PE20090591A1 - Derivados monoamida como antagonistas del receptor de orexina - Google Patents
Derivados monoamida como antagonistas del receptor de orexinaInfo
- Publication number
- PE20090591A1 PE20090591A1 PE2008001297A PE2008001297A PE20090591A1 PE 20090591 A1 PE20090591 A1 PE 20090591A1 PE 2008001297 A PE2008001297 A PE 2008001297A PE 2008001297 A PE2008001297 A PE 2008001297A PE 20090591 A1 PE20090591 A1 PE 20090591A1
- Authority
- PE
- Peru
- Prior art keywords
- hydroxy
- phenyl
- acetamide
- ethyl
- lower alkyl
- Prior art date
Links
- 108050000742 Orexin Receptor Proteins 0.000 title 1
- 102000008834 Orexin receptor Human genes 0.000 title 1
- 239000005557 antagonist Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 abstract 3
- CIUQDSCDWFSTQR-UHFFFAOYSA-N [C]1=CC=CC=C1 Chemical class [C]1=CC=CC=C1 CIUQDSCDWFSTQR-UHFFFAOYSA-N 0.000 abstract 2
- 208000024827 Alzheimer disease Diseases 0.000 abstract 1
- 208000020401 Depressive disease Diseases 0.000 abstract 1
- 229940123730 Orexin receptor antagonist Drugs 0.000 abstract 1
- 208000000323 Tourette Syndrome Diseases 0.000 abstract 1
- 208000016620 Tourette disease Diseases 0.000 abstract 1
- 208000024732 dysthymic disease Diseases 0.000 abstract 1
- QUPDWYMUPZLYJZ-UHFFFAOYSA-N ethyl Chemical compound C[CH2] QUPDWYMUPZLYJZ-UHFFFAOYSA-N 0.000 abstract 1
- 229910052736 halogen Inorganic materials 0.000 abstract 1
- 150000002367 halogens Chemical class 0.000 abstract 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-M hydroxide Chemical class [OH-] XLYOFNOQVPJJNP-UHFFFAOYSA-M 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- WQZUERBJLVJWQT-UHFFFAOYSA-N n-(3,4-dimethoxyphenyl)-2-(4-fluorophenyl)-2-hydroxy-n-[2-[4-(trifluoromethyl)phenyl]ethyl]acetamide Chemical compound C1=C(OC)C(OC)=CC=C1N(C(=O)C(O)C=1C=CC(F)=CC=1)CCC1=CC=C(C(F)(F)F)C=C1 WQZUERBJLVJWQT-UHFFFAOYSA-N 0.000 abstract 1
- 201000003631 narcolepsy Diseases 0.000 abstract 1
- 208000015238 neurotic disease Diseases 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- DLFVBJFMPXGRIB-UHFFFAOYSA-N thioacetamide Natural products CC(N)=O DLFVBJFMPXGRIB-UHFFFAOYSA-N 0.000 abstract 1
Classifications
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- C07D405/00—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom
- C07D405/02—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings
- C07D405/12—Heterocyclic compounds containing both one or more hetero rings having oxygen atoms as the only ring hetero atoms, and one or more rings having nitrogen as the only ring hetero atom containing two hetero rings linked by a chain containing hetero atoms as chain links
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- C07C233/29—Carboxylic acid amides having carbon atoms of carboxamide groups bound to hydrogen atoms or to acyclic carbon atoms having the nitrogen atom of at least one of the carboxamide groups bound to a carbon atom of a hydrocarbon radical substituted by singly-bound oxygen atoms with the substituted hydrocarbon radical bound to the nitrogen atom of the carboxamide group by a carbon atom of a six-membered aromatic ring having the carbon atom of the carboxamide group bound to an acyclic carbon atom of a carbon skeleton containing six-membered aromatic rings
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Abstract
REFERIDA A COMPUESTOS DERIVADOS DE MONOAMIDA DE FORMULA (I) DONDE Ar ES ARILO O HETEROARILO; R1 ES H, HALOGENO, CN, SO2-ALQUILO INFERIOR, ENTRE OTROS; R2 ES H, ALQUILO INFERIOR, NO2, HIDROXI, ENTRE OTROS; R3 ES H, ALCOXI INFERIOR, 3-HIDROXI-OXETAN-3-ILO, ENTRE OTROS; R4 Y R5 SON CADA UNO H, -(CR''2)mOH, -NRR', ENTRE OTROS, DONDE R Y R' SON CADA UNO H, C(O)H, -(CR''2)m-NR''2, ENTRE OTROS, EN DONDE R'' ES H, ALCOXI INFERIOR, FENILO O ALQUILO INFERIOR; n ES DE 1 A 4; o, p Y m SON CADA UNO DE 1 A 3. SON COMPUESTOS PREFERIDOS: N-(3,4-DIMETOXIFENIL)-2-HIDROXI-2-(2-METOXIFENIL)-N-{2-[4-(TRIFLUOROMETIL)FENIL]ETIL}ACETAMIDA, (2S)-N-(3,4-DIMETOXIFENIL)-2-HIDROXI-2-FENIL-N-{2-[4-(TRIFLUOROMETIL)FENIL]ETIL}ACETAMIDA, N-(3,4-DIMETOXIFENIL)-2-(4-FLUOROFENIL)-2-HIDROXI-N-{2-[4-(TRIFLUOROMETIL)FENIL]ETIL}ACETAMIDA, ENTRE OTROS. SE REFIERE TAMBIEN A UN PROCEDIMIENTO DE PREPARACION Y A UNA COMPOSICION FARMACEUTICA. DICHOS COMPUESTOS SON ANTAGONISTAS DEL RECEPTOR DE OREXINA SIENDO UTILES EN EL TRATAMIENTO DE NARCOLEPSIA, NEUROSIS DEPRESIVA, ENFERMEDAD DE ALZHEIMER, SINDROME DE TOURETTE
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| CN102066325A (zh) * | 2008-06-16 | 2011-05-18 | 弗·哈夫曼-拉罗切有限公司 | 作为食欲肽受体拮抗剂的杂芳族单酰胺类 |
| PT2491038T (pt) | 2009-10-23 | 2016-07-14 | Janssen Pharmaceutica Nv | Octahidropirrolo[3,4-c]pirrolos disubstituídos como modeladores de recetores de orexina |
| EP2493299A4 (en) * | 2009-10-29 | 2013-04-17 | Merck Sharp & Dohme | TERTIARY AMIDOREXIN RECEPTOR ANTAGONISTS |
| US20120101110A1 (en) * | 2010-10-26 | 2012-04-26 | Sangamesh Badiger | Diaza-spiro[5.5]undecanes |
| SG11201404738QA (en) | 2012-02-07 | 2014-10-30 | Eolas Therapeutics Inc | Substituted prolines / piperidines as orexin receptor antagonists |
| US9440982B2 (en) | 2012-02-07 | 2016-09-13 | Eolas Therapeutics, Inc. | Substituted prolines/piperidines as orexin receptor antagonists |
| WO2015095265A1 (en) * | 2013-12-19 | 2015-06-25 | Merck Sharp & Dohme Corp. | Hiv protease inhibitors |
| WO2016025669A1 (en) | 2014-08-13 | 2016-02-18 | Eolas Therapeutics, Inc. | Difluoropyrrolidines as orexin receptor modulators |
| CN104496841B (zh) * | 2014-11-26 | 2017-01-25 | 南京工业大学 | 一种米拉贝隆中间体的合成方法 |
| WO2017139603A1 (en) | 2016-02-12 | 2017-08-17 | Astrazeneca Ab | Halo-substituted piperidines as orexin receptor modulators |
| KR102559922B1 (ko) | 2016-03-10 | 2023-07-25 | 얀센 파마슈티카 엔.브이. | 오렉신-2 수용체 길항제를 사용한 우울증의 치료 방법 |
| WO2017194548A1 (en) | 2016-05-10 | 2017-11-16 | INSERM (Institut National de la Santé et de la Recherche Médicale) | Methods and pharmaceutical compositions for the treatment of autoimmune inflammatory diseases |
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| AU766648B2 (en) * | 1999-03-17 | 2003-10-23 | Axys Pharmaceuticals, Inc. | Compounds and methods for modulation of estrogen receptors |
| US6593322B1 (en) * | 1999-03-17 | 2003-07-15 | Signal Pharmaceuticals, Inc. | Compounds and methods for modulation of estrogen receptors |
| EP1113007A1 (en) * | 1999-12-24 | 2001-07-04 | Pfizer Inc. | Tetrahydroisoquinoline compounds as estrogen agonists/antagonists |
| EP1341765A1 (en) * | 2000-12-07 | 2003-09-10 | AstraZeneca AB | Therapeutic compounds |
| WO2006110626A1 (en) | 2005-04-12 | 2006-10-19 | Merck & Co., Inc. | Amidopropoxyphenyl orexin receptor antagonists |
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| AR070512A1 (es) | 2010-04-14 |
| KR20100039896A (ko) | 2010-04-16 |
| CA2694276A1 (en) | 2009-02-05 |
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