Boehringer Ingelheim Gmbh

Boehringer Ingelheim Kg

C. H. Boehringer Sohn

Boehringer Ingelheim Pharma Kg

Werner Kummer

Herbert Koppe

Helmut Stahle

Wolfgang Hoefke

Gojko Muacevic

Ludwig Pichler

Werner Traunecker

Walter Kobinger

Christian Lillie

Klaus Stockhaus

Wolfram Gaida

Karl Zeile

Richard Reichl

Walter Haarmann

Albrecht Engelhardt

Franz J Kuhn

Peter Danneberg

Matthias Hoffmann

Erich Lehr

Dietrich Arndts

Gerald Pohl

Thomas Weiser

Stefan Matthias Blech

Joachim Mierau

Christopher John Montague Meade

Adrian Carter

Ulrike Kuefner-Muehl

Werner Taunecker

Rolf Giesemann

Franz Josef Kohn

Imidazotriazolopyrimidines with adenosine-antagonistic activity

The invention relates to a compound of the formula ##STR1## wherein R.sub.1 is a linear or branched alkyl of 4 to 20 carbon atoms;

1-(Alkanoylamino-aryloxy)-2-hydroxy-3-(alkinyl-amino)-propanes and salts

##STR1## wherein R.sub.1 is straight or branched alkyl of 1 to 4 carbon atoms;

5-Anilino-1,2,3-triazole-4-carboxylic acid compounds

Compounds of the formula ##STR1## wherein R is bromine or trifluoromethyl, and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as bradycardiacs, analgesics and locomotion inhibitors.

Bradycardiac or analgesic

This invention relates to substituted imidazo[1,2-a]imidazoles and non-toxic, pharmaceutically acceptable salts thereof. These compounds are useful in relieving pain and in treating hypertonia and coronary diseases.

Imidazo[1,2-a]imidazoles in the treatment of pain, hypertonia and

Compounds of the formula ##STR1## wherein R.sub.1 is cycloalkyl of 3 to 10 carbon atoms; phenyl; mono- or poly-substituted phenyl, where the substituents are halogen, lower alkyl, lower alkoxy, lower alkenyl, lower alkenyloxy, lower alkinyl, nitro, trifluoromethyl, hydroxyl, acyl, acyloxy, lower alkoxycarbonyl, hydroxy-lower alkyl, lower alkoxy-lower alkyl or the ring-forming groups (--CH.dbd.CH--).sub.2 or --O--CH.sub.2 --O-- attached to vicinal carbon atoms of the phenyl ring; aryloxy-lower alkyl; (mono- or poly-substituted aryl)-oxy-lower alkyl, where the substituents are halogen, lower alkyl, lower alkoxy, lower alkenyl, lower alkinyl, acyl, acyloxy, nitro, trifluoromethyl or the ring-forming groups (--CH.dbd.CH--).sub.2 or --O--CH.sub.2 --O-- attached to vicinal carbon atoms of the aryl ring;

1-Aryloxy-3-alkinylamino-propan-2-ols

Compounds of the formula ##STR1## wherein R.sub.1 is cycloalkyl of 3 to 10 carbon atoms; phenyl; mono- or poly-substituted phenyl, where the substituents are halogen, lower alkyl, lower alkoxy, lower alkenyl, lower alkinyl, lower alkinyloxy, lower cycloalkyl, acyl, acyloxy, lower alkoxycarbonyl, hydroxy-lower alkyl, lower alkoxy-lower alkyl or the ring-forming groups (--CH.dbd.CH--).sub.2 or --O--CH.sub.2 --O-- attached to vicinal carbon atoms of the phenyl ring; aryloxy-lower alkyl; (mono- or poly-substituted aryl)-oxy-lower alkyl, where the substituents are halogen, lower alkyl, lower alkoxy, lower alkenyl, lower alkinyl, lower alkinyloxy, lower cycloalkyl, acyl, acyloxy, lower alkoxycarbonyl, hydroxy-lower alkyl, lower alkoxy-lower alkyl or the ring-forming groups (--CH.dbd.CH--).sub.2 or --O--CH.sub.2 --O-- attached to vicinal carbon atoms of the phenyl ring;

1-Aryloxy-3-alkylamino-propan-2-ols

This invention relates to compounds of the formula ##STR1## wherein R.sub.1 represents a linear or branched alkyl of from 1 to 20 carbon atoms;

1-Aryloxy-3-alkylamino-2-propanols and pharmaceutical compositions

This invention relates to substituted imidazo[1,2-a]pyrimidines and non-toxic, pharmaceutically acceptable salts thereof. These compounds are useful in relieving pain and in treating hypertonia and coronary diseases.

Substituted imidazo[1,2-a]pyrimidines and pharmaceutical compositions

Compounds of the formula ##STR1## wherein R is hydrogen or methyl, and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as bradycardiacs.

Substituted

Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3, which may be identical to or different from each other, are each hydrogen, fluorine, chlorine, bromine, methyl, trifluoromethyl, hydroxyl or amino;

Substituted 2-phenylamino-2-imidazolines and salts thereof

This invention relates to a compound of the formula ##STR1## wherein R.sub.1 is ethyl or isopropyl;

2-(2-Chloro-4-cyclopropyl-phenyl-imino)-imidazolidine, and acid addition

Compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2, which may be identical to or different from each other, are each fluorine, chlorine, bromine or trifluoromethyl, and

2-(Phenyl-amino)-2-imidazolines and salts

The compound of the formula ##STR1## and non-toxic, pharmacologically acceptable acid addition salts thereof. The compound as well as its salts are useful as bradycardiacs.

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Ingelheim am Rhein, Germany

Werner Kummer