RU2007103236A - Бензилокси-производные в качестве ингибиторов моноаминоксидазы б - Google Patents
Бензилокси-производные в качестве ингибиторов моноаминоксидазы б Download PDFInfo
- Publication number
- RU2007103236A RU2007103236A RU2007103236/04A RU2007103236A RU2007103236A RU 2007103236 A RU2007103236 A RU 2007103236A RU 2007103236/04 A RU2007103236/04 A RU 2007103236/04A RU 2007103236 A RU2007103236 A RU 2007103236A RU 2007103236 A RU2007103236 A RU 2007103236A
- Authority
- RU
- Russia
- Prior art keywords
- benzyloxy
- pyrrolidin
- fluoro
- phenyl
- pharmaceutically acceptable
- Prior art date
Links
- -1 BENZYLOXY Chemical class 0.000 title claims 4
- 239000003112 inhibitor Substances 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 6
- 208000024827 Alzheimer disease Diseases 0.000 claims 4
- 125000000217 alkyl group Chemical group 0.000 claims 3
- 230000006806 disease prevention Effects 0.000 claims 3
- 239000003814 drug Substances 0.000 claims 3
- 150000003839 salts Chemical class 0.000 claims 3
- 206010039966 Senile dementia Diseases 0.000 claims 2
- 229940052764 dopaminergic anti-parkinson drug mao b inhibitors Drugs 0.000 claims 2
- 230000001404 mediated effect Effects 0.000 claims 2
- OTYQDZLBJHMSHS-UHFFFAOYSA-N oxadiazole-5-carboxylic acid Chemical compound OC(=O)C1=CN=NO1 OTYQDZLBJHMSHS-UHFFFAOYSA-N 0.000 claims 2
- 239000000546 pharmaceutical excipient Substances 0.000 claims 2
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 2
- HNJBEVLQSNELDL-UHFFFAOYSA-N pyrrolidin-2-one Chemical compound O=C1CCCN1 HNJBEVLQSNELDL-UHFFFAOYSA-N 0.000 claims 2
- LRWNLFKOBBJVSF-OAHLLOKOSA-N (4r)-1-[4-[(3-fluorophenyl)methoxy]phenyl]-4-(1h-imidazol-5-yl)pyrrolidin-2-one Chemical compound FC1=CC=CC(COC=2C=CC(=CC=2)N2C(C[C@H](C2)C=2N=CNC=2)=O)=C1 LRWNLFKOBBJVSF-OAHLLOKOSA-N 0.000 claims 1
- QPUIAUXJJLFOIO-MRXNPFEDSA-N (4r)-1-[4-[(3-fluorophenyl)methoxy]phenyl]-4-(2-methyl-1,3-thiazol-4-yl)pyrrolidin-2-one Chemical compound S1C(C)=NC([C@@H]2CC(=O)N(C2)C=2C=CC(OCC=3C=C(F)C=CC=3)=CC=2)=C1 QPUIAUXJJLFOIO-MRXNPFEDSA-N 0.000 claims 1
- 125000006163 5-membered heteroaryl group Chemical group 0.000 claims 1
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 1
- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 150000001408 amides Chemical class 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 229940079593 drug Drugs 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical class 0.000 claims 1
- 125000005842 heteroatom Chemical group 0.000 claims 1
- 229910052739 hydrogen Inorganic materials 0.000 claims 1
- 239000001257 hydrogen Substances 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 229910052757 nitrogen Inorganic materials 0.000 claims 1
- 229910052760 oxygen Inorganic materials 0.000 claims 1
- 230000002265 prevention Effects 0.000 claims 1
- 229910052717 sulfur Inorganic materials 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P25/00—Drugs for disorders of the nervous system
- A61P25/28—Drugs for disorders of the nervous system for treating neurodegenerative disorders of the central nervous system, e.g. nootropic agents, cognition enhancers, drugs for treating Alzheimer's disease or other forms of dementia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D207/00—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom
- C07D207/02—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D207/18—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member
- C07D207/22—Heterocyclic compounds containing five-membered rings not condensed with other rings, with one nitrogen atom as the only ring hetero atom with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having one double bond between ring members or between a ring member and a non-ring member with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
- C07D207/24—Oxygen or sulfur atoms
- C07D207/26—2-Pyrrolidones
- C07D207/273—2-Pyrrolidones with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to other ring carbon atoms
- C07D207/277—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D403/00—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00
- C07D403/02—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings
- C07D403/04—Heterocyclic compounds containing two or more hetero rings, having nitrogen atoms as the only ring hetero atoms, not provided for by group C07D401/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D413/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms
- C07D413/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings
- C07D413/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and oxygen atoms as the only ring hetero atoms containing two hetero rings directly linked by a ring-member-to-ring-member bond
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D417/00—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00
- C07D417/02—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings
- C07D417/04—Heterocyclic compounds containing two or more hetero rings, at least one ring having nitrogen and sulfur atoms as the only ring hetero atoms, not provided for by group C07D415/00 containing two hetero rings directly linked by a ring-member-to-ring-member bond
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Neurosurgery (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- General Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Psychology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
Claims (7)
1. Соединения общей формулы
где R1 представляет собой галоген;
R2 представляет собой 5-членную гетероарильную группу, содержащую 2 или 3 гетероатома, выбранных из группы, состоящей из N, О или S, которая может быть замещена R3, где R3 представляет собой низший алкил, -NR'R" или -C(O)R;
R представляет собой -NR'R", низший алкил или низший алкокси;
R'/R" независимо друг от друга представляют собой водород или низший алкил;
а также их фармацевтически приемлемые соли.
2. Соединения формулы I по п.1, которые представляют собой
(R)-1-[4-(3-фтор-бензилокси)-фенил]-4-(5-метил-[1.2.4]оксадиазол-3-ил)-пирролидин-2-он,
этиловый эфир 3-{(R)-1-[4-(3-фтор-бензилокси)-фенил]-5-оксо-пирролидин-3-ил}-[1.2.4]оксадиазол-5-карбоновой кислоты,
амид 3-{(R)-1-[4-(3-фтор-бензилокси)-фенил]-5-оксо-пирролидин-3-ил}-[1.2.4]оксадиазол-5-карбоновой кислоты,
(R)-1-[4-(3-фтор-бензилокси)-фенил]-4-(2-метил-тиазол-4-ил)-пирролидин-2-он или
(R)-1-[4-(3-фтор-бензилокси)-фенил]-4-(1Н-имидазол-4-ил)-пирролидин-2-он.
3. Лекарство, содержащее одно или более соединений по п.1 или 2 и фармацевтически приемлемые эксципиенты, для лечения и предотвращения заболеваний, опосредованных ингибиторами моноаминоксидазы В.
4. Лекарство, содержащее одно или более соединений по п.1 или 2 и фармацевтически приемлемые эксципиенты, для лечения и предотвращения болезни Альцгеймера и старческого слабоумия.
5. Соединение формулы I по п.1 или 2, а также его фармацевтически приемлемые соли для лечения или предотвращения заболеваний.
6. Применение соединения формулы I по п.1 или 2, а также его фармацевтически приемлемых солей для изготовления лекарств для лечения и предотвращения заболеваний, опосредованных ингибиторами моноаминоксидазы В.
7. Применение по п.6, где заболеванием является болезнь Альцгеймера или старческое слабоумие.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| EP04103710 | 2004-08-02 | ||
| EP04103710.2 | 2004-08-02 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| RU2007103236A true RU2007103236A (ru) | 2008-09-10 |
| RU2378270C2 RU2378270C2 (ru) | 2010-01-10 |
Family
ID=35456889
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| RU2007103236/04A RU2378270C2 (ru) | 2004-08-02 | 2005-07-27 | Бензилокси-производные в качестве ингибиторов моноаминоксидазы b |
Country Status (17)
| Country | Link |
|---|---|
| US (1) | US7456210B2 (ru) |
| EP (1) | EP1776337A2 (ru) |
| JP (1) | JP4629105B2 (ru) |
| CN (1) | CN100560566C (ru) |
| AR (1) | AR050193A1 (ru) |
| AU (1) | AU2005268894B2 (ru) |
| BR (1) | BRPI0514077A (ru) |
| CA (1) | CA2575018A1 (ru) |
| HK (1) | HK1108432A1 (ru) |
| IL (1) | IL180791A0 (ru) |
| MX (1) | MX2007001169A (ru) |
| NO (1) | NO20070972L (ru) |
| NZ (1) | NZ552649A (ru) |
| RU (1) | RU2378270C2 (ru) |
| TW (1) | TWI291349B (ru) |
| WO (1) | WO2006013049A2 (ru) |
| ZA (1) | ZA200700537B (ru) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US7501528B2 (en) * | 2005-03-15 | 2009-03-10 | Hoffmann-La Roche Inc. | Method for preparing enantiomerically pure 4-pyrrolidino phenylbenzyl ether derivatives |
| KR101220182B1 (ko) * | 2009-02-25 | 2013-01-11 | 에스케이바이오팜 주식회사 | 치환된 아졸 유도체 화합물, 이를 포함하는 약제학적 조성물 및 이를 이용한 파킨슨씨 병 치료방법 |
| US9624170B2 (en) * | 2013-12-26 | 2017-04-18 | Takeda Pharmaceutical Company Limited | 4-(piperrazin-1-yl)-pyrrolidin-2-one compounds as monoacylglycerol lipase (MAGL) inhibitors |
| EP3762364B1 (en) | 2018-03-08 | 2023-08-23 | Sunshine Lake Pharma Co., Ltd. | Pyrrolidineamide derivatives and uses thereof |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2500450A1 (fr) * | 1981-02-25 | 1982-08-27 | Delalande Sa | Nouveaux derives aminomethyl-5 oxazolidiniques, leur procede de preparation et leur application en therapeutique |
| US5679715A (en) | 1995-06-07 | 1997-10-21 | Harris; Richard Y. | Method for treating multiple sclerosis |
| EP0906090A1 (en) | 1996-03-15 | 1999-04-07 | Somerset Pharmaceuticals, Inc. | Method for preventing and treating peripheral neurophathy by administering selegiline |
| WO2001034172A2 (en) | 1999-11-05 | 2001-05-17 | Vela Pharmaceuticals Inc. | Methods and compositions for treating reward deficiency syndrome |
| PE20050077A1 (es) | 2002-09-20 | 2005-03-01 | Hoffmann La Roche | Derivados de 4-pirrolidino-fenil-bencil-eter |
-
2005
- 2005-07-27 RU RU2007103236/04A patent/RU2378270C2/ru not_active IP Right Cessation
- 2005-07-27 US US11/190,626 patent/US7456210B2/en not_active Expired - Fee Related
- 2005-07-27 MX MX2007001169A patent/MX2007001169A/es active IP Right Grant
- 2005-07-27 BR BRPI0514077-3A patent/BRPI0514077A/pt not_active IP Right Cessation
- 2005-07-27 JP JP2007524232A patent/JP4629105B2/ja not_active Expired - Fee Related
- 2005-07-27 CN CNB2005800258332A patent/CN100560566C/zh not_active Expired - Fee Related
- 2005-07-27 WO PCT/EP2005/008143 patent/WO2006013049A2/en active Application Filing
- 2005-07-27 NZ NZ552649A patent/NZ552649A/en not_active IP Right Cessation
- 2005-07-27 EP EP05764454A patent/EP1776337A2/en not_active Withdrawn
- 2005-07-27 CA CA002575018A patent/CA2575018A1/en not_active Abandoned
- 2005-07-27 AU AU2005268894A patent/AU2005268894B2/en not_active Expired - Fee Related
- 2005-07-29 TW TW094125837A patent/TWI291349B/zh not_active IP Right Cessation
- 2005-08-01 AR ARP050103193A patent/AR050193A1/es not_active Application Discontinuation
-
2007
- 2007-01-18 IL IL180791A patent/IL180791A0/en unknown
- 2007-01-18 ZA ZA200700537A patent/ZA200700537B/xx unknown
- 2007-02-21 NO NO20070972A patent/NO20070972L/no not_active Application Discontinuation
- 2007-12-18 HK HK07113762.2A patent/HK1108432A1/xx unknown
Also Published As
| Publication number | Publication date |
|---|---|
| AU2005268894A1 (en) | 2006-02-09 |
| IL180791A0 (en) | 2007-06-03 |
| NZ552649A (en) | 2010-05-28 |
| RU2378270C2 (ru) | 2010-01-10 |
| CN1993319A (zh) | 2007-07-04 |
| BRPI0514077A (pt) | 2008-05-27 |
| AU2005268894B2 (en) | 2010-12-16 |
| AR050193A1 (es) | 2006-10-04 |
| US7456210B2 (en) | 2008-11-25 |
| NO20070972L (no) | 2007-02-28 |
| TW200612912A (en) | 2006-05-01 |
| WO2006013049A3 (en) | 2006-06-22 |
| CA2575018A1 (en) | 2006-02-09 |
| MX2007001169A (es) | 2007-03-12 |
| US20060025599A1 (en) | 2006-02-02 |
| WO2006013049A2 (en) | 2006-02-09 |
| EP1776337A2 (en) | 2007-04-25 |
| JP2008508335A (ja) | 2008-03-21 |
| CN100560566C (zh) | 2009-11-18 |
| HK1108432A1 (en) | 2008-05-09 |
| ZA200700537B (en) | 2008-05-28 |
| JP4629105B2 (ja) | 2011-02-09 |
| TWI291349B (en) | 2007-12-21 |
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| Date | Code | Title | Description |
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| MM4A | The patent is invalid due to non-payment of fees |
Effective date: 20110728 |