GB1392551A – Ergolene derivatives their preparation and use
– Google Patents
GB1392551A – Ergolene derivatives their preparation and use
– Google Patents
Ergolene derivatives their preparation and use
Info
Publication number
GB1392551A
GB1392551A
GB2287472A
GB2287472A
GB1392551A
GB 1392551 A
GB1392551 A
GB 1392551A
GB 2287472 A
GB2287472 A
GB 2287472A
GB 2287472 A
GB2287472 A
GB 2287472A
GB 1392551 A
GB1392551 A
GB 1392551A
Authority
GB
United Kingdom
Prior art keywords
formula
ergolene
methyl
compound
acid
Prior art date
1971-05-19
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
Application number
GB2287472A
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
Sandoz AG
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.)
1971-05-19
Filing date
1972-05-16
Publication date
1975-04-30
1971-05-19
Priority claimed from CH738371A
external-priority
patent/CH558361A/en
1971-12-15
Priority claimed from CH1826271A
external-priority
patent/CH564556A5/en
1972-05-16
Application filed by Sandoz AG
filed
Critical
Sandoz AG
1975-04-30
Publication of GB1392551A
publication
Critical
patent/GB1392551A/en
Status
Expired
legal-status
Critical
Current
Links
Espacenet
Global Dossier
Discuss
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
Abstract
1392551 Ergolene derivatives SANDOZ Ltd 16 May 1972 [19 May 1971 (3) 15 Dec 1971] 22874/72 Heading C2C Novel compounds of the Formula (I) wherein each of R 1 and R 2 is H, or C 1-4 alkyl or R 1 and R 2 together form an alkylene chain of at most 5 carbon atoms, may be obtained by (a) reacting an amine of formula- HNR 1 R 2 with an acid azide of Formula (II) in an aprotic solvent after the compound of Formula II has been caused to rearrange in known manner with elimination of nitrogen to form the isocyanate, or (b) N-carbamoylating the -NH 2 group in a compound of Formula (V) with a reagent known to be capable of introducing the group -CONR 1 R 2 . Novel compound (V) 6-methyl-8#-aminomethyl-ergolene is obtained by the steps of treating lysergol with methane-sulphonic acid chloride to form 6-methyl-8#-mesyloxymethyl-ergolene which is reacted with alkali azide to form 6-methyl-8#-azidomethyl-ergolene, and the latter is reduced to form compound (V). The acid azide (II) is obtained by converting 6-methyl-9-ergolene-8-#-acetic acid to a reactive derivative, e.g. the acid chloride or bromide, and reacting with an alkali azide. Pharmaceutical compositions having antihypertensive properties comprise compounds of Formula I, in free base or acid addition salt form, in association with a pharmaceutical carrier or diluent, suitably in unit dosage form or in sustained release form.
GB2287472A
1971-05-19
1972-05-16
Ergolene derivatives their preparation and use
Expired
GB1392551A
(en)
Applications Claiming Priority (4)
Application Number
Priority Date
Filing Date
Title
CH738171
1971-05-19
CH737971
1971-05-19
CH738371A
CH558361A
(en)
1971-05-19
1971-05-19
Antihypertensive substd ergoline derivs – prepd converting an acid azide to the isocyanate and reacting with amine
CH1826271A
CH564556A5
(en)
1971-12-15
1971-12-15
Antihypertensive substd ergoline derivs – prepd converting an acid azide to the isocyanate and reacting with amine
Publications (1)
Publication Number
Publication Date
GB1392551A
true
GB1392551A
(en)
1975-04-30
Family
ID=27429067
Family Applications (1)
Application Number
Title
Priority Date
Filing Date
GB2287472A
Expired
GB1392551A
(en)
1971-05-19
1972-05-16
Ergolene derivatives their preparation and use
Country Status (13)
Country
Link
US
(1)
US3821226A
(en)
BE
(1)
BE783625A
(en)
BG
(1)
BG19158A3
(en)
DD
(1)
DD99373A5
(en)
DE
(1)
DE2223681A1
(en)
DK
(1)
DK140596B
(en)
FI
(1)
FI52726C
(en)
FR
(1)
FR2137992B1
(en)
GB
(1)
GB1392551A
(en)
HU
(1)
HU164319B
(en)
IL
(1)
IL39464A
(en)
NL
(1)
NL7206459A
(en)
SE
(1)
SE393615B
(en)
Families Citing this family (9)
* Cited by examiner, † Cited by third party
Publication number
Priority date
Publication date
Assignee
Title
IT1064473B
(en)
*
1976-11-24
1985-02-18
Simes
8-BETA-AMINOMETHYLERGOLINE DERIVATIVES ON SULFAMOIL
DE3205169A1
(en)
*
1981-02-24
1982-10-14
Sandoz-Patent-GmbH, 7850 Lörrach
NEW ERGOL DERIVATIVES, THEIR PRODUCTION AND THEIR PHARMACEUTICAL COMPOSITIONS
US4526892A
(en)
*
1981-03-03
1985-07-02
Farmitalia Carlo Erba, S.P.A.
Dimethylaminoalkyl-3-(ergoline-8’βcarbonyl)-ureas
GB2112382B
(en)
*
1981-11-06
1985-03-06
Erba Farmitalia
Ergoline derivatives
FR2528432A1
(en)
*
1982-06-14
1983-12-16
Sandoz Sa
Ergoline derivs. – active in treatment of hypertension and cardiac insufficiency
DE3309493A1
(en)
*
1983-03-14
1984-09-20
Schering AG, 1000 Berlin und 4709 Bergkamen
NEW ERGOLIN DERIVATIVES, PROCESS FOR THEIR PRODUCTION AND USE AS A MEDICINAL PRODUCT
PH21123A
(en)
*
1983-04-28
1987-07-27
Erba Farmitalia
Ergoline derivatives
DE3535930A1
(en)
*
1985-10-04
1987-04-09
Schering Ag
NEW 2-SUBSTITUTED ERGOL DERIVATIVES
DE19832191A1
(en)
*
1998-07-17
2000-01-27
Knoell Hans Forschung Ev
New N-acylated ergoline amine derivatives, are alpha-1 adrenoreceptor blockers useful as potent, well tolerated antihypertensive agents
1972
1972-05-10
DK
DK233772AA
patent/DK140596B/en
unknown
1972-05-10
SE
SE7206169A
patent/SE393615B/en
unknown
1972-05-12
FI
FI721356A
patent/FI52726C/en
active
1972-05-12
NL
NL7206459A
patent/NL7206459A/xx
not_active
Application Discontinuation
1972-05-15
US
US00253105A
patent/US3821226A/en
not_active
Expired – Lifetime
1972-05-16
GB
GB2287472A
patent/GB1392551A/en
not_active
Expired
1972-05-16
DE
DE19722223681
patent/DE2223681A1/en
active
Pending
1972-05-17
HU
HUSA2358A
patent/HU164319B/hu
unknown
1972-05-17
IL
IL39464A
patent/IL39464A/en
unknown
1972-05-17
DD
DD163031A
patent/DD99373A5/xx
unknown
1972-05-17
FR
FR7217566A
patent/FR2137992B1/fr
not_active
Expired
1972-05-17
BE
BE783625A
patent/BE783625A/en
unknown
1972-05-18
BG
BG20514A
patent/BG19158A3/xx
unknown
Also Published As
Publication number
Publication date
FI52726C
(en)
1977-11-10
IL39464A0
(en)
1972-07-26
FR2137992B1
(en)
1975-12-26
DK140596C
(en)
1980-02-25
DE2223681A1
(en)
1972-11-30
FR2137992A1
(en)
1972-12-29
FI52726B
(en)
1977-08-01
DK140596B
(en)
1979-10-08
DD99373A5
(en)
1973-08-05
SE393615B
(en)
1977-05-16
NL7206459A
(en)
1972-11-21
US3821226A
(en)
1974-06-28
BE783625A
(en)
1972-11-17
BG19158A3
(en)
1975-04-30
IL39464A
(en)
1975-06-25
HU164319B
(en)
1974-01-28
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Legal Events
Date
Code
Title
Description
1975-09-10
PS
Patent sealed [section 19, patents act 1949]
1981-01-21
PCNP
Patent ceased through non-payment of renewal fee