GB959261A - Ergoline i derivatives - Google Patents
Ergoline i derivativesInfo
- Publication number
- GB959261A GB959261A GB1998762A GB1998762A GB959261A GB 959261 A GB959261 A GB 959261A GB 1998762 A GB1998762 A GB 1998762A GB 1998762 A GB1998762 A GB 1998762A GB 959261 A GB959261 A GB 959261A
- Authority
- GB
- United Kingdom
- Prior art keywords
- alkyl
- cycloaliphatic
- methyl
- hydrogen
- groups
- 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
- 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 compound 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 title 1
- -1 cycloaliphatic Chemical group 0.000 abstract 4
- 150000001875 compounds Chemical class 0.000 abstract 2
- 229910052739 hydrogen Inorganic materials 0.000 abstract 2
- 239000001257 hydrogen Substances 0.000 abstract 2
- 125000004435 hydrogen atom Chemical group [H]* 0.000 abstract 2
- VEXZGXHMUGYJMC-UHFFFAOYSA-M Chloride anion Chemical compound [Cl-] VEXZGXHMUGYJMC-UHFFFAOYSA-M 0.000 abstract 1
- 208000001953 Hypotension Diseases 0.000 abstract 1
- OFOBLEOULBTSOW-UHFFFAOYSA-N Malonic acid Chemical compound OC(=O)CC(O)=O OFOBLEOULBTSOW-UHFFFAOYSA-N 0.000 abstract 1
- VZMIIYFDQQAANA-PXFYRTPJSA-N [(6ar,10ar)-4,7-dimethyl-6,6a,8,9,10,10a-hexahydroindolo[4,3-fg]quinoline-9-yl]methanamine Chemical compound C1=CC([C@H]2CC(CN)CN([C@@H]2C2)C)=C3C2=CN(C)C3=C1 VZMIIYFDQQAANA-PXFYRTPJSA-N 0.000 abstract 1
- 239000002253 acid Substances 0.000 abstract 1
- 230000010933 acylation Effects 0.000 abstract 1
- 238000005917 acylation reaction Methods 0.000 abstract 1
- 230000002908 adrenolytic effect Effects 0.000 abstract 1
- 125000001931 aliphatic group Chemical group 0.000 abstract 1
- 125000003545 alkoxy group Chemical group 0.000 abstract 1
- 125000000217 alkyl group Chemical group 0.000 abstract 1
- 125000003277 amino group Chemical group 0.000 abstract 1
- 150000008064 anhydrides Chemical class 0.000 abstract 1
- 125000003710 aryl alkyl group Chemical group 0.000 abstract 1
- 125000003118 aryl group Chemical group 0.000 abstract 1
- 125000004104 aryloxy group Chemical group 0.000 abstract 1
- 125000004432 carbon atom Chemical group C* 0.000 abstract 1
- BVKZGUZCCUSVTD-UHFFFAOYSA-N carbonic acid Chemical compound OC(O)=O BVKZGUZCCUSVTD-UHFFFAOYSA-N 0.000 abstract 1
- 230000002196 ecbolic effect Effects 0.000 abstract 1
- 125000005843 halogen group Chemical group 0.000 abstract 1
- 125000004415 heterocyclylalkyl group Chemical group 0.000 abstract 1
- 208000021822 hypotensive Diseases 0.000 abstract 1
- 230000001077 hypotensive effect Effects 0.000 abstract 1
- 239000007788 liquid Substances 0.000 abstract 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 abstract 1
- 238000007911 parenteral administration Methods 0.000 abstract 1
- 239000008194 pharmaceutical composition Substances 0.000 abstract 1
- 239000006187 pill Substances 0.000 abstract 1
- 239000000843 powder Substances 0.000 abstract 1
- 230000001624 sedative effect Effects 0.000 abstract 1
- BDHFUVZGWQCTTF-UHFFFAOYSA-N sulfonic acid Chemical compound OS(=O)=O BDHFUVZGWQCTTF-UHFFFAOYSA-N 0.000 abstract 1
- 239000003826 tablet Substances 0.000 abstract 1
- 150000003568 thioethers Chemical class 0.000 abstract 1
- KJAMZCVTJDTESW-UHFFFAOYSA-N tiracizine Chemical compound C1CC2=CC=CC=C2N(C(=O)CN(C)C)C2=CC(NC(=O)OCC)=CC=C21 KJAMZCVTJDTESW-UHFFFAOYSA-N 0.000 abstract 1
Classifications
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
- A61K31/33—Heterocyclic compounds
- A61K31/395—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins
- A61K31/435—Heterocyclic compounds having nitrogen as a ring hetero atom, e.g. guanethidine or rifamycins having six-membered rings with one nitrogen as the only ring hetero atom
- A61K31/47—Quinolines; Isoquinolines
- A61K31/48—Ergoline derivatives, e.g. lysergic acid, ergotamine
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61K—PREPARATIONS FOR MEDICAL, DENTAL OR TOILETRY PURPOSES
- A61K31/00—Medicinal preparations containing organic active ingredients
-
- 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
- Health & Medical Sciences (AREA)
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Animal Behavior & Ethology (AREA)
- Epidemiology (AREA)
- Life Sciences & Earth Sciences (AREA)
- Pharmacology & Pharmacy (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Medicinal Chemistry (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
Abstract
The invention comprises D-6-methyl- and 1,6-dimethyl-8-aminomethyl-ergoline I derivatives of general formula: <FORM:0959261/C2/1> wherein R1 is hydrogen or methyl and R is hydrogen or the radical of an aliphatic, cycloaliphatic, aromatic, aralkyl, aralkenyl, heterocyclyl-alkyl, cycloaliphatic-alkyl or heterocyclic carboxylic, dicarboxylic, carbamic, carbonic or sulphonic acid, having from 1 to 10 carbon atoms substituted or not by aryloxy groups or halogen atoms, by free or monoalkylated or dialkylated amino groups, by nitro, hydroxy, alkyl, alkoxy, thioether or sulphonic groups; and their preparation by reduction of the corresponding dihydro-D-lysergamides and, if desired, subsequent acylation with the chloride or anhydride of the appropriate acid. Pharmaceutical compositions comprise compounds of the invention with a therapeutically acceptable carrier. Oral and parenteral administration (tablets, powders, pills, liquids) are mentioned. The compounds have oxytocic, antienteraminic, adrenolytic, hypotensive and sedative properties. Specifications 670,991 and 811,964 are referred to.
Applications Claiming Priority (4)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| IT980861 | 1961-05-29 | ||
| IT1617861 | 1961-09-07 | ||
| IT85562A IT1051702B (en) | 1962-01-18 | 1962-01-18 | REFINEMENTS RELATED TO 6 METHYL AND 1.6 DIMETHYL ERGOLINE DERIVATIVES 1 |
| IT1570063A IT1051709B (en) | 1963-07-26 | 1963-07-26 | 1-methyl-n-carbobenzoxy-dihydrolysergamine |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB959261A true GB959261A (en) | 1964-05-27 |
Family
ID=27452643
Family Applications (2)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB1998762A Expired GB959261A (en) | 1961-05-29 | 1962-05-24 | Ergoline i derivatives |
| GB3069464A Expired GB1004310A (en) | 1961-05-29 | 1964-08-04 | 1,6-dimethyl-ergoline i derivatives |
Family Applications After (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3069464A Expired GB1004310A (en) | 1961-05-29 | 1964-08-04 | 1,6-dimethyl-ergoline i derivatives |
Country Status (10)
| Country | Link |
|---|---|
| BE (1) | BE650930A (en) |
| BR (2) | BR6239435D0 (en) |
| CH (1) | CH430737A (en) |
| DE (2) | DE1470217A1 (en) |
| FI (2) | FI45660C (en) |
| FR (3) | FR1326772A (en) |
| GB (2) | GB959261A (en) |
| NL (3) | NL6408237A (en) |
| NO (1) | NO118975B (en) |
| SE (2) | SE315903B (en) |
Cited By (6)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4299836A (en) * | 1979-07-12 | 1981-11-10 | Richter Gedeon Vegyeszeti Gyar Rt. | Novel ergol-8-ene and ergolin compounds and process for preparing same |
| US4382940A (en) * | 1979-12-06 | 1983-05-10 | Farmitalia Carlo Erba S.P.A. | Ercoline derivatives and therapeutic compositions having CNS affecting activity |
| US4766128A (en) * | 1983-03-14 | 1988-08-23 | Schering Aktiengesellschaft | Optionally 11- to 13-substituted ergoline compounds useful as medicinal agents |
| EP0411494A3 (en) * | 1989-08-04 | 1991-04-24 | Poli Industria Chimica S.P.A. | Ergoline derivatives having dopaminergic activity |
| US7572883B2 (en) | 2001-06-08 | 2009-08-11 | Societe De Conseils De Recherches Et D'applications Scientifiques, S.A.S. | Somatostatin-dopamine chimeric analogs |
| US8952128B2 (en) | 2012-11-01 | 2015-02-10 | Ipsen Pharma S.A.S. | Somatostatin-dopamine chimeric analogs |
Families Citing this family (1)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1513322A (en) * | 1976-01-09 | 1978-06-07 | Farmaceutici Italia | Heterocyclic ergoline derivatives |
-
0
- FR FR98D patent/FR98F/fr active Active
- NL NL278401D patent/NL278401A/xx unknown
- NL NL128196D patent/NL128196C/xx active
-
1962
- 1962-05-23 DE DE19621470217 patent/DE1470217A1/en not_active Withdrawn
- 1962-05-24 CH CH628462A patent/CH430737A/en unknown
- 1962-05-24 FI FI104462A patent/FI45660C/en active
- 1962-05-24 GB GB1998762A patent/GB959261A/en not_active Expired
- 1962-05-25 FR FR898776A patent/FR1326772A/fr not_active Expired
- 1962-05-28 SE SE597162A patent/SE315903B/xx unknown
- 1962-05-28 BR BR13943562A patent/BR6239435D0/en unknown
- 1962-05-28 FR FR898966A patent/FR2075M/en not_active Expired
-
1964
- 1964-07-17 NL NL6408237A patent/NL6408237A/xx unknown
- 1964-07-21 SE SE884364A patent/SE324784B/xx unknown
- 1964-07-21 FI FI156364A patent/FI46507C/en active
- 1964-07-22 BR BR16103964A patent/BR6461039D0/en unknown
- 1964-07-22 DE DE19641470285 patent/DE1470285A1/en not_active Withdrawn
- 1964-07-23 NO NO15411664A patent/NO118975B/no unknown
- 1964-07-24 BE BE650930A patent/BE650930A/xx unknown
- 1964-08-04 GB GB3069464A patent/GB1004310A/en not_active Expired
Cited By (11)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US4299836A (en) * | 1979-07-12 | 1981-11-10 | Richter Gedeon Vegyeszeti Gyar Rt. | Novel ergol-8-ene and ergolin compounds and process for preparing same |
| US4382940A (en) * | 1979-12-06 | 1983-05-10 | Farmitalia Carlo Erba S.P.A. | Ercoline derivatives and therapeutic compositions having CNS affecting activity |
| US4766128A (en) * | 1983-03-14 | 1988-08-23 | Schering Aktiengesellschaft | Optionally 11- to 13-substituted ergoline compounds useful as medicinal agents |
| EP0411494A3 (en) * | 1989-08-04 | 1991-04-24 | Poli Industria Chimica S.P.A. | Ergoline derivatives having dopaminergic activity |
| US7572883B2 (en) | 2001-06-08 | 2009-08-11 | Societe De Conseils De Recherches Et D'applications Scientifiques, S.A.S. | Somatostatin-dopamine chimeric analogs |
| US7579435B2 (en) | 2001-06-08 | 2009-08-25 | Societe De Conseils De Recherches Et D'applications Scientifiques, S.A.S. | Somatostatin-dopamine chimeric analogs |
| US8178651B2 (en) | 2001-06-08 | 2012-05-15 | Ipsen Pharma, S.A.S. | Somatostatin-dopamine chimeric analogs |
| US8324386B2 (en) | 2001-06-08 | 2012-12-04 | Ipsen Pharma S.A.S. | Somatostatin-dopamine chimeric analogs |
| US8952128B2 (en) | 2012-11-01 | 2015-02-10 | Ipsen Pharma S.A.S. | Somatostatin-dopamine chimeric analogs |
| US9603942B2 (en) | 2012-11-01 | 2017-03-28 | Ipsen Pharma S.A.S. | Somatostatin-dopamine chimeric analogs |
| US9731027B2 (en) | 2012-11-01 | 2017-08-15 | Ipsen Pharma S.A.S. | Somatostatin-dopamine chimeric analogs |
Also Published As
| Publication number | Publication date |
|---|---|
| SE315903B (en) | 1969-10-13 |
| CH430737A (en) | 1967-02-28 |
| NL278401A (en) | |
| NL128196C (en) | |
| BR6239435D0 (en) | 1973-06-14 |
| BR6461039D0 (en) | 1973-08-14 |
| NO118975B (en) | 1970-03-09 |
| FI45660B (en) | 1972-05-02 |
| SE324784B (en) | 1970-06-15 |
| BE650930A (en) | 1964-11-16 |
| FR1326772A (en) | 1963-04-01 |
| FI46507B (en) | 1973-01-02 |
| FR2075M (en) | 1963-10-14 |
| FI46507C (en) | 1973-04-10 |
| DE1470217A1 (en) | 1969-12-11 |
| NL6408237A (en) | 1965-01-27 |
| GB1004310A (en) | 1965-09-15 |
| FR98F (en) | |
| DE1470285A1 (en) | 1970-07-02 |
| FI45660C (en) | 1972-08-10 |
Similar Documents
| Publication | Publication Date | Title |
|---|---|---|
| ES2095942T3 (en) | BENZENOACETAMIDE DERIVATIVES HIV INHIBITORS. | |
| GB1392275A (en) | Therapeutic compositions | |
| GB959261A (en) | Ergoline i derivatives | |
| NZ212588A (en) | Pharmaceutical compositions contai indole derivatives, and certain of these derivatives | |
| GB1457022A (en) | Esters of oxyalkyltheophyllines the preparation thereof and pharmaceutical compositions containint them | |
| GB1252870A (en) | ||
| GB1191099A (en) | Ergoline Derivatives | |
| ES439909A1 (en) | 2-thiol-4,5-diphenyloxazole s-derivatives | |
| GB1523598A (en) | Tripeptides | |
| GB1194505A (en) | Piperidinol Derivatives and Process for Preparing Them | |
| GB1530074A (en) | Rho-acetamidophenol derivatives the preparation thereof and the use of such derivatives as therapeutic agents | |
| GB1494560A (en) | 4-aryl-5-aminoalkyl-4-thiazolin-2-ones and their preparation | |
| GB1280290A (en) | Novel derivatives of benzhydrylpiperazine, their process of preparation and their therapeutic application | |
| GB962857A (en) | Process for the production of imides | |
| GB1399261A (en) | 1,3-diamino 2-propanols and process for their preparation | |
| GB1250348A (en) | ||
| GB985004A (en) | 6-methyl-ergoline i derivatives | |
| GB1319841A (en) | Quinine alkaloid derivatives | |
| GB1100444A (en) | 13-alkyl 17-halogenoalkynyl steroid 3-alcohols and their esters | |
| GB1002005A (en) | New benzanilide derivatives | |
| ES480562A1 (en) | Bridged catharanthus alkaloid dimers, their preparation and formulations containing them. | |
| ES366690A1 (en) | 15(r)-pge1 and related compounds | |
| ES2010282A6 (en) | 8(alpha)-acylaminoergoline, its preparation and pharmaceutical compositions containing it | |
| GB1060466A (en) | Improvements in or relating to novel anthracene derivatives | |
| GB1047164A (en) | Ergoline ó derivatives |