Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is chlorine, bromine, cyclopropyl or cyclohexyl and non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as tranquilizers, muscle-relaxants and anticonvulsants.
Type:
Grant
Filed:
October 5, 1979
Date of Patent:
April 21, 1981
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Karl H. Weber, Adolf Bauer, Peter Danneberg, Franz J. Kuhn
Abstract: This invention relates to 2-phenylamino-1,3-tetrahydro-2-pyrimidines of general formula ##STR1## wherein R is a radical selected from the group consisting of ##STR2##--CH.sub.2 --CH.dbd.CH.sub.2, --CH.sub.2 --CH.dbd.CH--CH.sub.3, and --CH.sub.2 --C(CH.sub.3).dbd.CH.sub.2,and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds, including the salts, are useful as bradycardiacs.
Type:
Grant
Filed:
July 17, 1979
Date of Patent:
April 21, 1981
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Helmut Stahle, Herbert Koppe, Werner Kummer, Walter Kobinger, Christian Lillie, Ludwig Pichler
Abstract: An improvement in inhalation aerosol spray devices comprising a piezoelectric oscillator connected to an atomizer plate, where the improvement resides in that the working surface of the atomizer plate is coated with a thin elastomer film, whereby the particle spectrum of the aerosol generated by the device is significantly improved.
Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is unsubstituted, mono-substituted or di-substituted piperidino, where the substituents are selected from the group consisting of methyl, hydroxymethyl, hydroxyl, phenyl and benzyl;R.sub.2 is hydrogen, methyl or benzyl; andR.sub.3 is hydrogen, halogen, alkyl of 1 to 3 carbon atoms or alkoxy of 1 to 3 carbon atoms;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as antiphlogistics and antithrombotics.
Type:
Grant
Filed:
September 13, 1979
Date of Patent:
April 7, 1981
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Josef Roch, Erich Muller, Berthold Narr, Josef Nickl, Walter Haarmann
Abstract: Pharmaceutical compositions containing as an active ingredient a compound of the formula ##STR1## wherein R.sub.1 is hydrogen or lower alkyl,R.sub.2 is hydrogen, lower alkyl, hydroxy-lower alkyl, chloro-hydroxy-propyl, 2,3-epoxy-propyl, alkoxyalkyl, aminoalkyl, N-substituted aminoalkyl, benzyl or phenethyl,R.sub.3 is hydrogen or halogen, andR.sub.4 is halogen or methyl, or a non-toxic, pharmacologically acceptable acid addition salt thereof; and a method of using the same as bradycardiacs.
Type:
Grant
Filed:
December 14, 1979
Date of Patent:
March 31, 1981
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Helmut Stahle, Herbert Koppe, Werner Kummer, Walter Kobinger, Christian Lillie, Ludwig Pichler, Wolfgang Hoefke, Wolfram Gaida
Abstract: Antianginal pharmaceutical compositions containing as the active ingredient a compound of the formula ##STR1## wherein R.sub.1 is hydrogen, unsubstituted or hydroxyl-substituted alkyl of 1 to 4 carbon atoms; allyl; or unsubstituted or halo-, methyl-, methoxy- or trifluoromethyl-substituted benzyl; andX is oxygen or sulfur;or a non-toxic, pharmaceutically acceptable acid addition salt thereof; and methods of treating angina pectoris therewith.
Type:
Grant
Filed:
May 10, 1979
Date of Patent:
March 31, 1981
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Lothar Benedikter, Walter Kobinger, Ludwig Pichler, Hanns Ihrig, Gerhart Griss
Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, halogen or alkyl of 1 to 3 carbon atoms; R.sub.2 is hydrogen or alkyl of 1 to 3 carbon atoms; andR.sub.3 is aromatic hydrocarbyl of 6 to 10 carbon atoms or an aromatic heterocycle of 2 to 9 carbon atoms and 1 to 2 nitrogen atoms and/or an oxygen or a sulfur atom, where each of said aromatic substituents may in turn be substituted with one or two alkyls of 1 to 6 carbon atoms, halogen, hydroxyl, trifluoromethyl, halophenyl or alkoxy of 1 to 3 carbon atoms;and non-toxic, pharmacologically acceptable salts thereof formed with inorganic or organic bases; the compounds as well as their salts are useful as analgesics, antipyretics, antithrombotic and antiphlogistics.
Type:
Grant
Filed:
October 22, 1979
Date of Patent:
March 31, 1981
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Wolfhard Engel, Gunter Trummlitz, Ernst Seeger, Walter Haarmann, Gunther Engelhardt, Rainer Zimmermann
Abstract: Apparatus for manufacturing pharmaceutical single-dose containers with opening threads, including a thread introduction device in conjunction with a presealing station, where the thread introduction device is mounted so as to be movable in the direction of the presealing station and comprises thread transporting means, thread cutting means and time synchronization control means for the individual devices in such a way that first the foil strip is advanced by a particular unit, then the thread introduction device is moved in the direction of the presealing station and the threads are introduced into a number of single dose containers, followed by the sealing of the halves of the single-dose containers in adjacent areas with simultaneous sealing of part of the threads, and finally the threads are cut from the thread strand or the pre-cut threads are taken from the guide channel, whereupon the thread introduction device is moved out again and the foil strip is transported further.
Type:
Grant
Filed:
April 9, 1979
Date of Patent:
March 24, 1981
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Peter Asp, Dieter Jarsen, Heinrich Eggert, Wilhelm Klingelholler
Abstract: Pharmaceutical compositions containing a non-steroidal anti-inflammatory compound and 5,11-dihydro-11-[(4-methyl-1-piperazinyl)-acetyl]-6H-pyrido[2,3-b]-[1,4]be nzodiazepin-6-one or a non-toxic acid addition salt thereof, and a method of using the same as antiphlogistics; the pyridobenzodiazepinone ingredient effectively suppresses the gastro-intestinal side-effects of the anti-inflammatory ingredient.
Abstract: Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are hydrogen or substituents of various types;R.sub.4 is hydrogen; alkyl of 1 to 5 carbon atoms; or optionally substituted aralkyl of 7 to 14 carbon atoms;R.sub.5 is a heterocycle;D is alkylene of 1 to 12 carbon atoms; andA is hydrogen or acyl;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as .alpha.- and .beta.-adrenergic receptor blocking agents and antidepressants.
Type:
Grant
Filed:
January 17, 1979
Date of Patent:
March 17, 1981
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Herbert Koppe, Anton Mentrup, Ernst-Otto Renth, Kurt Schromm, Wolfgang Hoefke, Gojko Muacevic
Abstract: Compounds of the formulaR--NH--(CH.sub.2).sub.n --NH--EwhereinR is a pyrimidinyl, a quinazolinyl, a 5,6,7,8-tetrahydro-quinazolinyl, a thieno[3,2,-d]pyrimidinyl, a thieno[2,3-d]pyrimidyl, a pyrido[3,2-d]primidinyl, a 5,6-dihydro-4-pyrido[3,4-d]pyrimidinyl, an isothiazola [5,4-d]pyrimidinyl or a pyrimido[4,5-d]-pyrimidinyl group;n is 2 or 3; andE is the 9-erythromycyl group;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as antibacterials.
Type:
Grant
Filed:
November 3, 1978
Date of Patent:
March 17, 1981
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Eberhard Woitun, Bernd Wetzel, Roland Maier, Wolfgang Reuter, Uwe Lechner, Rolf G. Werner, Hanns Goeth
Abstract: Compounds of the formula ##STR1## wherein R.sub.1, R.sub.2 and R.sub.3 are each hydrogen or a substituent of various types;R.sub.4 is hydrogen, alkyl of 1 to 5 carbon atoms, or optionally substituted aralkyl of 7 to 14 carbon atoms;R.sub.5 is a heterocycle;D is a alkylene of 1 to 12 carbon atoms; andA is hydrogen or acyl,and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as .alpha.- and .beta.-adrenergic receptor blocking agents and antidepressants.
Type:
Grant
Filed:
December 14, 1979
Date of Patent:
March 10, 1981
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Herbert Koppe, Anton Mentrup, Ernst-Otto Renth, Kurt Schromm, Wolfgang Hoefke, Gojko Muacevic
Abstract: Compounds of the formula ##STR1## wherein R is 2-bromo-4,5-dihydroxy-phenyl; 3-chloro-4-hydroxy-phenyl; 4-bromo-2,5-dihydroxy-phenyl; 3,5-dihydroxy-phenyl; 5-chloro-2,4-dihydroxy-phenyl; 3-hydroxy-4-methyl-phenyl; 2,6-dibromo-4-hydroxymethyl-phenyl; 3,5-dibromo-4-amino-phenyl; 3-methylmercapto-phenyl; 3,4,5-trihydroxy-phenyl; or 3-bromo-4-fluoro-phenyl;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as bradycardiacs.
Type:
Grant
Filed:
February 16, 1979
Date of Patent:
February 10, 1981
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Helmut Stahle, Herbert Koppe, Werner Kummer, Wolfgang Hoefke, Wolfram Gaida, Ludwig Pichler
Abstract: The method of using compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, fluorine, chlorine, bromine, iodine or cyano,R.sub.2 is fluorine, cyano, trifluoromethyl, nitro or alkyl of 1 to 4 carbon atoms,R.sub.3 is cycloalkyl or alkyl, each of 3 to 5 carbon atoms, andR.sub.4 is hydrogen or --CO--R.sub.5, whereR.sub.5 is alkoxy of 1 to 5 carbon atoms, alkenyloxy of 2 to 5 carbon atoms, aryloxy of 6 to 10 carbon atoms, aralkoxy of 7 to 11 carbon atoms, or amino which may be mono- or di-substituted by alkyl of 1 to 5 carbon atoms, alkenyl of 2 to 5 carbon atoms, aryl of 6 to 10 carbon atoms and/or aralkyl of 7 to 11 carbon atoms,and non-toxic, pharmacologically acceptable acid addition salts thereof as antirheumatics and antiphlogistics.
Type:
Grant
Filed:
September 4, 1979
Date of Patent:
January 13, 1981
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Gunther Engelhardt, Johannes Keck, Gerd Kruger, Klaus Noll, Helmut Pieper, Rainer Zimmermann
Abstract: Compounds of the formula ##STR1## wherein A is phenyl; 4-hydroxy-phenyl; 2- or 3-thienyl; cyclohexyl; cyclohexen-1-yl; cyclohexa-1, 4-dien-1-yl; or 3,4-disubstituted phenyl, where the substituents may be identical to or different from each other and are selected from the group consisting of chlorine, hydroxyl or methoxy; andR is an aliphatic, cycloaliphatic; aromatic or heterocyclic group of diverse types;and non-toxic, pharmacologically acceptable salts thereof formed with inorganic or organic bases. The compounds as well as their salts are useful as antibiotics.
Type:
Grant
Filed:
February 21, 1979
Date of Patent:
December 23, 1980
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Bernd Wetzel, Wolfgang Reuter, Eberhard Woitun, Roland Maier, Uwe Lechner, Hanns Goeth, Rolf Werner
Abstract: Compounds of the formula ##STR1## wherein A is .dbd.CH-- or .dbd.N--;R.sub.1 is (a) hydrogen, lower alkyl, lower alkoxy or a fused benzene ring, or (b) --CO--R.sub.4, tetrazol-5-yl or cyano in the 4- or 5-position;R.sub.2 is --CO--R.sub.4, tetrazol-5-yl, cyano or, when R.sub.1 has one of the meanings included in (b), also hydrogen, lower alkyl, lower alkoxy or a fused benzene ring;R.sub.3 is hydrogen or lower alkanoyl; andR.sub.4 is hydroxyl, amino, hydroxy-amino, tetrazol-5-yl-amino or lower alkoxy;internal salts thereof, and non-toxic salts thereof formed with a basic substance. The compounds as well as their salts are useful as antiallergics.
Type:
Grant
Filed:
August 7, 1979
Date of Patent:
December 23, 1980
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Kurt Schromm, Anton Mentrup, Ernst-Otto Renth, Armin Fugner, Volker Jacobi
Abstract: Compounds of the formula ##STR1## where Ar represents a radical selected from the group consisting of 2,6-dichlorophenyl, 2,5-dichlorophenyl, 2-chloro-6-methylphenyl, 2-chloro-4-methylphenyl, 2,6-dichloro-4-bromophenyl, 4-cyanophenyl, 2,5-dimethoxyphenyl, and 2-methyl-5-fluorophenyl, and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as bradycardiacs.
Type:
Grant
Filed:
July 16, 1979
Date of Patent:
December 16, 1980
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Helmut Stahle, Herbert Koppe, Werner Kummer, Wolfgang Hoefke
Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl of 1 to 4 carbon atoms;R.sub.2 is hydrogen, methyl or carboxyl; andA is pyridyl, benzodioxanyl or ##STR2## where R.sub.3, R.sub.4 and R.sub.5, which may be identical to or different from each other, are each hydrogen, hydroxyl, alkoxy, alkyl, halogen, carboxyalkyl or nitro, or one of R.sub.3, R.sub.4 or R.sub.5 is dialkylamino, carboxamido, morpholino, piperidino, hydroxy-piperidino, cyano or phenyl;non-toxic salts thereof formed with an inorganic base when R.sub.1 is hydrogen and/or R.sub.2 is carboxyl; and non-toxic addition salts thereof formed with an organic base when R.sub.1 is hydrogen. The compounds are useful as antiallergics.
Type:
Grant
Filed:
June 18, 1979
Date of Patent:
December 9, 1980
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Friedrich K. Hess, Patrick B. Stewart, James T. Oliver
Abstract: An apparatus is provided for the sequential combined measurement of height (or thickness) and compression strength of successive tablet specimens. The apparatus comprises a specimen-fed chute for depositing the specimens on a conveyor for oriented transport to a measuring station where the tablet height and then its compressive strength are determined. The conveyor is provided with cleansing means for removing the tablet remnants from the compression measurement.
Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, methyl or ethyl;R.sub.2 is methyl, ethyl or n-propyl; andY is hydrogen, methyl, methoxy, fluorine or chlorine;and non-toxic, pharmacologically acceptable salts thereof formed with an inorganic or organic base. The compounds as well as their salts are useful as antiphlogistics.
Type:
Grant
Filed:
December 6, 1978
Date of Patent:
November 11, 1980
Assignee:
Boehringer Ingelheim GmbH
Inventors:
Gunter Trummlitz, Wolfhard Engel, Ernst Seeger, Gunther Engelhardt