Abstract: A 2-methyl-8 (R) or (S) ergot peptide alkaloid in free base form or in pharmaceutically acceptable acid addition salt form is a useful anti-Parkinson agent, prolactin secretion inhibitor, anti-depressant, vigilance-increasing agent, and anti-migraine agent.
Abstract: 9-Thia ergot cyclic peptide alkaloids produced by fermentation or synthetic methods have interesting anti-parkinson and other pharmacological activities.
Type:
Grant
Filed:
August 3, 1982
Date of Patent:
September 17, 1985
Assignee:
Sandoz Ltd.
Inventors:
Hans Kobel, Jean-Jacques Sanglier, Hans Tscherter, Georg Bolliger
Abstract: Novel ergoline derivatives formed by reaction of an 8-carboxy ergoline with a carbodiimide and having hypotensive and antiprolatinic activity.
Type:
Grant
Filed:
December 9, 1982
Date of Patent:
July 2, 1985
Assignee:
Farmitalia Carlo Erba, S.p.A.
Inventors:
Patricia Salvati, Anna M. Caravaggi, Aldemio Temperilli, Germano Bosisio, Osvaldo Sapini, Enrico di Salle
Abstract: A process for preparing lysergic acid esters of the formula ##STR1## wherein R is alkyl of up to 3 carbon atoms, comprises reacting corresponding lysergic acid or isolysergic acid amides with corresponding alcohols at temperatures of 0.degree. to 65.degree. C. for 2 to 30 hours in the presence of an acid at a pH value of 0-1.
Abstract: The invention concerns a process for the isomerization of ergoline derivatives substituted in the 8.beta. position by an electron withdrawing radical to the corresponding 8.alpha. compounds by removal of the proton in the 8.alpha. position and by a following, separately effected, protonation.
Abstract: A process for the production of an ergot alkaloid comprising intramolecularly cyclizing a 3-iminoethyl-4-trans-buta-1',3'-dienylindole to produce an 8-ergolene and as necessary converting the resultant ergolene into the desired ergot alkaloid.
Abstract: A process for preparing an 8.alpha.-substituted 6-methyl-10.alpha.-H-ergoline of the formula ##STR1## wherein R.sub.1 is HN--CO--NX.sub.2 (wherein X is hydrogen, methyl or ethyl), CO--NH--NX.sub.2, CO--NX.sub.2, or CH.sub.2 OX, comprises reducing the corresponding 8.alpha.-substituted-9,10-didehydro-6-methylergoline, with an alkali metal or alkaline earth metal dissolved in a nitrogen compound which is a primary or secondary C.sub.1-3 -alkylamine, a hexa-C.sub.1-2 -alkyl-phosphoric triamide or ammonia at a temperature of -70.degree. to -30.degree. C.
Abstract: The present invention provides compounds of formula I, ##STR1## wherein X is hydrogen, chlorine or bromine andY is hydrogen or bromine, with the proviso that when X is chlorine Y is hydrogen,Z is carbonyl or sulphonyl,R.sub.1 is alkyl of 1 to 4 carbon atoms, andeither (i)R.sub.2 is hydrogen or alkyl of 1 to 5 carbon atoms, andR.sub.3 is hydrogen, alkyl of 1 to 5 carbon atoms, or phenyl,or (ii)R.sub.2 together with R.sub.3 is a radical of formula ##STR2## wherein R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are, independently, hydrogen or alkyl of 1 to 4 carbon atoms,or (iii)R.sub.2 together with R.sub.4 is a radical of formula--(CH.sub.2).sub.2 --A--(CH.sub.2).sub.2 --wherein A is a bond, oxygen, sulphur or NR.sub.8 wherein R.sub.8 is hydrogen, alkyl of 1 to 4 carbon atoms, phenyl or alkoxyphenyl,useful as venotonising agents.
Abstract: A process for isolating ergot alkaloids from culture suspensions, in which after mechanical filtration, the residue is dried in a fluidized drying bed and the alkaloids are extracted with an aprotic organic solvent, reextracted with a weakly acidic aqueous solution which is subsequently made basic, and finally extracted with a water-immiscible organic solvent, from which the alkaloids are isolated in a conventional manner. In certain instances, the culture suspension is stirred with an adsorbent clay to entrain the water-soluble alkaloids.
Type:
Grant
Filed:
December 20, 1978
Date of Patent:
December 2, 1980
Assignee:
VEB Arzneimittelwerk Dresden
Inventors:
Werner Grawert, Ludwig Schiedt, Brigitte Neumann, Karlheinz Heidenbluth, Christoph Dauth, Rudolf Schirutschke, Monika Muller
Abstract: A process for the preparation of N-substituted esters of 9,10-dihydrolysergic acids of the formula: ##STR1## wherein R.sub.1 is an alkyl group of 1-5 carbon atoms, an alkenyl group of 2-5 carbon atoms or a cycloalkyl group of 3-5 carbon atoms,R.sub.2 is hydrogen or an alkoxy group of 1-3 carbon atoms andX' is hydrogen or halogen,characterized in that esterified 9,10-dihydrolysergic acids of the formula: ##STR2## wherein R is hydrogen or a hydrolyzable organic group,X' is hydrogen or halogen, andR.sub.2 has the meaning as stated above,are reacted with a compound of the formula:R.sub.1 Y (III)whereinR.sub.1 has the meaning as stated above,Y is halogen or sulphate,in the presence of a catalyst for phase transition in the presence of aqueous alkali medium in an inert organic solvent immiscible with water, and certain novel esters obtained thereby.
Type:
Grant
Filed:
July 7, 1978
Date of Patent:
October 28, 1980
Assignee:
LEK, tovarna farmacevtskih in kemicnih izdelkov, n.sol.o.
Abstract: This invention provides new compounds of formula I, ##STR1## wherein R is branched chain alkyl of 3 to 6 carbon atoms, useful as venoconstrictors and venotonics.
Abstract: A method for preparing ergoline derivatives in which the ergoline structure is variously substituted by morpholino-piperazino- and other active radicals to obtain novel compounds useful in cardiology as alpha-blocking, vasodilating, antihypertensive active ingredients of pharmaceutical preparations.
Type:
Grant
Filed:
June 20, 1978
Date of Patent:
April 8, 1980
Assignee:
Simes Societa Italiana Medicinali e Sintetici
Abstract: New ergoline derivatives are disclosed which are compounds of formula (I) having the structure: ##STR1## wherein R.sub.1 is hydrogen or methoxy; R.sub.2 is hydrogen or methyl; andX is hydroxy, R.sub.3 COO, S--R.sub.4 or NR.sub.5 R.sub.6 in which R.sub.3 is a straight or branched alkyl having from 1 to 6 carbon atoms, unsubstituted- or substituted-phenyl, the substituents being selected from the class consisting of chlorine, bromine, alkyl or alkoxy having from 1 to 4 carbon atoms, cycloalkyl containing from 3 to 6 carbon atoms, or a heterocycle;R.sub.4 is phenyl or a heterocycle, andR.sub.5 and R.sub.6 are alkyl having from 1 to 4 carbon atoms, or together with the N atom to which they are attached, forming a heterocycle.
Type:
Grant
Filed:
December 1, 1977
Date of Patent:
April 1, 1980
Assignee:
Societa Farmaceutici Italia S.p.A.
Inventors:
Enzo Beacco, Luigi Bernardi, Enrico Di Salle, Giovanni Falconi, Bianca Patelli
Abstract: This invention provides new compounds of formula I, ##STR1## wherein R.sub.1 is alkyl or 2 to 5 carbon atoms, andR.sub.2 is methyl or ethyl,useful as anti-migraine agents and for the treatment of orthostatic disorders.
Abstract: The present invention provides compounds of formula I, ##STR1## wherein X is hydrogen, chlorine or bromine andY is hydrogen or bromine, with the proviso that when X is chlorine Y is hydrogen,Z is carbonyl or sulphonyl,R.sub.1 is alkyl of 1 to 4 carbon atoms, andeither (i)R.sub.2 is hydrogen or alkyl of 1 to 5 carbon atoms, andR.sub.3 is hydrogen, alkyl of 1 to 5 carbon atoms, or phenyl,or (ii)R.sub.2 together with R.sub.3 is a radical of formula ##STR2## wherein R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are, independently, hydrogen or alkyl of 1 to 4 carbon atoms,or (iii)R.sub.2 together with R.sub.4 is a radical of formula--(CH.sub.2).sub.2 --A--(CH.sub.2).sub.2 --wherein A is a bond, oxygen, sulphur or NR.sub.8 wherein R.sub.8 is hydrogen, alkyl of 1 to 4 carbon atoms, phenyl or alkoxyphenyl,useful as venotonising agents.
Abstract: 8,8-Disubstituted-6-methylergolines and 9-ergolenes, prepared by alkylation of lysergic, isolysergic or their 9,10-dihydro analogues, optionally followed by chemical modification of an 8-substituent.
Abstract: 8,8-Disubstituted-6-methylergolines and 9-ergolenes, are prepared by alkylation of lysergic, or isolysergic acid or their 9,10-dihydro analogues.