ES8601889A1 - Un procedimiento para preparar un enantiomero puro de un fenilazacicloalcano sustituido - Google Patents
Un procedimiento para preparar un enantiomero puro de un fenilazacicloalcano sustituidoInfo
- Publication number
- ES8601889A1 ES8601889A1 ES539031A ES539031A ES8601889A1 ES 8601889 A1 ES8601889 A1 ES 8601889A1 ES 539031 A ES539031 A ES 539031A ES 539031 A ES539031 A ES 539031A ES 8601889 A1 ES8601889 A1 ES 8601889A1
- Authority
- ES
- Spain
- Prior art keywords
- alkyl
- phenyl
- benzyl
- enantiomers
- enantiomer
- 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
- 238000000034 method Methods 0.000 title 1
- 239000000825 pharmaceutical preparation Substances 0.000 title 1
- 150000003053 piperidines Chemical class 0.000 title 1
- 125000000217 alkyl group Chemical group 0.000 abstract 16
- VYFYYTLLBUKUHU-UHFFFAOYSA-N dopamine Chemical compound NCCC1=CC=C(O)C(O)=C1 VYFYYTLLBUKUHU-UHFFFAOYSA-N 0.000 abstract 8
- 125000001997 phenyl group Chemical group [H]C1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 7
- HBAQYPYDRFILMT-UHFFFAOYSA-N 8-[3-(1-cyclopropylpyrazol-4-yl)-1H-pyrazolo[4,3-d]pyrimidin-5-yl]-3-methyl-3,8-diazabicyclo[3.2.1]octan-2-one Chemical class C1(CC1)N1N=CC(=C1)C1=NNC2=C1N=C(N=C2)N1C2C(N(CC1CC2)C)=O HBAQYPYDRFILMT-UHFFFAOYSA-N 0.000 abstract 6
- 125000001797 benzyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])* 0.000 abstract 6
- 229960003638 dopamine Drugs 0.000 abstract 4
- 125000000094 2-phenylethyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C([H])([H])C([H])([H])* 0.000 abstract 3
- 125000004432 carbon atom Chemical group C* 0.000 abstract 3
- 125000005842 heteroatom Chemical group 0.000 abstract 3
- 229910052760 oxygen Inorganic materials 0.000 abstract 3
- 150000003839 salts Chemical class 0.000 abstract 3
- 229910052717 sulfur Inorganic materials 0.000 abstract 3
- 125000003903 2-propenyl group Chemical group [H]C([*])([H])C([H])=C([H])[H] 0.000 abstract 2
- HTSNFXAICLXZMA-UHFFFAOYSA-N 3-(1-propyl-3-piperidinyl)phenol Chemical compound C1N(CCC)CCCC1C1=CC=CC(O)=C1 HTSNFXAICLXZMA-UHFFFAOYSA-N 0.000 abstract 2
- 208000007848 Alcoholism Diseases 0.000 abstract 2
- 102000007527 Autoreceptors Human genes 0.000 abstract 2
- 108010071131 Autoreceptors Proteins 0.000 abstract 2
- 206010013654 Drug abuse Diseases 0.000 abstract 2
- 208000028017 Psychotic disease Diseases 0.000 abstract 2
- 125000002252 acyl group Chemical group 0.000 abstract 2
- 201000007930 alcohol dependence Diseases 0.000 abstract 2
- 239000002269 analeptic agent Substances 0.000 abstract 2
- 230000005540 biological transmission Effects 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- 201000010099 disease Diseases 0.000 abstract 2
- 208000037265 diseases, disorders, signs and symptoms Diseases 0.000 abstract 2
- 239000003210 dopamine receptor blocking agent Substances 0.000 abstract 2
- 230000000694 effects Effects 0.000 abstract 2
- 229910052736 halogen Inorganic materials 0.000 abstract 2
- 150000002367 halogens Chemical class 0.000 abstract 2
- 125000003386 piperidinyl group Chemical group 0.000 abstract 2
- 230000001242 postsynaptic effect Effects 0.000 abstract 2
- 230000003518 presynaptic effect Effects 0.000 abstract 2
- 201000000980 schizophrenia Diseases 0.000 abstract 2
- 208000011117 substance-related disease Diseases 0.000 abstract 2
- 125000004208 3-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C([H])C(*)=C1[H] 0.000 abstract 1
- 125000004203 4-hydroxyphenyl group Chemical group [H]OC1=C([H])C([H])=C(*)C([H])=C1[H] 0.000 abstract 1
- 206010008748 Chorea Diseases 0.000 abstract 1
- 208000012661 Dyskinesia Diseases 0.000 abstract 1
- 208000023105 Huntington disease Diseases 0.000 abstract 1
- 206010043118 Tardive Dyskinesia Diseases 0.000 abstract 1
- 125000002777 acetyl group Chemical group [H]C([H])([H])C(*)=O 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 125000004423 acyloxy group Chemical group 0.000 abstract 1
- 125000004429 atom Chemical group 0.000 abstract 1
- 125000003236 benzoyl group Chemical group [H]C1=C([H])C([H])=C(C([H])=C1[H])C(*)=O 0.000 abstract 1
- 125000001584 benzyloxycarbonyl group Chemical group C(=O)(OCC1=CC=CC=C1)* 0.000 abstract 1
- 229910052799 carbon Inorganic materials 0.000 abstract 1
- 208000012601 choreatic disease Diseases 0.000 abstract 1
- 125000004093 cyano group Chemical group *C#N 0.000 abstract 1
- 125000002485 formyl group Chemical group [H]C(*)=O 0.000 abstract 1
- -1 methoxy, hydroxy Chemical group 0.000 abstract 1
- 125000001160 methoxycarbonyl group Chemical group [H]C([H])([H])OC(*)=O 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 125000000449 nitro group Chemical group [O-][N+](*)=O 0.000 abstract 1
- 125000006678 phenoxycarbonyl group Chemical group 0.000 abstract 1
- UYWQUFXKFGHYNT-UHFFFAOYSA-N phenylmethyl ester of formic acid Natural products O=COCC1=CC=CC=C1 UYWQUFXKFGHYNT-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D211/00—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings
- C07D211/04—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom
- C07D211/06—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members
- C07D211/08—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms
- C07D211/18—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms
- C07D211/20—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms
- C07D211/22—Heterocyclic compounds containing hydrogenated pyridine rings, not condensed with other rings with only hydrogen or carbon atoms directly attached to the ring nitrogen atom having no double bonds between ring members or between ring members and non-ring members with hydrocarbon or substituted hydrocarbon radicals directly attached to ring carbon atoms with substituted hydrocarbon radicals attached to ring carbon atoms with hydrocarbon radicals, substituted by singly bound oxygen or sulphur atoms by oxygen atoms
-
- 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
- A61P25/18—Antipsychotics, i.e. neuroleptics; Drugs for mania or schizophrenia
-
- 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
- A61P25/20—Hypnotics; Sedatives
Landscapes
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Neurology (AREA)
- Biomedical Technology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Neurosurgery (AREA)
- Veterinary Medicine (AREA)
- Anesthesiology (AREA)
- Psychiatry (AREA)
- Hydrogenated Pyridines (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Heterocyclic Carbon Compounds Containing A Hetero Ring Having Nitrogen And Oxygen As The Only Ring Hetero Atoms (AREA)
- Cosmetics (AREA)
- Saccharide Compounds (AREA)
- Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)
Abstract
PROCEDIMIENTO PARA PREPARAR UN ENANTIOMERO PURO DE UN FENILAZACICLOALCANO SUSTITUIDO. CONSISTE EN ALCOHILAR EL ATOMO DE NITROGENO DE UN COMPUESTO DE FORMULA (II) CON UN AGENTE DE ALCOHILACION APROPIADO PARA OBTENER UN ENANTIOMERO PURO DE UN FENILAZACICLOALCANO SUSTITUIDO DE FORMULA (I) DONDE Y ES OH, R1COO, R2R3NCOO O R4O, DONDE R1 ES UN RESTO HIDROCARBURO ALIFATICO CON C 1 A 17, UN GRUPO FENILO, 2,6 DIMETILFENILO U OTROS; R2 ES H, UN GRUPO ALCOHILO CON C 1 A 5, UN GRUPO FENETILO U OTROS; R3 ES H, UN GRUPO ALCOHILO CON C 1 A 5, O UN GRUPO FENILO; Y R4 ES UN GRUPO ALILO O BENCILO, TENIENDO EL ENANTIOMERO LA MISMA CONFIGURACION ABSOLUTA EN EL ATOMO DE CARBONO ASIMETRICO (*) QUE LA DEL ENANTIOMERO (-) DEL COMPUESTO DE FORMULA (I) DONDE Y ES OH. TIENE APLICACIONES FARMACEUTICAS POR SU ACTIVIDAD TERAPEUTICA EN EL SISTEMA NERVIOSO CENTRAL.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| SE8202023A SE446335B (sv) | 1982-03-30 | 1982-03-30 | Ren enantiomer av en metasubstituerad 3-fenyl-1-propylpiperidin |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES539031A0 ES539031A0 (es) | 1985-11-16 |
| ES8601889A1 true ES8601889A1 (es) | 1985-11-16 |
Family
ID=20346417
Family Applications (3)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES521080A Expired ES8405372A1 (es) | 1982-03-30 | 1983-03-29 | Un procedimiento para preparar un enantiomero puro de un fenilazacicloalcano sustituido. |
| ES530186A Granted ES530186A0 (es) | 1982-03-30 | 1984-03-01 | Un procedimiento para preparar un enantiomero puro de un fenilazacicloalcano sustituido |
| ES539031A Expired ES8601889A1 (es) | 1982-03-30 | 1984-12-24 | Un procedimiento para preparar un enantiomero puro de un fenilazacicloalcano sustituido |
Family Applications Before (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES521080A Expired ES8405372A1 (es) | 1982-03-30 | 1983-03-29 | Un procedimiento para preparar un enantiomero puro de un fenilazacicloalcano sustituido. |
| ES530186A Granted ES530186A0 (es) | 1982-03-30 | 1984-03-01 | Un procedimiento para preparar un enantiomero puro de un fenilazacicloalcano sustituido |
Country Status (17)
| Country | Link |
|---|---|
| EP (1) | EP0097628B1 (es) |
| JP (1) | JPS58177971A (es) |
| AT (1) | ATE56705T1 (es) |
| AU (1) | AU564287B2 (es) |
| CA (1) | CA1202307A (es) |
| DD (1) | DD209621A5 (es) |
| DE (1) | DE3381885D1 (es) |
| DK (1) | DK162214C (es) |
| ES (3) | ES8405372A1 (es) |
| FI (1) | FI81088C (es) |
| GB (1) | GB2117771B (es) |
| GR (1) | GR79244B (es) |
| HU (1) | HU191290B (es) |
| IE (1) | IE55261B1 (es) |
| NO (1) | NO164024C (es) |
| PT (1) | PT76481B (es) |
| SE (1) | SE446335B (es) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE8305362D0 (sv) * | 1983-09-30 | 1983-09-30 | Astra Laekemedel Ab | Novel substituted phenylazacycloalkanes, processes for preparation and pharmaceutical preparations for such compounds |
| SE9904724D0 (sv) * | 1999-12-22 | 1999-12-22 | Carlsson A Research Ab | New modulators of dopamine neurotransmission I |
| JP2011057619A (ja) * | 2009-09-10 | 2011-03-24 | Tokai Univ | 光学活性アミン化合物の製造方法、並びに、ジアステレオマー塩及びその製造方法 |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4426386A (en) * | 1979-12-05 | 1984-01-17 | Astra Lakemedel Aktiebolag | Substituted phenyl piperidines |
-
1982
- 1982-03-30 SE SE8202023A patent/SE446335B/sv unknown
-
1983
- 1983-03-23 NO NO831040A patent/NO164024C/no unknown
- 1983-03-25 AU AU12845/83A patent/AU564287B2/en not_active Ceased
- 1983-03-28 AT AT83850084T patent/ATE56705T1/de not_active IP Right Cessation
- 1983-03-28 EP EP83850084A patent/EP0097628B1/en not_active Expired - Lifetime
- 1983-03-28 DE DE8383850084T patent/DE3381885D1/de not_active Expired - Fee Related
- 1983-03-28 IE IE685/83A patent/IE55261B1/en not_active IP Right Cessation
- 1983-03-29 JP JP58051781A patent/JPS58177971A/ja active Granted
- 1983-03-29 ES ES521080A patent/ES8405372A1/es not_active Expired
- 1983-03-29 CA CA000424804A patent/CA1202307A/en not_active Expired
- 1983-03-29 DK DK143483A patent/DK162214C/da not_active IP Right Cessation
- 1983-03-29 GB GB08308657A patent/GB2117771B/en not_active Expired
- 1983-03-29 FI FI831068A patent/FI81088C/fi not_active IP Right Cessation
- 1983-03-29 GR GR70924A patent/GR79244B/el unknown
- 1983-03-29 HU HU831073A patent/HU191290B/hu not_active IP Right Cessation
- 1983-03-30 PT PT76481A patent/PT76481B/pt not_active IP Right Cessation
- 1983-03-30 DD DD83249351A patent/DD209621A5/de not_active IP Right Cessation
-
1984
- 1984-03-01 ES ES530186A patent/ES530186A0/es active Granted
- 1984-12-24 ES ES539031A patent/ES8601889A1/es not_active Expired
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 20001102 |