Godecke Aktiengesellschaft

Warner-lambert Company

Goedecke Aktiengesellschaft

Godecke Akt.

Wolfgang Dieter Herrmann

Gerhard Satzinger

Klaus Steiner

Wolfram Geibel

Jurgen Kleinschroth

Uwe Gebhardt

Manfred F Herrmann

Johannes Hartenstein

Karl-Otto Vollmer

Ute Weiershausen

Wolfgang Steinbrecher

Helmut Augart

Heinrich Bahrmann

Charles S Combs

Gunter Crone

Joachim Witzke

Hans-Joachim Witzke

Hans Klausmann

Armin Knapp

The present invention concerns cyclic amino acids of formula ##STR1## substantially free from the lactam ##STR2## wherein n is an integer of from 4 to 6, a process for the preparation thereof, compositions containing the compounds and methods of using them.

Lactam-free amino acids

Tilidine dihydrogen orthophosphate, method of preparing it and

The present invention provides a process for the preparation of tricyclo- [3.3.1.1.sup.3,7 ]dec-2-yl-[R-(R*,R*)]-3-(1H-indol-3-ylmethyl)-3-methyl-4,9-dioxo-7,11-diph enyl-10-oxa-2,5,8-triazaundecanate, an important compound in the preparation of a new class of cholecystokinin inhibitors, wherein N-[(benzyloxy)carbonyl]-(R)-.beta.-amino-1-azido-2-phenylethane is hydrogenated, and subsequently, by means of carbon dioxide, the resulting N.sup..beta. -[(benzyloxy)-carbonyl]-(R)-.beta.-amino-2-phenylethylamine carbonate is precipitated out. This is coupled by the carbodiimide process with N-[(2-adamantyloxy)-carbonyl]-.alpha.-methyl-R-tryptophane.

Process for the preparation of tricyclo-[3.3.1.1.sup.3,7

The present invention provides substituted N-(2'-aminophenyl)-benzamide derivatives useful for combating neoplastic diseases. The present invention also provides a process for the preparation of these benzamide derivatives, as well as pharmaceutical compositions containing them and methods for using them.

N-(2'-aminophenyl)-benzamide derivatives process for the preparation

The instant invention concerns a novel process for the preparation of 1-aminomethyl-1-cyclohexaneacetic acid (gabapentin), a known compound useful for treating certain cerebral diseases such as epilepsy and dizziness.

Process for the preparation of 1-aminomethyl-1-cyclohexaneacetic acid

Processes for the preparation of cyclic amino acid derivatives useful in the treatment of cerebral diseases such as epilepsy are disclosed. Novel intermediates useful in processes are also disclosed.

Process for the preparation of cyclic amino acids and intermediates

The present invention concerns the fumaric acid salts of 1,4-dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl) 1,6-naphthyridine-3-carboxylic acid [2-(N-methyl-N-phenylmethylamino)ethyl]ester, processes for preparing them, and pharmaceutical compositions containing them. Methods of using the compounds for treating high blood pressure and diseases of heart and blood vessels.

Certain derivatives of

The present invention provides a process for the separation of the naphthyridine derivatives (.+-.)-1,4-dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-n aphthyridine-3-carboxylic acid ethyl ester and (.+-.)-1,4-dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-n aphthyridine-3-carboxylic acid [2-(N-methyl-N-phenylmethylamino)ethyl] ester into the optical antipodes by use of the (.+-.)-1,4-dihydro-5-isopropoxy-2-methyl-4-(2-trifluoromethylphenyl)-1,6-n aphthyridine-3-carboxylic acid benzyl ester and optically-active O,O'-dibenzoyltartaric acid. Said optical antipodes are calcium antagonists useful in the treatment of blood vessel diseases.

Production of optical isomers of certain 1,6-naphthyridine-3-carboxylate

A new catalytic process for the isomerization of asocainol isomers at the 6-position which provides an inexpensive, rapid, and simple method for large scale production of the (R,R) isomer of (R,S) asocainol is asocainol. The (R,R) isomer of (R,S) asocainol is treated with small amounts of a salt and an oxidizing agent at an elevated temperature. The compounds and their pharmaceutically acceptable salts are useful as potent antiarrhythmic agents and local anesthetics.

Process for the isomerization of asocainol

A process for the preparation of racemic asocainol in the (R,R; S,S)-form and (-)-asocainol in the (S,S)-form as well as the pharmacologically compatible salts thereof is herein described on the basis of a thermal rearrangement of the inactive (R,S)-diastereomer to the (S,S)-form. Racemic (.+-.)-asocainol and the (-)-enantiomer are potent antiarrhythmic agents and local anesthetics.

Process for the manufacture of racemic (R,R; S,S) asocainol

A new process for the preparation of microcrystalline isoxicam having a particle size of about 1-30 .mu.m which comprises dissolving isoxicam in a mixture consisting of a solvent miscible with water and of an aqueous base where the resulting basic solution is neutralized with dilute acid to a pH of 4-6 with vigorous agitation precipitating the microcrystalline product is herein described.

Process for preparing microcrystalline isoxicam

The present invention provides a process for the preparation of 4-hydroxy-3-(heterocyclocarbamoyl)-2H-1,2-benzothiazine-1,1-dioxides of the general formula: ##STR1## wherein R.sub.1 is a hydrogen atom or a methyl radical, R.sub.2 is a nitrogen-containing heterocyclic radical and R.sub.3 is a hydrogen or halogen atom or a methyl radical, and of the alkali metal, alkaline earth metal and amine salts thereof, by the reaction of an amine-substituted, nitrogen-containing heterocyclic compound with a halo-acetyl halide, reaction of the intermediate thus obtained with sodium benzoic acid sulphimide, ring expansion of the benzoisothiazole ring to give a benzothiazine ring and, in case R.sub.2 is to be an isoxazolyl radical, reverse rearrangement of the oxadiazole-ring formed by ring expansion to the isoxazolyl ring, wherein (in a one-pot reaction A) the reaction of an amine-substituted, nitrogen-containing heterocyclic compound with a halo-acetyl halide is carried out, without the addition of a base, in boiling ethyl acetate, the intermediate formed is, without isolation, reacted with sodium benzoic acid sulphimide and the reaction product isolated, whereafter, in a one-pot reaction B, the reaction product from the one-pot reaction A is reacted in a dipolar aprotonic solvent under an atmosphere of a protection gas with a strongly basic alkali-alkohole and thereafter with so much acid that about 2 equivalents of base remained unneutralized in the reaction solution and, if desired, the benzothiazine ring is N-methylated in the usual manner and the product obtained is, if desired, converted in known manner into an alkali metal, alkaline earth metal or amine salt.

Process for the preparation of

The invention discloses (+)-(3-methyl-4-oxo-5N-piperidinothiazolidin-2-ylidene)acetic acid esters and a process for their preparation. The process provides the dextrorotatory isomers substantially free from the corresponding levorotatory isomers. Antihypertensive pharmaceutical compositions comprising the dextrorotatory esters and methods for using said compositions are also disclosed.

(+)-(3-Methyl-4-oxo-5N-piperidinothiazolidin-2-ylidene)acetic acid

A new and chemically unique one-pot process for the preparation of thiazolidin-4-one-acetic acid derivatives of the general formula: ##STR1## wherein R.sub.1 is a lower alkyl radical.

Process for the preparation of thiazolidin-4-one-acetic acid derivatives

The present invention relates to a process for the preparation of 1-(m- and p- hydroxyphenyl)-2-aminoethanol which consists of converting an m- or p- hydroxyacetophenone to an isonitrosoketone followed by hydrogenation of the isonitrosoketone. These compounds are sympathomimetics which produce vasoconstricting and cardiotonic effects.

Growing community of inventors

Denzlingen, Germany

Wolfgang Dieter Herrmann