JPS6040423B2 - ユーフエニル―２，３，４，５―テトラヒドロ―１ｈ―３―ベンズアゼピン類 - Google Patents
ユーフエニル―２，３，４，５―テトラヒドロ―１ｈ―３―ベンズアゼピン類Info
- Publication number
- JPS6040423B2 JPS6040423B2 JP53004769A JP476978A JPS6040423B2 JP S6040423 B2 JPS6040423 B2 JP S6040423B2 JP 53004769 A JP53004769 A JP 53004769A JP 476978 A JP476978 A JP 476978A JP S6040423 B2 JPS6040423 B2 JP S6040423B2
- Authority
- JP
- Japan
- Prior art keywords
- formula
- compound
- acid
- item
- methylthio
- 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.)
- Expired
Links
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- 238000000034 method Methods 0.000 claims description 11
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- 229910052739 hydrogen Inorganic materials 0.000 claims description 10
- CPELXLSAUQHCOX-UHFFFAOYSA-N Hydrogen bromide Chemical class Br CPELXLSAUQHCOX-UHFFFAOYSA-N 0.000 claims description 8
- 231100000252 nontoxic Toxicity 0.000 claims description 8
- 230000003000 nontoxic effect Effects 0.000 claims description 8
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 7
- 125000004414 alkyl thio group Chemical group 0.000 claims description 6
- 125000002816 methylsulfanyl group Chemical group [H]C([H])([H])S[*] 0.000 claims description 6
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- 239000000126 substance Substances 0.000 claims 4
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- 150000002641 lithium Chemical class 0.000 description 1
- 239000007937 lozenge Substances 0.000 description 1
- VZCYOOQTPOCHFL-UPHRSURJSA-N maleic acid Chemical compound OC(=O)\C=C/C(O)=O VZCYOOQTPOCHFL-UPHRSURJSA-N 0.000 description 1
- 239000011976 maleic acid Substances 0.000 description 1
- 229940098779 methanesulfonic acid Drugs 0.000 description 1
- 229940102396 methyl bromide Drugs 0.000 description 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 description 1
- LVHBHZANLOWSRM-UHFFFAOYSA-N methylenebutanedioic acid Natural products OC(=O)CC(=C)C(O)=O LVHBHZANLOWSRM-UHFFFAOYSA-N 0.000 description 1
- 150000007522 mineralic acids Chemical class 0.000 description 1
- 230000004048 modification Effects 0.000 description 1
- 238000012986 modification Methods 0.000 description 1
- WQEPLUUGTLDZJY-UHFFFAOYSA-N n-Pentadecanoic acid Natural products CCCCCCCCCCCCCCC(O)=O WQEPLUUGTLDZJY-UHFFFAOYSA-N 0.000 description 1
- 239000002858 neurotransmitter agent Substances 0.000 description 1
- 229910017604 nitric acid Inorganic materials 0.000 description 1
- 239000003921 oil Substances 0.000 description 1
- 235000019198 oils Nutrition 0.000 description 1
- 150000007524 organic acids Chemical class 0.000 description 1
- 235000005985 organic acids Nutrition 0.000 description 1
- 235000006408 oxalic acid Nutrition 0.000 description 1
- DIVDFFZHCJEHGG-UHFFFAOYSA-N oxidopamine Chemical compound NCCC1=CC(O)=C(O)C=C1O DIVDFFZHCJEHGG-UHFFFAOYSA-N 0.000 description 1
- 239000000312 peanut oil Substances 0.000 description 1
- 239000001814 pectin Substances 0.000 description 1
- 235000010987 pectin Nutrition 0.000 description 1
- 229920001277 pectin Polymers 0.000 description 1
- 239000001267 polyvinylpyrrolidone Substances 0.000 description 1
- 229920000036 polyvinylpyrrolidone Polymers 0.000 description 1
- 235000013855 polyvinylpyrrolidone Nutrition 0.000 description 1
- 239000002244 precipitate Substances 0.000 description 1
- 238000002360 preparation method Methods 0.000 description 1
- 230000008569 process Effects 0.000 description 1
- 239000000047 product Substances 0.000 description 1
- 235000019260 propionic acid Nutrition 0.000 description 1
- IUVKMZGDUIUOCP-BTNSXGMBSA-N quinbolone Chemical compound O([C@H]1CC[C@H]2[C@H]3[C@@H]([C@]4(C=CC(=O)C=C4CC3)C)CC[C@@]21C)C1=CCCC1 IUVKMZGDUIUOCP-BTNSXGMBSA-N 0.000 description 1
- 239000000376 reactant Substances 0.000 description 1
- 239000011541 reaction mixture Substances 0.000 description 1
- 238000001953 recrystallisation Methods 0.000 description 1
- 230000009467 reduction Effects 0.000 description 1
- 238000011160 research Methods 0.000 description 1
- 238000005096 rolling process Methods 0.000 description 1
- 239000011780 sodium chloride Substances 0.000 description 1
- 238000001228 spectrum Methods 0.000 description 1
- 230000000638 stimulation Effects 0.000 description 1
- 125000001424 substituent group Chemical group 0.000 description 1
- 239000005720 sucrose Substances 0.000 description 1
- 229910052717 sulfur Inorganic materials 0.000 description 1
- 125000004434 sulfur atom Chemical group 0.000 description 1
- 208000024891 symptom Diseases 0.000 description 1
- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 235000012222 talc Nutrition 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- 125000001302 tertiary amino group Chemical group 0.000 description 1
- YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
- CGMFFOXAQVRUAZ-UHFFFAOYSA-N trifluoro-(trifluoromethyldisulfanyl)methane Chemical compound FC(F)(F)SSC(F)(F)F CGMFFOXAQVRUAZ-UHFFFAOYSA-N 0.000 description 1
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 1
- 239000001993 wax Substances 0.000 description 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D223/00—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom
- C07D223/14—Heterocyclic compounds containing seven-membered rings having one nitrogen atom as the only ring hetero atom condensed with carbocyclic rings or ring systems
- C07D223/16—Benzazepines; Hydrogenated benzazepines
-
- 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
-
- 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
- C07D303/00—Compounds containing three-membered rings having one oxygen atom as the only ring hetero atom
- C07D303/02—Compounds containing oxirane rings
- C07D303/04—Compounds containing oxirane rings containing only hydrogen and carbon atoms in addition to the ring oxygen atoms
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)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen- Or Sulfur-Containing Heterocyclic Ring Compounds With Rings Of Six Or More Members (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Other In-Based Heterocyclic Compounds (AREA)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US76050077A | 1977-01-19 | 1977-01-19 | |
| US760500 | 1985-07-31 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| JPS5390281A JPS5390281A (en) | 1978-08-08 |
| JPS6040423B2 true JPS6040423B2 (ja) | 1985-09-11 |
Family
ID=25059291
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| JP53004769A Expired JPS6040423B2 (ja) | 1977-01-19 | 1978-01-18 | ユーフエニル―２，３，４，５―テトラヒドロ―１ｈ―３―ベンズアゼピン類 |
Country Status (15)
Families Citing this family (5)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS5481290A (en) * | 1977-11-17 | 1979-06-28 | Smithkline Corp | Benzazepin compound |
| US4171359A (en) * | 1978-04-12 | 1979-10-16 | Smithkline Corporation | Benz-tetrasubstituted 1-phenyl-2,3,4,5-tetrahydro-1H-3-benzazepines |
| US4251525A (en) * | 1979-05-25 | 1981-02-17 | Smithkline Corporation | 3-Allyl-7,8-dihydroxy-6-halo-1-(4-hydroxyphenyl)-2,3,4,5-tetrahydro-1H-3-benzazepine derivatives |
| EP0022330B1 (en) * | 1979-07-10 | 1983-12-21 | Smithkline Beckman Corporation | Synergistic antihypertensive compositions |
| MXPA05012572A (es) * | 2003-05-22 | 2006-02-08 | Schering Corp | Derivado de 5-h-benzo[d]naft[2,1-b]azepina como antagonistas selectivos del receptor d1/d5 para el tratamiento de la obesidad y trastornos del sistema nervioso central. |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CH555831A (de) * | 1967-02-17 | 1974-11-15 | Scherico Ltd | Verfahren zur herstellung von neuen benzazepinen. |
| US3609139A (en) * | 1969-04-01 | 1971-09-28 | Sandoz Ag | Substituted dibenzdiazonines |
| US4011319A (en) * | 1975-07-02 | 1977-03-08 | Smithkline Corporation | Pharmaceutical compositions and methods involving benzazepine derivatives |
| GB1561305A (en) * | 1975-07-02 | 1980-02-20 | Smithkline Corp | Benzazepine derivatives and pharmeceutical compositions containing them |
-
1977
- 1977-12-14 ZA ZA00777444A patent/ZA777444B/xx unknown
-
1978
- 1978-01-10 GB GB953/78A patent/GB1597911A/en not_active Expired
- 1978-01-10 GB GB20952/80A patent/GB1597912A/en not_active Expired
- 1978-01-13 BE BE184290A patent/BE862878A/xx not_active IP Right Cessation
- 1978-01-13 FR FR7800998A patent/FR2378017A1/fr active Granted
- 1978-01-16 DK DK19978A patent/DK19978A/da not_active Application Discontinuation
- 1978-01-16 LU LU78873A patent/LU78873A1/xx unknown
- 1978-01-16 SE SE7800455A patent/SE437265B/sv not_active IP Right Cessation
- 1978-01-16 CA CA294,973A patent/CA1090334A/en not_active Expired
- 1978-01-16 AU AU32465/78A patent/AU510459B2/en not_active Expired
- 1978-01-18 HU HU78SI1612A patent/HU175836B/hu unknown
- 1978-01-18 NL NL7800637A patent/NL7800637A/xx not_active Application Discontinuation
- 1978-01-18 IE IE111/78A patent/IE46761B1/en unknown
- 1978-01-18 JP JP53004769A patent/JPS6040423B2/ja not_active Expired
- 1978-01-18 CH CH52578A patent/CH642634A5/de not_active IP Right Cessation
- 1978-01-18 DE DE19782802086 patent/DE2802086A1/de not_active Withdrawn
- 1978-06-02 FR FR7816583A patent/FR2384759A1/fr active Granted
-
1982
- 1982-06-09 CH CH357382A patent/CH640228A5/de not_active IP Right Cessation
Also Published As
| Publication number | Publication date |
|---|---|
| DK19978A (da) | 1978-07-20 |
| AU3246578A (en) | 1979-07-26 |
| DE2802086A1 (de) | 1978-07-20 |
| GB1597911A (en) | 1981-09-16 |
| CA1090334A (en) | 1980-11-25 |
| NL7800637A (nl) | 1978-07-21 |
| FR2384759A1 (fr) | 1978-10-20 |
| FR2378017A1 (fr) | 1978-08-18 |
| SE7800455L (sv) | 1978-07-20 |
| ZA777444B (en) | 1978-10-25 |
| GB1597912A (en) | 1981-09-16 |
| AU510459B2 (en) | 1980-06-26 |
| FR2378017B1 (enrdf_load_html_response) | 1981-07-10 |
| LU78873A1 (fr) | 1978-06-09 |
| CH640228A5 (en) | 1983-12-30 |
| IE46761B1 (en) | 1983-09-21 |
| HU175836B (hu) | 1980-10-28 |
| FR2384759B1 (enrdf_load_html_response) | 1980-07-18 |
| IE780111L (en) | 1978-07-19 |
| BE862878A (fr) | 1978-07-13 |
| JPS5390281A (en) | 1978-08-08 |
| CH642634A5 (en) | 1984-04-30 |
| SE437265B (sv) | 1985-02-18 |
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