ES8202003A1 - A PROCEDURE FOR THE PREPARATION OF ERGOLI-NA DERIVATIVES - Google Patents
A PROCEDURE FOR THE PREPARATION OF ERGOLI-NA DERIVATIVESInfo
- Publication number
- ES8202003A1 ES8202003A1 ES500911A ES500911A ES8202003A1 ES 8202003 A1 ES8202003 A1 ES 8202003A1 ES 500911 A ES500911 A ES 500911A ES 500911 A ES500911 A ES 500911A ES 8202003 A1 ES8202003 A1 ES 8202003A1
- Authority
- ES
- Spain
- Prior art keywords
- formula
- procedure
- derivatives
- reaction
- compound
- 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 abstract 2
- ZMANZCXQSJIPKH-UHFFFAOYSA-N Triethylamine Chemical compound CCN(CC)CC ZMANZCXQSJIPKH-UHFFFAOYSA-N 0.000 abstract 3
- YZCKVEUIGOORGS-UHFFFAOYSA-N Hydrogen atom Chemical group [H] YZCKVEUIGOORGS-UHFFFAOYSA-N 0.000 abstract 2
- JUJWROOIHBZHMG-UHFFFAOYSA-N Pyridine Chemical compound C1=CC=NC=C1 JUJWROOIHBZHMG-UHFFFAOYSA-N 0.000 abstract 2
- 150000001875 compounds Chemical class 0.000 abstract 2
- AWFDCTXCTHGORH-HGHGUNKESA-N 6-[4-[(6ar,9r,10ar)-5-bromo-7-methyl-6,6a,8,9,10,10a-hexahydro-4h-indolo[4,3-fg]quinoline-9-carbonyl]piperazin-1-yl]-1-methylpyridin-2-one Chemical class O=C([C@H]1CN([C@H]2[C@@H](C=3C=CC=C4NC(Br)=C(C=34)C2)C1)C)N(CC1)CCN1C1=CC=CC(=O)N1C AWFDCTXCTHGORH-HGHGUNKESA-N 0.000 abstract 1
- -1 METHOXYL GROUP Chemical group 0.000 abstract 1
- 239000000010 aprotic solvent Substances 0.000 abstract 1
- WCYWZMWISLQXQU-UHFFFAOYSA-N methyl Chemical group [CH3] WCYWZMWISLQXQU-UHFFFAOYSA-N 0.000 abstract 1
- 150000007522 mineralic acids Chemical class 0.000 abstract 1
- 150000007524 organic acids Chemical class 0.000 abstract 1
- 150000007530 organic bases Chemical class 0.000 abstract 1
- UMJSCPRVCHMLSP-UHFFFAOYSA-N pyridine Natural products COC1=CC=CN=C1 UMJSCPRVCHMLSP-UHFFFAOYSA-N 0.000 abstract 1
- 150000003254 radicals Chemical class 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
- C07D457/06—Lysergic acid amides
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
PROCEDIMIENTO PARA LA OBTENCION DE DERIVADOS DE ERGOLINA, ASI COMO DE SUS SALES DE ADICION FISIOLOGICAMENTE COMPATIBLES CON ACIDOS ORGANICOS O INORGANICOS, DE FORMULA (I), EN LA QUE R1 ES UN ATOMO DE HIDROGENO O UN RADICAL METILO, R3 ES UN ATOMO DE HIDROGENO O UN GRUPO METOXILO Y R2, R4, R5 Y R6 PUEDEN SER VARIOS TIPOS DE RADICALES. CONSISTE EN LA REACCION DE UN COMPUESTO DE FORMULA (II) CON UN COMPUESTO DE FORMULA R5-N = C = N-R6, EN LAS QUE R1-R6 TIENE LOS MISMOS SIGNIFICADOS QUE EN LA FORMULA (I). LA REACCION SE LLEVA A CABO EN UN DISOLVENTE APROTICO, EN PRESENCIA DE UNA BASE ORGANICA, TAL COMO PIRIDINA O TRIETILAMINA, A UNA TEMPERATURA ENTRE 50 Y 100 C.PROCEDURE FOR OBTAINING ERGOLINE DERIVATIVES, AS WELL AS ITS ADDITION SALTS PHYSIOLOGICALLY COMPATIBLE WITH ORGANIC OR INORGANIC ACIDS, OF FORMULA (I), IN WHICH R1 IS A HYDROGEN ATOM OR A METHYL RADICAL, R3 IS A HYDROGEN ATOM OR A METHOXYL GROUP AND R2, R4, R5 AND R6 MAY BE VARIOUS TYPES OF RADICALS. IT CONSISTS OF THE REACTION OF A COMPOUND OF FORMULA (II) WITH A COMPOUND OF FORMULA R5-N = C = N-R6, IN WHICH R1-R6 HAS THE SAME MEANINGS AS IN FORMULA (I). THE REACTION IS CARRIED OUT IN AN APROTIC SOLVENT, IN THE PRESENCE OF AN ORGANIC BASE, SUCH AS PYRIDINE OR TRIETHYLAMINE, AT A TEMPERATURE BETWEEN 50 AND 100 C.
Applications Claiming Priority (2)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB8011234 | 1980-04-03 | ||
| GB8040575 | 1980-12-18 |
Publications (2)
| Publication Number | Publication Date |
|---|---|
| ES500911A0 ES500911A0 (en) | 1982-01-16 |
| ES8202003A1 true ES8202003A1 (en) | 1982-01-16 |
Family
ID=26275073
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES500911A Expired ES8202003A1 (en) | 1980-04-03 | 1981-03-31 | A PROCEDURE FOR THE PREPARATION OF ERGOLI-NA DERIVATIVES |
Country Status (20)
| Country | Link |
|---|---|
| AT (1) | AT375076B (en) |
| AU (1) | AU540621B2 (en) |
| CA (1) | CA1156648A (en) |
| CH (1) | CH645896A5 (en) |
| CS (1) | CS415291A3 (en) |
| DE (1) | DE3112861A1 (en) |
| DK (1) | DK148686C (en) |
| ES (1) | ES8202003A1 (en) |
| FI (1) | FI70412C (en) |
| FR (1) | FR2479829B1 (en) |
| GR (1) | GR74806B (en) |
| HK (1) | HK67287A (en) |
| IE (1) | IE51130B1 (en) |
| IL (1) | IL62519A (en) |
| IT (2) | IT1210473B (en) |
| NL (3) | NL189462C (en) |
| NZ (1) | NZ196670A (en) |
| PT (1) | PT72785B (en) |
| SE (1) | SE442637B (en) |
| YU (1) | YU43011B (en) |
Families Citing this family (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2173189B (en) * | 1985-02-21 | 1988-04-27 | Maruko Pharmaceutical Co | Ergoline derivatives and salts thereof and pharmaceutical compositions thereof |
| GB0409785D0 (en) | 2004-04-30 | 2004-06-09 | Resolution Chemicals Ltd | Preparation of cabergoline |
| US7339060B2 (en) | 2005-03-23 | 2008-03-04 | Resolution Chemicals, Ltd. | Preparation of cabergoline |
| GB0505965D0 (en) | 2005-03-23 | 2005-04-27 | Resolution Chemicals Ltd | Preparation of cabergoline |
| US7939665B2 (en) | 2007-05-04 | 2011-05-10 | Apotex Pharmachem Inc. | Efficient process for the preparation of cabergoline and its intermediates |
| EP2083008A1 (en) * | 2007-12-07 | 2009-07-29 | Axxonis Pharma AG | Ergoline derivatives as selective radical scavengers for neurons |
Family Cites Families (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| SE396753B (en) * | 1970-05-18 | 1977-10-03 | Richter Gedeon Vegyeszet | ANALOGICAL PROCEDURE FOR PREPARING AN ASSOCIATION OF THE DIHYDROLYSERG ACID SERIES |
-
1981
- 1981-03-26 NL NLAANVRAGE8101509,A patent/NL189462C/en not_active IP Right Cessation
- 1981-03-30 CA CA000374134A patent/CA1156648A/en not_active Expired
- 1981-03-30 AT AT0148481A patent/AT375076B/en not_active IP Right Cessation
- 1981-03-30 NZ NZ196670A patent/NZ196670A/en unknown
- 1981-03-30 IL IL62519A patent/IL62519A/en not_active IP Right Cessation
- 1981-03-30 CH CH214481A patent/CH645896A5/en not_active IP Right Cessation
- 1981-03-31 FR FR8106422A patent/FR2479829B1/en not_active Expired
- 1981-03-31 YU YU851/81A patent/YU43011B/en unknown
- 1981-03-31 DE DE19813112861 patent/DE3112861A1/en active Granted
- 1981-03-31 AU AU68937/81A patent/AU540621B2/en not_active Expired
- 1981-03-31 ES ES500911A patent/ES8202003A1/en not_active Expired
- 1981-04-01 IT IT8120866A patent/IT1210473B/en active
- 1981-04-01 PT PT72785A patent/PT72785B/en unknown
- 1981-04-01 GR GR64542A patent/GR74806B/el unknown
- 1981-04-01 IE IE754/81A patent/IE51130B1/en not_active IP Right Cessation
- 1981-04-01 IT IT20865/81A patent/IT1205241B/en active Protection Beyond IP Right Term
- 1981-04-02 DK DK150781A patent/DK148686C/en not_active IP Right Cessation
- 1981-04-02 SE SE8102131A patent/SE442637B/en not_active IP Right Cessation
- 1981-04-02 FI FI811025A patent/FI70412C/en not_active IP Right Cessation
-
1987
- 1987-09-17 HK HK672/87A patent/HK67287A/en not_active IP Right Cessation
-
1991
- 1991-12-30 CS CS914152A patent/CS415291A3/en unknown
-
1993
- 1993-06-24 NL NL930091C patent/NL930091I2/en unknown
- 1993-06-24 NL NL930092C patent/NL930092I1/en unknown
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PC1A | Transfer granted |