ES8605514A1 - Procedimiento para preparar nuevas 8 a-acilaminoergolinas - Google Patents
Procedimiento para preparar nuevas 8 a-acilaminoergolinasInfo
- Publication number
- ES8605514A1 ES8605514A1 ES539511A ES539511A ES8605514A1 ES 8605514 A1 ES8605514 A1 ES 8605514A1 ES 539511 A ES539511 A ES 539511A ES 539511 A ES539511 A ES 539511A ES 8605514 A1 ES8605514 A1 ES 8605514A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- compound
- acylaminoergolines
- alpha
- substituted
- 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
- 150000001875 compounds Chemical class 0.000 abstract 8
- KWYUFKZDYYNOTN-UHFFFAOYSA-M Potassium hydroxide Chemical compound [OH-].[K+] KWYUFKZDYYNOTN-UHFFFAOYSA-M 0.000 abstract 3
- IAZDPXIOMUYVGZ-UHFFFAOYSA-N Dimethylsulphoxide Chemical compound CS(C)=O IAZDPXIOMUYVGZ-UHFFFAOYSA-N 0.000 abstract 2
- UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical class [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 abstract 2
- GDTBXPJZTBHREO-UHFFFAOYSA-N bromine Chemical compound BrBr GDTBXPJZTBHREO-UHFFFAOYSA-N 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- KZBUYRJDOAKODT-UHFFFAOYSA-N Chlorine Chemical compound ClCl KZBUYRJDOAKODT-UHFFFAOYSA-N 0.000 abstract 1
- WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 229910052794 bromium Inorganic materials 0.000 abstract 1
- 238000005660 chlorination reaction Methods 0.000 abstract 1
- 239000000460 chlorine Substances 0.000 abstract 1
- 229910052801 chlorine Inorganic materials 0.000 abstract 1
- 230000003291 dopaminomimetic effect Effects 0.000 abstract 1
- 239000012458 free base Substances 0.000 abstract 1
- 238000000034 method Methods 0.000 abstract 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical class [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 abstract 1
- 150000003839 salts Chemical class 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
- C07D457/04—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 8
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P1/00—Drugs for disorders of the alimentary tract or the digestive system
- A61P1/08—Drugs for disorders of the alimentary tract or the digestive system for nausea, cinetosis or vertigo; Antiemetics
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
- C07D457/04—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached in position 8
- C07D457/06—Lysergic acid amides
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D457/00—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid
- C07D457/10—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with hetero atoms directly attached in position 8
- C07D457/12—Nitrogen atoms
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Health & Medical Sciences (AREA)
- Veterinary Medicine (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Psychiatry (AREA)
- Anesthesiology (AREA)
- Hospice & Palliative Care (AREA)
- Otolaryngology (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
PROCEDIMIENTO PARA PREPARAR NUEVAS 8A-ACILAMINOERGOLINAS. COMPRENDE: A) HACER REACCIONAR UN COMPUESTO DE FORMULA (II) EN PRESENCIA DE TRIETILAMINA CON UN COMPUESTO DE FORMULA (III), PARA OBTENER UN COMPUESTO DE FORMULA (I); B) SOMETER UN COMPUESTO DE FORMULA (I), DONDE R2 SIGNIFICA HIDROGENO, A UNA CLORACION O BROMACION, EN PRESENCIA DE TETRAHIDROFURANO, PARA PRODUCIR EL COMPUESTO DE FORMULA (I) CORRESPONDIENTE EN LA QUE R2 SIGNIFICA UN ATOMO DE CLORO O DE BROMO; C) SE N(ALQUILA C1-C4) UN COMPUESTO DE FORMULA (I), EN PRESENCIA DE DIMETILSULFOXIDO E HIDROXIDO POTASICO, EN LA QUE R1 SIGNIFICA HIDROGENO, PARA PRODUCIR UN COMPUESTO DE FORMULA (I) CORRESPONDIENTE EN LA QUE R1 SIGNIFICA ALQUILO C1-C4; Y SE RECUPERA EL COMPUESTO DE FORMULA (I) BAJO LA FORMA DE BASE LIBRE O BAJO LA FORMA DE SU SAL DE ADICION DE UN ACIDO. SIENDO: R1, H O ALQUILO DE C 1 A 4; R2, H, CLORO, BROMO O METILO; R3, ALQUILO DE C 1 A 5, ALQUILENO DE C 3 A 5; R4, ALQUILO DE C 3 A 7, CICLOALQUILO DE C 3 A 7, ADAMANTILO, Y OTROS. SE UTILIZAN COMO DOPAMINERGICOS EN FARMACOLOGIA.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE3400853 | 1984-01-12 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES8605514A1 true ES8605514A1 (es) | 1986-03-16 |
| ES539511A0 ES539511A0 (es) | 1986-03-16 |
Family
ID=6224786
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES539511A Expired ES8605514A1 (es) | 1984-01-12 | 1985-01-11 | Procedimiento para preparar nuevas 8 a-acilaminoergolinas |
Country Status (28)
| Country | Link |
|---|---|
| US (2) | US4950672A (es) |
| JP (1) | JPH0655739B2 (es) |
| AT (1) | AT391317B (es) |
| AU (3) | AU583489B2 (es) |
| BE (1) | BE901456A (es) |
| CA (1) | CA1245640A (es) |
| CH (1) | CH664568A5 (es) |
| CY (1) | CY1542A (es) |
| DE (1) | DE3500251C2 (es) |
| DK (1) | DK169891B1 (es) |
| ES (1) | ES8605514A1 (es) |
| FI (1) | FI82466C (es) |
| FR (1) | FR2560196B1 (es) |
| GB (1) | GB2152507B (es) |
| GR (1) | GR850065B (es) |
| HK (1) | HK48590A (es) |
| HU (1) | HU197569B (es) |
| IE (1) | IE58228B1 (es) |
| IL (1) | IL74043A (es) |
| IT (1) | IT1214648B (es) |
| LU (1) | LU85725A1 (es) |
| NL (1) | NL193541C (es) |
| NZ (1) | NZ210818A (es) |
| PH (1) | PH23286A (es) |
| PT (1) | PT79818B (es) |
| SE (1) | SE460420B (es) |
| SG (1) | SG32390G (es) |
| ZA (1) | ZA85276B (es) |
Families Citing this family (13)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| NL193541C (nl) * | 1984-01-12 | 2000-01-04 | Novartis Ag | 8 Alfa-acylaminoergolinen, werkwijzen voor de bereiding daarvan en preparaten die ze bevatten. |
| ATE107647T1 (de) * | 1984-04-09 | 1994-07-15 | Schering Ag | 2-substituierte ergolin-derivate, verfahren zu ihrer herstellung und ihre verwendung als arzneimittel. |
| NL8700046A (nl) * | 1986-01-24 | 1987-08-17 | Sandoz Ag | 8 alfa-acylaminoergolinen, werkwijzen voor hun bereiding en farmaceutische preparaten die ze bevatten. |
| US4931447A (en) * | 1987-06-15 | 1990-06-05 | Eli Lilly And Company | Cycloalkylamides of (8β)-1-alkyl-6-(substituted) ergolines |
| US4981859A (en) * | 1987-06-15 | 1991-01-01 | Cycloalkylamides of (8 beta )-1-alkyl-6-(substituted)ergolines | |
| IT1219652B (it) * | 1987-06-23 | 1990-05-24 | Sandoz Ag | 8-acilamminoergolina,la sua preparazione e il suo impiego come medicamneto |
| DE3820159A1 (de) * | 1987-06-23 | 1989-01-05 | Sandoz Ag | 8(alpha)-acylaminoergolin, seine herstellung und dieses enthaltende arzneimittel |
| DK338789A (da) * | 1988-07-15 | 1990-01-16 | Schering Ag | 2-substituerede ergolinylurinstofderivater og fremgangsmaade til fremstilling deraf, deres anvendelse som laegemidler samt mellemprodukter til fremstilling deraf |
| GB8824744D0 (en) * | 1988-10-21 | 1988-11-30 | Erba Carlo Spa | Antiemesis ergoline derivatives |
| DE3915950A1 (de) * | 1989-05-12 | 1990-11-15 | Schering Ag | 8(alpha)-acylamino-ergoline, ihre herstellung und verwendung als arzneimittel |
| CA2974113A1 (en) | 2015-01-20 | 2016-07-28 | Xoc Pharmaceuticals, Inc. | Isoergoline compounds and uses thereof |
| BR112017015487A2 (pt) | 2015-01-20 | 2018-01-30 | Xoc Pharmaceuticals Inc | Composto; composição; método de tratamento e/ou prevenção de enxaqueca, als, doença de alzheimer, doença de parkinson, distúrbios extrapirimidais, depressão, náusea, êmese, síndrome das pernas inquietas, insônia, agressão, doença de huntington, doença cardiopulmonar, fibrogênese, hipertensão arterial pulmonar, ansiedade, dependências a drogas, distonia, parassonia ou hiperlactinemia em um indivíduo; métodos de agonização dos receptores d2, 5-ht1d, 5-ht1a e 5-ht2c, em um indivíduo; método de antagonização do receptor d3 em um indivíduo; métodos de agonização seletiva dos receptores 5 -ht1d, e 5-ht2c, método de fornecimento de atividade de antagonista funcional no receptor 5 -ht2b ou no receptor 5-ht7, ou em ambos, em um indivíduo; método de fornecimento de atividade de antagonista funcional nos receptores adrenérgicos em um indivíduo |
| CA3064274A1 (en) | 2017-06-01 | 2018-12-06 | Xoc Pharmaceuticals, Inc. | Ergoline derivatives for use in medicine |
Family Cites Families (14)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3218323A (en) * | 1965-11-16 | Esters of i,g-dimethyl-b-ergolenyl carbamic acid | ||
| US2864822A (en) * | 1956-10-22 | 1958-12-16 | Lilly Co Eli | 9-amino-7-methyl-belta10-ergolene and derivatives thereof |
| CH622519A5 (en) * | 1974-07-05 | 1981-04-15 | Hoechst Ag | Process for the preparation of hydroxyalkylxanthines |
| US4348392A (en) * | 1974-07-19 | 1982-09-07 | Sandoz Ltd. | 8α-Substituted ergoline-I derivatives |
| GB1517973A (en) * | 1974-07-19 | 1978-07-19 | Sandoz Ltd | 6-methyl-8alpha-n,n-dimethylsulphamoylaminoergoline i |
| US3922347A (en) * | 1974-12-19 | 1975-11-25 | Lilly Co Eli | Method of inhibiting prolactin secretion with 8-acylaminoergolenes |
| CH615929A5 (en) * | 1975-06-02 | 1980-02-29 | Sandoz Ag | Process for the preparation of novel ergoline compounds |
| DE2656344A1 (de) * | 1975-12-23 | 1977-07-07 | Sandoz Ag | Ergolinderivate, ihre verwendung und herstellung |
| CH622518A5 (en) * | 1976-12-14 | 1981-04-15 | Sandoz Ag | Process for the preparation of novel ergoline compounds |
| CH644606A5 (de) * | 1980-09-23 | 1984-08-15 | Sandoz Ag | Verfahren zur isomerisierung von 9,10-dihydrolysergsaeurederivaten. |
| DE3151912A1 (de) * | 1981-12-23 | 1983-06-30 | Schering Ag, 1000 Berlin Und 4619 Bergkamen | Neue ergolin-aminoderivate, verfahren zu ihrer herstellung und deren verwendung als arzneimittel |
| NL193541C (nl) * | 1984-01-12 | 2000-01-04 | Novartis Ag | 8 Alfa-acylaminoergolinen, werkwijzen voor de bereiding daarvan en preparaten die ze bevatten. |
| HU195810B (en) * | 1984-12-24 | 1988-07-28 | Sandoz Ag | Process for preparing new 8alpha-acyl-amino-ergoline derivatives and pharmaceutical compositions containing such compounds |
| IT1219652B (it) * | 1987-06-23 | 1990-05-24 | Sandoz Ag | 8-acilamminoergolina,la sua preparazione e il suo impiego come medicamneto |
-
1985
- 1985-01-03 NL NL8500008A patent/NL193541C/nl not_active IP Right Cessation
- 1985-01-03 CH CH16/85A patent/CH664568A5/de not_active IP Right Cessation
- 1985-01-03 HU HU8524A patent/HU197569B/hu unknown
- 1985-01-05 DE DE3500251A patent/DE3500251C2/de not_active Expired - Fee Related
- 1985-01-07 FR FR8500217A patent/FR2560196B1/fr not_active Expired
- 1985-01-08 BE BE1/11168A patent/BE901456A/fr not_active IP Right Cessation
- 1985-01-08 GB GB08500454A patent/GB2152507B/en not_active Expired
- 1985-01-10 SE SE8500107A patent/SE460420B/sv not_active IP Right Cessation
- 1985-01-10 CA CA000471859A patent/CA1245640A/en not_active Expired
- 1985-01-10 PT PT79818A patent/PT79818B/pt not_active IP Right Cessation
- 1985-01-10 IE IE6485A patent/IE58228B1/en not_active IP Right Cessation
- 1985-01-10 LU LU85725A patent/LU85725A1/fr unknown
- 1985-01-10 GR GR850065A patent/GR850065B/el unknown
- 1985-01-10 DK DK012685A patent/DK169891B1/da active
- 1985-01-11 FI FI850130A patent/FI82466C/fi not_active IP Right Cessation
- 1985-01-11 AU AU37609/85A patent/AU583489B2/en not_active Ceased
- 1985-01-11 ES ES539511A patent/ES8605514A1/es not_active Expired
- 1985-01-11 JP JP60003913A patent/JPH0655739B2/ja not_active Expired - Lifetime
- 1985-01-11 IT IT8547538A patent/IT1214648B/it active
- 1985-01-11 ZA ZA85276A patent/ZA85276B/xx unknown
- 1985-01-11 IL IL74043A patent/IL74043A/xx not_active IP Right Cessation
- 1985-01-11 NZ NZ210818A patent/NZ210818A/xx unknown
- 1985-01-11 AT AT0005985A patent/AT391317B/de not_active IP Right Cessation
- 1985-01-14 PH PH31714A patent/PH23286A/en unknown
-
1988
- 1988-11-11 AU AU25066/88A patent/AU609539B2/en not_active Ceased
- 1988-11-11 AU AU25067/88A patent/AU618290B2/en not_active Ceased
-
1989
- 1989-02-27 US US07/316,363 patent/US4950672A/en not_active Expired - Fee Related
-
1990
- 1990-05-02 SG SG32390A patent/SG32390G/en unknown
- 1990-06-21 HK HK485/90A patent/HK48590A/xx not_active IP Right Cessation
- 1990-07-02 US US07/547,899 patent/US5077298A/en not_active Expired - Lifetime
-
1991
- 1991-03-22 CY CY1542A patent/CY1542A/en unknown
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PC1A | Transfer granted | ||
| FD1A | Patent lapsed |
Effective date: 20011110 |