RO81856B - Procedeu de preparare a unor 8-metoximetilergoline si 8-metilmercaptometilergoline - Google Patents
Procedeu de preparare a unor 8-metoximetilergoline si 8-metilmercaptometilergolineInfo
- Publication number
- RO81856B RO81856B RO103856A RO10385679A RO81856B RO 81856 B RO81856 B RO 81856B RO 103856 A RO103856 A RO 103856A RO 10385679 A RO10385679 A RO 10385679A RO 81856 B RO81856 B RO 81856B
- Authority
- RO
- Romania
- Prior art keywords
- general formula
- chlorine
- propyl
- ethyl
- dotted line
- 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
-
- 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
-
- A—HUMAN NECESSITIES
- A61—MEDICAL OR VETERINARY SCIENCE; HYGIENE
- A61P—SPECIFIC THERAPEUTIC ACTIVITY OF CHEMICAL COMPOUNDS OR MEDICINAL PREPARATIONS
- A61P43/00—Drugs for specific purposes, not provided for in groups A61P1/00-A61P41/00
-
- 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
-
- 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
- Organic Chemistry (AREA)
- Chemical & Material Sciences (AREA)
- Health & Medical Sciences (AREA)
- Bioinformatics & Cheminformatics (AREA)
- Medicinal Chemistry (AREA)
- Pharmacology & Pharmacy (AREA)
- Chemical Kinetics & Catalysis (AREA)
- General Chemical & Material Sciences (AREA)
- Life Sciences & Earth Sciences (AREA)
- Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
- Veterinary Medicine (AREA)
- Engineering & Computer Science (AREA)
- Public Health (AREA)
- Animal Behavior & Ethology (AREA)
- General Health & Medical Sciences (AREA)
- Endocrinology (AREA)
- Biomedical Technology (AREA)
- Neurology (AREA)
- Neurosurgery (AREA)
- Diabetes (AREA)
- Nitrogen Condensed Heterocyclic Rings (AREA)
- Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Abstract
Procedeu de preparare a unor 8-metoximetilergoline si 8-metil-mercaptometilergoline cu formula generala I: (vezi formula) în care R1 reprezinta o grupa etil, n-propil sau alil, Y este un atom de oxigen sau de sulf, X reprezinta un atom de hidrogen, clor sau brom, iar linia punctata reprezinta prezenta facultativa a unei duble legaturi si consta în aceea ca se trateaza o ergolina cu formula generala II: (vezi formula) în care R1, Y si linia punctata au semnificatiile de mai sus, Q este un atom de clor, brom sau iod sau un radical de ester sulfonat ales dintre metil-, etil, -propil-, fenil-, benzil- sau tolisulfonat, cu un compus cu formula generala III: (vezi formula) în care Y are semnificatiile de mai sus si R2 este un metal alcalin sau un radical de amoniu cuaternar, reactia avînd loc în prezenta unui solvent organic ales dintre dimetilacetamida si dimetilformamida, la o temperatura între cea a camerei si reflux, în mediu de azot, sub agitare, dupa care eventual se prepara o sare acceptabila farmaceutic, în mod în sine cunoscut, iar compusii în care Y este SO2 se pot obtine din cei în care Y este S, prin oxidare.
Applications Claiming Priority (1)
Application Number | Priority Date | Filing Date | Title |
---|---|---|---|
US05/875,978 US4166182A (en) | 1978-02-08 | 1978-02-08 | 6-n-propyl-8-methoxymethyl or methylmercaptomethylergolines and related compounds |
Publications (2)
Publication Number | Publication Date |
---|---|
RO81856B true RO81856B (ro) | 1983-05-30 |
RO81856A RO81856A (ro) | 1983-06-01 |
Family
ID=25366703
Family Applications (3)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RO7996489A RO76889A (ro) | 1978-02-08 | 1979-02-02 | Procedeu de preparare a unor 8-metoximetilergoline sau 8-metilmercaptometilergoline |
RO79103857A RO81857A (ro) | 1978-02-08 | 1979-02-02 | Procedeu de preparare a unor 6-n-propil-8-metoximetilergoline sau 6-n-propil-8-metilmercaptometilergoline |
RO79103856A RO81856A (ro) | 1978-02-08 | 1979-02-02 | Procedeu de preparare a unor 8-metoximetilergoline si 8-metilmercaptometilergoline |
Family Applications Before (2)
Application Number | Title | Priority Date | Filing Date |
---|---|---|---|
RO7996489A RO76889A (ro) | 1978-02-08 | 1979-02-02 | Procedeu de preparare a unor 8-metoximetilergoline sau 8-metilmercaptometilergoline |
RO79103857A RO81857A (ro) | 1978-02-08 | 1979-02-02 | Procedeu de preparare a unor 6-n-propil-8-metoximetilergoline sau 6-n-propil-8-metilmercaptometilergoline |
Country Status (36)
Country | Link |
---|---|
US (1) | US4166182A (ro) |
EP (1) | EP0003667B1 (ro) |
JP (1) | JPS54115400A (ro) |
AR (1) | AR228341A1 (ro) |
AT (1) | AT371817B (ro) |
AU (1) | AU523172B2 (ro) |
BE (1) | BE873883A (ro) |
BG (1) | BG30474A3 (ro) |
CA (1) | CA1114368A (ro) |
CH (1) | CH639088A5 (ro) |
CS (1) | CS203951B2 (ro) |
DD (1) | DD141928A5 (ro) |
DE (2) | DE19375112I2 (ro) |
DK (1) | DK147362C (ro) |
EG (1) | EG14076A (ro) |
ES (1) | ES477547A1 (ro) |
FI (1) | FI65777C (ro) |
FR (1) | FR2416891A1 (ro) |
GB (1) | GB2014140B (ro) |
GR (1) | GR72776B (ro) |
HU (1) | HU179970B (ro) |
IE (1) | IE47827B1 (ro) |
IL (1) | IL56581A (ro) |
LU (2) | LU80886A1 (ro) |
MX (2) | MX5995E (ro) |
MY (1) | MY8500597A (ro) |
NL (1) | NL930106I2 (ro) |
NZ (1) | NZ189561A (ro) |
PH (1) | PH14903A (ro) |
PL (3) | PL120849B1 (ro) |
PT (1) | PT69172B (ro) |
RO (3) | RO76889A (ro) |
SU (1) | SU912045A3 (ro) |
UA (1) | UA6082A1 (ro) |
YU (1) | YU28279A (ro) |
ZA (1) | ZA79453B (ro) |
Families Citing this family (48)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US4246265A (en) * | 1979-10-01 | 1981-01-20 | Eli Lilly And Company | 6-n-Propyl-8α-methoxymethyl or methylmercaptomethylergolines and related compounds |
US4382940A (en) * | 1979-12-06 | 1983-05-10 | Farmitalia Carlo Erba S.P.A. | Ercoline derivatives and therapeutic compositions having CNS affecting activity |
CH649998A5 (de) * | 1982-08-09 | 1985-06-28 | Sandoz Ag | Ergolinderivate, ein verfahren zu ihrer herstellung und heilmittel, enthaltend diese ergolinderivate als wirkstoff. |
US4563461A (en) * | 1983-03-10 | 1986-01-07 | Eli Lilly And Company | Selective method for blocking 5HT2 receptors |
US4551529A (en) * | 1983-10-06 | 1985-11-05 | Warner-Lambert Company | Guanine-N7 -oxide |
DE3340025C2 (de) * | 1983-11-03 | 1986-01-09 | Schering AG, 1000 Berlin und 4709 Bergkamen | Verfahren zur Herstellung von 2-Brom-8-ergolinyl-Verbindungen |
US4675322A (en) * | 1984-12-10 | 1987-06-23 | Eli Lilly And Company | 1-Substituted-6-n-propyl-8β-methylthio-methylergolines |
GB2173189B (en) * | 1985-02-21 | 1988-04-27 | Maruko Pharmaceutical Co | Ergoline derivatives and salts thereof and pharmaceutical compositions thereof |
US4683313A (en) * | 1985-06-24 | 1987-07-28 | Eli Lilly And Company | 2-alkyl(or phenyl)thio-6-N alkyl ergolines and 4-dialkylaminotetrahydrobenz[c,d]indoles |
US4782152A (en) * | 1985-08-16 | 1988-11-01 | Eli Lilly And Company | Decyanation of pergolide intermediate |
US4772709A (en) * | 1985-10-01 | 1988-09-20 | Eli Lilly And Company | Process of making ketoalkanol esters of dihydrolysergic acid |
HU196394B (en) * | 1986-06-27 | 1988-11-28 | Richter Gedeon Vegyeszet | Process for preparing 2-halogenated ergoline derivatives |
US4798834A (en) * | 1987-08-31 | 1989-01-17 | Eli Lilly And Company | Optionally substituted (3β-9,10-didehydro-2,3-dihydro ergoline as serotonergic function enhancement |
US4797405A (en) * | 1987-10-26 | 1989-01-10 | Eli Lilly And Company | Stabilized pergolide compositions |
ES2032570T3 (es) * | 1987-11-20 | 1993-02-16 | Farmitalia Carlo Erba S.R.L. | Derivados antiparkinson de ergolina. (reserva del art. 167.2 cpe). |
DE3913756A1 (de) * | 1989-04-21 | 1990-10-25 | Schering Ag | 8(beta)-substituierte ergoline, verfahren zu ihrer herstellung und ihre verwendung |
US5114948A (en) * | 1989-10-19 | 1992-05-19 | Eli Lilly And Company | Stabilized pergolide compositions |
DE3938701A1 (de) * | 1989-11-20 | 1991-05-23 | Schering Ag | Neue agroclavin- und elymoclavin-derivate, verfahren zu deren herstellung und deren verwendung in arzneimitteln |
US5063234A (en) * | 1990-05-25 | 1991-11-05 | Eli Lilly And Company | Method of inhibiting demineralization of bone |
EP0483077B1 (en) * | 1990-09-28 | 1995-12-06 | I.F.L.O. S.a.s. di Giorgio e Aldo Laguzzi | A method for carrying out the synthesis of a contraceptive and menstrual cycle controlling drug having oncostatic, antikinetosic, preventive and therapeutic properties for treatment of mammary tumours and melanomas. |
US5416090A (en) * | 1991-01-31 | 1995-05-16 | Eli Lilly And Company | Method of treating inflammation |
US5463060A (en) | 1992-05-21 | 1995-10-31 | Eli Lilly And Company | One-pot process |
US6572879B1 (en) * | 1995-06-07 | 2003-06-03 | Alza Corporation | Formulations for transdermal delivery of pergolide |
US6623752B1 (en) | 1996-07-02 | 2003-09-23 | Hexal Ag | Patch for transdermal application for pergolid |
DE19626621A1 (de) * | 1996-07-02 | 1998-01-08 | Hexal Ag | Pflaster zur transdermalen Anwendung von Pergolid |
IT1307934B1 (it) * | 1999-01-27 | 2001-11-29 | Poli Ind Chimica Spa | Processo per la preparazione di derivati alchimercaptometilergolinici. |
WO2000054776A1 (en) * | 1999-03-17 | 2000-09-21 | Eugen Eigenmann | Use of prolactin inhibitors for the treatment of fertility problems in animal species |
US6548484B1 (en) | 2000-04-12 | 2003-04-15 | International Medical Innovations, Inc. | Pharmaceutical dopamine glycoconjugate compositions and methods of their preparation |
US20070243240A9 (en) * | 2000-08-24 | 2007-10-18 | Fred Windt-Hanke | Transdermal therapeutic system |
DE10043321B4 (de) * | 2000-08-24 | 2005-07-28 | Neurobiotec Gmbh | Verwendung eines transdermalen therapeutischen Systems zur Behandlung der Parkinsonschen Krankheit, zur Behandlung und Prävention des prämenstruellen Syndroms und zur Lactationshemmung |
DE10053397A1 (de) * | 2000-10-20 | 2002-05-02 | Schering Ag | Verwendung eines dopaminergen Wirkstoffes zur Behandlung von dopaminerg behandelbaren Erkrankungen |
US6388079B1 (en) | 2000-08-29 | 2002-05-14 | Scinopharm Singapore Pte Ltd. | Process for preparing pergolide |
DE10064453A1 (de) * | 2000-12-16 | 2002-07-04 | Schering Ag | Verwendung eines dopaminergen Wirkstoffes zur Behandlung von dopaminerg behandelbaren Erkrankungen |
NZ530007A (en) * | 2001-06-08 | 2006-02-24 | Sod Conseils Rech Applic | Somatostatin-dopamine chimeric analogues that retain both somatostatin and dopamine activity in vivo and display enhanced biological activity |
EP2316468A1 (en) | 2002-02-22 | 2011-05-04 | Shire LLC | Delivery system and methods for protecting and administering dextroamphetamine |
AU2003221494A1 (en) * | 2002-03-15 | 2003-09-29 | Antibioticos S.P.A. | Process for the synthesis of pergolide |
GB0409785D0 (en) | 2004-04-30 | 2004-06-09 | Resolution Chemicals Ltd | Preparation of cabergoline |
US7339060B2 (en) | 2005-03-23 | 2008-03-04 | Resolution Chemicals, Ltd. | Preparation of cabergoline |
GB0505965D0 (en) | 2005-03-23 | 2005-04-27 | Resolution Chemicals Ltd | Preparation of cabergoline |
US7939665B2 (en) * | 2007-05-04 | 2011-05-10 | Apotex Pharmachem Inc. | Efficient process for the preparation of cabergoline and its intermediates |
EP2113504A1 (en) * | 2008-04-29 | 2009-11-04 | LEK Pharmaceuticals D.D. | Preparation of N-6 demethylated, 9,10-dihydrolysergic acid alkyl esters |
TWI537274B (zh) | 2011-03-14 | 2016-06-11 | 橘生藥品工業股份有限公司 | 新穎之八氫噻吩并喹啉衍生物、含有其之醫藥組成物及該等之用途 |
CN104768565B (zh) | 2012-11-01 | 2017-04-26 | 益普生制药股份有限公司 | 促生长素抑制素类似物及其二聚体 |
TWI523863B (zh) | 2012-11-01 | 2016-03-01 | 艾普森藥品公司 | 體抑素-多巴胺嵌合體類似物 |
JP6242811B2 (ja) | 2012-12-10 | 2017-12-06 | キッセイ薬品工業株式会社 | 新規なオクタヒドロピリドキナゾリン誘導体、それを含有する医薬組成物およびそれらの用途 |
AU2015320975B2 (en) | 2014-09-25 | 2020-10-08 | Boehringer Ingelheim Vetmedica Gmbh | Combination treatment of SGLT2 inhibitors and dopamine agonists for preventing metabolic disorders in equine animals |
CN106866656A (zh) * | 2017-02-28 | 2017-06-20 | 西南交通大学 | 一类麦角碱衍生物及其在预防和治疗精神疾病的用途 |
WO2019234069A1 (en) | 2018-06-08 | 2019-12-12 | Boehringer Ingelheim Vetmedica Gmbh | Liquid pharmaceutical compositions comprising pergolide |
Family Cites Families (8)
Publication number | Priority date | Publication date | Assignee | Title |
---|---|---|---|---|
US3920664A (en) * | 1972-07-21 | 1975-11-18 | Lilly Co Eli | D-2-halo-6-alkyl-8-substituted ergolines and related compounds |
AR206772A1 (es) * | 1972-07-21 | 1976-08-23 | Lilly Co Eli | Procedimiento para preparar una nueva d-2-halo-6-metil-8-ciano(carboxamido)metil ergolina |
IE41533B1 (en) * | 1974-03-14 | 1980-01-30 | Sandoz Ltd | Thiomethyl ergolene derivatives |
US3901894A (en) * | 1974-06-06 | 1975-08-26 | Lilly Co Eli | 8-thiomethylergolines |
US3985752A (en) * | 1974-12-06 | 1976-10-12 | Eli Lilly And Company | 6-Methyl-8-(substituted) methylergolines |
US3959288A (en) * | 1974-12-13 | 1976-05-25 | Eli Lilly And Company | 8-Oxymethylergolines and process therefor |
US4054660A (en) * | 1975-04-14 | 1977-10-18 | Eli Lilly And Company | Method of inhibiting prolactin |
JPS5283894A (en) * | 1976-01-01 | 1977-07-13 | Lilly Co Eli | 88thiomethyl ergoline |
-
1978
- 1978-02-08 US US05/875,978 patent/US4166182A/en not_active Expired - Lifetime
-
1979
- 1979-02-02 RO RO7996489A patent/RO76889A/ro unknown
- 1979-02-02 PT PT69172A patent/PT69172B/pt not_active IP Right Cessation
- 1979-02-02 BE BE1/9260A patent/BE873883A/xx not_active IP Right Cessation
- 1979-02-02 JP JP1180879A patent/JPS54115400A/ja active Granted
- 1979-02-02 ZA ZA79453A patent/ZA79453B/xx unknown
- 1979-02-02 NZ NZ189561A patent/NZ189561A/xx unknown
- 1979-02-02 BG BG7942354A patent/BG30474A3/xx unknown
- 1979-02-02 PH PH22161A patent/PH14903A/en unknown
- 1979-02-02 FR FR7902770A patent/FR2416891A1/fr active Granted
- 1979-02-02 RO RO79103857A patent/RO81857A/ro unknown
- 1979-02-02 FI FI790351A patent/FI65777C/fi not_active IP Right Cessation
- 1979-02-02 RO RO79103856A patent/RO81856A/ro unknown
- 1979-02-04 IL IL56581A patent/IL56581A/xx unknown
- 1979-02-05 DE DE1993175112 patent/DE19375112I2/de active Active
- 1979-02-05 CA CA320,811A patent/CA1114368A/en not_active Expired
- 1979-02-05 GB GB7903880A patent/GB2014140B/en not_active Expired
- 1979-02-05 AU AU43917/79A patent/AU523172B2/en not_active Expired
- 1979-02-05 EP EP79300177A patent/EP0003667B1/en not_active Expired
- 1979-02-05 DE DE7979300177T patent/DE2963320D1/de not_active Expired
- 1979-02-06 AR AR275415A patent/AR228341A1/es active
- 1979-02-06 HU HU79EI839A patent/HU179970B/hu unknown
- 1979-02-06 EG EG73/79A patent/EG14076A/xx active
- 1979-02-06 LU LU80886A patent/LU80886A1/xx unknown
- 1979-02-07 IE IE232/79A patent/IE47827B1/en not_active IP Right Cessation
- 1979-02-07 ES ES477547A patent/ES477547A1/es not_active Expired
- 1979-02-07 UA UA2720495A patent/UA6082A1/uk unknown
- 1979-02-07 AT AT0091479A patent/AT371817B/de not_active IP Right Cessation
- 1979-02-07 DK DK051379A patent/DK147362C/da not_active IP Right Cessation
- 1979-02-07 GR GR58285A patent/GR72776B/el unknown
- 1979-02-07 SU SU792720495A patent/SU912045A3/ru active
- 1979-02-07 CH CH121579A patent/CH639088A5/fr not_active IP Right Cessation
- 1979-02-07 MX MX797705U patent/MX5995E/es unknown
- 1979-02-08 YU YU00282/79A patent/YU28279A/xx unknown
- 1979-02-08 PL PL1979213283A patent/PL120849B1/pl unknown
- 1979-02-08 DD DD79210905A patent/DD141928A5/de unknown
- 1979-02-08 PL PL1979231892A patent/PL124704B1/pl unknown
- 1979-02-08 CS CS79884A patent/CS203951B2/cs unknown
- 1979-02-08 PL PL1979231893A patent/PL126313B1/pl unknown
-
1985
- 1985-12-30 MY MY597/85A patent/MY8500597A/xx unknown
-
1992
- 1992-06-22 MX MX9203107A patent/MX9203107A/es unknown
-
1993
- 1993-03-29 NL NL930106C patent/NL930106I2/nl unknown
- 1993-06-09 LU LU88294C patent/LU88294I2/fr unknown
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