GB1423065A - D-6-methyl-2,8-disubstituted ergolines - Google Patents
D-6-methyl-2,8-disubstituted ergolinesInfo
- Publication number
- GB1423065A GB1423065A GB3289073A GB3289073A GB1423065A GB 1423065 A GB1423065 A GB 1423065A GB 3289073 A GB3289073 A GB 3289073A GB 3289073 A GB3289073 A GB 3289073A GB 1423065 A GB1423065 A GB 1423065A
- Authority
- GB
- United Kingdom
- Prior art keywords
- methyl
- ergoline
- formula
- reacting
- compounds
- 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
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
- C07D457/02—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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P35/00—Antineoplastic agents
Landscapes
- Chemical & Material Sciences (AREA)
- Organic Chemistry (AREA)
- Health & Medical Sciences (AREA)
- General Chemical & Material Sciences (AREA)
- Medicinal Chemistry (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Pharmacology & Pharmacy (AREA)
- Life Sciences & Earth Sciences (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Public Health (AREA)
- Veterinary Medicine (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
1423065 D-6-Methyl-2,8-disubstituted ergoline ELI LILLY & CO 10 July 1973 [21 July 1972] 32890/73 Heading C2C Novel D-6-methyl-2,8-disubstituted ergoline compounds of the Formula (I) wherein X is halo, methyl or CN and R is CH 2 CN or CH 2 CONH 2 and their salts formed with pharmaceutically acceptable acids may be obtained (where X is halo) by reacting a compound of formula wherein R<SP>1</SP> is Cl, Br, I, O-SO 2 -CH 3 or O-SO 2 -p-tolyl; with a positive halogenating agent containing positive chlorine, bromine or iodine, to yield a compound of formula and then reacting this with an inorganic cyanide in an inert solvent. Conversion of the cyano group to the amide can be effected by well known procedures. Compounds in which X is CH 3 can be prepared by reacting D-6-methyl- 8-cyanomethyl (or 8-carboxamidomethyl)ergoline with methyl formate and ethanedithiol to form a dithioethylene acetal and desulphurizing the latter to form the 2-methyl derivative. Compounds in which X is CN can be prepared by reaction of a 2-unsubstituted ergoline with chlorosulphonylisocyanate and triethylamine. Pharmaceutical composition for inhibiting the secretion of prolactin in mammals contains as active ingredient a compound of Formula (I) or a salt thereof in forms suitable for oral or parenteral administration.
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| US27390272A | 1972-07-21 | 1972-07-21 |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| GB1423065A true GB1423065A (en) | 1976-01-28 |
Family
ID=23045910
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| GB3289073A Expired GB1423065A (en) | 1972-07-21 | 1973-07-10 | D-6-methyl-2,8-disubstituted ergolines |
Country Status (24)
| Country | Link |
|---|---|
| JP (2) | JPS576431B2 (en) |
| AR (3) | AR206772A1 (en) |
| AT (1) | AT331425B (en) |
| BE (1) | BE802531A (en) |
| BG (3) | BG21411A3 (en) |
| CA (1) | CA1006159A (en) |
| CH (5) | CH581135A5 (en) |
| CS (1) | CS208164B2 (en) |
| DD (1) | DD107690A5 (en) |
| DE (2) | DE2335750C3 (en) |
| DK (1) | DK140986B (en) |
| ES (5) | ES417078A1 (en) |
| FR (1) | FR2193606B1 (en) |
| GB (1) | GB1423065A (en) |
| HU (1) | HU167274B (en) |
| IE (1) | IE37936B1 (en) |
| IL (3) | IL42730A (en) |
| NL (1) | NL7309969A (en) |
| PH (1) | PH11229A (en) |
| RO (2) | RO63792A (en) |
| SE (3) | SE393111B (en) |
| SU (3) | SU645581A3 (en) |
| YU (1) | YU36953B (en) |
| ZA (1) | ZA734627B (en) |
Families Citing this family (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| GB1517971A (en) * | 1974-07-19 | 1978-07-19 | Sandoz Ltd | 8alpha-substituted ergoline i derivatives |
| US3968111A (en) * | 1974-12-06 | 1976-07-06 | Eli Lilly And Company | 8,8-Disubstituted-6-methylergolines and related compounds |
| US4166182A (en) * | 1978-02-08 | 1979-08-28 | Eli Lilly And Company | 6-n-propyl-8-methoxymethyl or methylmercaptomethylergolines and related compounds |
| AU526764B2 (en) * | 1978-09-08 | 1983-01-27 | Farmitalia Carlo Erba S.P.A. | Ergoline derivatives |
| DE3587860D1 (en) * | 1984-04-09 | 1994-07-28 | Schering Ag | 2-Substituted ergoline derivatives, process for their preparation and their use as medicines. |
| HU196598B (en) * | 1986-04-25 | 1988-12-28 | Richter Gedeon Vegyeszet | Process for producing 1- and/or 8-substituted 2-halogenated ergoline derivatives and pharmaceutics comprising such compounds |
| DE3620293A1 (en) * | 1986-06-16 | 1987-12-17 | Schering Ag | 1 AND / OR 2 SUBSTITUTED ERGOL DERIVATIVES |
| JPH0596382U (en) * | 1992-05-28 | 1993-12-27 | イビデン株式会社 | Door unit |
-
1973
- 1973-01-01 AR AR249167A patent/AR206772A1/en active
- 1973-07-10 GB GB3289073A patent/GB1423065A/en not_active Expired
- 1973-07-10 ZA ZA734627A patent/ZA734627B/en unknown
- 1973-07-12 SE SE7309781A patent/SE393111B/en unknown
- 1973-07-12 IL IL42730A patent/IL42730A/en unknown
- 1973-07-12 IL IL48288A patent/IL48288A/en unknown
- 1973-07-13 DE DE2335750A patent/DE2335750C3/en not_active Expired
- 1973-07-13 DE DE2365974A patent/DE2365974A1/en not_active Withdrawn
- 1973-07-17 NL NL7309969A patent/NL7309969A/xx not_active Application Discontinuation
- 1973-07-17 YU YU1945/73A patent/YU36953B/en unknown
- 1973-07-18 PH PH14835A patent/PH11229A/en unknown
- 1973-07-19 BE BE1005246A patent/BE802531A/en not_active IP Right Cessation
- 1973-07-19 HU HUEI485A patent/HU167274B/hu unknown
- 1973-07-19 DK DK399873AA patent/DK140986B/en unknown
- 1973-07-20 CH CH1067873A patent/CH581135A5/xx not_active IP Right Cessation
- 1973-07-20 BG BG26855A patent/BG21411A3/xx not_active Expired
- 1973-07-20 BG BG024148A patent/BG21410A3/en unknown
- 1973-07-20 CH CH391276A patent/CH580626A5/xx not_active IP Right Cessation
- 1973-07-20 CH CH391176A patent/CH578563A5/xx not_active IP Right Cessation
- 1973-07-20 FR FR7326708A patent/FR2193606B1/fr not_active Expired
- 1973-07-20 IE IE1238/73A patent/IE37936B1/en unknown
- 1973-07-20 BG BG028443A patent/BG22400A3/en unknown
- 1973-07-20 AT AT643473A patent/AT331425B/en not_active IP Right Cessation
- 1973-07-20 CS CS735239A patent/CS208164B2/en unknown
- 1973-07-20 CH CH391076A patent/CH580625A5/xx not_active IP Right Cessation
- 1973-07-20 RO RO7300083213A patent/RO63792A/en unknown
- 1973-07-20 RO RO7375548A patent/RO71305A/en unknown
- 1973-07-20 SU SU731948966A patent/SU645581A3/en active
- 1973-07-20 CH CH391376A patent/CH578564A5/xx not_active IP Right Cessation
- 1973-07-20 DD DD172402A patent/DD107690A5/xx unknown
- 1973-07-20 CA CA177,021A patent/CA1006159A/en not_active Expired
- 1973-07-20 ES ES417078A patent/ES417078A1/en not_active Expired
- 1973-07-20 JP JP8074973A patent/JPS576431B2/ja not_active Expired
-
1974
- 1974-01-01 AR AR252738A patent/AR206887A1/en active
- 1974-12-04 SU SU7402080295A patent/SU584780A3/en active
-
1975
- 1975-01-14 SU SU7502098198A patent/SU575029A3/en active
- 1975-01-30 AR AR257473A patent/AR210072A1/en active
- 1975-10-13 IL IL48288A patent/IL48288A0/en unknown
- 1975-11-21 ES ES442886A patent/ES442886A1/en not_active Expired
- 1975-11-21 ES ES442887A patent/ES442887A1/en not_active Expired
- 1975-11-21 ES ES442885A patent/ES442885A1/en not_active Expired
-
1976
- 1976-04-07 ES ES446789A patent/ES446789A1/en not_active Expired
- 1976-10-15 SE SE7611467A patent/SE410603B/en unknown
- 1976-10-15 SE SE7611466A patent/SE410459B/en unknown
-
1981
- 1981-08-07 JP JP56123937A patent/JPS5813541B2/en not_active Expired
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Legal Events
| Date | Code | Title | Description |
|---|---|---|---|
| PS | Patent sealed [section 19, patents act 1949] | ||
| PCNP | Patent ceased through non-payment of renewal fee |