ES419097A1 - Aminophenyltetralin compounds - Google Patents
Aminophenyltetralin compoundsInfo
- Publication number
- ES419097A1 ES419097A1 ES419097A ES419097A ES419097A1 ES 419097 A1 ES419097 A1 ES 419097A1 ES 419097 A ES419097 A ES 419097A ES 419097 A ES419097 A ES 419097A ES 419097 A1 ES419097 A1 ES 419097A1
- Authority
- ES
- Spain
- Prior art keywords
- hydrogen
- carbon atoms
- formula
- compounds
- phenyltetralone
- 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
- OJBGNUGPSBECLJ-UHFFFAOYSA-N 1-phenyl-3,4-dihydro-2h-naphthalen-1-amine Chemical class C1CCC2=CC=CC=C2C1(N)C1=CC=CC=C1 OJBGNUGPSBECLJ-UHFFFAOYSA-N 0.000 title 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 229910052739 hydrogen Inorganic materials 0.000 abstract 3
- 239000001257 hydrogen Substances 0.000 abstract 3
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 3
- YQUCNHUJKOVKNR-UHFFFAOYSA-N 4-phenyl-3,4-dihydro-2h-naphthalen-1-one Chemical compound C12=CC=CC=C2C(=O)CCC1C1=CC=CC=C1 YQUCNHUJKOVKNR-UHFFFAOYSA-N 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 125000000217 alkyl group Chemical group 0.000 abstract 2
- 125000000753 cycloalkyl group Chemical group 0.000 abstract 2
- 150000003839 salts Chemical class 0.000 abstract 2
- JRZGPXSSNPTNMA-UHFFFAOYSA-N 1,2,3,4-tetrahydronaphthalen-1-amine Chemical compound C1=CC=C2C(N)CCCC2=C1 JRZGPXSSNPTNMA-UHFFFAOYSA-N 0.000 abstract 1
- RUFPHBVGCFYCNW-UHFFFAOYSA-N 1-naphthylamine Chemical compound C1=CC=C2C(N)=CC=CC2=C1 RUFPHBVGCFYCNW-UHFFFAOYSA-N 0.000 abstract 1
- IWNWWVPLTTUPBQ-UHFFFAOYSA-N 4-phenyl-1,2,3,4-tetrahydronaphthalen-1-amine Chemical class C12=CC=CC=C2C(N)CCC1C1=CC=CC=C1 IWNWWVPLTTUPBQ-UHFFFAOYSA-N 0.000 abstract 1
- 229940100198 alkylating agent Drugs 0.000 abstract 1
- 239000002168 alkylating agent Substances 0.000 abstract 1
- 150000001412 amines Chemical class 0.000 abstract 1
- 238000009903 catalytic hydrogenation reaction Methods 0.000 abstract 1
- 239000007795 chemical reaction product Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- 150000002923 oximes Chemical class 0.000 abstract 1
- -1 phenyl hydrazone derivative Chemical class 0.000 abstract 1
Classifications
-
- 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
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
Abstract
A procedure for the preparation of the 1-amino-4-phenyltetralin compounds of the formula; **(See formula)** and the pharmaceutically acceptable acid addition salts thereof, wherein R1 is hydrogen or alkyl having one to three carbon atoms and R2 is hydrogen, alkyl having one to three carbon atoms or cycloalkyl having three to six carbon atoms, and R2 is cycloalkyl when R1 is hydrogen, characterized by reacting 4-phenyltetralone with an amine of the formula R1 R2 NH where R1 and R2 are as defined above, and reduce the resulting reaction product, by catalytic hydrogenation, or by converting 4-phenyltetralone to 4-phenyl, 1,2,3,4-tetrahydro-1-naphthylamine through reduction of the oxime or corresponding phenyl hydrazone derivative and reacting the aforementioned naphthylamine with an alkylating agent and, if desired, converting the pharmaceutically acceptable acid addition salt. (Machine-translation by Google Translate, not legally binding)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29252672A | 1972-09-27 | 1972-09-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES419097A1 true ES419097A1 (en) | 1976-03-01 |
Family
ID=23125032
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES419097A Expired ES419097A1 (en) | 1972-09-27 | 1973-09-26 | Aminophenyltetralin compounds |
Country Status (13)
| Country | Link |
|---|---|
| JP (2) | JPS5416492B2 (en) |
| AR (2) | AR197831A1 (en) |
| AU (1) | AU476277B2 (en) |
| BE (1) | BE805311A (en) |
| CA (1) | CA1012555A (en) |
| CH (2) | CH605611A5 (en) |
| DE (1) | DE2348577C2 (en) |
| ES (1) | ES419097A1 (en) |
| FI (1) | FI57252C (en) |
| FR (1) | FR2200015B1 (en) |
| GB (1) | GB1420472A (en) |
| NL (1) | NL167413C (en) |
| SE (1) | SE409029B (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4556676A (en) * | 1979-11-01 | 1985-12-03 | Pfizer Inc. | Antidepressant derivatives of trans-4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine |
| FR2623802B1 (en) * | 1987-11-26 | 1990-05-04 | Lucien Laboratoires | DERIVATIVES OF AMINO-4 TRIFLUOROMETHYL-1 TETRALINES. THEIR PREPARATION AND THEIR APPLICATION IN THERAPEUTICS |
| US4981870A (en) * | 1989-03-07 | 1991-01-01 | Pfizer Inc. | Use of 4-phenyl-1,2,3,4-tetrahydro-1-naphthalenamine derivatives in the treatment of psychosis, inflammation and as immunosuppressants |
| WO2000026181A1 (en) * | 1998-10-30 | 2000-05-11 | Ciba Specialty Chemicals Holding Inc. | Method of producing ketimines |
| JP5377285B2 (en) * | 2006-03-31 | 2013-12-25 | サノビオン ファーマシューティカルズ インク | Preparation of chiral amides and chiral amines |
| US10125830B2 (en) * | 2017-04-06 | 2018-11-13 | FEV Europe GmbH | Wedge actuated drum-in-hat parking brake |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3663608A (en) * | 1969-12-10 | 1972-05-16 | Bristol Myers Co | 1-phenyl-3-aminoalkyl-1,2,3,4-tetrahydronaphthalenes and the salts thereof |
-
1973
- 1973-01-22 GB GB326573A patent/GB1420472A/en not_active Expired
- 1973-09-20 CA CA181,502A patent/CA1012555A/en not_active Expired
- 1973-09-21 FI FI2967/73A patent/FI57252C/en active
- 1973-09-25 AU AU60658/73A patent/AU476277B2/en not_active Expired
- 1973-09-26 SE SE7313133A patent/SE409029B/en unknown
- 1973-09-26 BE BE1005386A patent/BE805311A/en not_active IP Right Cessation
- 1973-09-26 ES ES419097A patent/ES419097A1/en not_active Expired
- 1973-09-26 NL NL7313257.A patent/NL167413C/en not_active IP Right Cessation
- 1973-09-26 FR FR7334518A patent/FR2200015B1/fr not_active Expired
- 1973-09-27 DE DE2348577A patent/DE2348577C2/en not_active Expired
- 1973-09-27 JP JP10808073A patent/JPS5416492B2/ja not_active Expired
- 1973-09-27 AR AR250261A patent/AR197831A1/en active
- 1973-09-27 CH CH1385773A patent/CH605611A5/xx not_active IP Right Cessation
- 1973-09-27 CH CH1329477A patent/CH605607A5/xx not_active IP Right Cessation
-
1974
- 1974-03-29 AR AR253045A patent/AR200772A1/en active
-
1978
- 1978-11-02 JP JP13565778A patent/JPS5484560A/en active Granted
Also Published As
| Publication number | Publication date |
|---|---|
| FR2200015A1 (en) | 1974-04-19 |
| NL7313257A (en) | 1974-03-29 |
| NL167413B (en) | 1981-07-16 |
| SE409029B (en) | 1979-07-23 |
| CH605611A5 (en) | 1978-09-29 |
| AR197831A1 (en) | 1974-05-10 |
| AR200772A1 (en) | 1974-12-13 |
| FI57252B (en) | 1980-03-31 |
| FI57252C (en) | 1980-07-10 |
| GB1420472A (en) | 1976-01-07 |
| CA1012555A (en) | 1977-06-21 |
| BE805311A (en) | 1974-03-26 |
| JPS569500B2 (en) | 1981-03-02 |
| AU476277B2 (en) | 1976-09-16 |
| AU6065873A (en) | 1975-03-27 |
| JPS5416492B2 (en) | 1979-06-22 |
| SE7313133L (en) | 1974-03-28 |
| DE2348577A1 (en) | 1974-04-11 |
| JPS4969646A (en) | 1974-07-05 |
| NL167413C (en) | 1981-12-16 |
| FR2200015B1 (en) | 1977-01-28 |
| DE2348577C2 (en) | 1982-06-03 |
| JPS5484560A (en) | 1979-07-05 |
| CH605607A5 (en) | 1978-09-29 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 20100623 |