KR900016123A - 1,3-치환된 피롤리딘 - Google Patents
1,3-치환된 피롤리딘 Download PDFInfo
- Publication number
- KR900016123A KR900016123A KR1019890005201A KR890005201A KR900016123A KR 900016123 A KR900016123 A KR 900016123A KR 1019890005201 A KR1019890005201 A KR 1019890005201A KR 890005201 A KR890005201 A KR 890005201A KR 900016123 A KR900016123 A KR 900016123A
- Authority
- KR
- South Korea
- Prior art keywords
- group
- alkyl
- groups
- substituted
- aryl
- 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.)
- Ceased
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- RWRDLPDLKQPQOW-UHFFFAOYSA-N tetrahydropyrrole Natural products C1CCNC1 RWRDLPDLKQPQOW-UHFFFAOYSA-N 0.000 title 2
- 150000003235 pyrrolidines Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 claims 57
- 125000003118 aryl group Chemical group 0.000 claims 36
- -1 1, 3-disubstituted pyrrolidine Chemical class 0.000 claims 31
- 125000003545 alkoxy group Chemical group 0.000 claims 31
- 239000001257 hydrogen Substances 0.000 claims 26
- 229910052739 hydrogen Inorganic materials 0.000 claims 26
- 125000004093 cyano group Chemical group *C#N 0.000 claims 21
- 125000000753 cycloalkyl group Chemical group 0.000 claims 21
- 229910052736 halogen Inorganic materials 0.000 claims 21
- 150000002367 halogens Chemical group 0.000 claims 21
- 125000002023 trifluoromethyl group Chemical group FC(F)(F)* 0.000 claims 21
- 125000003710 aryl alkyl group Chemical group 0.000 claims 20
- IJGRMHOSHXDMSA-UHFFFAOYSA-N Atomic nitrogen Chemical compound N#N IJGRMHOSHXDMSA-UHFFFAOYSA-N 0.000 claims 14
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 13
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims 13
- 150000002431 hydrogen Chemical group 0.000 claims 12
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 11
- 229910052794 bromium Inorganic materials 0.000 claims 11
- 229910052801 chlorine Inorganic materials 0.000 claims 11
- 239000000460 chlorine Substances 0.000 claims 11
- 125000001072 heteroaryl group Chemical group 0.000 claims 11
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 10
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical compound [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 10
- 229910052757 nitrogen Inorganic materials 0.000 claims 10
- 125000004414 alkyl thio group Chemical group 0.000 claims 9
- 229910052731 fluorine Inorganic materials 0.000 claims 9
- 239000011737 fluorine Substances 0.000 claims 9
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 8
- 125000004453 alkoxycarbonyl group Chemical group 0.000 claims 8
- QVGXLLKOCUKJST-UHFFFAOYSA-N atomic oxygen Chemical compound [O] QVGXLLKOCUKJST-UHFFFAOYSA-N 0.000 claims 7
- 229910052760 oxygen Inorganic materials 0.000 claims 7
- 239000001301 oxygen Substances 0.000 claims 7
- 150000003839 salts Chemical class 0.000 claims 7
- 125000004434 sulfur atom Chemical group 0.000 claims 7
- 125000003282 alkyl amino group Chemical group 0.000 claims 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims 6
- 125000004663 dialkyl amino group Chemical group 0.000 claims 6
- 125000000876 trifluoromethoxy group Chemical group FC(F)(F)O* 0.000 claims 5
- 125000004433 nitrogen atom Chemical group N* 0.000 claims 4
- 229920006395 saturated elastomer Polymers 0.000 claims 4
- 125000002102 aryl alkyloxo group Chemical group 0.000 claims 3
- 125000004104 aryloxy group Chemical group 0.000 claims 3
- 125000001164 benzothiazolyl group Chemical group S1C(=NC2=C1C=CC=C2)* 0.000 claims 3
- 125000004541 benzoxazolyl group Chemical group O1C(=NC2=C1C=CC=C2)* 0.000 claims 3
- 238000006243 chemical reaction Methods 0.000 claims 3
- 125000004122 cyclic group Chemical group 0.000 claims 3
- 125000001664 diethylamino group Chemical group [H]C([H])([H])C([H])([H])N(*)C([H])([H])C([H])([H])[H] 0.000 claims 3
- 125000002147 dimethylamino group Chemical group [H]C([H])([H])N(*)C([H])([H])[H] 0.000 claims 3
- 125000002541 furyl group Chemical group 0.000 claims 3
- 229930195733 hydrocarbon Natural products 0.000 claims 3
- 125000005956 isoquinolyl group Chemical group 0.000 claims 3
- 125000001786 isothiazolyl group Chemical group 0.000 claims 3
- 238000000034 method Methods 0.000 claims 3
- 125000002971 oxazolyl group Chemical group 0.000 claims 3
- 239000000825 pharmaceutical preparation Substances 0.000 claims 3
- 125000004076 pyridyl group Chemical group 0.000 claims 3
- 125000000714 pyrimidinyl group Chemical group 0.000 claims 3
- 125000005493 quinolyl group Chemical group 0.000 claims 3
- 125000000547 substituted alkyl group Chemical group 0.000 claims 3
- 125000000335 thiazolyl group Chemical group 0.000 claims 3
- 150000001204 N-oxides Chemical class 0.000 claims 2
- 125000004423 acyloxy group Chemical group 0.000 claims 2
- 125000003342 alkenyl group Chemical group 0.000 claims 2
- 125000003302 alkenyloxy group Chemical group 0.000 claims 2
- 150000002391 heterocyclic compounds Chemical class 0.000 claims 2
- 125000000623 heterocyclic group Chemical group 0.000 claims 2
- 125000000842 isoxazolyl group Chemical group 0.000 claims 2
- 238000004519 manufacturing process Methods 0.000 claims 2
- 125000002950 monocyclic group Chemical group 0.000 claims 2
- QJGQUHMNIGDVPM-UHFFFAOYSA-N nitrogen group Chemical group [N] QJGQUHMNIGDVPM-UHFFFAOYSA-N 0.000 claims 2
- 229940127557 pharmaceutical product Drugs 0.000 claims 2
- 125000001544 thienyl group Chemical group 0.000 claims 2
- 125000006570 (C5-C6) heteroaryl group Chemical group 0.000 claims 1
- NLHHRLWOUZZQLW-UHFFFAOYSA-N Acrylonitrile Chemical compound C=CC#N NLHHRLWOUZZQLW-UHFFFAOYSA-N 0.000 claims 1
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 1
- 239000002253 acid Substances 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
- 208000015114 central nervous system disease Diseases 0.000 claims 1
- 239000003153 chemical reaction reagent Substances 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- CPPKAGUPTKIMNP-UHFFFAOYSA-N cyanogen fluoride Chemical group FC#N CPPKAGUPTKIMNP-UHFFFAOYSA-N 0.000 claims 1
- 125000000113 cyclohexyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C([H])([H])C1([H])[H] 0.000 claims 1
- 125000001511 cyclopentyl group Chemical group [H]C1([H])C([H])([H])C([H])([H])C([H])(*)C1([H])[H] 0.000 claims 1
- 125000001559 cyclopropyl group Chemical group [H]C1([H])C([H])([H])C1([H])* 0.000 claims 1
- 125000004786 difluoromethoxy group Chemical group [H]C(F)(F)O* 0.000 claims 1
- 201000010099 disease Diseases 0.000 claims 1
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims 1
- 239000003814 drug Substances 0.000 claims 1
- 125000001301 ethoxy group Chemical group [H]C([H])([H])C([H])([H])O* 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 125000000524 functional group Chemical group 0.000 claims 1
- 230000007062 hydrolysis Effects 0.000 claims 1
- 238000006460 hydrolysis reaction Methods 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- 239000000203 mixture Substances 0.000 claims 1
- 125000001624 naphthyl group Chemical group 0.000 claims 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 claims 1
- 239000012434 nucleophilic reagent Substances 0.000 claims 1
- 230000003647 oxidation Effects 0.000 claims 1
- 238000007254 oxidation reaction Methods 0.000 claims 1
- 125000000951 phenoxy group Chemical group [H]C1=C([H])C([H])=C(O*)C([H])=C1[H] 0.000 claims 1
- 125000002924 primary amino group Chemical group [H]N([H])* 0.000 claims 1
- 229910052709 silver Inorganic materials 0.000 claims 1
- 239000004332 silver Substances 0.000 claims 1
- 125000000446 sulfanediyl group Chemical group *S* 0.000 claims 1
- 230000001225 therapeutic effect Effects 0.000 claims 1
- 125000005034 trifluormethylthio group Chemical group FC(S*)(F)F 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
- C07D207/04—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
- C07D207/08—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 hydrocarbon radicals, substituted by hetero atoms, attached to ring carbon atoms
-
- 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
- C07D207/263—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms
- C07D207/27—2-Pyrrolidones with only hydrogen atoms or radicals containing only hydrogen and carbon atoms directly attached to other ring carbon atoms with substituted hydrocarbon radicals directly attached to the ring nitrogen atom
-
- 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
-
- 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
- C07D207/12—Oxygen or sulfur 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
- C07D401/06—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 linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
- C07D403/06—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 linked by a carbon chain containing only aliphatic carbon atoms
-
- 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
- C07D417/06—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 linked by a carbon chain containing only aliphatic carbon atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Pharmacology & Pharmacy (AREA)
- Neurosurgery (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Neurology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Pyrrole Compounds (AREA)
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3812989 | 1988-04-19 | ||
| DEP3812989.2 | 1988-04-19 | ||
| DE3835291A DE3835291A1 (de) | 1988-04-19 | 1988-10-15 | 1,3-disubstituierte pyrrolidine |
| DEP3835291.5 | 1988-10-15 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR900016123A true KR900016123A (ko) | 1990-11-12 |
Family
ID=25867140
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019890005201A Ceased KR900016123A (ko) | 1988-04-19 | 1989-04-18 | 1,3-치환된 피롤리딘 |
Country Status (13)
| Country | Link |
|---|---|
| US (1) | US5037841A (enExample) |
| EP (1) | EP0338331B1 (enExample) |
| JP (1) | JPH01311059A (enExample) |
| KR (1) | KR900016123A (enExample) |
| AU (1) | AU625817B2 (enExample) |
| DE (2) | DE3835291A1 (enExample) |
| DK (1) | DK186489A (enExample) |
| ES (1) | ES2045229T3 (enExample) |
| GR (1) | GR3006744T3 (enExample) |
| IE (1) | IE62064B1 (enExample) |
| IL (1) | IL89973A (enExample) |
| NZ (1) | NZ228766A (enExample) |
| PH (1) | PH27334A (enExample) |
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100498268B1 (ko) * | 1997-12-09 | 2005-11-01 | 주식회사 엘지생활건강 | 피롤리돈계 양쪽성 계면활성제 |
Families Citing this family (54)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5231184A (en) * | 1987-11-23 | 1993-07-27 | Janssen Pharmaceutica N.V. | Pridazinamine derivatives |
| US5274097A (en) * | 1988-04-19 | 1993-12-28 | Bayer Aktiengesellschaft | 1,3-disubstituted pyrrolidines |
| US5232978A (en) * | 1988-12-23 | 1993-08-03 | Merck Patent Gesellschaft Mit Beschrankter Haftung | 1-(2-arylethyl)-pyrrolidines |
| EP0376633B1 (en) * | 1988-12-28 | 1994-10-12 | Suntory Limited | Benzoxazepine derivatives |
| US4937235A (en) * | 1989-01-23 | 1990-06-26 | American Cyanamid Company | 3- or 4-substituted oxotremorine derivatives |
| US5281601A (en) * | 1989-12-12 | 1994-01-25 | Pfizer Inc. | Muscarinic receptor antagonists |
| US5914328A (en) * | 1992-10-09 | 1999-06-22 | Abbott Laboratories | Heterocyclic ether compounds useful in controlling neurotransmitter release |
| US5948793A (en) * | 1992-10-09 | 1999-09-07 | Abbott Laboratories | 3-pyridyloxymethyl heterocyclic ether compounds useful in controlling neurotransmitter release |
| US6001827A (en) | 1993-12-24 | 1999-12-14 | Suntory Limited | Benzothiazine derivative |
| DE69433005T2 (de) * | 1993-12-24 | 2004-06-09 | Daiichi Suntory Pharma Co., Ltd. | Benzothiazinderivate |
| US5874429A (en) * | 1993-12-24 | 1999-02-23 | Suntory Limited | Benzothiazine derivative |
| AU2084995A (en) * | 1994-03-31 | 1995-10-23 | Nippon Chemiphar Co. Ltd. | Alkylenediamine derivative |
| US5472958A (en) * | 1994-08-29 | 1995-12-05 | Abbott Laboratories | 2-((nitro)phenoxymethyl) heterocyclic compounds that enhance cognitive function |
| US6642268B2 (en) | 1994-09-13 | 2003-11-04 | G.D. Searle & Co. | Combination therapy employing ileal bile acid transport inhibiting benzothipines and HMG Co-A reductase inhibitors |
| US6268392B1 (en) | 1994-09-13 | 2001-07-31 | G. D. Searle & Co. | Combination therapy employing ileal bile acid transport inhibiting benzothiepines and HMG Co-A reductase inhibitors |
| US6262277B1 (en) | 1994-09-13 | 2001-07-17 | G.D. Searle And Company | Intermediates and processes for the preparation of benzothiepines having activity as inhibitors of ileal bile acid transport and taurocholate uptake |
| JPH0977742A (ja) * | 1995-09-12 | 1997-03-25 | Kyorin Pharmaceut Co Ltd | 新規なベンズアミド誘導体 |
| US5629325A (en) * | 1996-06-06 | 1997-05-13 | Abbott Laboratories | 3-pyridyloxymethyl heterocyclic ether compounds useful in controlling chemical synaptic transmission |
| US6437138B1 (en) | 1996-06-06 | 2002-08-20 | Abbott Laboratories | 3-pyridyloxymethyl heterocyclic ether compounds useful in controlling chemical synaptic transmission |
| US6133253A (en) * | 1996-12-10 | 2000-10-17 | Abbott Laboratories | 3-Pyridyl enantiomers and their use as analgesics |
| DK0863136T3 (da) * | 1997-02-25 | 2004-02-02 | Akzo Nobel Nv | Azetidin- og pyrrolidinderivater |
| JP2001522846A (ja) * | 1997-11-05 | 2001-11-20 | ニューロサーチ、アクティーゼルスカブ | アザ環−エーテル誘導体及びこれをニコチン性ａｃｈレセプターモジュレーターとして使用する方法 |
| RU2198873C2 (ru) * | 1998-02-26 | 2003-02-20 | Акцо Нобель Н.В. | Производные азетидина и пирролидина |
| EP1140190B1 (en) | 1998-12-23 | 2002-11-20 | G.D. Searle LLC. | Combinations of ileal bile acid transport inhibitors and bile acid sequestering agents for cardiovascular indications |
| ATE240120T1 (de) | 1998-12-23 | 2003-05-15 | Searle Llc | Kombinationen von ileumgallensäuretransports inhibitoren und fibronsäure derivaten für kardiovaskuläre indikationen |
| DK1140185T3 (da) | 1998-12-23 | 2003-09-29 | Searle Llc | Kombinationer af cholesterylestertransferhæmmere og galdesyre kompleksdannende forbindelser til hjertekar indikationer |
| AU2157400A (en) | 1998-12-23 | 2000-07-31 | G.D. Searle & Co. | Combinations of cholesteryl ester transfer protein inhibitors and hmg coa reductase inhibitors for cardiovascular indications |
| WO2000038721A1 (en) | 1998-12-23 | 2000-07-06 | G.D. Searle Llc | Combinations of cholesteryl ester transfer protein inhibitors and nicotinic acid derivatives for cardiovascular indications |
| WO2000038726A1 (en) | 1998-12-23 | 2000-07-06 | G.D. Searle Llc | Combinations of ileal bile acid transport inhibitors and cholesteryl ester transfer protein inhibitors for cardiovascular indications |
| IL143949A0 (en) | 1998-12-23 | 2002-04-21 | Searle Llc | Combinations of cholesteryl ester transfer protein inhibitors and fibric acid derivatives for cardiovascular indications |
| US6833370B1 (en) * | 1999-05-21 | 2004-12-21 | Abbott Laboratories | Heterocycle substituted aminoazacycles useful as central nervous system agents |
| HK1052183A1 (zh) | 2000-03-10 | 2003-09-05 | Pharmacia Corporation | 制造tetrahydrobenzothiepines的方法 |
| ATE315023T1 (de) * | 2000-10-30 | 2006-02-15 | Warner Lambert Co | Aminoalkylpyrrolidine als serotoninrezeptorliganden sowie diese enthaltende zusammensetzungen, pharmazeutische verwendungen und methoden zu deren synthese |
| CN1293072C (zh) | 2001-04-20 | 2007-01-03 | 惠氏公司 | 作为5－羟色胺－6配体的杂环基氧基－、－硫代－和－氨基吲哚衍生物 |
| AU2002309585B2 (en) | 2001-04-20 | 2008-01-31 | Wyeth | Heterocyclylalkoxy-, -alkylthio- and -alkylaminobenzazole derivatives as 5-hydroxytryptamine-6 ligands |
| JP2005518347A (ja) | 2001-11-02 | 2005-06-23 | ジー．ディー． サール エルエルシー | 頂端ナトリウム共依存性胆汁酸輸送（ａｓｂｔ）およびタウロコール酸塩取り込みの阻害剤としての新規一および二フッ化ベンゾチエピン化合物 |
| BR0306643A (pt) | 2002-01-17 | 2004-10-19 | Pharmacia Corp | Novos compostos de hidroxi alquil/aril ou ceto tiepina como inibidores do transporte co-dependente de ácido biliar-sódio apical |
| GB0402101D0 (en) * | 2004-01-30 | 2004-03-03 | Novartis Ag | Organic compounds |
| WO2006010127A2 (en) * | 2004-07-09 | 2006-01-26 | Medisyn Technologies, Inc. | Therapeutic compound and treatments |
| JP4167297B2 (ja) * | 2005-08-23 | 2008-10-15 | 株式会社カネカ | ３−アラルキルオキシピロリジン誘導体の製造法 |
| JP5004073B2 (ja) * | 2006-06-13 | 2012-08-22 | 東レ・ファインケミカル株式会社 | 光学活性ベンジルオキシピロリジン誘導体塩酸塩粉体及びその製造法 |
| EP1950198B1 (en) * | 2005-10-31 | 2014-08-06 | Toray Fine Chemicals Co., Ltd. | Process for production of benzyloxypyrrolidine derivative, and process for production of hydrochloride salt powder of optically active benzyloxypyrrolidine derivative |
| JP5004067B2 (ja) * | 2005-10-31 | 2012-08-22 | 東レ・ファインケミカル株式会社 | ベンジルオキシ含窒素環状化合物の製造法 |
| US8188301B2 (en) * | 2007-06-05 | 2012-05-29 | Nsab, Filial Af Neurosearch Sweden Ab, Sverige | Disubstituted phenylpyrrolidines as modulators of cortical catecholaminergic neurotransmission |
| ES2434250T3 (es) | 2008-07-24 | 2013-12-16 | Theravance, Inc. | Compuestos de 3-(fenoxifenilmetil)pirrolidina |
| PT2358675E (pt) | 2008-11-14 | 2012-12-12 | Theravance Inc | Compostos de 4-[2-(2-fluorofenoximetil)fenil]piperidina |
| WO2010120910A1 (en) * | 2009-04-15 | 2010-10-21 | Theravance, Inc. | 3-(phenoxypyrrolidin-3-yl-methyl)heteroaryl, 3-(phenylpyrrolidin-3-ylmethoxy)heteroaryl, and 3-(heteroarylpyrrolidin-3-ylmethoxy)heteroaryl compounds |
| US7994209B2 (en) * | 2009-07-13 | 2011-08-09 | Theravance, Inc. | 3-phenoxymethylpyrrolidine compounds |
| JP5714580B2 (ja) | 2009-07-21 | 2015-05-07 | セラヴァンス バイオファーマ アール＆ディー アイピー， エルエルシー | ３−フェノキシメチルピロリジン化合物 |
| US8778949B2 (en) * | 2010-01-11 | 2014-07-15 | Theravance Biopharma R&D Ip, Llc | 1-(2-phenoxymethylphenyl)piperazine compounds |
| ES2543064T3 (es) * | 2010-03-22 | 2015-08-14 | Theravance Biopharma R&D Ip, Llc | Compuestos de 1-(2-fenoximetilheteroaril)piperidina y piperazina |
| ES2533434T3 (es) | 2010-10-11 | 2015-04-10 | Theravance Biopharma R&D Ip, Llc | Inhibidores de la captación de la serotonina |
| WO2012075239A1 (en) | 2010-12-03 | 2012-06-07 | Theravance, Inc. | Serotonin reuptake inhibitors |
| US9249160B2 (en) * | 2012-07-03 | 2016-02-02 | Heptares Therapeutics Limited | Orexin receptor antagonists |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3821387A (en) * | 1965-10-23 | 1974-06-28 | Robins Co Inc A H | The treatment of parkinsonism with 3-(omega-substituted alkyl)-indoles |
| US3577432A (en) * | 1968-12-23 | 1971-05-04 | Robins Co Inc A H | 1-substituted-3-phenoxypyrrolidines |
| US3577415A (en) * | 1968-12-23 | 1971-05-04 | Robins Co Inc A H | 1-substituted-3-substituted phenoxypyrrolidines |
| NL7304089A (enExample) * | 1972-03-30 | 1973-10-02 | ||
| DE3717561A1 (de) * | 1987-05-25 | 1988-12-08 | Thomae Gmbh Dr K | Indol-, isochinolin- und benzazepinderivate, diese verbindungen enthaltende arzneimittel und verfahren zu ihrer herstellung |
| PH23283A (en) * | 1986-02-26 | 1989-06-30 | Eisai Co Ltd | Piperidine derivative, pharmaceutical composition containing the same and method of use thereof |
| CH668424A5 (de) * | 1986-06-26 | 1988-12-30 | Lonza Ag | 4-benzyloxy-3-pyrrolin-2-on-l-yl-acetamid, dessen herstellung und verwendung. |
-
1988
- 1988-10-15 DE DE3835291A patent/DE3835291A1/de not_active Withdrawn
-
1989
- 1989-04-06 ES ES89106023T patent/ES2045229T3/es not_active Expired - Lifetime
- 1989-04-06 EP EP89106023A patent/EP0338331B1/de not_active Expired - Lifetime
- 1989-04-06 DE DE8989106023T patent/DE58902481D1/de not_active Expired - Lifetime
- 1989-04-12 US US07/336,977 patent/US5037841A/en not_active Expired - Fee Related
- 1989-04-14 AU AU33059/89A patent/AU625817B2/en not_active Ceased
- 1989-04-17 IL IL89973A patent/IL89973A/xx not_active IP Right Cessation
- 1989-04-17 NZ NZ228766A patent/NZ228766A/en unknown
- 1989-04-18 JP JP1096549A patent/JPH01311059A/ja active Pending
- 1989-04-18 KR KR1019890005201A patent/KR900016123A/ko not_active Ceased
- 1989-04-18 DK DK186489A patent/DK186489A/da not_active Application Discontinuation
- 1989-04-18 IE IE124089A patent/IE62064B1/en not_active IP Right Cessation
- 1989-04-19 PH PH38535A patent/PH27334A/en unknown
-
1993
- 1993-01-07 GR GR930400009T patent/GR3006744T3/el unknown
Cited By (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100498268B1 (ko) * | 1997-12-09 | 2005-11-01 | 주식회사 엘지생활건강 | 피롤리돈계 양쪽성 계면활성제 |
Also Published As
| Publication number | Publication date |
|---|---|
| EP0338331B1 (de) | 1992-10-21 |
| AU625817B2 (en) | 1992-07-16 |
| US5037841A (en) | 1991-08-06 |
| IL89973A0 (en) | 1989-12-15 |
| IL89973A (en) | 1993-01-31 |
| DK186489D0 (da) | 1989-04-18 |
| DE3835291A1 (de) | 1989-11-02 |
| EP0338331A1 (de) | 1989-10-25 |
| IE62064B1 (en) | 1994-12-14 |
| PH27334A (en) | 1993-06-08 |
| GR3006744T3 (enExample) | 1993-06-30 |
| AU3305989A (en) | 1989-10-26 |
| IE891240L (en) | 1989-10-19 |
| NZ228766A (en) | 1991-09-25 |
| JPH01311059A (ja) | 1989-12-15 |
| ES2045229T3 (es) | 1994-01-16 |
| DK186489A (da) | 1989-10-20 |
| DE58902481D1 (de) | 1992-11-26 |
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