KR830009057A - 5-(아미노알킬)-11-페닐-5H-디벤조[b, e][1, 4]디아제핀의 제조방법 - Google Patents
5-(아미노알킬)-11-페닐-5H-디벤조[b, e][1, 4]디아제핀의 제조방법 Download PDFInfo
- Publication number
- KR830009057A KR830009057A KR1019820000419A KR820000419A KR830009057A KR 830009057 A KR830009057 A KR 830009057A KR 1019820000419 A KR1019820000419 A KR 1019820000419A KR 820000419 A KR820000419 A KR 820000419A KR 830009057 A KR830009057 A KR 830009057A
- Authority
- KR
- South Korea
- Prior art keywords
- formula
- compound
- diazepine
- dibenzo
- phenyl
- Prior art date
Links
- 125000004103 aminoalkyl group Chemical group 0.000 title 1
- 150000001875 compounds Chemical class 0.000 claims 7
- 239000001257 hydrogen Substances 0.000 claims 5
- 229910052739 hydrogen Inorganic materials 0.000 claims 5
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims 3
- RUKISNQKOIKZGT-UHFFFAOYSA-N 2-nitrodiphenylamine Chemical compound [O-][N+](=O)C1=CC=CC=C1NC1=CC=CC=C1 RUKISNQKOIKZGT-UHFFFAOYSA-N 0.000 claims 2
- -1 3-phthalimidopropyl Chemical group 0.000 claims 2
- OAKJQQAXSVQMHS-UHFFFAOYSA-N Hydrazine Chemical compound NN OAKJQQAXSVQMHS-UHFFFAOYSA-N 0.000 claims 2
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 2
- 125000001436 propyl group Chemical group [H]C([*])([H])C([H])([H])C([H])([H])[H] 0.000 claims 2
- LRANPJDWHYRCER-UHFFFAOYSA-N 1,2-diazepine Chemical compound N1C=CC=CC=N1 LRANPJDWHYRCER-UHFFFAOYSA-N 0.000 claims 1
- POXWDTQUDZUOGP-UHFFFAOYSA-N 1h-1,4-diazepine Chemical compound N1C=CC=NC=C1 POXWDTQUDZUOGP-UHFFFAOYSA-N 0.000 claims 1
- PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 claims 1
- WKBOTKDWSSQWDR-UHFFFAOYSA-N Bromine atom Chemical group [Br] WKBOTKDWSSQWDR-UHFFFAOYSA-N 0.000 claims 1
- ZAMOUSCENKQFHK-UHFFFAOYSA-N Chlorine atom Chemical group [Cl] ZAMOUSCENKQFHK-UHFFFAOYSA-N 0.000 claims 1
- PXGOKWXKJXAPGV-UHFFFAOYSA-N Fluorine Chemical group FF PXGOKWXKJXAPGV-UHFFFAOYSA-N 0.000 claims 1
- PASDCCFISLVPSO-UHFFFAOYSA-N benzoyl chloride Chemical compound ClC(=O)C1=CC=CC=C1 PASDCCFISLVPSO-UHFFFAOYSA-N 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 Chemical group 0.000 claims 1
- 229910052731 fluorine Chemical group 0.000 claims 1
- 239000011737 fluorine Chemical group 0.000 claims 1
- 150000002431 hydrogen Chemical group 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000005544 phthalimido group Chemical group 0.000 claims 1
- WGYKZJWCGVVSQN-UHFFFAOYSA-N propylamine Chemical group CCCN WGYKZJWCGVVSQN-UHFFFAOYSA-N 0.000 claims 1
- 238000006722 reduction reaction Methods 0.000 claims 1
- 238000005932 reductive alkylation reaction Methods 0.000 claims 1
Classifications
-
- 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
-
- 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
- A61P25/24—Antidepressants
-
- 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
- A61P25/26—Psychostimulants, e.g. nicotine, ***e
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D243/00—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms
- C07D243/06—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4
- C07D243/10—Heterocyclic compounds containing seven-membered rings having two nitrogen atoms as the only ring hetero atoms having the nitrogen atoms in positions 1 and 4 condensed with carbocyclic rings or ring systems
- C07D243/38—[b, e]- or [b, f]-condensed with six-membered rings
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Neurosurgery (AREA)
- Life Sciences & Earth Sciences (AREA)
- Neurology (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Engineering & Computer Science (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Psychiatry (AREA)
- Pharmacology & Pharmacy (AREA)
- Biomedical Technology (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Pain & Pain Management (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Indole Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Plural Heterocyclic Compounds (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
Abstract
내용 없음
Description
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음
Claims (1)
- a) O-니트로디페닐아민을 3-(1-프탈이미도)-1-클로로프로판 용액으로 환원적으로 알킬화시켜 일반식(II)의 N-3-(1-프탈이미도)프로필-O-니트로디페닐아민을 수득하고b) 상기에서 수득한 일반식(II)의 화합물을 환원시켜 일반식(III)의 N-[3-(1-프탈이미도)프로필]-O-아미노디페닐아민을 수득하고c) 상기에서 수득한 일반식(III)의 화합물을 일반식(IV)의 벤조일클로라이드와 반응시켜 일반식(V)의 N-[3-(프탈이미도)프로필]-O-벤즈아미도디페닐아민을 수득하고d) 상기에서 수득한 일반식(V)의 화합물을 시클로디하이드레이트시켜 일반식(VI)의 5-(3-프탈이미도프로필)-11-페닐-5H-디벤조[b,e][1,4]디아제핀을 수득하고e) 상기에서 수득한 화합물(VI)의 화합물을 히드라진과 반응시켜 R1및 R2가 모두 수소인 일반식(VII)의 5-(3-아미노프로필)-1-페닐-5H-디벤조[b,e][1,4]디아제핀을 수득하고f) 임의로 상기에서 수득된 일반식(VII)의 화합물을 (a) 트리에틸로토포르메이트 (b) NaBH4와 반응시켜 R1은 수소이고 R2는 메틸인 일반식(VIII)의 N-메틸-11-페닐-5H-디벤조[b,e][1,4]디아제핀-5-프로판아미드를 수득하는 것을 특징으로하여 일반식(I)의 화합물 및약리학적으로 무독한 그의 산부가염을 제조하는 방법상기식에서, X는 수소, 염소, 브롬 또는 불소이고, R1및 R2는 모두 수소이거나 그하나가 메틸인 경우 다른 하나는 수소이다.※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.
Applications Claiming Priority (3)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US30507681A | 1981-09-24 | 1981-09-24 | |
| US30576 | 1981-09-24 | ||
| US305076 | 1981-09-24 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| KR830009057A true KR830009057A (ko) | 1983-12-17 |
| KR880001866B1 KR880001866B1 (ko) | 1988-09-23 |
Family
ID=23179221
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| KR8200419A KR880001866B1 (ko) | 1981-09-24 | 1982-02-02 | 5- (아미노알킬)-11-페닐 -5H-디벤조[b,e][1,4] 디아제핀의 제조방법 |
Country Status (31)
| Country | Link |
|---|---|
| JP (1) | JPS5865280A (ko) |
| KR (1) | KR880001866B1 (ko) |
| AT (1) | AT383121B (ko) |
| AU (2) | AU549806B2 (ko) |
| BE (1) | BE891535A (ko) |
| CA (1) | CA1199325A (ko) |
| CH (2) | CH651028A5 (ko) |
| DE (1) | DE3149923A1 (ko) |
| DK (1) | DK531281A (ko) |
| ES (1) | ES8207157A1 (ko) |
| FI (1) | FI813975L (ko) |
| FR (1) | FR2513249B1 (ko) |
| GB (1) | GB2106894B (ko) |
| GR (1) | GR75123B (ko) |
| HK (1) | HK85785A (ko) |
| HU (1) | HU187394B (ko) |
| IE (1) | IE51880B1 (ko) |
| IL (1) | IL64257A (ko) |
| IN (1) | IN155657B (ko) |
| IT (1) | IT1146729B (ko) |
| LU (1) | LU83798A1 (ko) |
| NL (1) | NL8105892A (ko) |
| NO (1) | NO813838L (ko) |
| NZ (1) | NZ198986A (ko) |
| PH (1) | PH16696A (ko) |
| PL (1) | PL234420A1 (ko) |
| PT (1) | PT74285B (ko) |
| SE (1) | SE448453B (ko) |
| SG (1) | SG65485G (ko) |
| YU (1) | YU43070B (ko) |
| ZA (1) | ZA818481B (ko) |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB907646A (en) * | 1959-01-23 | 1962-10-10 | Wander S A A | Method of production of new derivatives of diazepin |
| AT228215B (de) * | 1959-01-23 | 1963-07-10 | Wander Ag Dr A | Verfahren zur Herstellung von neuen Diazepin-Derivaten |
| NL256051A (ko) * | 1959-09-22 | |||
| AT226721B (de) * | 1959-09-22 | 1963-04-10 | Wander Ag Dr A | Verfahren zur Herstellung von neuen, 5-substituierten Diazepinen |
-
1981
- 1981-11-06 SE SE8106594A patent/SE448453B/sv not_active IP Right Cessation
- 1981-11-10 IL IL64257A patent/IL64257A/xx unknown
- 1981-11-12 NO NO813838A patent/NO813838L/no unknown
- 1981-11-13 IN IN1260/CAL/81A patent/IN155657B/en unknown
- 1981-11-16 GB GB08134501A patent/GB2106894B/en not_active Expired
- 1981-11-17 GR GR66552A patent/GR75123B/el unknown
- 1981-11-17 NZ NZ198986A patent/NZ198986A/en unknown
- 1981-11-25 IE IE2770/81A patent/IE51880B1/en unknown
- 1981-11-25 PH PH26538A patent/PH16696A/en unknown
- 1981-11-27 LU LU83798A patent/LU83798A1/fr unknown
- 1981-11-27 CH CH7633/81A patent/CH651028A5/fr not_active IP Right Cessation
- 1981-11-27 FR FR8122288A patent/FR2513249B1/fr not_active Expired
- 1981-11-27 CH CH65/85A patent/CH657126A5/fr not_active IP Right Cessation
- 1981-11-30 DK DK531281A patent/DK531281A/da not_active Application Discontinuation
- 1981-12-07 ZA ZA818481A patent/ZA818481B/xx unknown
- 1981-12-09 AT AT0526981A patent/AT383121B/de not_active IP Right Cessation
- 1981-12-10 FI FI813975A patent/FI813975L/fi not_active Application Discontinuation
- 1981-12-10 IT IT68607/81A patent/IT1146729B/it active
- 1981-12-15 HU HU813778A patent/HU187394B/hu not_active IP Right Cessation
- 1981-12-15 AU AU78513/81A patent/AU549806B2/en not_active Ceased
- 1981-12-15 ES ES507970A patent/ES8207157A1/es not_active Expired
- 1981-12-16 DE DE19813149923 patent/DE3149923A1/de not_active Ceased
- 1981-12-18 BE BE0/206880A patent/BE891535A/fr not_active IP Right Cessation
- 1981-12-23 PL PL23442081A patent/PL234420A1/xx unknown
- 1981-12-29 NL NL8105892A patent/NL8105892A/nl not_active Application Discontinuation
- 1981-12-29 JP JP56215952A patent/JPS5865280A/ja active Granted
-
1982
- 1982-01-14 CA CA000394124A patent/CA1199325A/en not_active Expired
- 1982-01-15 PT PT74285A patent/PT74285B/pt unknown
- 1982-02-02 KR KR8200419A patent/KR880001866B1/ko active
- 1982-03-23 YU YU624/82A patent/YU43070B/xx unknown
-
1985
- 1985-09-09 SG SG654/85A patent/SG65485G/en unknown
- 1985-10-18 AU AU48905/85A patent/AU576010B2/en not_active Ceased
- 1985-10-31 HK HK857/85A patent/HK85785A/xx unknown
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