Richter Gedeon Vegyeszeti Gyar Rt

Richter Gedeon Vegeyszeti Gyar Rt.

Gyorgy Visky

Janos Kreidl

Laszlo Czibula

Maria Farkas Nee Kirjak

Csaba Szantay

Lajos Szabo

Gyorgy Kalaus

Bela Stefko

Andras Nemes

Laszlo Szporny

Egon Karpati

Katalin Nogradi

Judit M Meszaros Nee Brill

Eva Palosi

Bela Kiss

Dora Groo

Zsolt Szombathelyi

Katalin Csomor

Aniko Gere

Ferenc Drexler

Lilla Forgacs

Csaba Kuthi

Ida Deutsch Nee Juhasz

Maria Stiller

Zsuzsanna Aracs Nee Tischler

Bela Benke

Judit Meszaros Nee Brill, Deceased

Ida D Nee Juhasz

Maria F Nee Kirjak

Judit Brill, Deceased

Maria Farkas Nee Kirlyak

Process for the preparation of

The present invention relates to racemic or optically active cis octahydro-indolo [2,3-a] quinolizine diester derivatives.

Process for preparing the octahydro-indolo[2,3-a] quinolizine diester

The invention relates to the preparation of cis and trans stereoisomers of racemic and optically active eburnamenine derivatives of the general formula (Ia) ##STR1## or (Ib), ##STR2## wherein R.sub.1 stands for a C.sub.1-4 alkyl group; and

Eburnamenine derivatives, pharmaceutical compositions and methods

The invention relates to new eburnane derivatives of the formula (I) ##STR1## wherein R.sup.1 is alkyl having from 1 to 6 carbon atoms, and acid addition salts thereof. The invention further relates to a process for the preparation of these compounds and pharmaceutical compositions containing them. Compounds of formula (I) show remarkable CNS-activity and are useful intermediates in the preparation of other, pharmaceutically active compounds.

Eburnane derivatives, process for their preparation and pharmaceutical

The invention relates to new racemic and optically active apovincaminic acid derivatives of the general formula (I) ##STR1## wherein A is hydroxyl, halogen or a group --O--(CH.sub.2).sub.n --OR.sup.1 or --OMe, in which

Novel apovincaminic acid derivatives

A process is disclosed for the preparation of racemic cis or trans apovincaminic acid esters of the formula (I) ##STR1## and the corresponding optically active derivatives of the formulae (Ia) ##STR2## wherein R.sup.1 and R.sup.2 are identical or different alkyl groups having 1 to 6 carbon atoms. Apovincaminic acid alkyl esters are well-known vasodilating compounds.

Apovincaminic acid esters

The invention relates to a new process for the preparation of eburnamonine derivatives of the general Formula I ##STR1## (wherein R.sup.1 is an alkyl group having 1-6 carbon atoms) and optical and geometrical isomers thereof which comprises reacting a hydroxyimino-octahydro-indolo[2,3-a]quinolizine derivative of the general Formula II ##STR2## (wherein R.sup.1 is as stated above and R.sup.2 stands for an alkyl group having 1-6 carbon atoms being identical with or different from R.sup.1, or a hydrogen atom) or an acid addition salt thereof in an organic protic solvent or solvent mixture with an inorganic base, optionally under the addition of water or an aqueous mineral acid, at a temperature between 60.degree. C. and 200.degree. C. The compounds of the present invention are known drugs having blood pressure decreasing and cerebral vasodilatatory effect. The advantage of the process of the present invention is that it is readily feasible on industrial scale too, provides isomer-free pure products with high yield and requires the use of readily available simple starting materials.

Process for the preparation of eburnamonine derivatives

The invention relates to a new process for the preparation of apovincaminic acid esters. More particularly, the invention concerns a process for preparing racemic and optionally active vincaminic acid esters of the formula (I) ##STR1## in which R.sup.1 and R.sup.2 independently stand for alkyl having from one to 6 carbon atoms, and 14-epimers thereof. According to the invention an octahydroindolo[2,3-a]quinolizine-oxime ester of the formula (II) ##STR2## in which R.sup.1 and R.sup.2 have the same meaning as defined above, is reacted with an aqueous solution of sulfurous acid or a salt thereof at a temperature of 80.degree. to 110.degree. C. and the 14-epimeric mixture obtained is epimerized or separated in a known manner and if desired, the racemic vincaminic acid esters are resolved. The valuable, pharmaceutically active compounds of the formula (I) can be prepared according to the invention in a considerably improved yield and the undesired side reactions can be suppressed and/or the by-products can easily be converted into other pharmaceutically active materials.

Process for the preparation of vincaminic acid esters

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Budapest, Hungary

Gyorgy Visky