IE53143B1 - 1-alkyl-2-aminotetralin derivatives - Google Patents
1-alkyl-2-aminotetralin derivativesInfo
- Publication number
- IE53143B1 IE53143B1 IE1076/82A IE107682A IE53143B1 IE 53143 B1 IE53143 B1 IE 53143B1 IE 1076/82 A IE1076/82 A IE 1076/82A IE 107682 A IE107682 A IE 107682A IE 53143 B1 IE53143 B1 IE 53143B1
- Authority
- IE
- Ireland
- Prior art keywords
- formula
- compound
- group
- alkyl
- carbon atoms
- Prior art date
Links
- 150000001875 compounds Chemical class 0.000 claims abstract description 117
- 125000000217 alkyl group Chemical group 0.000 claims abstract description 47
- 125000004432 carbon atom Chemical group C* 0.000 claims abstract description 34
- 238000000034 method Methods 0.000 claims abstract description 16
- 125000003342 alkenyl group Chemical group 0.000 claims abstract description 15
- 229910052739 hydrogen Inorganic materials 0.000 claims abstract description 15
- 239000001257 hydrogen Substances 0.000 claims abstract description 13
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 claims abstract description 11
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 claims abstract description 10
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims abstract description 7
- 230000008569 process Effects 0.000 claims abstract description 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 claims abstract description 5
- 210000003169 central nervous system Anatomy 0.000 claims abstract description 5
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 claims abstract description 5
- 208000035475 disorder Diseases 0.000 claims abstract description 3
- RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 claims description 70
- 239000000203 mixture Substances 0.000 claims description 27
- 239000002585 base Substances 0.000 claims description 21
- 150000003839 salts Chemical class 0.000 claims description 20
- 239000002253 acid Substances 0.000 claims description 17
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims description 15
- 125000005336 allyloxy group Chemical group 0.000 claims description 10
- 150000001408 amides Chemical class 0.000 claims description 10
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- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 claims description 6
- 125000000051 benzyloxy group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])O* 0.000 claims description 6
- 238000009903 catalytic hydrogenation reaction Methods 0.000 claims description 6
- 125000002887 hydroxy group Chemical group [H]O* 0.000 claims description 6
- 230000009467 reduction Effects 0.000 claims description 6
- 238000005804 alkylation reaction Methods 0.000 claims description 5
- 229910052736 halogen Inorganic materials 0.000 claims description 5
- 229910052757 nitrogen Inorganic materials 0.000 claims description 5
- 125000003884 phenylalkyl group Chemical group 0.000 claims description 5
- 125000002252 acyl group Chemical group 0.000 claims description 4
- 230000029936 alkylation Effects 0.000 claims description 4
- 125000004429 atom Chemical group 0.000 claims description 4
- 229910052799 carbon Inorganic materials 0.000 claims description 4
- 150000002081 enamines Chemical class 0.000 claims description 4
- 150000002430 hydrocarbons Chemical group 0.000 claims description 4
- 229910052740 iodine Inorganic materials 0.000 claims description 4
- OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 claims description 3
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- 125000004433 nitrogen atom Chemical group N* 0.000 claims description 2
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- 125000003545 alkoxy group Chemical group 0.000 claims 1
- 125000003277 amino group Chemical group 0.000 claims 1
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Classifications
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- C—CHEMISTRY; METALLURGY
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- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C215/00—Compounds containing amino and hydroxy groups bound to the same carbon skeleton
- C07C215/46—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
- C07C215/64—Compounds containing amino and hydroxy groups bound to the same carbon skeleton having hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton with rings other than six-membered aromatic rings being part of the carbon skeleton
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- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C219/00—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton
- C07C219/26—Compounds containing amino and esterified hydroxy groups bound to the same carbon skeleton having esterified hydroxy groups bound to carbon atoms of at least one six-membered aromatic ring and amino groups bound to acyclic carbon atoms or to carbon atoms of rings other than six-membered aromatic rings of the same carbon skeleton
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07B—GENERAL METHODS OF ORGANIC CHEMISTRY; APPARATUS THEREFOR
- C07B2200/00—Indexing scheme relating to specific properties of organic compounds
- C07B2200/07—Optical isomers
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- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C2602/00—Systems containing two condensed rings
- C07C2602/02—Systems containing two condensed rings the rings having only two atoms in common
- C07C2602/04—One of the condensed rings being a six-membered aromatic ring
- C07C2602/10—One of the condensed rings being a six-membered aromatic ring the other ring being six-membered, e.g. tetraline
Landscapes
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Neurosurgery (AREA)
- General Health & Medical Sciences (AREA)
- Biomedical Technology (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Psychiatry (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Neurology (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
- Indole Compounds (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Medicines That Contain Protein Lipid Enzymes And Other Medicines (AREA)
- Peptides Or Proteins (AREA)
- Saccharide Compounds (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE8102908 | 1981-05-08 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| IE821076L IE821076L (en) | 1982-11-08 |
| IE53143B1 true IE53143B1 (en) | 1988-07-20 |
Family
ID=20343779
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| IE1076/82A IE53143B1 (en) | 1981-05-08 | 1982-05-06 | 1-alkyl-2-aminotetralin derivatives |
Country Status (16)
| Country | Link |
|---|---|
| US (1) | US4876284A (OSRAM) |
| EP (1) | EP0064964B1 (OSRAM) |
| JP (1) | JPS57192344A (OSRAM) |
| AT (1) | ATE8874T1 (OSRAM) |
| AU (2) | AU554206B2 (OSRAM) |
| CA (1) | CA1236113A (OSRAM) |
| DE (1) | DE3260529D1 (OSRAM) |
| DK (1) | DK164937C (OSRAM) |
| ES (4) | ES8306708A1 (OSRAM) |
| FI (1) | FI78067C (OSRAM) |
| GR (1) | GR77121B (OSRAM) |
| IE (1) | IE53143B1 (OSRAM) |
| IL (1) | IL65501A (OSRAM) |
| NO (1) | NO152902C (OSRAM) |
| NZ (1) | NZ200526A (OSRAM) |
| PH (2) | PH18065A (OSRAM) |
Families Citing this family (32)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| IL65501A (en) * | 1981-05-08 | 1986-04-29 | Astra Laekemedel Ab | 1-alkyl-2-aminotetralin derivatives,process for their preparation and pharmaceutical compositions containing them |
| US4657925A (en) * | 1984-08-13 | 1987-04-14 | Nelson Research & Development Co. | Method and compositions for reducing the intraocular pressure of mammals |
| US4722933A (en) * | 1985-12-20 | 1988-02-02 | Nelson Research & Development Co. | Substituted 2-aminotetralins |
| US4743618A (en) * | 1983-01-03 | 1988-05-10 | Nelson Research & Development Co. | Substituted 2-aminotetralins |
| GB2157950B (en) * | 1984-05-04 | 1988-11-02 | Nelson Res & Dev | Selective d-2 dopamine receptor agonist |
| AU573828B2 (en) * | 1984-05-17 | 1988-06-23 | E.R. Squibb & Sons, Inc. | Tetrahydronaphthalenols |
| EP0168505B1 (en) * | 1984-05-22 | 1989-08-09 | Whitby Research Incorporated | Substituted 2-aminotetralins and processes for synthesis |
| DE3718317A1 (de) * | 1986-12-10 | 1988-06-16 | Bayer Ag | Substituierte basische 2-aminotetraline |
| JPH03505735A (ja) * | 1988-07-29 | 1991-12-12 | シェリング・コーポレーション | ヘキサヒドロ―ベンゾ［ｄ］―ナフト［２，１―ｂ］アゼピンのための中間体の対掌体特異的合成のための方法 |
| US5091526A (en) * | 1988-07-29 | 1992-02-25 | Schering Corporation | Process for the enantiospecific synthesis of intermediates for hexahydro-benzo[d]-naphtho[2,1-b]azepines |
| CA1335106C (en) * | 1989-02-27 | 1995-04-04 | John Mehnert Schaus | Ring-substituted 2-amino-1,2,3,4-tetra-hydronaphthalenes |
| SE8901889D0 (sv) * | 1989-05-26 | 1989-05-26 | Astra Ab | Novel 8-substituted-2-aminotetralines |
| CA2051399C (en) * | 1989-05-31 | 2003-12-30 | Chiu-Hong Lin | Therapeutically useful 2-aminotetralin derivatives |
| IT1232160B (it) * | 1989-07-31 | 1992-01-25 | Sigma Tau Ind Farmaceuti | 2-(n-acil)ammino-6,7-dimetossi tetraline, procedimento per la loro preparazione e composizioni farmaceutiche ad attivita' antiipertensiva che le contengono |
| WO1991009594A1 (en) * | 1989-12-28 | 1991-07-11 | Virginia Commonwealth University | Sigma receptor ligands and the use thereof |
| ATE149480T1 (de) * | 1990-08-15 | 1997-03-15 | Lilly Co Eli | Ring-substituierte 2-amino-1,2,3,4-tetra- hydronaphthaline, 3-aminochromane und 3- aminothiochromane |
| WO1992019234A2 (en) * | 1991-04-26 | 1992-11-12 | The Upjohn Company | Method of treating/preventing substance abuse using 1-alkyl-5(substituted oxy)-2-aminotetralins |
| WO1993000313A2 (en) * | 1991-06-27 | 1993-01-07 | Virginia Commonwealth University | Sigma receptor ligands and the use thereof |
| IT1251877B (it) * | 1991-09-26 | 1995-05-26 | Zambon Spa | Processo per la preparazione di 2-ammino-5,6 dimetossi-tetralina |
| WO1994022495A1 (en) * | 1993-03-31 | 1994-10-13 | The Trustees Of The University Of Pennsylvania | Dopamine d-3 and serotonin (5-ht1a) receptor ligands and imaging agents |
| ZA944513B (en) * | 1993-06-23 | 1996-01-16 | Cambridge Neuroscience Inc | Sigma receptor ligands |
| GB9315566D0 (en) * | 1993-07-28 | 1993-09-08 | Smithkline Beecham Plc | Medicaments |
| WO1996030333A1 (en) * | 1995-03-27 | 1996-10-03 | Smithkline Beecham Plc | Bicyclic amine derivatives and their use as anti-psychotic agents |
| US5646188A (en) * | 1995-07-05 | 1997-07-08 | Teva Pharmaceutical Industries, Ltd. | Polyamine derivatives of 1-aminoindan |
| HUP0103887A3 (en) * | 1998-10-07 | 2002-06-28 | Ortho Mcneil Pharm Inc | N-aralkylaminotetralins as ligands for the neuropeptide y y5 receptor and pharmaceutical compositions containing such compounds |
| US6984647B2 (en) | 2002-05-17 | 2006-01-10 | Janssen Pharmaceutica N.V. | Aminotetralin-derived urea modulators of vanilloid VR1 receptor |
| EP2098511A1 (en) | 2008-03-07 | 2009-09-09 | Solvias AG | Process for preparing compounds containing a hydronaphtalene structure with an unsymmetrically substituted benzene ring |
| DE102010020553A1 (de) | 2010-05-14 | 2011-11-17 | Bayer Schering Pharma Aktiengesellschaft | Substituierte 8-Alkoxy-2-aminotetralin-Derivate und ihre Verwendung |
| JP6324956B2 (ja) | 2012-07-20 | 2018-05-16 | バイエル・ファルマ・アクティエンゲゼルシャフト | 置換アミノインダン−およびアミノテトラリンカルボン酸ならびにその使用 |
| BR112015001211B1 (pt) | 2012-07-20 | 2020-12-15 | Bayer Pharma Aktiengesellschaft | Ácidos 5-aminotetra-hidroquinolina-2-carboxílicos, processos para a sua preparação, seus usos no tratamento e/ou prevenção de doenças e seus medicamentos |
| TW202342012A (zh) | 2021-12-29 | 2023-11-01 | 德商拜耳廠股份有限公司 | 製備用作醫藥活性化合物的（５ｓ）－｛［２－（４－羧基苯基）乙基］［２－（２－｛［３－氯－４＇－（三氟甲基）聯苯－４－基］甲氧基｝苯基）乙基］胺基｝－５，６，７，８－四氫喹啉－２－羧酸及其結晶形式之方法 |
| CA3244895A1 (en) | 2021-12-29 | 2023-07-06 | Bayer Ag | TREATMENT OF CARDIOPULMONARY DISORDERS |
Family Cites Families (7)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| CA1017359A (en) * | 1972-07-03 | 1977-09-13 | Frederic P. Hauck | Substituted cyclic polymethylene phenols |
| JPS5124508B2 (OSRAM) * | 1972-08-14 | 1976-07-24 | ||
| DE2752659A1 (de) * | 1976-12-07 | 1978-06-08 | Sandoz Ag | Neue tetralinderivate, ihre herstellung und verwendung |
| DE3062971D1 (en) * | 1979-09-14 | 1983-06-09 | Sandoz Ag | Derivatives of tetraline, their preparation and medicaments containing these compounds |
| AU7179781A (en) * | 1980-05-29 | 1981-12-21 | Astra Lakemedel Aktiebolag | Therapeutically useful tetralin derivatives |
| IL65501A (en) * | 1981-05-08 | 1986-04-29 | Astra Laekemedel Ab | 1-alkyl-2-aminotetralin derivatives,process for their preparation and pharmaceutical compositions containing them |
| FR2512814A1 (fr) * | 1981-09-16 | 1983-03-18 | Synthelabo | Derives d'amino-2 tetrahydro-1,2,3,4 naphtalene, leur preparation et leur application en therapeutique |
-
1982
- 1982-04-15 IL IL65501A patent/IL65501A/xx not_active IP Right Cessation
- 1982-04-28 CA CA000401881A patent/CA1236113A/en not_active Expired
- 1982-05-05 PH PH27236A patent/PH18065A/en unknown
- 1982-05-05 AU AU83409/82A patent/AU554206B2/en not_active Ceased
- 1982-05-05 NZ NZ200526A patent/NZ200526A/en unknown
- 1982-05-06 NO NO821494A patent/NO152902C/no unknown
- 1982-05-06 DK DK202882A patent/DK164937C/da not_active IP Right Cessation
- 1982-05-06 DE DE8282850102T patent/DE3260529D1/de not_active Expired
- 1982-05-06 AT AT82850102T patent/ATE8874T1/de active
- 1982-05-06 FI FI821598A patent/FI78067C/fi not_active IP Right Cessation
- 1982-05-06 EP EP82850102A patent/EP0064964B1/en not_active Expired
- 1982-05-06 IE IE1076/82A patent/IE53143B1/en not_active IP Right Cessation
- 1982-05-07 JP JP57075554A patent/JPS57192344A/ja active Granted
- 1982-05-07 GR GR68101A patent/GR77121B/el unknown
- 1982-05-07 ES ES511986A patent/ES8306708A1/es not_active Expired
-
1983
- 1983-02-08 ES ES519615A patent/ES8504666A1/es not_active Expired
-
1984
- 1984-01-31 ES ES529311A patent/ES529311A0/es active Granted
- 1984-03-19 AU AU25879/84A patent/AU572497B2/en not_active Ceased
- 1984-06-08 PH PH30792A patent/PH19585A/en unknown
- 1984-09-13 ES ES535882A patent/ES8602603A1/es not_active Expired
-
1988
- 1988-01-11 US US07/143,260 patent/US4876284A/en not_active Expired - Fee Related
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| MM4A | Patent lapsed |