Boehringer Ingelheim Gmbh

Boehringer Ingelheim Kg

C. H. Boehringer Sohn

Adolf Langbein

Herbert Merz

Klaus Stockhaus

Gerhard Walther

Karl-Heinz Weber

Franz J Kuhn

Karin Boke

Erich Lehr

Helmut Wick

Claus S Schneider

Peter Danneberg

Rainer Sobotta

Joachim Mierau

Rudolf Bauer

Adolf Bauer

Hans Michael Jennewein

Wolf D Bechtel

Heinrich Schneider

Gerard Walther

Gerd-Rainer Bressler

Kalus Stockhaus

The present invention relates to new enantiomerically pure pyridylcycloalkylethylamines of formula 1a and 1b, the salts thereof as well as to methods of preparing them and their use as intermediate products. ##STR1##

Enantiomerically pure pyridylcycloalkylethylamines and the salts thereof

3-Bromo-2,6-dimethoxybenzamides useful as neuroleptic agents are described.

Certain 3-bromo-2,6-dimethoxybenzamides and pharmaceutical use thereof

The invention relates to N-(2-methoxyethyl)-noroxymorphone and pharmacologically acceptable acid addition salts thereof. These compounds are analgesically effective and can be used for controlling pain.

N-(2-methoxyethyl)-noroxymorphone and pharmaceutical compositions for

Compounds of the formula ##STR1## wherein Ar is ##STR2## R.sub.1 is hydrogen, fluorine, bromine, methyl or methoxy; X is .dbd.CO, .dbd.CH--CN, .dbd.CH--OH, --O--, --S--, --NH--, ##STR3## and R is hydrogen, 4-fluoro, 4-chloro, 4-trifluoromethyl, 3-trifluoromethyl, 3-trifluoromethyl-4-chloro, 4-methyl or 4-methoxy; and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as neuroleptics.

8-Arylalkyl-3-phenyl-3-nortropanols and salts thereof

Compounds of the formula ##STR1## wherein R.sub.1 is chlorine, bromine or iodine,

8-Halo-6-phenyl-4H-s-triazolo (3,4-c) thieno 1,4-diazepin-1-ones

Compounds of the formula ##STR1## wherein R.sub.1 is chlorine, bromine or alkyl of 1 to 3 carbon atoms;

4-Phenyl-4,5,6,7-tetrahydro-thieno(2,3-C)pyridines and salts thereof

A multiple-step process for the preparation of 6-aryl-4H-s-triazolo-[3,4-c]-thieno-[2,3-e]-1,4-diazepines of the formula ##STR1## wherein R.sub.1 is hydrogen, halogen or lower alkyl of 1 to 2 carbon atoms;

Process for preparation of

Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, lower alkyl, halo-lower alkyl, hydroxy-lower alkyl, di(lower alkyl)amino-lower alkyl, phenyl, tolyl, methoxy-phenyl, nitro-phenyl, halo-phenyl, pyridyl, pyrimidinyl or --CO--R.sub.4, where R.sub.4 is hydrogen, alkyl or 1 to 17 carbon atoms, alkoxy of 1 to 2 carbon atoms, phenyl, tolyl, methoxy-phenyl, halo-phenyl, nitro-phenyl or pyridyl;

1-Piperazino-6-phenyl-4H-s-triazolo[3,4-c]thieno[2,3-e]1,4-diazepines

Compounds of the formula ##STR1## wherein R.sub.1 is alkyl of 1 to 6 carbon atoms, phenyl, substituted phenyl or heteroaryl;

N-�1-(3-Benzoyl-propyl)-4-piperidyl!-sulfonic acid amides and salts

Diastereoisomers of the compound of the formula ##STR1## and non-toxic, pharmacologically acceptable acid addition salts thereof; the isomers as well as their salts are useful as analgesics and morphine-antagonists.

N-Tetrahydrofurfuryl-noroxymorphones, their salts, and analgesic

Compounds of the formula ##STR1## wherein R.sub.1 is methyl, ethyl or propyl,

Analgesically useful 2-tetrahydrofurfuryl-5-lower

Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, acetyl, alkyl of 1 to 3 carbon atoms or phenyl, and non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as CNS-depressants, sedatives and tranquilizers.

N-(3-(p-Fluoro

Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, halogen or methyl, and

2-(4-Phenyl-4-cyano-n-butyl)-1,2,3,4-tetrahydro-5(H)-pyri

Compounds of the formula ##STR1## wherein R is straight or branched alkyl of 1 to 4 carbon atoms, and non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as sedatives and tranquilizers.

N-(p-fluorobenzoyl-n-propyl)-4-piperidylamides and salts thereof

Pharmaceutical compositions containing as an active ingredient compounds of the formula ##STR1## wherein R is hydrogen or methyl, or a non-toxic, pharmacologically acceptable acid addition salt thereof; and a method of using the same as morphine-antagonists and analgesics.

Growing community of inventors

Ingelheim am Rhein, Germany

Adolf Langbein