DE3063118D1 - Process for the preparation of ergotamine and of alcaloids of the ergotoxine group - Google Patents
Process for the preparation of ergotamine and of alcaloids of the ergotoxine groupInfo
- Publication number
- DE3063118D1 DE3063118D1 DE8080401033T DE3063118T DE3063118D1 DE 3063118 D1 DE3063118 D1 DE 3063118D1 DE 8080401033 T DE8080401033 T DE 8080401033T DE 3063118 T DE3063118 T DE 3063118T DE 3063118 D1 DE3063118 D1 DE 3063118D1
- Authority
- DE
- Germany
- Prior art keywords
- alkaloids
- ergotamine
- preparation
- ergotoxine
- group
- 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
- OFKDAAIKGIBASY-VFGNJEKYSA-N ergotamine Chemical compound C([C@H]1C(=O)N2CCC[C@H]2[C@]2(O)O[C@@](C(N21)=O)(C)NC(=O)[C@H]1CN([C@H]2C(C3=CC=CC4=NC=C([C]34)C2)=C1)C)C1=CC=CC=C1 OFKDAAIKGIBASY-VFGNJEKYSA-N 0.000 title abstract 3
- 229960004943 ergotamine Drugs 0.000 title abstract 3
- XCGSFFUVFURLIX-UHFFFAOYSA-N ergotaminine Natural products C1=C(C=2C=CC=C3NC=C(C=23)C2)C2N(C)CC1C(=O)NC(C(N12)=O)(C)OC1(O)C1CCCN1C(=O)C2CC1=CC=CC=C1 XCGSFFUVFURLIX-UHFFFAOYSA-N 0.000 title abstract 3
- 238000002360 preparation method Methods 0.000 title abstract 3
- 238000000034 method Methods 0.000 title abstract 2
- XEKOWRVHYACXOJ-UHFFFAOYSA-N Ethyl acetate Chemical compound CCOC(C)=O XEKOWRVHYACXOJ-UHFFFAOYSA-N 0.000 abstract 6
- 229930013930 alkaloid Natural products 0.000 abstract 6
- ZWEHNKRNPOVVGH-UHFFFAOYSA-N 2-Butanone Chemical compound CCC(C)=O ZWEHNKRNPOVVGH-UHFFFAOYSA-N 0.000 abstract 3
- 241000221751 Claviceps purpurea Species 0.000 abstract 2
- 239000002253 acid Substances 0.000 abstract 2
- 238000000605 extraction Methods 0.000 abstract 2
- 238000001556 precipitation Methods 0.000 abstract 2
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 abstract 2
- 239000012670 alkaline solution Substances 0.000 abstract 1
- PNEYBMLMFCGWSK-UHFFFAOYSA-N aluminium oxide Inorganic materials [O-2].[O-2].[O-2].[Al+3].[Al+3] PNEYBMLMFCGWSK-UHFFFAOYSA-N 0.000 abstract 1
- 239000011260 aqueous acid Substances 0.000 abstract 1
- 238000013375 chromatographic separation Methods 0.000 abstract 1
- 238000010828 elution Methods 0.000 abstract 1
- 238000000227 grinding Methods 0.000 abstract 1
- 238000002955 isolation Methods 0.000 abstract 1
- 238000000746 purification Methods 0.000 abstract 1
- 229930195734 saturated hydrocarbon Natural products 0.000 abstract 1
- 230000007928 solubilization Effects 0.000 abstract 1
- 238000005063 solubilization Methods 0.000 abstract 1
- 239000000243 solution Substances 0.000 abstract 1
Classifications
-
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07D—HETEROCYCLIC COMPOUNDS
- C07D519/00—Heterocyclic compounds containing more than one system of two or more relevant hetero rings condensed among themselves or condensed with a common carbocyclic ring system not provided for in groups C07D453/00 or C07D455/00
- C07D519/02—Ergot alkaloids of the cyclic peptide type
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Nitrogen And Oxygen Or Sulfur-Condensed Heterocyclic Ring Systems (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
- Medicines Containing Plant Substances (AREA)
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR7917860A FR2460955A1 (fr) | 1979-07-10 | 1979-07-10 | Procede de preparation de l'ergotamine et des alcaloides du groupe ergotoxine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE3063118D1 true DE3063118D1 (en) | 1983-06-16 |
Family
ID=9227715
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE8080401033T Expired DE3063118D1 (en) | 1979-07-10 | 1980-07-09 | Process for the preparation of ergotamine and of alcaloids of the ergotoxine group |
Country Status (5)
| Country | Link |
|---|---|
| EP (1) | EP0022418B1 (https=) |
| AT (1) | ATE3296T1 (https=) |
| DE (1) | DE3063118D1 (https=) |
| ES (1) | ES8104310A1 (https=) |
| FR (1) | FR2460955A1 (https=) |
Families Citing this family (3)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| WO2003074526A2 (en) * | 2002-02-28 | 2003-09-12 | Mallinckrodt Inc. | Method and system for separation and purification of at least one narcotic alkaloid using reverse phase preparative chromatography |
| JP2007523174A (ja) * | 2004-02-20 | 2007-08-16 | イヴァックス ファーマシューティカルズ エス．アール．オー． | 麦角から麦角アルカロイド類を単離する方法 |
| DE102010060382B4 (de) | 2010-11-05 | 2013-05-29 | Bundesanstalt für Materialforschung und -Prüfung (BAM) | Analysenverfahren zur Isolierung von Mykotoxinen mit einer Ergolin-Grundstruktur, insbesondere von Ergotalkaloiden |
Family Cites Families (2)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| DE697760C (de) * | 1937-12-09 | 1940-10-22 | Kali Chemie Akt Ges | Verfahren zur Gewinnung der grossen Gesamtalkaloide des Mutterkorns |
| FR2089081A5 (https=) * | 1970-04-02 | 1972-01-07 | Lek Tovarna Farmacevtskih |
-
1979
- 1979-07-10 FR FR7917860A patent/FR2460955A1/fr active Granted
-
1980
- 1980-07-09 AT AT80401033T patent/ATE3296T1/de active
- 1980-07-09 EP EP80401033A patent/EP0022418B1/fr not_active Expired
- 1980-07-09 DE DE8080401033T patent/DE3063118D1/de not_active Expired
- 1980-07-10 ES ES493272A patent/ES8104310A1/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| ES493272A0 (es) | 1981-04-16 |
| ATE3296T1 (de) | 1983-05-15 |
| EP0022418A1 (fr) | 1981-01-14 |
| FR2460955B1 (https=) | 1982-11-05 |
| EP0022418B1 (fr) | 1983-05-11 |
| FR2460955A1 (fr) | 1981-01-30 |
| ES8104310A1 (es) | 1981-04-16 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| 8327 | Change in the person/name/address of the patent owner |
Owner name: PIERRE FABRE S.A., BOULOGNE, FR |
|
| 8328 | Change in the person/name/address of the agent |
Free format text: GRUENECKER, KINKELDEY, STOCKMAIR & SCHWANHAEUSSER, ANWALTSSOZIETAET, 80538 MUENCHEN |