DK142359B - Analogifremgangsmåde til fremstilling af 7-amino-6,7-dihydro-5H-benzocyclohepten eller farmaceutisk acceptable additionssalte deraf. - Google Patents
Analogifremgangsmåde til fremstilling af 7-amino-6,7-dihydro-5H-benzocyclohepten eller farmaceutisk acceptable additionssalte deraf. Download PDFInfo
- Publication number
- DK142359B DK142359B DK338476AA DK338476A DK142359B DK 142359 B DK142359 B DK 142359B DK 338476A A DK338476A A DK 338476AA DK 338476 A DK338476 A DK 338476A DK 142359 B DK142359 B DK 142359B
- Authority
- DK
- Denmark
- Prior art keywords
- amino
- dihydro
- benzocyclohepten
- compound
- acid
- Prior art date
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- 150000003839 salts Chemical class 0.000 title description 7
- 238000000034 method Methods 0.000 title description 6
- UIJUEIRTWJCHCS-UHFFFAOYSA-N 8,9-dihydro-7h-benzo[7]annulen-7-amine Chemical compound C1=CC(N)CCC2=CC=CC=C21 UIJUEIRTWJCHCS-UHFFFAOYSA-N 0.000 title description 5
- 238000002360 preparation method Methods 0.000 title description 5
- 150000001875 compounds Chemical class 0.000 description 20
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 14
- VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 13
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 description 12
- 230000000694 effects Effects 0.000 description 9
- LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 7
- QZAYGJVTTNCVMB-UHFFFAOYSA-N serotonin Chemical compound C1=C(O)C=C2C(CCN)=CNC2=C1 QZAYGJVTTNCVMB-UHFFFAOYSA-N 0.000 description 7
- QAOWNCQODCNURD-UHFFFAOYSA-N Sulfuric acid Chemical compound OS(O)(=O)=O QAOWNCQODCNURD-UHFFFAOYSA-N 0.000 description 6
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 6
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 description 6
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- 241000699670 Mus sp. Species 0.000 description 4
- 239000002253 acid Substances 0.000 description 4
- WGQKYBSKWIADBV-UHFFFAOYSA-N benzylamine Chemical compound NCC1=CC=CC=C1 WGQKYBSKWIADBV-UHFFFAOYSA-N 0.000 description 4
- 238000007912 intraperitoneal administration Methods 0.000 description 4
- 238000012360 testing method Methods 0.000 description 4
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- MUBZPKHOEPUJKR-UHFFFAOYSA-N Oxalic acid Chemical compound OC(=O)C(O)=O MUBZPKHOEPUJKR-UHFFFAOYSA-N 0.000 description 3
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- JTNCEQNHURODLX-UHFFFAOYSA-N 2-phenylethanimidamide Chemical compound NC(=N)CC1=CC=CC=C1 JTNCEQNHURODLX-UHFFFAOYSA-N 0.000 description 1
- BMYNFMYTOJXKLE-UHFFFAOYSA-N 3-azaniumyl-2-hydroxypropanoate Chemical compound NCC(O)C(O)=O BMYNFMYTOJXKLE-UHFFFAOYSA-N 0.000 description 1
- OSWFIVFLDKOXQC-UHFFFAOYSA-N 4-(3-methoxyphenyl)aniline Chemical compound COC1=CC=CC(C=2C=CC(N)=CC=2)=C1 OSWFIVFLDKOXQC-UHFFFAOYSA-N 0.000 description 1
- ZWFPQWCYTZKEBF-UHFFFAOYSA-N 7-(benzylamino)-6,7,8,9-tetrahydrobenzo[7]annulen-5-one Chemical compound C1CC2=CC=CC=C2C(=O)CC1NCC1=CC=CC=C1 ZWFPQWCYTZKEBF-UHFFFAOYSA-N 0.000 description 1
- JNRKVVIKJKHAJM-UHFFFAOYSA-N 8,9-dihydrobenzo[7]annulen-5-one Chemical compound O=C1C=CCCC2=CC=CC=C12 JNRKVVIKJKHAJM-UHFFFAOYSA-N 0.000 description 1
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- XDTMQSROBMDMFD-UHFFFAOYSA-N Cyclohexane Chemical compound C1CCCCC1 XDTMQSROBMDMFD-UHFFFAOYSA-N 0.000 description 1
- WTDRDQBEARUVNC-ZCFIWIBFSA-N D-DOPA Chemical compound OC(=O)[C@H](N)CC1=CC=C(O)C(O)=C1 WTDRDQBEARUVNC-ZCFIWIBFSA-N 0.000 description 1
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- GUBGYTABKSRVRQ-QKKXKWKRSA-N Lactose Natural products OC[C@H]1O[C@@H](O[C@H]2[C@H](O)[C@@H](O)C(O)O[C@@H]2CO)[C@H](O)[C@@H](O)[C@H]1O GUBGYTABKSRVRQ-QKKXKWKRSA-N 0.000 description 1
- 102000010909 Monoamine Oxidase Human genes 0.000 description 1
- 108010062431 Monoamine oxidase Proteins 0.000 description 1
- 208000002038 Muscle Hypertonia Diseases 0.000 description 1
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- FEWJPZIEWOKRBE-UHFFFAOYSA-N Tartaric acid Natural products [H+].[H+].[O-]C(=O)C(O)C(O)C([O-])=O FEWJPZIEWOKRBE-UHFFFAOYSA-N 0.000 description 1
- 239000000205 acacia gum Substances 0.000 description 1
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- 235000011054 acetic acid Nutrition 0.000 description 1
- 150000007513 acids Chemical class 0.000 description 1
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- 231100000215 acute (single dose) toxicity testing Toxicity 0.000 description 1
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- YNQLUTRBYVCPMQ-UHFFFAOYSA-N alpha-methyl toluene Natural products CCC1=CC=CC=C1 YNQLUTRBYVCPMQ-UHFFFAOYSA-N 0.000 description 1
- 229910000147 aluminium phosphate Inorganic materials 0.000 description 1
- 150000001412 amines Chemical class 0.000 description 1
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- GNOIPBMMFNIUFM-UHFFFAOYSA-N hexamethylphosphoric triamide Chemical compound CN(C)P(=O)(N(C)C)N(C)C GNOIPBMMFNIUFM-UHFFFAOYSA-N 0.000 description 1
- XMBWDFGMSWQBCA-UHFFFAOYSA-N hydrogen iodide Chemical compound I XMBWDFGMSWQBCA-UHFFFAOYSA-N 0.000 description 1
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- 235000019359 magnesium stearate Nutrition 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
- 229910052987 metal hydride Inorganic materials 0.000 description 1
- 150000004681 metal hydrides Chemical class 0.000 description 1
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- 208000025319 neurotic depression Diseases 0.000 description 1
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- 210000003568 synaptosome Anatomy 0.000 description 1
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- 239000000454 talc Substances 0.000 description 1
- 229910052623 talc Inorganic materials 0.000 description 1
- 239000011975 tartaric acid Substances 0.000 description 1
- 235000002906 tartaric acid Nutrition 0.000 description 1
- LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
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Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/42—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having amino groups or hydroxy groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C215/44—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having amino groups or hydroxy groups bound to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton bound to carbon atoms of the same ring or condensed ring system
-
- 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
- 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, cocaine
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C211/00—Compounds containing amino groups bound to a carbon skeleton
- C07C211/33—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings
- C07C211/39—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton
- C07C211/41—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing condensed ring systems
- C07C211/42—Compounds containing amino groups bound to a carbon skeleton having amino groups bound to carbon atoms of rings other than six-membered aromatic rings of an unsaturated carbon skeleton containing condensed ring systems with six-membered aromatic rings being part of the condensed ring systems
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/63—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by introduction of halogen; by substitution of halogen atoms by other halogen atoms
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C45/00—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds
- C07C45/61—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups
- C07C45/65—Preparation of compounds having >C = O groups bound only to carbon or hydrogen atoms; Preparation of chelates of such compounds by reactions not involving the formation of >C = O groups by splitting-off hydrogen atoms or functional groups; by hydrogenolysis of functional groups
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Public Health (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Psychiatry (AREA)
- Pain & Pain Management (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)
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7523500A FR2319333A1 (fr) | 1975-07-28 | 1975-07-28 | Nouveaux derives du 7-amino 6,7-dihydro/5h/ benzocycloheptene et leurs sels, procede de preparation et application a titre de medicaments de ces produits |
| FR7523500 | 1975-07-28 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| DK338476A DK338476A (en, 2012) | 1977-01-29 |
| DK142359B true DK142359B (da) | 1980-10-20 |
| DK142359C DK142359C (en, 2012) | 1981-03-09 |
Family
ID=9158435
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DK338476AA DK142359B (da) | 1975-07-28 | 1976-07-28 | Analogifremgangsmåde til fremstilling af 7-amino-6,7-dihydro-5H-benzocyclohepten eller farmaceutisk acceptable additionssalte deraf. |
Country Status (12)
| Country | Link |
|---|---|
| US (1) | US4148919A (en, 2012) |
| JP (1) | JPS5217456A (en, 2012) |
| BE (1) | BE844556A (en, 2012) |
| CA (1) | CA1099290A (en, 2012) |
| CH (1) | CH617661A5 (en, 2012) |
| DE (1) | DE2633890A1 (en, 2012) |
| DK (1) | DK142359B (en, 2012) |
| FR (1) | FR2319333A1 (en, 2012) |
| GB (1) | GB1503118A (en, 2012) |
| IE (1) | IE43796B1 (en, 2012) |
| LU (1) | LU75471A1 (en, 2012) |
| NL (1) | NL7608399A (en, 2012) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2353519A1 (fr) * | 1975-12-08 | 1977-12-30 | Roussel Uclaf | Nouveaux derives de l'aminobenzocycloheptene et leurs sels, procede de preparation et application a titre de medicaments desdits produits |
| ZA200804550B (en) | 2005-11-09 | 2009-08-26 | Combinatorx Inc | Methods, compositions, and kits for the treatment of medical conditions |
| US20230382860A1 (en) * | 2020-10-19 | 2023-11-30 | Council Of Scientific And Industrial Research | Bioactive Benzocycloheptene Analogues From Himachalenes and its Applications |
Family Cites Families (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3201470A (en) * | 1965-08-17 | Chsx c cech | ||
| US2794048A (en) * | 1957-05-28 | Z-aminomethyl-indane compounds | ||
| US3922305A (en) * | 1962-08-09 | 1975-11-25 | Merck & Co Inc | Chemical compounds |
| US3458577A (en) * | 1966-06-23 | 1969-07-29 | Sandoz Ag | 6-amino-6,7,8,9-tetrahydro-5h-benzocyclohepten-5-ols |
-
1975
- 1975-07-28 FR FR7523500A patent/FR2319333A1/fr active Granted
-
1976
- 1976-07-21 CA CA257,475A patent/CA1099290A/fr not_active Expired
- 1976-07-26 US US05/708,750 patent/US4148919A/en not_active Expired - Lifetime
- 1976-07-27 LU LU75471A patent/LU75471A1/xx unknown
- 1976-07-27 BE BE169273A patent/BE844556A/xx unknown
- 1976-07-28 DK DK338476AA patent/DK142359B/da unknown
- 1976-07-28 NL NL7608399A patent/NL7608399A/xx not_active Application Discontinuation
- 1976-07-28 JP JP51089273A patent/JPS5217456A/ja active Pending
- 1976-07-28 GB GB31496/76A patent/GB1503118A/en not_active Expired
- 1976-07-28 CH CH968476A patent/CH617661A5/fr not_active IP Right Cessation
- 1976-07-28 IE IE1672/76A patent/IE43796B1/en unknown
- 1976-07-28 DE DE19762633890 patent/DE2633890A1/de not_active Withdrawn
Also Published As
| Publication number | Publication date |
|---|---|
| DK142359C (en, 2012) | 1981-03-09 |
| BE844556A (fr) | 1977-01-27 |
| IE43796L (en) | 1977-01-28 |
| LU75471A1 (en, 2012) | 1977-04-06 |
| GB1503118A (en) | 1978-03-08 |
| JPS5217456A (en) | 1977-02-09 |
| DK338476A (en, 2012) | 1977-01-29 |
| CH617661A5 (en, 2012) | 1980-06-13 |
| DE2633890A1 (de) | 1977-02-17 |
| NL7608399A (nl) | 1977-02-01 |
| FR2319333A1 (fr) | 1977-02-25 |
| FR2319333B1 (en, 2012) | 1979-06-08 |
| IE43796B1 (en) | 1981-06-03 |
| US4148919A (en) | 1979-04-10 |
| CA1099290A (fr) | 1981-04-14 |
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