KR830007571A - 8-아릴알킬-3-페닐-3-노르트로판올의 제조방법 - Google Patents
8-아릴알킬-3-페닐-3-노르트로판올의 제조방법 Download PDFInfo
- Publication number
- KR830007571A KR830007571A KR1019810004732A KR810004732A KR830007571A KR 830007571 A KR830007571 A KR 830007571A KR 1019810004732 A KR1019810004732 A KR 1019810004732A KR 810004732 A KR810004732 A KR 810004732A KR 830007571 A KR830007571 A KR 830007571A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- phenyl
- nortropanol
- arylalkyl
- compound
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 4
- 238000006243 chemical reaction Methods 0.000 claims 4
- 150000001875 compounds Chemical class 0.000 claims 3
- 229910052731 fluorine Inorganic materials 0.000 claims 3
- 239000011737 fluorine Substances 0.000 claims 3
- 239000002253 acid Substances 0.000 claims 2
- 229910052801 chlorine Inorganic materials 0.000 claims 2
- 239000000460 chlorine Substances 0.000 claims 2
- 150000002431 hydrogen Chemical class 0.000 claims 2
- 229910052739 hydrogen Inorganic materials 0.000 claims 2
- 239000001257 hydrogen Substances 0.000 claims 2
- 229910052744 lithium Inorganic materials 0.000 claims 2
- 125000001255 4-fluorophenyl group Chemical group [H]C1=C([H])C(*)=C([H])C([H])=C1F 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical compound [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical compound FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- WHXSMMKQMYFTQS-UHFFFAOYSA-N Lithium Chemical compound [Li] WHXSMMKQMYFTQS-UHFFFAOYSA-N 0.000 claims 1
- 229940100198 alkylating agent Drugs 0.000 claims 1
- 239000002168 alkylating agent Substances 0.000 claims 1
- 239000011230 binding agent Substances 0.000 claims 1
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Substances BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 claims 1
- 229910052794 bromium Inorganic materials 0.000 claims 1
- 125000001153 fluoro group Chemical group F* 0.000 claims 1
- 229910052736 halogen Inorganic materials 0.000 claims 1
- 150000002367 halogens Chemical group 0.000 claims 1
- 239000012442 inert solvent Substances 0.000 claims 1
- -1 lithium phenyl compound Chemical class 0.000 claims 1
- 238000004519 manufacturing process Methods 0.000 claims 1
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 150000003839 salts Chemical class 0.000 claims 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- 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
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D451/00—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof
- C07D451/02—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof
- C07D451/04—Heterocyclic compounds containing 8-azabicyclo [3.2.1] octane, 9-azabicyclo [3.3.1] nonane, or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane or granatane alkaloids, scopolamine; Cyclic acetals thereof containing not further condensed 8-azabicyclo [3.2.1] octane or 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring systems, e.g. tropane; Cyclic acetals thereof with hetero atoms directly attached in position 3 of the 8-azabicyclo [3.2.1] octane or in position 7 of the 3-oxa-9-azatricyclo [3.3.1.0<2,4>] nonane ring system
- C07D451/06—Oxygen atoms
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Diabetes (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Engineering & Computer Science (AREA)
- Animal Behavior & Ethology (AREA)
- Endocrinology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Plural Heterocyclic Compounds (AREA)
- Hydrogenated Pyridines (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (4)
- a) 다음 일반식(Ⅱ)의 3-페닐-3-노르트로판올을 다음 일반식(Ⅲ)의 알킬화제와 반응시키거나b) X가또는 -S-인 일반식(Ⅰ)의 화합물을 제조하기 위해, 다음 일반식(Ⅳ)의 8-아릴알킬-노르트로핀-3-온을 다음 일반식(Ⅴ)의 리튬페닐화합물과 반응시키거나c) X가F이고 R이 4위치의 불소인 일반식(Ⅰ)의 화합물을 제조하기 위해 다음 일반식(Ⅵ)의 8-아로일프로필-노르트로핀-3-온을 적어도 2몰의 4-플루오로페닐-리튬과 반응시키거나d) X가 CO인 일반식(Ⅰ)의 화합물을 제조하기 위해, 다음 일반식(Ⅶ)의 8-아릴알킬-3-페닐-3-노르트로판올을 희산과 반응시킴을 특징으로 하여 다음 일반식(Ⅰ)의 8-아릴알킬-3-페닐-3-노르트로판올 및 이의 산부가염을 제조하는 방법.상기 일반식에서Ar은R1수소, 불소, 브롬, 메틸 또는 메톡시이고X는-O-, S- 또는 -NH- 그룹이고,R은 수소, 4-플루오린, 4-클로린, 4-트리풀루오로메틸, 3-트리풀루오로메틸, 3-트리플루오로메틸-4-클로린, 4-메틸 또는 4-메톡시이고,Y는 할로겐 또는 알킬벤젠설포닐옥시이고,X´는, -0- 또는 -S- 이다.
- 제1항에 있어서, 반응 a) 및 b)를 산결합체 존재하에 수행하는 방법.
- 제1 및 또는 2항에 있어서, 반응 a)를 50°내지 150℃에서 수행하고 반응 b) 및 c)를 -40°내지 -15℃에서 수행하는 방법.
- 제1 내지 3항중 하나에 있어서, 반응을 불활성용매에서 수행하는 방법.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
DE3045688.3 | 1980-12-04 | ||
DE19803045688 DE3045688A1 (de) | 1980-12-04 | 1980-12-04 | Neue 8-arylalkyl-3-phenyl-3-nortropanole, deren saeureadditionssalze, diese enthaltende arzneimittel und verfahren zu ihrer herstellung |
Publications (1)
Publication Number | Publication Date |
---|---|
KR830007571A true KR830007571A (ko) | 1983-10-21 |
Family
ID=6118272
Family Applications (1)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
KR1019810004732A KR830007571A (ko) | 1980-12-04 | 1981-12-04 | 8-아릴알킬-3-페닐-3-노르트로판올의 제조방법 |
Country Status (22)
Country | Link |
---|---|
US (1) | US4393069A (ko) |
EP (1) | EP0053744A1 (ko) |
JP (1) | JPS57120588A (ko) |
KR (1) | KR830007571A (ko) |
AR (1) | AR227450A1 (ko) |
AU (1) | AU7822281A (ko) |
CA (1) | CA1143734A (ko) |
CS (1) | CS228526B2 (ko) |
DE (1) | DE3045688A1 (ko) |
DK (1) | DK536381A (ko) |
ES (1) | ES8301980A1 (ko) |
FI (1) | FI813862L (ko) |
GB (1) | GB2088869B (ko) |
GR (1) | GR77312B (ko) |
HU (1) | HU185157B (ko) |
IL (1) | IL64444A (ko) |
NO (1) | NO814136L (ko) |
NZ (1) | NZ199162A (ko) |
PH (1) | PH17180A (ko) |
PT (1) | PT74080B (ko) |
SU (1) | SU1042617A3 (ko) |
ZA (1) | ZA818371B (ko) |
Families Citing this family (21)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
ZA848275B (en) * | 1983-12-28 | 1985-08-28 | Degussa | New piridine-2-ethers or pyridine-2-thioethers having a nitrogen-containing cycloaliphatic ring |
US5272160A (en) * | 1989-05-17 | 1993-12-21 | Pfizer Inc | 2-piperidino-1-alkanol derivatives as antiischemic agents |
WO1990014087A1 (en) * | 1989-05-17 | 1990-11-29 | Pfizer Inc. | 2-piperidino-1-alkanol derivatives as antiischemic agents |
EP0398578B1 (en) * | 1989-05-17 | 1997-03-12 | Pfizer Inc. | 2-piperidino-1-alkanol derivatives as antiischemic agents |
ATE192149T1 (de) * | 1990-05-10 | 2000-05-15 | Pfizer | Neuroprotective indolone und verwandte derivate |
US5340936A (en) * | 1991-02-04 | 1994-08-23 | Hoechst-Roussel Pharmaceuticals Inc. | 8-azabicyclo[3.2.1]octane methanone and corresponding oximes |
HUT65836A (en) * | 1991-04-18 | 1994-07-28 | Pfizer | Process for producing phenol-esters of 1-(hydroxy-phenyl)-2-piperidino-1-alkanol derivatives and pharmaceutical compositions containing them |
US5710168A (en) * | 1991-10-23 | 1998-01-20 | Pfizer Inc. | 2-piperidino-1-alkanol derivatives as neuroprotective agents |
US5527912A (en) * | 1991-10-23 | 1996-06-18 | Pfizer Inc. | Intermediates for 2-piperidino-1-alkanol derivatives |
US5436255A (en) * | 1992-07-23 | 1995-07-25 | Pfizer Inc. | Method of treating diseases susceptable to treatment by blocking NMDA-receptors |
US5770180A (en) * | 1992-08-24 | 1998-06-23 | Organix, Inc. | Bridge-substituted tropanes for methods of imaging and therapy |
US5506359A (en) * | 1992-08-24 | 1996-04-09 | President And Fellows Of Harvard College | Cocaine analogues and their use as cocaine drug therapies and therapeutic and imaging agents for neurodegenerative disorders |
US5498610A (en) * | 1992-11-06 | 1996-03-12 | Pfizer Inc. | Neuroprotective indolone and related derivatives |
AU684568B2 (en) * | 1994-01-31 | 1997-12-18 | Pfizer Inc. | Neuroprotective chroman compounds |
GB9510459D0 (en) | 1995-05-24 | 1995-07-19 | Zeneca Ltd | Bicyclic amines |
ES2218676T3 (es) * | 1996-05-13 | 2004-11-16 | Syngenta Limited | Aminas biciclicas como insecticidas. |
GB9623944D0 (en) * | 1996-11-15 | 1997-01-08 | Zeneca Ltd | Bicyclic amine derivatives |
GB9624114D0 (en) * | 1996-11-20 | 1997-01-08 | Zeneca Ltd | Pesticidal bicyclic amine derivatives |
EP0944627B1 (en) | 1996-11-26 | 2004-02-18 | Syngenta Limited | 8-azabicyclo 3.2.1]octane-, 8-azabicyclo 3.2.1]oct-6-ene-, 9-azabicyclo 3.3.1]nonane-, 9-aza-3-oxabicyclo 3.3.1]nonane- and 9-aza-3-thiabicyclo 3.3.1]nonane derivatives, their preparation and their use as insecticides |
GB9624611D0 (en) * | 1996-11-26 | 1997-01-15 | Zeneca Ltd | Bicyclic amine compounds |
WO2002066469A2 (en) * | 2001-02-16 | 2002-08-29 | Aventis Pharmaceuticals Inc. | Novel heterocyclic amide derivatives and their use as dopamine d3 receptor ligands |
Family Cites Families (6)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US2921938A (en) * | 1960-01-19 | Certain | ||
FR837273A (fr) | 1938-04-29 | 1939-02-07 | Blindage de guerre | |
GB644115A (en) * | 1948-02-25 | 1950-10-04 | Wellcome Found | Improvements in and relating to the preparation of new derivatives of tropine |
BE639446A (ko) * | 1962-11-03 | |||
US3452029A (en) * | 1966-11-21 | 1969-06-24 | American Home Prod | 3-alpha-phenylbenzyloxy - 8 - substituted nortropanes and their substitutents |
US3657252A (en) * | 1968-10-25 | 1972-04-18 | Smith Kline French Lab | 3-phenyl - 8-benzofuranylalkyl derivatives of nortropine and notropidine |
-
1980
- 1980-12-04 DE DE19803045688 patent/DE3045688A1/de not_active Withdrawn
-
1981
- 1981-11-19 EP EP81109767A patent/EP0053744A1/de not_active Ceased
- 1981-11-24 SU SU813355198A patent/SU1042617A3/ru active
- 1981-11-25 US US06/324,680 patent/US4393069A/en not_active Expired - Fee Related
- 1981-12-01 CS CS818894A patent/CS228526B2/cs unknown
- 1981-12-02 FI FI813862A patent/FI813862L/fi not_active Application Discontinuation
- 1981-12-02 AR AR287672A patent/AR227450A1/es active
- 1981-12-02 GR GR66672A patent/GR77312B/el unknown
- 1981-12-03 IL IL64444A patent/IL64444A/xx unknown
- 1981-12-03 ES ES507667A patent/ES8301980A1/es not_active Expired
- 1981-12-03 ZA ZA818371A patent/ZA818371B/xx unknown
- 1981-12-03 JP JP56195082A patent/JPS57120588A/ja active Pending
- 1981-12-03 NZ NZ199162A patent/NZ199162A/en unknown
- 1981-12-03 AU AU78222/81A patent/AU7822281A/en not_active Abandoned
- 1981-12-03 NO NO814136A patent/NO814136L/no unknown
- 1981-12-03 DK DK536381A patent/DK536381A/da not_active Application Discontinuation
- 1981-12-03 CA CA000391426A patent/CA1143734A/en not_active Expired
- 1981-12-03 GB GB8136493A patent/GB2088869B/en not_active Expired
- 1981-12-03 PT PT74080A patent/PT74080B/pt unknown
- 1981-12-03 HU HU813639A patent/HU185157B/hu unknown
- 1981-12-04 PH PH26572A patent/PH17180A/en unknown
- 1981-12-04 KR KR1019810004732A patent/KR830007571A/ko unknown
Also Published As
Publication number | Publication date |
---|---|
GB2088869A (en) | 1982-06-16 |
NO814136L (no) | 1982-06-07 |
NZ199162A (en) | 1984-11-09 |
FI813862L (fi) | 1982-06-05 |
HU185157B (en) | 1984-12-28 |
DE3045688A1 (de) | 1982-07-08 |
GB2088869B (en) | 1984-07-18 |
CA1143734A (en) | 1983-03-29 |
IL64444A0 (en) | 1982-03-31 |
PT74080A (de) | 1982-01-01 |
PH17180A (en) | 1984-06-13 |
CS228526B2 (en) | 1984-05-14 |
US4393069A (en) | 1983-07-12 |
ES507667A0 (es) | 1983-01-01 |
IL64444A (en) | 1985-02-28 |
GR77312B (ko) | 1984-09-11 |
AR227450A1 (es) | 1982-10-29 |
EP0053744A1 (de) | 1982-06-16 |
ZA818371B (en) | 1983-08-31 |
JPS57120588A (en) | 1982-07-27 |
SU1042617A3 (ru) | 1983-09-15 |
DK536381A (da) | 1982-06-05 |
PT74080B (de) | 1983-12-19 |
ES8301980A1 (es) | 1983-01-01 |
AU7822281A (en) | 1982-06-10 |
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