 2009-04-30 |
KR20100075518A (ko) | 2010-07-02 |
ES2331274A1 (es) | 2009-12-28 |
CL2008003139A1 (es) | 2009-03-06 |
AU2008316472A1 (en) | 2009-04-30 |
CA2703453A1 (en) | 2009-04-30 |
AR069003A1 (es) | 2009-12-23 |
TW200934760A (en) | 2009-08-16 |
MX2010004463A (es) | 2010-05-03 |
US20110112148A1 (en) | 2011-05-12 |
BRPI0818850A2 (pt) | 2019-09-24 |
EP2203423A1 (en) | 2010-07-07 |
CN101878200A (zh) | 2010-11-03 |
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