AU684861B2 - Prolyl endopeptidase inhibitors - Google Patents
Prolyl endopeptidase inhibitors Download PDFInfo
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- AU684861B2 AU684861B2 AU10917/95A AU1091795A AU684861B2 AU 684861 B2 AU684861 B2 AU 684861B2 AU 10917/95 A AU10917/95 A AU 10917/95A AU 1091795 A AU1091795 A AU 1091795A AU 684861 B2 AU684861 B2 AU 684861B2
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- pentafluoro
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- 239000003649 prolyl endopeptidase inhibitor Substances 0.000 title description 4
- 150000001875 compounds Chemical class 0.000 claims abstract description 74
- 239000003112 inhibitor Substances 0.000 claims abstract description 17
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- 230000006993 memory improvement Effects 0.000 claims abstract description 4
- LDECUSDQMXVUMP-UHFFFAOYSA-N benzyl 3-[6-[[2-(butylamino)-1-[3-methoxycarbonyl-4-(2-methoxy-2-oxoethoxy)phenyl]-2-oxoethyl]-hexylamino]-6-oxohexyl]-4-methyl-2-oxo-6-(4-phenylphenyl)-1,6-dihydropyrimidine-5-carboxylate Chemical compound O=C1NC(C=2C=CC(=CC=2)C=2C=CC=CC=2)C(C(=O)OCC=2C=CC=CC=2)=C(C)N1CCCCCC(=O)N(CCCCCC)C(C(=O)NCCCC)C1=CC=C(OCC(=O)OC)C(C(=O)OC)=C1 LDECUSDQMXVUMP-UHFFFAOYSA-N 0.000 claims description 17
- 125000002915 carbonyl group Chemical group [*:2]C([*:1])=O 0.000 claims description 14
- 125000006239 protecting group Chemical group 0.000 claims description 14
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- NYCVCXMSZNOGDH-UHFFFAOYSA-N pyrrolidine-1-carboxylic acid Chemical compound OC(=O)N1CCCC1 NYCVCXMSZNOGDH-UHFFFAOYSA-N 0.000 description 1
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- 125000005931 tert-butyloxycarbonyl group Chemical group [H]C([H])([H])C(OC(*)=O)(C([H])([H])[H])C([H])([H])[H] 0.000 description 1
- 238000012360 testing method Methods 0.000 description 1
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- ULSZVNJBVJWEJE-UHFFFAOYSA-N thiazolidine-2-carboxylic acid Chemical compound OC(=O)C1NCCS1 ULSZVNJBVJWEJE-UHFFFAOYSA-N 0.000 description 1
- 125000001984 thiazolidinyl group Chemical group 0.000 description 1
- 229940034199 thyrotropin-releasing hormone Drugs 0.000 description 1
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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
- C07D207/04—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 no double bonds between ring members or between ring members and non-ring members
- C07D207/10—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 no double bonds between ring members or between ring members and non-ring members 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
- C07D207/16—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals
-
- 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
- C07D277/00—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings
- C07D277/02—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings
- C07D277/04—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members
- C07D277/06—Heterocyclic compounds containing 1,3-thiazole or hydrogenated 1,3-thiazole rings not condensed with other rings having no double bonds between ring members or between ring members and non-ring members 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
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Veterinary Medicine (AREA)
- Neurosurgery (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- General Chemical & Material Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Medicinal Chemistry (AREA)
- Neurology (AREA)
- Hospice & Palliative Care (AREA)
- Psychiatry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Enzymes And Modification Thereof (AREA)
- Peptides Or Proteins (AREA)
- Medicines Containing Material From Animals Or Micro-Organisms (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Thiazole And Isothizaole Compounds (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US16110693A | 1993-12-02 | 1993-12-02 | |
| US161106 | 1993-12-02 | ||
| PCT/US1994/012865 WO1995015310A1 (en) | 1993-12-02 | 1994-11-08 | Prolyl endopeptidase inhibitors |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| AU1091795A AU1091795A (en) | 1995-06-19 |
| AU684861B2 true AU684861B2 (en) | 1998-01-08 |
Family
ID=22579844
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| AU10917/95A Ceased AU684861B2 (en) | 1993-12-02 | 1994-11-08 | Prolyl endopeptidase inhibitors |
Country Status (19)
| Country | Link |
|---|---|
| US (1) | US5661167A (OSRAM) |
| EP (1) | EP0731788B1 (OSRAM) |
| JP (1) | JPH09506090A (OSRAM) |
| KR (1) | KR100341982B1 (OSRAM) |
| CN (1) | CN1136806A (OSRAM) |
| AT (1) | ATE223894T1 (OSRAM) |
| AU (1) | AU684861B2 (OSRAM) |
| CA (1) | CA2177821C (OSRAM) |
| DE (1) | DE69431359T2 (OSRAM) |
| DK (1) | DK0731788T3 (OSRAM) |
| ES (1) | ES2179093T3 (OSRAM) |
| HU (1) | HUT74687A (OSRAM) |
| IL (1) | IL111775A (OSRAM) |
| NO (1) | NO962238D0 (OSRAM) |
| NZ (1) | NZ276600A (OSRAM) |
| PT (1) | PT731788E (OSRAM) |
| TW (1) | TW280818B (OSRAM) |
| WO (1) | WO1995015310A1 (OSRAM) |
| ZA (1) | ZA949302B (OSRAM) |
Families Citing this family (17)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5859031A (en) * | 1995-06-07 | 1999-01-12 | Gpi Nil Holdings, Inc. | Small molecule inhibitors of rotamase enzyme activity |
| EP1620091B1 (en) | 2003-05-05 | 2010-03-31 | Probiodrug AG | Inhibitors of glutaminyl cyclase |
| EP1824846A2 (en) | 2003-11-03 | 2007-08-29 | Probiodrug AG | Novel compounds for the treatment of neurological disorders |
| ZA200603165B (en) | 2003-11-03 | 2007-07-25 | Probiodrug Ag | Combinations useful for the treatment of neuronal disorders |
| KR101099206B1 (ko) | 2004-02-05 | 2011-12-27 | 프로비오드룩 아게 | 신규한 글루타미닐 시클라제 저해제 |
| JP5379692B2 (ja) | 2006-11-09 | 2013-12-25 | プロビオドルグ エージー | 潰瘍、癌及び他の疾患の治療のためのグルタミニルシクラーゼの阻害薬としての３−ヒドロキシ−１，５−ジヒドロ−ピロール−２−オン誘導体 |
| DK2091948T3 (da) | 2006-11-30 | 2012-07-23 | Probiodrug Ag | Nye inhibitorer af glutaminylcyclase |
| ZA200905537B (en) | 2007-03-01 | 2010-10-27 | Probiodrug Ag | New use of glutaminyl cyclase inhibitors |
| JP5667440B2 (ja) | 2007-04-18 | 2015-02-12 | プロビオドルグ エージー | グルタミニルシクラーゼ阻害剤としてのチオ尿素誘導体 |
| US8524654B2 (en) * | 2007-05-21 | 2013-09-03 | The Uab Research Foundation | Prolyl endopeptidase inhibitors for reducing or preventing neutrophilic inflammation |
| PL2475428T3 (pl) | 2009-09-11 | 2015-12-31 | Probiodrug Ag | Pochodne heterocykliczne jako inhibitory cyklazy glutaminowej |
| ES2586231T3 (es) | 2010-03-03 | 2016-10-13 | Probiodrug Ag | Inhibidores de glutaminil ciclasa |
| EA022420B1 (ru) | 2010-03-10 | 2015-12-30 | Пробиодруг Аг | Гетероциклические ингибиторы глутаминилциклазы (qc, ec 2.3.2.5) |
| JP5945532B2 (ja) | 2010-04-21 | 2016-07-05 | プロビオドルグ エージー | グルタミニルシクラーゼの阻害剤としてのベンゾイミダゾール誘導体 |
| WO2012123563A1 (en) | 2011-03-16 | 2012-09-20 | Probiodrug Ag | Benz imidazole derivatives as inhibitors of glutaminyl cyclase |
| WO2015116590A1 (en) | 2014-01-28 | 2015-08-06 | Spirit Global Energy Solutions, Inc. | Down-hole gas and solids separator utilized in production hydrocarbons |
| PL3461819T3 (pl) | 2017-09-29 | 2020-11-30 | Probiodrug Ag | Inhibitory cyklazy glutaminylowej |
Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4912127A (en) * | 1987-04-11 | 1990-03-27 | Hoechst Aktiengesellschaft | New 2-acylpyrrolidine derivatives, a process for the preparation thereof, agents containing them, and their use |
Family Cites Families (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4518528A (en) * | 1983-05-19 | 1985-05-21 | Rasnick David W | α Amino fluoro ketones |
| IL77748A (en) * | 1985-02-04 | 1991-11-21 | Merrell Dow Pharma | Amino acid and peptide derivatives as peptidase inhibitors |
| US4855303A (en) * | 1987-07-01 | 1989-08-08 | Pfizer Inc. | Fluorine containing renin inhibitors |
| JPH0662591B2 (ja) * | 1988-12-14 | 1994-08-17 | 株式会社ヤクルト本社 | 新規なチオプロリン誘導体 |
| WO1990012005A1 (fr) * | 1989-04-13 | 1990-10-18 | Japan Tobacco Inc. | Nouveaux derives aminoacides possedant une activite d'inhibiteur de la prolylendopeptidase |
-
1994
- 1994-11-08 DE DE69431359T patent/DE69431359T2/de not_active Expired - Fee Related
- 1994-11-08 AU AU10917/95A patent/AU684861B2/en not_active Ceased
- 1994-11-08 NZ NZ276600A patent/NZ276600A/en unknown
- 1994-11-08 PT PT95901820T patent/PT731788E/pt unknown
- 1994-11-08 HU HU9601472A patent/HUT74687A/hu unknown
- 1994-11-08 CA CA002177821A patent/CA2177821C/en not_active Expired - Fee Related
- 1994-11-08 JP JP7515618A patent/JPH09506090A/ja not_active Ceased
- 1994-11-08 WO PCT/US1994/012865 patent/WO1995015310A1/en not_active Ceased
- 1994-11-08 AT AT95901820T patent/ATE223894T1/de not_active IP Right Cessation
- 1994-11-08 CN CN94194374A patent/CN1136806A/zh active Pending
- 1994-11-08 EP EP95901820A patent/EP0731788B1/en not_active Expired - Lifetime
- 1994-11-08 KR KR1019960702894A patent/KR100341982B1/ko not_active Expired - Fee Related
- 1994-11-08 ES ES95901820T patent/ES2179093T3/es not_active Expired - Lifetime
- 1994-11-08 DK DK95901820T patent/DK0731788T3/da active
- 1994-11-23 ZA ZA949302A patent/ZA949302B/xx unknown
- 1994-11-24 TW TW083110932A patent/TW280818B/zh active
- 1994-11-27 IL IL111775A patent/IL111775A/en not_active IP Right Cessation
-
1996
- 1996-05-31 NO NO962238A patent/NO962238D0/no not_active Application Discontinuation
- 1996-12-02 US US08/759,323 patent/US5661167A/en not_active Expired - Fee Related
Patent Citations (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4912127A (en) * | 1987-04-11 | 1990-03-27 | Hoechst Aktiengesellschaft | New 2-acylpyrrolidine derivatives, a process for the preparation thereof, agents containing them, and their use |
Also Published As
| Publication number | Publication date |
|---|---|
| CN1136806A (zh) | 1996-11-27 |
| EP0731788B1 (en) | 2002-09-11 |
| IL111775A (en) | 1998-06-15 |
| CA2177821A1 (en) | 1995-06-08 |
| HUT74687A (en) | 1997-01-28 |
| PT731788E (pt) | 2003-01-31 |
| IL111775A0 (en) | 1995-01-24 |
| WO1995015310A1 (en) | 1995-06-08 |
| DE69431359T2 (de) | 2003-07-31 |
| AU1091795A (en) | 1995-06-19 |
| ES2179093T3 (es) | 2003-01-16 |
| NO962238L (no) | 1996-05-31 |
| JPH09506090A (ja) | 1997-06-17 |
| TW280818B (OSRAM) | 1996-07-11 |
| ZA949302B (en) | 1995-08-07 |
| NZ276600A (en) | 1997-09-22 |
| ATE223894T1 (de) | 2002-09-15 |
| HU9601472D0 (en) | 1996-07-29 |
| DK0731788T3 (da) | 2003-01-20 |
| KR100341982B1 (ko) | 2002-11-30 |
| NO962238D0 (no) | 1996-05-31 |
| US5661167A (en) | 1997-08-26 |
| CA2177821C (en) | 2000-03-28 |
| DE69431359D1 (de) | 2002-10-17 |
| EP0731788A1 (en) | 1996-09-18 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MK14 | Patent ceased section 143(a) (annual fees not paid) or expired |