KR940005572A - 4-벤질피페리딘 유도체 및 이의 약제학적으로 허용하는 염, 및 이들의 제조방법 - Google Patents
4-벤질피페리딘 유도체 및 이의 약제학적으로 허용하는 염, 및 이들의 제조방법 Download PDFInfo
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- KR940005572A KR940005572A KR1019930010133A KR930010133A KR940005572A KR 940005572 A KR940005572 A KR 940005572A KR 1019930010133 A KR1019930010133 A KR 1019930010133A KR 930010133 A KR930010133 A KR 930010133A KR 940005572 A KR940005572 A KR 940005572A
- Authority
- KR
- South Korea
- Prior art keywords
- pharmaceutically acceptable
- formula
- benzylpiperidine
- preparing
- hydrogen
- Prior art date
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- ABGXADJDTPFFSZ-UHFFFAOYSA-N 4-benzylpiperidine Chemical class C=1C=CC=CC=1CC1CCNCC1 ABGXADJDTPFFSZ-UHFFFAOYSA-N 0.000 title claims abstract 15
- 150000003839 salts Chemical class 0.000 title claims abstract 15
- 238000000034 method Methods 0.000 title claims 8
- -1 p-fluorobenzoyl Chemical group 0.000 claims abstract 14
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract 11
- 239000001257 hydrogen Substances 0.000 claims abstract 11
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract 5
- 125000001153 fluoro group Chemical group F* 0.000 claims abstract 4
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims abstract 3
- BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 claims 8
- 238000004519 manufacturing process Methods 0.000 claims 7
- WEVYAHXRMPXWCK-UHFFFAOYSA-N Acetonitrile Chemical compound CC#N WEVYAHXRMPXWCK-UHFFFAOYSA-N 0.000 claims 6
- 239000003513 alkali Substances 0.000 claims 5
- BVKZGUZCCUSVTD-UHFFFAOYSA-L Carbonate Chemical compound [O-]C([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-L 0.000 claims 4
- CDBYLPFSWZWCQE-UHFFFAOYSA-L Sodium Carbonate Chemical group [Na+].[Na+].[O-]C([O-])=O CDBYLPFSWZWCQE-UHFFFAOYSA-L 0.000 claims 4
- 239000012467 final product Substances 0.000 claims 4
- 229910000027 potassium carbonate Inorganic materials 0.000 claims 4
- 150000002431 hydrogen Chemical group 0.000 claims 3
- CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical group CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 claims 2
- BVKZGUZCCUSVTD-UHFFFAOYSA-M Bicarbonate Chemical compound OC([O-])=O BVKZGUZCCUSVTD-UHFFFAOYSA-M 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 claims 2
- 239000005977 Ethylene Substances 0.000 claims 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 claims 2
- 238000005903 acid hydrolysis reaction Methods 0.000 claims 2
- 150000001335 aliphatic alkanes Chemical class 0.000 claims 2
- 125000004432 carbon atom Chemical group C* 0.000 claims 2
- 238000006722 reduction reaction Methods 0.000 claims 2
- 229910000029 sodium carbonate Inorganic materials 0.000 claims 2
- LNSRPTBZJDVZHA-UHFFFAOYSA-N 4-benzyl-1-hydroxypiperidine Chemical compound C1CN(O)CCC1CC1=CC=CC=C1 LNSRPTBZJDVZHA-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- 239000002671 adjuvant Substances 0.000 claims 1
- 230000029936 alkylation Effects 0.000 claims 1
- 238000005804 alkylation reaction Methods 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical group BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 229910052801 chlorine Inorganic materials 0.000 claims 1
- 239000000460 chlorine Substances 0.000 claims 1
- 125000001309 chloro group Chemical group Cl* 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 239000003937 drug carrier Substances 0.000 claims 1
- 229910052731 fluorine Inorganic materials 0.000 claims 1
- 239000011737 fluorine Substances 0.000 claims 1
- 150000004678 hydrides Chemical class 0.000 claims 1
- PNDPGZBMCMUPRI-UHFFFAOYSA-N iodine Chemical group II PNDPGZBMCMUPRI-UHFFFAOYSA-N 0.000 claims 1
- 239000012454 non-polar solvent Substances 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 229910000033 sodium borohydride Inorganic materials 0.000 claims 1
- 239000012279 sodium borohydride Substances 0.000 claims 1
Classifications
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 or substituted hydrocarbon radicals directly attached to ring carbon atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D221/00—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00
- C07D221/02—Heterocyclic compounds containing six-membered rings having one nitrogen atom as the only ring hetero atom, not provided for by groups C07D211/00 - C07D219/00 condensed with carbocyclic rings or ring systems
- C07D221/20—Spiro-condensed ring systems
-
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/10—Drugs for disorders of the cardiovascular system for treating ischaemic or atherosclerotic diseases, e.g. antianginal drugs, coronary vasodilators, drugs for myocardial infarction, retinopathy, cerebrovascula insufficiency, renal arteriosclerosis
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/10—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms
- C07D211/14—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 or substituted hydrocarbon radicals directly attached to ring carbon atoms with radicals containing only carbon and hydrogen atoms attached to ring carbon atoms with hydrocarbon or substituted hydrocarbon radicals attached to the ring nitrogen atom
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings 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 or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
-
- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L2224/00—Indexing scheme for arrangements for connecting or disconnecting semiconductor or solid-state bodies and methods related thereto as covered by H01L24/00
- H01L2224/01—Means for bonding being attached to, or being formed on, the surface to be connected, e.g. chip-to-package, die-attach, "first-level" interconnects; Manufacturing methods related thereto
- H01L2224/42—Wire connectors; Manufacturing methods related thereto
- H01L2224/47—Structure, shape, material or disposition of the wire connectors after the connecting process
- H01L2224/48—Structure, shape, material or disposition of the wire connectors after the connecting process of an individual wire connector
- H01L2224/4805—Shape
- H01L2224/4809—Loop shape
- H01L2224/48091—Arched
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- H—ELECTRICITY
- H01—ELECTRIC ELEMENTS
- H01L—SEMICONDUCTOR DEVICES NOT COVERED BY CLASS H10
- H01L2224/00—Indexing scheme for arrangements for connecting or disconnecting semiconductor or solid-state bodies and methods related thereto as covered by H01L24/00
- H01L2224/01—Means for bonding being attached to, or being formed on, the surface to be connected, e.g. chip-to-package, die-attach, "first-level" interconnects; Manufacturing methods related thereto
- H01L2224/42—Wire connectors; Manufacturing methods related thereto
- H01L2224/47—Structure, shape, material or disposition of the wire connectors after the connecting process
- H01L2224/48—Structure, shape, material or disposition of the wire connectors after the connecting process of an individual wire connector
- H01L2224/481—Disposition
- H01L2224/48151—Connecting between a semiconductor or solid-state body and an item not being a semiconductor or solid-state body, e.g. chip-to-substrate, chip-to-passive
- H01L2224/48221—Connecting between a semiconductor or solid-state body and an item not being a semiconductor or solid-state body, e.g. chip-to-substrate, chip-to-passive the body and the item being stacked
- H01L2224/48245—Connecting between a semiconductor or solid-state body and an item not being a semiconductor or solid-state body, e.g. chip-to-substrate, chip-to-passive the body and the item being stacked the item being metallic
- H01L2224/48247—Connecting between a semiconductor or solid-state body and an item not being a semiconductor or solid-state body, e.g. chip-to-substrate, chip-to-passive the body and the item being stacked the item being metallic connecting the wire to a bond pad of the item
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- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Veterinary Medicine (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Animal Behavior & Ethology (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Vascular Medicine (AREA)
- Heart & Thoracic Surgery (AREA)
- Cardiology (AREA)
- Urology & Nephrology (AREA)
- Psychiatry (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Plural Heterocyclic Compounds (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Abstract
일반식 (I)의 4-벤질피페리딘 유도체 및 이의 약제학적으로 허용되는 염.
상기 식에서, X는 수소 또는 플루오로이며, R은 수소, 또는 p-플루오로벤조일, α-히드록시-p-플루오로벤질, p-플루오로페녹시, 비스(p-플루오로페닐)메틸 및 8-아자스피로[4,5]데칸-7,9-디온-8-일-메틸로부터 선택된 한 그룹이며, 단, X 및 R이 동시에 각각 수소 및 p-플루오로벤조일이어서는 안된다.
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (14)
- 일반식 (I)의 4-벤질피페리딘 유도체 및 이의 약제학적으로 허용되는 염.(상기 식에서, X는 수소 또는 플루오로이며, R은 수소, 또는 p-플루오로벤조일, α-히드록시-p-플루오로벤질, p-플루오로페녹시, 비스(p-플루오로페닐)메틸 및 8-아자스피로[4,5]데칸-7,9-디온-8-일-메틸로부터 선택된 한 그룹이며, 단, X 및 R이 동시에 각각 수소 및 p-플루오로벤조일이어서는 안된다. ).
- 탄산염 또는 알칼리산 카보네이트 또는 알칼리 토류 카보네이트, 바람직하게는 탄산칼륨의 존재하에서, 아세토니트릴과 같은 비극성 매질에서, 일반식(Ⅱ)의 4-벤질피페리딘올 :(상기 식에서, X는 일반식 (I)에서 정의된 바와 같다. )일반식 (Ⅳ)의 3-할로프로필 유도체 :Y- (CH2) 3-R (Ⅳ)(상기 식에서, Y는 염소, 브롬 또는 요오드이며, R은 수소, p-를루오로페녹시, 비스(p-플루오로페닐)메틸 또는 8-아자스피로[4,5]데칸-7,9-디온-8-일-메틸이다.), 또는 일반식(V)의 에틸렌 케탈 :으로 알킬화하여, 최종 생성물(여기서, R은 일반식 (Ⅳ)에서 정의된 바와 같고, X는 수소이다.), 또는 일반식(Ⅲ)의 에틸렌 케탈 중간체를 얻으며:(상기 식에서, X는 수소이다. )일반식(Ⅲ)을 산 가수분해하여 최종 생성물 (여기서, X는 플루오르이며, R은 P-플루오로벤조일이다.)을 수득하며, 이 최종 생성물을 환원시켜서 다른 최종 생성물(여기서, X는 수소 또는 플루오로이며, R은 α-히드록시-p-플루오로벤질이다.)을 수득하는 일반식(I)의 4-벤질피페리딘 유도체 및 이의 약제학적으로 허용되는 염의 제조방법.
- 제2항에 있어서, 탄산염 또는 알칼리산카보네이트 또는 알칼리 토류카보네이트는 탄산나트륨 또는 탄산칼륨인 일반식(I)의 4-벤질피페리딘 유도체 및 이의 약제학적으로 허용되는 염의 제조방법.
- 제3항에 있어서, 탄산나트륨 또는 탄산칼륨은 탄산칼륨인 일반식(I)의 4-벤질피페리딘 유도체 및 이의 약제학적으로 허용되는 염의 제조방법.
- 제2항에 있어서, 비극성 용매는 아세토니트릴인 일반식(I)의 4-벤질피페리딘 유도체 및 이의 약제학적으로 허용되는 염의 제조방법.
- 제2항에 있어서, 산 가수분해는 알칸온에 용해한 염산으로 행해지는 일반식 (I)의 4-벤질피페리딘 유도체 및 이의 약제학적으로 허용되는 염의 제조방법.
- 제6항에 있어서, 알칸온은 최대로 4개의 탄소 수를 갖는 일반식(I)의 4-벤질피페리딘 유도체 및 이의 약제학적으로 허용되는 염의 제조방법.
- 제7항에 있어서, 알칸온은 아세톤인 일반식(I)의 4-벤질피페리딘 유도체 및 이의 약제학적으로 허용되는 염의 제조방법.
- 제2항에 있어서, 환원반응은 수소화알칼리 또는 수소화붕소알칼리로 행해지는 일반식(I)의 4-벤질피페리딘 유도체 및 이의 약제학적으로 허용되는 염의 제조방법.
- 제9항에 있어서, 수소화알칼리 또는 수소화 붕소알칼리는 수소화붕소나트륨인 일반식(I)의 4-벤질피페리딘 유도체 및 이와 약제학적으로 허용되는 염의 제조방법.
- 제2항에 있어서. 환원반응은 알칸을 매질에서 행해지는 일반식(I)의 4-벤질피페리딘 유도체 및 이의 약제학적으로 허용되는 염의 제조방법.
- 제11항에 있어서, 알칸올 매질은 기껏해야 4개의 탄소 수를 갖는 알칸올로 구성되는 일반식(I)의 4-벤질피페리딘 유도체 및 이의 약제학적으로 허용되는 염의 제조방법.
- 제12항에 있어서, 알칸올은 에탄올인 일반식(I)의 4-벤질피페리딘 유도체 및 이의 약제학적으로 허용되는 염의 제조방법.
- 약제학적으로 허용하는 캐리어 및/또는 보조재를 포함하여 적어도 하나의 청구범위 제1항의 화합물로 구성되는 약제 조성물.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| ES9201158A ES2043557B1 (es) | 1992-06-04 | 1992-06-04 | Procedimiento de obtencion de nuevos derivados de la 4-bencilpiperidina. |
| ES9201158 | 1993-05-03 | ||
| ES09300928A ES2060547B1 (es) | 1992-06-04 | 1993-05-03 | Mejoras en el objeto de la patente de invencion n/ 9201158 que se refiere a "procedimiento de obtencion de nuevos derivados de la 4-bencilpiperidina". |
| ES9300928 | 1993-05-03 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR940005572A true KR940005572A (ko) | 1994-03-21 |
| KR0128229B1 KR0128229B1 (ko) | 1998-04-02 |
Family
ID=26154629
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019930010133A KR0128229B1 (ko) | 1992-06-04 | 1993-06-04 | 4-벤질피페리딘 유도체 및 이의 약제학적으로 허용하는 염, 및 이들의 제조방법 |
Country Status (7)
| Country | Link |
|---|---|
| US (1) | US5395841A (ko) |
| EP (1) | EP0572952A1 (ko) |
| JP (1) | JP2610384B2 (ko) |
| KR (1) | KR0128229B1 (ko) |
| CA (1) | CA2096611C (ko) |
| ES (1) | ES2060547B1 (ko) |
| PH (1) | PH30422A (ko) |
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR20020079275A (ko) * | 2001-04-14 | 2002-10-19 | 김익홍 | 김치냉장고의 표준온도 보정방법 |
| KR20060024618A (ko) * | 2004-09-14 | 2006-03-17 | 위니아만도 주식회사 | 김치저장고의 김치맛 표시 방법 |
| KR100746072B1 (ko) * | 2000-12-29 | 2007-08-06 | 엘지전자 주식회사 | 김치 전용고의 숙성 제어장치 및 방법 |
Families Citing this family (18)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| ES2066721B1 (es) * | 1993-05-18 | 1996-02-16 | Ferrer Int | Nuevos compuestos derivados de la piridina 1,4-disustituida. |
| WO1995024390A1 (en) * | 1994-03-11 | 1995-09-14 | Smithkline Beecham Plc | Novel phenyl(-alkyl/alkoxy)-1-aminoalkyl-substituted piperidines and pyrrolidines as calcium channel antagonists |
| DE4410822A1 (de) * | 1994-03-24 | 1995-09-28 | Schering Ag | Neue Piperidin-Derivate |
| FR2722497B1 (fr) * | 1994-07-13 | 1996-08-14 | Synthelabo | Esters de alpha-4-chlorophenyl)-4-(4-fluorophenyl)methyl) piperidine-1-ethanol, leur preparation et leur application en therapeutique |
| FR2742051B1 (fr) * | 1995-12-06 | 1998-02-06 | Synthelabo | Utilisation de composes ayant une affinite pour le site de liaison du (3h)ifenprodil pour la fabrication de medicaments utiles dans la prevention et le traitement des neuropathies |
| ZA9610736B (en) * | 1995-12-22 | 1997-06-27 | Warner Lambert Co | 2-Substituted piperidine analogs and their use as subtypeselective nmda receptor antagonists |
| ZA9610745B (en) * | 1995-12-22 | 1997-06-24 | Warner Lambert Co | 4-Subsituted piperidine analogs and their use as subtype selective nmda receptor antagonists |
| ZA9610741B (en) | 1995-12-22 | 1997-06-24 | Warner Lambert Co | 4-Substituted piperidine analogs and their use as subtype selective nmda receptor antagonists |
| ZA9610738B (en) | 1995-12-22 | 1997-06-24 | Warner Lambert Co | Subtype selective nmda receptor ligands and the use thereof |
| GB0203778D0 (en) * | 2002-02-18 | 2002-04-03 | Glaxo Group Ltd | Compounds |
| EP1940389A2 (en) | 2005-10-21 | 2008-07-09 | Braincells, Inc. | Modulation of neurogenesis by pde inhibition |
| CA2625210A1 (en) | 2005-10-31 | 2007-05-10 | Braincells, Inc. | Gaba receptor mediated modulation of neurogenesis |
| US20100216734A1 (en) | 2006-03-08 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis by nootropic agents |
| MX2008014320A (es) | 2006-05-09 | 2009-03-25 | Braincells Inc | Neurogenesis mediada por el receptor de 5-hidroxitriptamina. |
| AU2007249399A1 (en) | 2006-05-09 | 2007-11-22 | Braincells, Inc. | Neurogenesis by modulating angiotensin |
| MX2009002496A (es) | 2006-09-08 | 2009-07-10 | Braincells Inc | Combinaciones que contienen un derivado de 4-acilaminopiridina. |
| US20100184806A1 (en) | 2006-09-19 | 2010-07-22 | Braincells, Inc. | Modulation of neurogenesis by ppar agents |
| US20100216805A1 (en) | 2009-02-25 | 2010-08-26 | Braincells, Inc. | Modulation of neurogenesis using d-cycloserine combinations |
Family Cites Families (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE3170628D1 (en) * | 1981-10-15 | 1985-06-27 | Synthelabo | Piperidine derivatives, their preparation and use in medicine |
| FR2534580A1 (fr) * | 1982-10-13 | 1984-04-20 | Synthelabo | Derives de phenyl-1 piperidino-2 propanol, leur preparation, et medicaments qui les contiennent |
| US4588728A (en) * | 1985-03-27 | 1986-05-13 | Burroughs Wellcome Co. | Treatment of drug induced psychosis |
| DK623586A (da) * | 1985-12-27 | 1987-06-28 | Eisai Co Ltd | Piperidinderivater eller salte deraf og farmaceutiske kompositioner indeholdende forbindelserne |
| US4709094A (en) * | 1986-07-10 | 1987-11-24 | State Of Oregon, Acting By And Through The Oregon State Board Of Higher Education, Acting For And On Behalf Of The Oregon Health Sciences University And The University Of Oregon | Sigma brain receptor ligands and their use |
| JP2660407B2 (ja) * | 1986-09-26 | 1997-10-08 | 住友製薬株式会社 | 新規なイミド誘導体 |
| KR910006138B1 (ko) * | 1986-09-30 | 1991-08-16 | 에자이 가부시끼가이샤 | 환상아민 유도체 |
| US4929734A (en) * | 1987-03-31 | 1990-05-29 | Warner-Lambert Company | Tetrahydropyridine oxime compounds |
| HU207310B (en) * | 1988-12-02 | 1993-03-29 | Pfizer | Process for producing aryl-piperidine derivatives |
| US4981870A (en) * | 1989-03-07 | 1991-01-01 | Pfizer Inc. | Use of 4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine derivatives in the treatment of psychosis, inflammation and as immunosuppressants |
| FI97540C (fi) * | 1989-11-06 | 1997-01-10 | Sanofi Sa | Menetelmä terapeuttisesti käyttökelpoisten, aromaattisesti substituoitujen piperidiini- ja piperatsiinijohdannaisten valmistamiseksi |
| JPH06509069A (ja) * | 1991-06-27 | 1994-10-13 | バージニア・コモンウェルス・ユニバーシティ | シグマレセプターリガンドおよびその用途 |
| FR2681319B1 (fr) * | 1991-09-12 | 1995-02-17 | Synthelabo | Derives de 1-(phenoxyalkyl)piperidine, leur preparation et leur application en therapeutique. |
-
1993
- 1993-05-03 ES ES09300928A patent/ES2060547B1/es not_active Expired - Fee Related
- 1993-05-19 CA CA002096611A patent/CA2096611C/en not_active Expired - Fee Related
- 1993-05-27 PH PH46253A patent/PH30422A/en unknown
- 1993-05-28 EP EP93108693A patent/EP0572952A1/en not_active Ceased
- 1993-06-03 JP JP5133582A patent/JP2610384B2/ja not_active Expired - Lifetime
- 1993-06-04 KR KR1019930010133A patent/KR0128229B1/ko not_active IP Right Cessation
- 1993-06-04 US US08/071,265 patent/US5395841A/en not_active Expired - Fee Related
Cited By (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| KR100746072B1 (ko) * | 2000-12-29 | 2007-08-06 | 엘지전자 주식회사 | 김치 전용고의 숙성 제어장치 및 방법 |
| KR20020079275A (ko) * | 2001-04-14 | 2002-10-19 | 김익홍 | 김치냉장고의 표준온도 보정방법 |
| KR20060024618A (ko) * | 2004-09-14 | 2006-03-17 | 위니아만도 주식회사 | 김치저장고의 김치맛 표시 방법 |
Also Published As
| Publication number | Publication date |
|---|---|
| JPH06172308A (ja) | 1994-06-21 |
| US5395841A (en) | 1995-03-07 |
| CA2096611A1 (en) | 1993-12-05 |
| KR0128229B1 (ko) | 1998-04-02 |
| CA2096611C (en) | 1998-05-19 |
| PH30422A (en) | 1997-05-09 |
| ES2060547A1 (es) | 1994-11-16 |
| EP0572952A1 (en) | 1993-12-08 |
| ES2060547B1 (es) | 1995-06-16 |
| JP2610384B2 (ja) | 1997-05-14 |
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