ES2000330A6 - Procedkimiento para la preparacion de derivados de n-metilados de la ergolina - Google Patents
Procedkimiento para la preparacion de derivados de n-metilados de la ergolinaInfo
- Publication number
- ES2000330A6 ES2000330A6 ES8600251A ES8600251A ES2000330A6 ES 2000330 A6 ES2000330 A6 ES 2000330A6 ES 8600251 A ES8600251 A ES 8600251A ES 8600251 A ES8600251 A ES 8600251A ES 2000330 A6 ES2000330 A6 ES 2000330A6
- Authority
- ES
- Spain
- Prior art keywords
- denotes
- hydrogen atom
- ergoline
- preparation
- formula
- 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
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 4
- 125000000956 methoxy group Chemical group [H]C([H])([H])O* 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
- 125000004453 alkoxycarbonyl group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 239000000010 aprotic solvent Substances 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- 125000003178 carboxy group Chemical group [H]OC(*)=O 0.000 abstract 1
- 239000003795 chemical substances by application Substances 0.000 abstract 1
- 125000004029 hydroxymethyl group Chemical group [H]OC([H])([H])* 0.000 abstract 1
- 238000004519 manufacturing process Methods 0.000 abstract 1
- CXHHBNMLPJOKQD-UHFFFAOYSA-M methyl carbonate Chemical compound COC([O-])=O CXHHBNMLPJOKQD-UHFFFAOYSA-M 0.000 abstract 1
- 230000001035 methylating effect Effects 0.000 abstract 1
- 239000003444 phase transfer catalyst Substances 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
-
- 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
- C07D457/02—Heterocyclic compounds containing indolo [4, 3-f, g] quinoline ring systems, e.g. derivatives of ergoline, of the formula:, e.g. lysergic acid with hydrocarbon or substituted hydrocarbon radicals, attached in position 8
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Catalysts (AREA)
- Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Abstract
PROCEDIMIENTO PARA LA PREPARACION DE DERIVADOS N-METILADOS DE LA ERGOLINA DE FORMULA GENERAL (I) POR METILACION DE UN DERIVADO DE LA ERGOLINA DE FORMULA GENERAL (II) POR MEDIO DE CARBONATO DE METILO EN PRESENCIA DE UN AGENTE ALCALINO OPERANDO EN UN DISOLVENTE APROTICO APOLAR EN PRESENCIA DE UN CATALIZADOR DE TRANSFERENCIA DE FASE. EN LAS FORMULAS GENERALES (I,II), R1 REPRESENTA CARBOXI, ALQUILOXICARBONILO O HIDROXIMETILO, R2 REPRESENTA HIDROGENO O METOXI, R3 REPRESENTA HIDROGENO O FORMA CON R2 UN ENLACE.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| FR8510620A FR2584720B1 (fr) | 1985-07-11 | 1985-07-11 | Procede de preparation de derives n-methyles de l'ergoline |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| ES2000330A6 true ES2000330A6 (es) | 1988-02-16 |
Family
ID=9321195
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| ES8600251A Expired ES2000330A6 (es) | 1985-07-11 | 1986-07-11 | Procedkimiento para la preparacion de derivados de n-metilados de la ergolina |
Country Status (11)
| Country | Link |
|---|---|
| US (1) | US4754037A (es) |
| EP (1) | EP0208622B1 (es) |
| JP (1) | JPH0667936B2 (es) |
| KR (1) | KR930010497B1 (es) |
| AT (1) | ATE44742T1 (es) |
| CA (1) | CA1261319A (es) |
| DE (1) | DE3664471D1 (es) |
| ES (1) | ES2000330A6 (es) |
| FR (1) | FR2584720B1 (es) |
| GR (1) | GR861782B (es) |
| PT (1) | PT82934B (es) |
Families Citing this family (4)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| FR2584719B1 (fr) * | 1985-07-11 | 1987-10-02 | Rhone Poulenc Sante | Procede de preparation des derives n-methyles du lysergol et du methoxy-10a lumilysergol |
| US6063908A (en) * | 1996-07-02 | 2000-05-16 | Roche Diagnostics Corporation | Reagents for lysergic acid diethylamide immunoassay |
| US6326501B1 (en) * | 2000-04-19 | 2001-12-04 | Hoffmann-La Roche Inc. | Methylation of indole compounds using dimethyl carbonate |
| CN113480532B (zh) * | 2021-07-06 | 2022-08-16 | 福安药业集团重庆博圣制药有限公司 | 一种尼麦角林合成方法 |
Family Cites Families (10)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US3218323A (en) * | 1965-11-16 | Esters of i,g-dimethyl-b-ergolenyl carbamic acid | ||
| CA631701A (en) * | 1961-11-28 | Sandoz A.G. | Compounds of the lysergic acid series alkylated at the indol nitrogen atom | |
| US3228943A (en) * | 1962-06-11 | 1966-01-11 | Lumilysergol derivatives | |
| AT251200B (de) * | 1962-07-13 | 1966-12-27 | Farmaceutici Italia | Verfahren zur Herstellung neuer Derivate von Dihydro-D-lysergsäureamid und 1-Methyl-dihydro-D-lysergsäureamid |
| US3879554A (en) * | 1970-03-20 | 1975-04-22 | Farmaceutici Italia | Use of 1,6-dimethyl-8-{62 -(5-bromonicotinoyloxymethyl)-10 {60 -methoxyergoline in treating cerebral and peripheral metabolic vascular disorders |
| DE2618033A1 (de) * | 1976-04-24 | 1977-11-10 | Basf Ag | Verfahren zur herstellung von aralkylarylaminen und alkylarylaminen |
| YU40004B (en) * | 1977-07-21 | 1985-06-30 | Lek Tovarna Farmacevtskih | Praocess for preparing n-substituted esters of 9,10-dihydrlysergic acid |
| IT1094965B (it) * | 1978-04-05 | 1985-08-10 | Corvi Mora E | Procedimento di preparazione di derivati del lisergolo |
| IT1114212B (it) * | 1979-03-07 | 1986-01-27 | Anic Spa | Procedimento per la preparazione di alchil ammine aromatiche |
| CS231214B1 (en) * | 1982-03-12 | 1984-10-15 | Antonin Cerny | Processing method of 1-substituted n+l8alpha-ergoline+p-n,diethyl urea |
-
1985
- 1985-07-11 FR FR8510620A patent/FR2584720B1/fr not_active Expired
-
1986
- 1986-07-07 PT PT82934A patent/PT82934B/pt not_active IP Right Cessation
- 1986-07-09 CA CA000513406A patent/CA1261319A/fr not_active Expired
- 1986-07-09 GR GR861782A patent/GR861782B/el unknown
- 1986-07-10 US US06/884,043 patent/US4754037A/en not_active Expired - Lifetime
- 1986-07-10 DE DE8686401538T patent/DE3664471D1/de not_active Expired
- 1986-07-10 KR KR1019860005571A patent/KR930010497B1/ko not_active Expired - Fee Related
- 1986-07-10 AT AT86401538T patent/ATE44742T1/de not_active IP Right Cessation
- 1986-07-10 EP EP86401538A patent/EP0208622B1/fr not_active Expired
- 1986-07-10 JP JP61160970A patent/JPH0667936B2/ja not_active Expired - Fee Related
- 1986-07-11 ES ES8600251A patent/ES2000330A6/es not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| FR2584720B1 (fr) | 1987-10-02 |
| DE3664471D1 (en) | 1989-08-24 |
| ATE44742T1 (de) | 1989-08-15 |
| PT82934A (fr) | 1986-08-01 |
| KR870001208A (ko) | 1987-03-12 |
| EP0208622A1 (fr) | 1987-01-14 |
| GR861782B (en) | 1986-11-10 |
| KR930010497B1 (ko) | 1993-10-25 |
| US4754037A (en) | 1988-06-28 |
| PT82934B (pt) | 1989-01-30 |
| EP0208622B1 (fr) | 1989-07-19 |
| FR2584720A1 (fr) | 1987-01-16 |
| JPS6216482A (ja) | 1987-01-24 |
| JPH0667936B2 (ja) | 1994-08-31 |
| CA1261319A (fr) | 1989-09-26 |
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| FD1A | Patent lapsed |
Effective date: 20040712 |