GB1420472A - Aminophenyltetralin compounds - Google Patents
Aminophenyltetralin compoundsInfo
- Publication number
- GB1420472A GB1420472A GB326573A GB326573A GB1420472A GB 1420472 A GB1420472 A GB 1420472A GB 326573 A GB326573 A GB 326573A GB 326573 A GB326573 A GB 326573A GB 1420472 A GB1420472 A GB 1420472A
- Authority
- GB
- United Kingdom
- Prior art keywords
- carbon atoms
- hydrogen atom
- compounds
- phenyltetralone
- alkyl radical
- 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 abstract 2
- 125000004432 carbon atom Chemical group C* 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
- 150000001875 compounds Chemical class 0.000 abstract 2
- 150000001412 amines Chemical class 0.000 abstract 1
- 230000001430 anti-depressive effect Effects 0.000 abstract 1
- 239000000935 antidepressant agent Substances 0.000 abstract 1
- 229940005513 antidepressants Drugs 0.000 abstract 1
- 239000002775 capsule Substances 0.000 abstract 1
- 235000009508 confectionery Nutrition 0.000 abstract 1
- 239000003937 drug carrier Substances 0.000 abstract 1
- 230000000694 effects Effects 0.000 abstract 1
- 150000002081 enamines Chemical class 0.000 abstract 1
- 229940083124 ganglion-blocking antiadrenergic secondary and tertiary amines Drugs 0.000 abstract 1
- 150000004658 ketimines Chemical class 0.000 abstract 1
- 239000007937 lozenge Substances 0.000 abstract 1
- 150000002923 oximes Chemical class 0.000 abstract 1
- 239000008024 pharmaceutical diluent Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 150000003141 primary amines Chemical class 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
- 239000007921 spray Substances 0.000 abstract 1
- 239000000725 suspension Substances 0.000 abstract 1
- 235000020357 syrup Nutrition 0.000 abstract 1
- 239000006188 syrup Substances 0.000 abstract 1
- 239000003826 tablet Substances 0.000 abstract 1
- XJDNKRIXUMDJCW-UHFFFAOYSA-J titanium tetrachloride Chemical compound Cl[Ti](Cl)(Cl)Cl XJDNKRIXUMDJCW-UHFFFAOYSA-J 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
1420472 Aminophenyltetralins PFIZER Inc 22 Jan 1973 [27 Sept 1972] 3265/73 Heading C2C The invention comprises compounds having the general formula wherein R 1 is a hydrogen atom or an alkyl radical having 1 to 3 carbon atoms, and R 2 is a hydrogen atom, an alkyl radical having 1 to 3 carbon atoms or a cycloalkyl radical having 3 to 6 carbon atoms, R 2 only being a cycloalkyl radical when R 1 is a hydrogen atom. They may be prepared by reacting 4-phenyltetralone with an amine of Formula (II) R 1 R 2 NH in the presence of titanium tetrachloride, to form an intermediate ketimine or enamine which is then reduced, or by converting 4-phenyltetralone to its oxime and reducing this to form the corresponding primary amine which may be alkylated to form the secondary and tertiary amines. The compounds of the invention exhibit antidepressant and psychomotor stimulant activity and may be administered alone or in admixture with pharmaceutical diluents or carriers orally as tablets, capsules, lozenges, troches, hard candies, powders, sprays, suspensions, solutions, elixirs and syrups or parenterally as injectable solutions intravenously, intramuscularly, subcutaneously or intraperitoneally.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US29252672A | 1972-09-27 | 1972-09-27 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1420472A true GB1420472A (en) | 1976-01-07 |
Family
ID=23125032
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB326573A Expired GB1420472A (en) | 1972-09-27 | 1973-01-22 | 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) |
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5091429A (en) * | 1987-11-26 | 1992-02-25 | Laboratoires Lucien | Derivatives of 4-amino-1-trifluoromethyltetralines their preparation and their therapeutic application |
| US10125830B2 (en) * | 2017-04-06 | 2018-11-13 | FEV Europe GmbH | Wedge actuated drum-in-hat parking brake |
Families Citing this family (4)
| 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 |
| 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 |
| PT2816024T (en) * | 2006-03-31 | 2017-10-20 | Sunovion Pharmaceuticals Inc | Chiral amines |
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 NL NL7313257.A patent/NL167413C/en not_active IP Right Cessation
- 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 FR FR7334518A patent/FR2200015B1/fr not_active Expired
- 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
- 1973-09-27 JP JP10808073A patent/JPS5416492B2/ja not_active Expired
- 1973-09-27 AR AR250261A patent/AR197831A1/en active
- 1973-09-27 DE DE2348577A patent/DE2348577C2/en not_active Expired
-
1974
- 1974-03-29 AR AR253045A patent/AR200772A1/en active
-
1978
- 1978-11-02 JP JP13565778A patent/JPS5484560A/en active Granted
Cited By (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US5091429A (en) * | 1987-11-26 | 1992-02-25 | Laboratoires Lucien | Derivatives of 4-amino-1-trifluoromethyltetralines their preparation and their therapeutic application |
| US10125830B2 (en) * | 2017-04-06 | 2018-11-13 | FEV Europe GmbH | Wedge actuated drum-in-hat parking brake |
Also Published As
| Publication number | Publication date |
|---|---|
| FI57252B (en) | 1980-03-31 |
| JPS5416492B2 (en) | 1979-06-22 |
| NL7313257A (en) | 1974-03-29 |
| ES419097A1 (en) | 1976-03-01 |
| DE2348577C2 (en) | 1982-06-03 |
| JPS4969646A (en) | 1974-07-05 |
| CH605607A5 (en) | 1978-09-29 |
| JPS569500B2 (en) | 1981-03-02 |
| DE2348577A1 (en) | 1974-04-11 |
| AU6065873A (en) | 1975-03-27 |
| AR197831A1 (en) | 1974-05-10 |
| SE7313133L (en) | 1974-03-28 |
| SE409029B (en) | 1979-07-23 |
| FR2200015A1 (en) | 1974-04-19 |
| NL167413C (en) | 1981-12-16 |
| AR200772A1 (en) | 1974-12-13 |
| FR2200015B1 (en) | 1977-01-28 |
| FI57252C (en) | 1980-07-10 |
| CH605611A5 (en) | 1978-09-29 |
| JPS5484560A (en) | 1979-07-05 |
| NL167413B (en) | 1981-07-16 |
| CA1012555A (en) | 1977-06-21 |
| BE805311A (en) | 1974-03-26 |
| AU476277B2 (en) | 1976-09-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |