CH628049A5 - Process for the preparation of ergolene derivatives - Google Patents

Process for the preparation of ergolene derivatives Download PDF

Info

Publication number: CH628049A5
Authority: CH; Switzerland
Prior art keywords: formula; preparation; compounds; derivatives; ergolene derivatives
Prior art date: 1977-03-25

Application number

CH381477A

Other languages

German (de)

English (en)

Inventor

Peter Dr Gull

Theodor Dr Fehr

Original Assignee

Sandoz Ag

Priority date (The priority date 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 date listed.)

1977-03-25

Filing date

1977-03-25

Publication date

1982-02-15

1977-03-25 Application filed by Sandoz Ag filed Critical Sandoz Ag

1977-03-25 Priority to CH381477A priority Critical patent/CH628049A5/de

1978-03-13 Priority to DE19782810774 priority patent/DE2810774A1/de

1978-03-16 Priority to FI780835A priority patent/FI66375C/fi

1978-03-16 Priority to SE7803040A priority patent/SE7803040L/xx

1978-03-16 Priority to DK119778A priority patent/DK147072C/da

1978-03-21 Priority to NL7803031A priority patent/NL7803031A/xx

1978-03-21 Priority to GB11112/78A priority patent/GB1596210A/en

1978-03-22 Priority to ES468133A priority patent/ES468133A1/es

1978-03-23 Priority to IT48557/78A priority patent/IT1104183B/it

1978-03-23 Priority to AU34483/78A priority patent/AU520738B2/en

1978-03-23 Priority to AT0207078A priority patent/AT366685B/de

1978-03-23 Priority to IE580/78A priority patent/IE46688B1/en

1978-03-23 Priority to ZA00781714A priority patent/ZA781714B/xx

1978-03-23 Priority to IL54342A priority patent/IL54342A/xx

1978-03-23 Priority to NZ186775A priority patent/NZ186775A/xx

1978-03-23 Priority to CA299,678A priority patent/CA1105009A/fr

1978-03-23 Priority to BE186239A priority patent/BE865267A/fr

1978-03-23 Priority to PT67816A priority patent/PT67816A/fr

1978-03-24 Priority to SU782595601A priority patent/SU1053755A3/ru

1978-03-24 Priority to JP3316578A priority patent/JPS53119898A/ja

1982-02-15 Publication of CH628049A5 publication Critical patent/CH628049A5/de

Links

238000000034 method Methods 0.000 title description 4
238000002360 preparation method Methods 0.000 title description 2
150000001875 compounds Chemical class 0.000 description 11
YMWUJEATGCHHMB-UHFFFAOYSA-N Dichloromethane Chemical compound ClCCl YMWUJEATGCHHMB-UHFFFAOYSA-N 0.000 description 6
DTQVDTLACAAQTR-UHFFFAOYSA-N Trifluoroacetic acid Chemical compound OC(=O)C(F)(F)F DTQVDTLACAAQTR-UHFFFAOYSA-N 0.000 description 6
239000002253 acid Substances 0.000 description 5
150000003839 salts Chemical class 0.000 description 5
CSCPPACGZOOCGX-UHFFFAOYSA-N Acetone Chemical compound CC(C)=O CSCPPACGZOOCGX-UHFFFAOYSA-N 0.000 description 4
125000004432 carbon atom Chemical group C* 0.000 description 4
229910000033 sodium borohydride Inorganic materials 0.000 description 4
239000012279 sodium borohydride Substances 0.000 description 4
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
RTZKZFJDLAIYFH-UHFFFAOYSA-N Diethyl ether Chemical compound CCOCC RTZKZFJDLAIYFH-UHFFFAOYSA-N 0.000 description 2
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 2
VZCYOOQTPOCHFL-OWOJBTEDSA-N Fumaric acid Chemical compound OC(=O)\C=C\C(O)=O VZCYOOQTPOCHFL-OWOJBTEDSA-N 0.000 description 2
VEXZGXHMUGYJMC-UHFFFAOYSA-N Hydrochloric acid Chemical compound Cl VEXZGXHMUGYJMC-UHFFFAOYSA-N 0.000 description 2
UFHFLCQGNIYNRP-UHFFFAOYSA-N Hydrogen Chemical compound [H][H] UFHFLCQGNIYNRP-UHFFFAOYSA-N 0.000 description 2
241001465754 Metazoa Species 0.000 description 2
WYURNTSHIVDZCO-UHFFFAOYSA-N Tetrahydrofuran Chemical compound C1CCOC1 WYURNTSHIVDZCO-UHFFFAOYSA-N 0.000 description 2
XSQUKJJJFZCRTK-UHFFFAOYSA-N Urea Chemical compound NC(N)=O XSQUKJJJFZCRTK-UHFFFAOYSA-N 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
125000000217 alkyl group Chemical group 0.000 description 2
125000001118 alkylidene group Chemical group 0.000 description 2
230000037396 body weight Effects 0.000 description 2
239000004202 carbamide Substances 0.000 description 2
239000003814 drug Substances 0.000 description 2
229910052739 hydrogen Inorganic materials 0.000 description 2
239000001257 hydrogen Substances 0.000 description 2
239000000203 mixture Substances 0.000 description 2
230000000144 pharmacologic effect Effects 0.000 description 2
BWHMMNNQKKPAPP-UHFFFAOYSA-L potassium carbonate Chemical compound [K+].[K+].[O-]C([O-])=O BWHMMNNQKKPAPP-UHFFFAOYSA-L 0.000 description 2
239000007787 solid Substances 0.000 description 2
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 2
RYHBNJHYFVUHQT-UHFFFAOYSA-N 1,4-Dioxane Chemical compound C1COCCO1 RYHBNJHYFVUHQT-UHFFFAOYSA-N 0.000 description 1
206010020772 Hypertension Diseases 0.000 description 1
241000124008 Mammalia Species 0.000 description 1
VYPSYNLAJGMNEJ-UHFFFAOYSA-N Silicium dioxide Chemical compound O=[Si]=O VYPSYNLAJGMNEJ-UHFFFAOYSA-N 0.000 description 1
PMZURENOXWZQFD-UHFFFAOYSA-L Sodium Sulfate Chemical compound [Na+].[Na+].[O-]S([O-])(=O)=O PMZURENOXWZQFD-UHFFFAOYSA-L 0.000 description 1
HCHKCACWOHOZIP-UHFFFAOYSA-N Zinc Chemical compound [Zn] HCHKCACWOHOZIP-UHFFFAOYSA-N 0.000 description 1
230000003276 anti-hypertensive effect Effects 0.000 description 1
239000003085 diluting agent Substances 0.000 description 1
229940079593 drug Drugs 0.000 description 1
239000000428 dust Substances 0.000 description 1
239000006260 foam Substances 0.000 description 1
239000001530 fumaric acid Substances 0.000 description 1
PCHJSUWPFVWCPO-UHFFFAOYSA-N gold Chemical compound [Au] PCHJSUWPFVWCPO-UHFFFAOYSA-N 0.000 description 1
150000004678 hydrides Chemical class 0.000 description 1
239000007788 liquid Substances 0.000 description 1
238000004519 manufacturing process Methods 0.000 description 1
150000007522 mineralic acids Chemical class 0.000 description 1
150000007524 organic acids Chemical class 0.000 description 1
235000005985 organic acids Nutrition 0.000 description 1
239000012074 organic phase Substances 0.000 description 1
238000007911 parenteral administration Methods 0.000 description 1
229910000027 potassium carbonate Inorganic materials 0.000 description 1
230000001376 precipitating effect Effects 0.000 description 1
239000000741 silica gel Substances 0.000 description 1
229910002027 silica gel Inorganic materials 0.000 description 1
-1 sodium borohydride Chemical class 0.000 description 1
229910052938 sodium sulfate Inorganic materials 0.000 description 1
235000011152 sodium sulphate Nutrition 0.000 description 1
239000002904 solvent Substances 0.000 description 1
238000003756 stirring Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000000725 suspension Substances 0.000 description 1
LMBFAGIMSUYTBN-MPZNNTNKSA-N teixobactin Chemical compound C([C@H](C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H](CCC(N)=O)C(=O)N[C@H]([C@@H](C)CC)C(=O)N[C@@H]([C@@H](C)CC)C(=O)N[C@@H](CO)C(=O)N[C@H]1C(N[C@@H](C)C(=O)N[C@@H](C[C@@H]2NC(=N)NC2)C(=O)N[C@H](C(=O)O[C@H]1C)[C@@H](C)CC)=O)NC)C1=CC=CC=C1 LMBFAGIMSUYTBN-MPZNNTNKSA-N 0.000 description 1
YLQBMQCUIZJEEH-UHFFFAOYSA-N tetrahydrofuran Natural products C=1C=COC=1 YLQBMQCUIZJEEH-UHFFFAOYSA-N 0.000 description 1
VZCYOOQTPOCHFL-UHFFFAOYSA-N trans-butenedioic acid Natural products OC(=O)C=CC(O)=O VZCYOOQTPOCHFL-UHFFFAOYSA-N 0.000 description 1
239000011701 zinc Substances 0.000 description 1
229910052725 zinc Inorganic materials 0.000 description 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
- C07D457/02—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
- A61P9/00—Drugs for disorders of the cardiovascular system
- A61P9/12—Antihypertensives

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Health & Medical Sciences (AREA)
Nuclear Medicine, Radiotherapy & Molecular Imaging (AREA)
Life Sciences & Earth Sciences (AREA)
Cardiology (AREA)
Heart & Thoracic Surgery (AREA)
Chemical Kinetics & Catalysis (AREA)
General Chemical & Material Sciences (AREA)
Medicinal Chemistry (AREA)
Engineering & Computer Science (AREA)
Pharmacology & Pharmacy (AREA)
Bioinformatics & Cheminformatics (AREA)
Animal Behavior & Ethology (AREA)
General Health & Medical Sciences (AREA)
Public Health (AREA)
Veterinary Medicine (AREA)
Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
Nitrogen Condensed Heterocyclic Rings (AREA)
Acyclic And Carbocyclic Compounds In Medicinal Compositions (AREA)

CH381477A 1977-03-25 1977-03-25 Process for the preparation of ergolene derivatives CH628049A5 (en)

Priority Applications (20)

Application Number	Priority Date	Filing Date	Title
CH381477A CH628049A5 (en)	1977-03-25	1977-03-25	Process for the preparation of ergolene derivatives
DE19782810774 DE2810774A1 (de)	1977-03-25	1978-03-13	Ergotderivate, ihre verwendung und herstellung
FI780835A FI66375C (fi)	1977-03-25	1978-03-16	Foerfarande foer framstaellning av nya terapeutiskt anvaendbara 2,3beta-dihydro-8beta-ergolenylmetyl-urea-derivat och deras syraadditionssalter
SE7803040A SE7803040L (sv)	1977-03-25	1978-03-16	Nya organiska foreningar, deras framstellning och anvendning
DK119778A DK147072C (da)	1977-03-25	1978-03-16	Analogifremgangsmaade til fremstilling af ergolenderivater
NL7803031A NL7803031A (nl)	1977-03-25	1978-03-21	Ergotderivaten en werkwijzen voor het bereiden en toepassen van deze derivaten.
GB11112/78A GB1596210A (en)	1977-03-25	1978-03-21	N-(2,3-dihydro-9-ergolen-8-ylmethyl) ureas
ES468133A ES468133A1 (es)	1977-03-25	1978-03-22	Procedimiento para preparar derivados del cornezuelo del centeno
IT48557/78A IT1104183B (it)	1977-03-25	1978-03-23	Derivati della segale cornuta loro preparazione e loro applicazione quali medicamenti(caso 100-4781)
AU34483/78A AU520738B2 (en)	1977-03-25	1978-03-23	8-ureidomethyl ergoline derivatives
AT0207078A AT366685B (de)	1977-03-25	1978-03-23	Verfahren zur herstellung neuer ergotderivate
IE580/78A IE46688B1 (en)	1977-03-25	1978-03-23	N-(2,3 -dihydro-9-ergolen-8 -yl methyl)ureas
ZA00781714A ZA781714B (en)	1977-03-25	1978-03-23	Improvements in or relating to organic compounds
IL54342A IL54342A (en)	1977-03-25	1978-03-23	2,3 -dihydroergolen-8 -ylmethylurea derivatives, their production and pharmaceutical compositions containing them
NZ186775A NZ186775A (en)	1977-03-25	1978-03-23	3-(6-alkyl-2,3 -dihydroergol-9-en-8 -ylmethyl)-ureas
CA299,678A CA1105009A (fr)	1977-03-25	1978-03-23	Traduction non-disponible
BE186239A BE865267A (fr)	1977-03-25	1978-03-23	Nouveaux derives de l'ergot de seigle, leur preparation et leur application comme medicaments
PT67816A PT67816A (fr)	1977-03-25	1978-03-23	Procede pour la preparation de nouveaux composes organiques a effet pharmaceutique
SU782595601A SU1053755A3 (ru)	1977-03-25	1978-03-24	Способ получени производных эрголинов или их солей
JP3316578A JPS53119898A (en)	1977-03-25	1978-03-24	Improvement in organic compound

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
CH381477A CH628049A5 (en)	1977-03-25	1977-03-25	Process for the preparation of ergolene derivatives

Publications (1)

Publication Number	Publication Date
CH628049A5 true CH628049A5 (en)	1982-02-15

Family

ID=4264035

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
CH381477A CH628049A5 (en)	1977-03-25	1977-03-25	Process for the preparation of ergolene derivatives

Country Status (20)

Country	Link
JP (1)	JPS53119898A (fr)
AT (1)	AT366685B (fr)
AU (1)	AU520738B2 (fr)
BE (1)	BE865267A (fr)
CA (1)	CA1105009A (fr)
CH (1)	CH628049A5 (fr)
DE (1)	DE2810774A1 (fr)
DK (1)	DK147072C (fr)
ES (1)	ES468133A1 (fr)
FI (1)	FI66375C (fr)
GB (1)	GB1596210A (fr)
IE (1)	IE46688B1 (fr)
IL (1)	IL54342A (fr)
IT (1)	IT1104183B (fr)
NL (1)	NL7803031A (fr)
NZ (1)	NZ186775A (fr)
PT (1)	PT67816A (fr)
SE (1)	SE7803040L (fr)
SU (1)	SU1053755A3 (fr)
ZA (1)	ZA781714B (fr)

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
DE3205169A1 (de) *	1981-02-24	1982-10-14	Sandoz-Patent-GmbH, 7850 Lörrach	Neue ergolinderivate, deren herstellung und deren pharmazeutische zusammensetzungen
DE3411981A1 (de) *	1984-03-28	1985-10-10	Schering AG, Berlin und Bergkamen, 1000 Berlin	Verfahren zur herstellung von 2.3-dihydroergolinen
GB2173189B (en) *	1985-02-21	1988-04-27	Maruko Pharmaceutical Co	Ergoline derivatives and salts thereof and pharmaceutical compositions thereof
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

1977
- 1977-03-25 CH CH381477A patent/CH628049A5/de not_active IP Right Cessation
1978
- 1978-03-13 DE DE19782810774 patent/DE2810774A1/de not_active Withdrawn
- 1978-03-16 FI FI780835A patent/FI66375C/fi not_active IP Right Cessation
- 1978-03-16 SE SE7803040A patent/SE7803040L/xx unknown
- 1978-03-16 DK DK119778A patent/DK147072C/da not_active IP Right Cessation
- 1978-03-21 GB GB11112/78A patent/GB1596210A/en not_active Expired
- 1978-03-21 NL NL7803031A patent/NL7803031A/xx not_active Application Discontinuation
- 1978-03-22 ES ES468133A patent/ES468133A1/es not_active Expired
- 1978-03-23 AT AT0207078A patent/AT366685B/de not_active IP Right Cessation
- 1978-03-23 ZA ZA00781714A patent/ZA781714B/xx unknown
- 1978-03-23 IE IE580/78A patent/IE46688B1/en unknown
- 1978-03-23 AU AU34483/78A patent/AU520738B2/en not_active Expired
- 1978-03-23 BE BE186239A patent/BE865267A/fr not_active IP Right Cessation
- 1978-03-23 IL IL54342A patent/IL54342A/xx unknown
- 1978-03-23 NZ NZ186775A patent/NZ186775A/xx unknown
- 1978-03-23 CA CA299,678A patent/CA1105009A/fr not_active Expired
- 1978-03-23 PT PT67816A patent/PT67816A/fr unknown
- 1978-03-23 IT IT48557/78A patent/IT1104183B/it active
- 1978-03-24 JP JP3316578A patent/JPS53119898A/ja active Pending
- 1978-03-24 SU SU782595601A patent/SU1053755A3/ru active

Also Published As

Publication number	Publication date
GB1596210A (en)	1981-08-19
BE865267A (fr)	1978-09-25
ES468133A1 (es)	1980-06-16
FI66375C (fi)	1984-10-10
FI66375B (fi)	1984-06-29
SE7803040L (sv)	1978-09-26
IT1104183B (it)	1985-10-21
NL7803031A (nl)	1978-09-27
IE780580L (en)	1978-09-25
PT67816A (fr)	1978-04-01
ATA207078A (de)	1981-09-15
SU1053755A3 (ru)	1983-11-07
IE46688B1 (en)	1983-08-24
AU520738B2 (en)	1982-02-25
NZ186775A (en)	1980-12-19
IL54342A0 (en)	1978-06-15
AU3448378A (en)	1979-09-27
JPS53119898A (en)	1978-10-19
FI780835A7 (fi)	1978-09-26
ZA781714B (en)	1979-11-28
IT7848557A0 (it)	1978-03-23
DK147072B (da)	1984-04-02
DK119778A (da)	1978-09-26
DK147072C (da)	1984-09-10
DE2810774A1 (de)	1978-10-05
IL54342A (en)	1981-02-27
AT366685B (de)	1982-04-26
CA1105009A (fr)	1981-07-14

Legal Events

Date	Code	Title	Description
1985-11-29	PL	Patent ceased
2024-10-31	PL	Patent ceased

Publication	Publication Date	Title
EP0000220B1 (fr)	1981-04-29	Dihydrouraciles, procédé pour leur préparation et médicaments les contenant
DE2938302A1 (de)	1980-04-03	Neue derivate des 3-(aminoaethyl)- phenols und deren salze, deren herstellungsverfahren, deren verwendung als arzneimittel und die diese enthaltenden pharmazeutischen zusammensetzungen
CH645354A5 (de)	1984-09-28	Chinolyl-guanidine, verfahren zu ihrer herstellung und diese enthaltende pharmazeutische mischungen.
DE2006895A1 (de)	1970-09-10	Neue Phenacetylguanidine und Verfahren zu ihrer Herstellung
DE3308719A1 (de)	1983-09-22	1-substituierte n-(8(alpha)-ergolinyl)-n'.n'-diethylharnstoffe, ihre herstellung und pharmakologische verwendung
DE2248477A1 (de)	1973-04-12	Imidazolinverbindungen
CH628049A5 (en)	1982-02-15	Process for the preparation of ergolene derivatives
DE2534962C3 (de)	1980-06-12	cis-3,4-Ureylenthiophan-l,l-dioxid und Verfahren zu seiner Herstellung
DE3336225A1 (de)	1984-04-12	Verfahren zur herstellung von imidazolen und neue zwischenprodukte fuer die verwendung in diesem verfahren
DE3426533A1 (de)	1985-04-11	1,3,4-thiadiazol-derivate, verfahren zu ihrer herstellung und diese verbindungen enthaltende arzneimittel
EP0007438B1 (fr)	1982-09-01	2-Phénylamino-2-imidazolines substituées, leurs sels d'addition acides, médicaments les contenant et procédé de préparation
DE2106038C3 (de)	1980-06-19	2-Imidazolin-2-ylamino-benzo [b] thiophene und diese enthaltende pharmazeutische Präparate
AT390952B (de)	1990-07-25	Verfahren zur herstellung von neuen furan- oder thiophenderivaten
CH641444A5 (de)	1984-02-29	N,n'-bis(n-cyano-n'-alkynyl)methanimidamidyl)cystamine sowie verfahren zu ihrer herstellung.
DE3538063A1 (de)	1986-04-30	6-phenethylaminoalkyl-furo-(3,4-c)-pyridinderivate, verfahren zu deren herstellung und diese enthaltende therapeutische zusammensetzungen
AT351540B (de)	1979-07-25	Verfahren zur herstellung von neuen tetrahydro- isochinolinderivaten und deren salzen
DE2403416C2 (de)	1982-03-04	1-Phenylimidazol-Derivate, ihre Salze, Verfahren zu ihrer Herstellung und ihre Verwendung
DE3242204A1 (de)	1983-05-26	Verfahren zur herstellung von aminoalkylfuranen oder -thiophenen
DE2740854A1 (de)	1979-03-29	Neue substituierte 3-indolacetoxyalkansulfonsaeuresalze, verfahren zu ihrer herstellung und ihre anwendung als arzneimittel
DE2142792A1 (de)	1972-03-02	Heterocyclische Verbindungen
DE3330192A1 (de)	1985-03-07	4-alkylimidazol-derivate, ihre herstellung und verwendung
DE1770183A1 (de)	1971-09-23	Neue tertiaere Estersalze und Verfahren zur Herstellung derselben
AT258915B (de)	1967-12-27	Verfahren zur Herstellung von neuen 4-Amino-7-alkylamino-6-pteridin-N-alkyl-carboxamiden
AT400146B (de)	1995-10-25	Verfahren zur herstellung von 1-(2-((5-
DE2325328C3 (de)	1978-02-16	Phenyläthylaminderivate, Verfahren zu ihrer Herstellung und diese enthaltende Mittel