FI113473B - Förfarande för framställning av ergolinderivat - Google Patents
Förfarande för framställning av ergolinderivat Download PDFInfo
- Publication number
- FI113473B FI113473B FI934933A FI934933A FI113473B FI 113473 B FI113473 B FI 113473B FI 934933 A FI934933 A FI 934933A FI 934933 A FI934933 A FI 934933A FI 113473 B FI113473 B FI 113473B
- Authority
- FI
- Finland
- Prior art keywords
- group
- formula
- process according
- alkyl
- hydrogen
- Prior art date
Links
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
-
- 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
- A61P25/14—Drugs for disorders of the nervous system for treating abnormal movements, e.g. chorea, dyskinesia
- A61P25/16—Anti-Parkinson drugs
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P5/00—Drugs for disorders of the endocrine system
- A61P5/06—Drugs for disorders of the endocrine system of the anterior pituitary hormones, e.g. TSH, ACTH, FSH, LH, PRL, GH
- A61P5/08—Drugs for disorders of the endocrine system of the anterior pituitary hormones, e.g. TSH, ACTH, FSH, LH, PRL, GH for decreasing, blocking or antagonising the activity of the anterior pituitary hormones
Landscapes
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Organic Chemistry (AREA)
- Engineering & Computer Science (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Life Sciences & Earth Sciences (AREA)
- Neurology (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Neurosurgery (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Biomedical Technology (AREA)
- Diabetes (AREA)
- Endocrinology (AREA)
- Psychology (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Control Of Electric Motors In General (AREA)
- Emergency Protection Circuit Devices (AREA)
Claims (6)
1. Förfarande för framställning av ett ergolinderivat med formeln I 0ίΓΎ%1 i vilken formel Ri betecknar en alkylgrupp med 1-4 kolatomer, en cyklohexylgrupp eller en fenylgrupp eller en dimetylamino-alkylgrupp (CH2)nN(CH3)2, i vilken n är ett helt tai, R2 betecknar vilken som heist av de grupper, som Ri betecknar, eller den betecknar en väteatom eller en pyridyl-, pyrimi-dyl-, pyrazinyl-, pyridazinyl-, tiazolyl- eller tiadiazolyl-rest, R3 betecknar ett kolväte med 1-4 kolatomer, R4 betecknar en väte- eller halogenatom eller en metyltio- eller : ; fenyltiogrupp och R5 betecknar en väteatom eller en v · metylgrupp, kännetecknat därav, att en ergolinamid med j* formeln II * » < R‘ * » t : rr I I · t · 10 11347? omsätts med en isocyanat med formeln III Ri - N = C = O (III) i vilka formler Rlf R2, R3, R4 och R5 betecknar detsamma som ovan, genom att använda som en metallkatalyt ett sait av metallgruppen Ib eller Hb och en fosforförening, som är en fosfin med formeln PR6R7R8, i vilken R6f R7 och R8 var och en oberoende av varandra är en alkyl- eller arylgrupp, som är eventuellt substituerad med en eller flera substituenter, som är Cl, F, metyl eller metoxi, eller den är en alkylfosfit.
2. Förfarande enligt patentkravet 1, kännetecknat därav, att reaktionen utförs i ett lämpligt lösningsmedel vid en tempe-ratur, som är frän 0 °C tili 80 °C.
3. Förfarande enligt patentkravet 1, kännetecknat därav, att Ib eller Hb metallsaltet är CuCl eller CuCl2.
4. Förfarande enligt nägot av patentkraven 1-3, kännetecknat .* därav, att fosforföreningen är trifenylfosfin.
’> ' 5. Förfarande enligt nägot av patentkraven 2-4, kännetecknat > · ·· - därav, att lösningsmedlet är diklormetan, 1,1-dikloretan * eller toluen, och reaktionen utförs i en temperatur, som är • · '* * frän 35 °C tili 60 °C.
6. Förfarande enligt nägot av patentkraven 1-5, kännetecknat * · ‘1* därav, att Ri är en etylgrupp, R2 är en dimetylaminopropyl - ’ grupp, R3 är en allylgrupp och R4nch Rs är väteatomer.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| GB929205439A GB9205439D0 (en) | 1992-03-12 | 1992-03-12 | Process for the synthesis of ergoline derivatives |
| GB9205439 | 1992-03-12 | ||
| PCT/EP1993/000360 WO1993018034A1 (en) | 1992-03-12 | 1993-02-15 | Process for the preparation of ergoline derivatives |
| EP9300360 | 1993-02-15 |
Publications (3)
| Publication Number | Publication Date |
|---|---|
| FI934933A0 FI934933A0 (fi) | 1993-11-08 |
| FI934933A7 FI934933A7 (fi) | 1993-11-08 |
| FI113473B true FI113473B (sv) | 2004-04-30 |
Family
ID=10712024
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| FI934933A FI113473B (sv) | 1992-03-12 | 1993-11-08 | Förfarande för framställning av ergolinderivat |
Country Status (25)
| Country | Link |
|---|---|
| US (1) | US5382669A (sv) |
| EP (1) | EP0593692B1 (sv) |
| JP (1) | JP3339858B2 (sv) |
| KR (1) | KR100274102B1 (sv) |
| CN (1) | CN1038510C (sv) |
| AT (1) | ATE180783T1 (sv) |
| AU (1) | AU653099B2 (sv) |
| CA (1) | CA2106371C (sv) |
| CZ (1) | CZ281708B6 (sv) |
| DE (1) | DE69325138D1 (sv) |
| FI (1) | FI113473B (sv) |
| GB (1) | GB9205439D0 (sv) |
| HU (1) | HU210407B (sv) |
| IL (1) | IL104973A (sv) |
| MX (1) | MX9301297A (sv) |
| MY (1) | MY109152A (sv) |
| NO (1) | NO302754B1 (sv) |
| NZ (1) | NZ249115A (sv) |
| PH (1) | PH30138A (sv) |
| RU (1) | RU2118323C1 (sv) |
| SK (1) | SK279039B6 (sv) |
| TW (1) | TW215089B (sv) |
| UA (1) | UA26400C2 (sv) |
| WO (1) | WO1993018034A1 (sv) |
| ZA (1) | ZA931720B (sv) |
Families Citing this family (12)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB0007308D0 (en) | 2000-03-24 | 2000-05-17 | Pharmacia & Upjohn Spa | Process for preparing crystalline form | of cabergoline |
| US6696568B2 (en) | 2001-04-16 | 2004-02-24 | Finetech Ltd. | Process and intermediates for production of cabergoline and related compounds |
| CA2521965A1 (en) * | 2003-04-11 | 2004-10-28 | Societe De Conseils De Recherches Et D'applications Scientifiques (S.C.R | Somatostatin-dopamine chimeric analogs |
| IL155545A (en) * | 2003-04-21 | 2009-12-24 | Finetech Pharmaceutical Ltd | Solvate form of cabergoline |
| HUP0400517A3 (en) * | 2004-03-04 | 2006-05-29 | Richter Gedeon Vegyeszet | Process for producing cabergoline |
| GB0409785D0 (en) * | 2004-04-30 | 2004-06-09 | Resolution Chemicals Ltd | Preparation of cabergoline |
| FR2877945A1 (fr) * | 2004-11-18 | 2006-05-19 | Archemis Sa | Procede de la preparation de la cabergoline |
| WO2006097345A1 (en) | 2005-03-17 | 2006-09-21 | Synthon Argentina S.A. | Improved process for making cabergoline |
| GB0505965D0 (en) * | 2005-03-23 | 2005-04-27 | Resolution Chemicals Ltd | Preparation of cabergoline |
| EP1925616A1 (en) * | 2006-10-26 | 2008-05-28 | LEK Pharmaceuticals D.D. | Process for the preparation of crystal forms of cabergoline via stable solvates of cabergoline |
| US7939665B2 (en) * | 2007-05-04 | 2011-05-10 | Apotex Pharmachem Inc. | Efficient process for the preparation of cabergoline and its intermediates |
| WO2014078857A1 (en) | 2012-11-19 | 2014-05-22 | Regents Of The University Of Minnesota | Ergoline derivatives as dopamine receptor modulators |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB2074566B (en) * | 1980-04-03 | 1983-11-02 | Erba Farmitalia | Ergoline derivatives |
| GB2103603B (en) * | 1981-08-11 | 1985-04-11 | Erba Farmitalia | Ergoline derivatives |
-
1992
- 1992-03-12 GB GB929205439A patent/GB9205439D0/en active Pending
-
1993
- 1993-02-15 RU RU93058546A patent/RU2118323C1/ru not_active IP Right Cessation
- 1993-02-15 UA UA93003963A patent/UA26400C2/uk unknown
- 1993-02-15 AU AU34974/93A patent/AU653099B2/en not_active Ceased
- 1993-02-15 DE DE69325138T patent/DE69325138D1/de not_active Expired - Lifetime
- 1993-02-15 JP JP51527993A patent/JP3339858B2/ja not_active Expired - Fee Related
- 1993-02-15 CZ CZ932715A patent/CZ281708B6/cs not_active IP Right Cessation
- 1993-02-15 KR KR1019930703386A patent/KR100274102B1/ko not_active Expired - Fee Related
- 1993-02-15 EP EP93903972A patent/EP0593692B1/en not_active Expired - Lifetime
- 1993-02-15 AT AT93903972T patent/ATE180783T1/de active
- 1993-02-15 NZ NZ249115A patent/NZ249115A/en not_active IP Right Cessation
- 1993-02-15 HU HU9303541A patent/HU210407B/hu unknown
- 1993-02-15 CA CA002106371A patent/CA2106371C/en not_active Expired - Fee Related
- 1993-02-15 WO PCT/EP1993/000360 patent/WO1993018034A1/en not_active Ceased
- 1993-02-15 SK SK1401-93A patent/SK279039B6/sk unknown
- 1993-02-16 TW TW082101067A patent/TW215089B/zh active
- 1993-03-08 IL IL104973A patent/IL104973A/xx not_active IP Right Cessation
- 1993-03-09 MX MX9301297A patent/MX9301297A/es not_active IP Right Cessation
- 1993-03-09 US US08/028,286 patent/US5382669A/en not_active Expired - Lifetime
- 1993-03-09 CN CN93102663A patent/CN1038510C/zh not_active Expired - Fee Related
- 1993-03-09 PH PH45839A patent/PH30138A/en unknown
- 1993-03-10 ZA ZA931720A patent/ZA931720B/xx unknown
- 1993-03-11 MY MYPI93000439A patent/MY109152A/en unknown
- 1993-11-08 FI FI934933A patent/FI113473B/sv active
- 1993-11-11 NO NO934077A patent/NO302754B1/no unknown
Also Published As
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| GB | Transfer or assigment of application |
Owner name: PHARMACIA & UPJOHN S.P.A. |