KR850003710A - n-프로판올 아민 에테르 유도체의 제조방법 - Google Patents
n-프로판올 아민 에테르 유도체의 제조방법 Download PDFInfo
- Publication number
- KR850003710A KR850003710A KR1019840007061A KR840007061A KR850003710A KR 850003710 A KR850003710 A KR 850003710A KR 1019840007061 A KR1019840007061 A KR 1019840007061A KR 840007061 A KR840007061 A KR 840007061A KR 850003710 A KR850003710 A KR 850003710A
- Authority
- KR
- South Korea
- Prior art keywords
- derivative
- isomer
- rotating
- addition salt
- formula
- Prior art date
Links
- 238000000034 method Methods 0.000 title claims 3
- -1 n-propanol amine ether derivative Chemical class 0.000 title 1
- 239000002253 acid Substances 0.000 claims 4
- 150000003839 salts Chemical class 0.000 claims 4
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 claims 2
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 claims 2
- 229910052783 alkali metal Chemical class 0.000 claims 2
- 150000001340 alkali metals Chemical class 0.000 claims 2
- 230000005494 condensation Effects 0.000 claims 2
- 238000009833 condensation Methods 0.000 claims 2
- GTWJETSWSUWSEJ-UHFFFAOYSA-N n-benzylaniline Chemical class C=1C=CC=CC=1CNC1=CC=CC=C1 GTWJETSWSUWSEJ-UHFFFAOYSA-N 0.000 claims 2
- YONLFQNRGZXBBF-ZIAGYGMSSA-N (2r,3r)-2,3-dibenzoyloxybutanedioic acid Chemical compound O([C@@H](C(=O)O)[C@@H](OC(=O)C=1C=CC=CC=1)C(O)=O)C(=O)C1=CC=CC=C1 YONLFQNRGZXBBF-ZIAGYGMSSA-N 0.000 claims 1
- WUGQZFFCHPXWKQ-UHFFFAOYSA-N Propanolamine Chemical class NCCCO WUGQZFFCHPXWKQ-UHFFFAOYSA-N 0.000 claims 1
- 239000004480 active ingredient Substances 0.000 claims 1
- 150000001875 compounds Chemical class 0.000 claims 1
- 230000003287 optical effect Effects 0.000 claims 1
- 239000008194 pharmaceutical composition Substances 0.000 claims 1
- 231100000614 poison Toxicity 0.000 claims 1
- 230000007096 poisonous effect Effects 0.000 claims 1
- 238000000638 solvent extraction Methods 0.000 claims 1
- 231100000331 toxic Toxicity 0.000 claims 1
- 230000002588 toxic effect Effects 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
- C07D207/09—Radicals substituted by nitrogen atoms, not forming part of a nitro radical
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/08—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms
- C07D295/084—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/088—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly bound oxygen or sulfur atoms with the ring nitrogen atoms and the oxygen or sulfur atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
-
- 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
- C07D295/00—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms
- C07D295/04—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms
- C07D295/12—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms
- C07D295/125—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings
- C07D295/13—Heterocyclic compounds containing polymethylene-imine rings with at least five ring members, 3-azabicyclo [3.2.2] nonane, piperazine, morpholine or thiomorpholine rings, having only hydrogen atoms directly attached to the ring carbon atoms with substituted hydrocarbon radicals attached to ring nitrogen atoms substituted by singly or doubly bound nitrogen atoms with the ring nitrogen atoms and the substituent nitrogen atoms attached to the same carbon chain, which is not interrupted by carbocyclic rings to an acyclic saturated chain
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- General Health & Medical Sciences (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)
- Chemical Kinetics & Catalysis (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pyrrole Compounds (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (4)
- 다음 구조식(Ⅱ)의 라세미화합물을 이의 분리된(광학적) 에난티오머로 분할하고; 이러한 에난티오머중의 하나를 다음 일반식(Ⅲ)의 S-(좌회전성(유도체로 전환시키고; 위의 S-유도체를 N-벤질아닐린 또는 이의 알칼리금속 유도체와 함께 축합반응시킨 다음; 생성된 R-이성체를 약제학적으로 무독한 이의산부가염으로 임의로 전환시킴을 특징으로 하여, 다음 구조식(Ⅰ)로 표시되는 R-(우회전성)이성체인 새로운 n-프로판올 아민유도체 및 이의 산부가염을 제조하는 방법:위의 식(Ⅲ)에서, LG는 이탈기를 나타낸다.
- 제1항에 있어서, 라세미 알코올을 분할하고; 이때 생성된 S-알코올을 이에 상응하는 S-술포네이트로 전환시키고; 위의 S-술포네이트를 N-벤질아닐린 또는 이의 알칼리금속 유도체와 함께 축합반응시킨 다음; 생성된 R-이성체를 약제학적으로 무독한 이의 산부가염으로 임의 로 전환시키는 방법.
- 제2항에 있어서, 알코올의 분할을 L-디벤조일타타르산을 이용하여 수행하는 방법.
- 활성성분으로서 상응하는 S-(좌회전성)이성체가 거의 없는 다음 구조식(Ⅰ)의 R-(우회전성)이성체 또는 이의 약제학적으로 무독한 산부가염을 함유한 약제학적 조성물.(Ⅰ)※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB83-30197 | 1983-11-11 | ||
| GB838330197A GB8330197D0 (en) | 1983-11-11 | 1983-11-11 | Ether of n-propanolamine derivative |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| KR850003710A true KR850003710A (ko) | 1985-06-26 |
Family
ID=10551651
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR1019840007061A KR850003710A (ko) | 1983-11-11 | 1984-11-10 | n-프로판올 아민 에테르 유도체의 제조방법 |
Country Status (13)
| Country | Link |
|---|---|
| EP (1) | EP0146155B1 (ko) |
| JP (2) | JPS60116678A (ko) |
| KR (1) | KR850003710A (ko) |
| AT (1) | ATE33389T1 (ko) |
| AU (1) | AU568694B2 (ko) |
| CA (1) | CA1233829A (ko) |
| DE (1) | DE3470312D1 (ko) |
| DK (1) | DK535684A (ko) |
| ES (1) | ES8607925A1 (ko) |
| FI (1) | FI844423L (ko) |
| GB (1) | GB8330197D0 (ko) |
| HU (1) | HU192501B (ko) |
| ZA (1) | ZA848634B (ko) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DK156396C (da) * | 1983-09-27 | 1990-01-08 | Cerm Cent Europ Rech Mauvernay | 2-(n-pyrrolidino)-3-isobutoxy-n-substituerede phenyl-n-benzyl-propylamin-forbindelser og farmaceutiske midler indeholdende disse |
| AU568704B2 (en) * | 1983-11-11 | 1988-01-07 | Akzo N.V. | Ether of n-propanolamine derivative |
| GB8330197D0 (en) * | 1983-11-11 | 1983-12-21 | Akzo Nv | Ether of n-propanolamine derivative |
| US4727072A (en) * | 1986-02-12 | 1988-02-23 | Mcneilab, Inc. | 3-alkoxy-2-aminopropylamines compositions and use as cardiovascular agents |
| US4888335A (en) * | 1988-07-25 | 1989-12-19 | Mcneilab, Inc. | 3-alkoxy-2-aminopropyl heterocyclic amines and their use as cardiovascular agents |
| US5185362A (en) * | 1988-09-14 | 1993-02-09 | Mcneilab, Inc. | Diphenylamine cardiovascular agents, compositions and use |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| BE795735A (fr) * | 1972-03-06 | 1973-06-18 | Cerm Cent Europ Rech Mauvernay | Nouvelles ethylenediamines substituees a activite cardiovasculaire |
| FR2378024A1 (fr) * | 1977-01-25 | 1978-08-18 | Cerm Cent Europ Rech Mauvernay | Nouvelle propylamine substituee, obtention et application |
| ATE32715T1 (de) * | 1981-12-28 | 1988-03-15 | Carter Wallace | Verfahren zur herstellung von b-((2methylpropoxy)-methyl>-n-phenyl-n-(phenylmethyl - 1-pyrrolidinethanamin. |
| GB8330197D0 (en) * | 1983-11-11 | 1983-12-21 | Akzo Nv | Ether of n-propanolamine derivative |
-
1983
- 1983-11-11 GB GB838330197A patent/GB8330197D0/en active Pending
-
1984
- 1984-11-01 EP EP84201573A patent/EP0146155B1/en not_active Expired
- 1984-11-01 DE DE8484201573T patent/DE3470312D1/de not_active Expired
- 1984-11-01 AT AT84201573T patent/ATE33389T1/de active
- 1984-11-05 ZA ZA848634A patent/ZA848634B/xx unknown
- 1984-11-08 ES ES537558A patent/ES8607925A1/es not_active Expired
- 1984-11-09 DK DK535684A patent/DK535684A/da not_active Application Discontinuation
- 1984-11-09 HU HU844185A patent/HU192501B/hu unknown
- 1984-11-09 FI FI844423A patent/FI844423L/fi not_active Application Discontinuation
- 1984-11-09 AU AU35274/84A patent/AU568694B2/en not_active Expired - Fee Related
- 1984-11-09 JP JP59236528A patent/JPS60116678A/ja active Pending
- 1984-11-09 CA CA000467455A patent/CA1233829A/en not_active Expired
- 1984-11-10 KR KR1019840007061A patent/KR850003710A/ko not_active Application Discontinuation
- 1984-11-10 JP JP59504381A patent/JPS61500437A/ja active Pending
Also Published As
| Publication number | Publication date |
|---|---|
| FI844423A0 (fi) | 1984-11-09 |
| DK535684A (da) | 1985-05-12 |
| ATE33389T1 (de) | 1988-04-15 |
| EP0146155B1 (en) | 1988-04-06 |
| AU3527484A (en) | 1985-05-16 |
| FI844423L (fi) | 1985-05-12 |
| JPS61500437A (ja) | 1986-03-13 |
| CA1233829A (en) | 1988-03-08 |
| HU192501B (en) | 1987-06-29 |
| ES8607925A1 (es) | 1986-06-01 |
| DE3470312D1 (de) | 1988-05-11 |
| HUT36468A (en) | 1985-09-30 |
| ES537558A0 (es) | 1986-06-01 |
| JPS60116678A (ja) | 1985-06-24 |
| ZA848634B (en) | 1985-06-26 |
| GB8330197D0 (en) | 1983-12-21 |
| DK535684D0 (da) | 1984-11-09 |
| EP0146155A1 (en) | 1985-06-26 |
| AU568694B2 (en) | 1988-01-07 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| WITB | Written withdrawal of application |