Patents by Inventor Johannes Keck

Johannes Keck has filed for patents to protect the following inventions. This listing includes patent applications that are pending as well as patents that have already been granted by the United States Patent and Trademark Office (USPTO).

  • Patent number: 5084449
    Abstract: Disclosed are substituted bis(4-aminophenyl-sulfonees of general formula ##STR1## wherein R.sub.1 is hydrogen, alkyl or cycloalkyl; group,R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl,R.sub.3 is nitrile, C.sub.1 -C.sub.3 alkylaminocarbonyl, di C.sub.1 -C.sub.3 alkylaminocarbonyl, C.sub.3 -C.sub.7 N-cycloalkyl-C.sub.1 -C.sub.3 alkylaminocarbonyl C.sub.1 -C.sub.3 alkylamino, C.sub.1 -C.sub.3, di alkylaminocarbonyl alkoxy, alkylaminosulfonyl, di C.sub.1 -C.sub.3 alkylaminono, diC.sub.1 -C.sub.3 alkylaminosulfonyl, hydroxy C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkylcarbonyl, amino C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy C.sub.1 -C.sub.3 alkyl groupor, when R.sub.1 and R.sub.2 are each hydrogen, R.sub.3 can be hydroxy, hydroxycarbonyl C.sub.1 -C.sub.3 alkoxy or di C.sub.1 -C.sub.3 aminocarbonylalkoxy;or, when R.sub.1 is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 cycloalkyl and R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl, R.sub.
    Type: Grant
    Filed: December 7, 1990
    Date of Patent: January 28, 1992
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Joachim K. Seydel, Helmut Pieper, Gerd Kruger, Klaus Noll, Johannes Keck, Uwe Lechner
  • Patent number: 4992430
    Abstract: Disclosed are substituted bis(4-aminophenyl)-sulfones of general formula ##STR1## wherein R.sub.1 is hydrogen, alkyl or cycloalkyl; group,R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl,R.sub.3 is nitrile, C.sub.1 -C.sub.3 alkylaminocarbonyl, di C.sub.1 -C.sub.3 alkylaminocarbonyl, C.sub.3 -C.sub.7 N-cycloalkyl-C.sub.1 -C.sub.3 alkylaminocarbonyl C.sub.1 -C.sub.3 alkylamino, C.sub.1 -C.sub.3, di alkylaminocarbonyl alkoxy, alkylaminosulfonyl, di C.sub.1 -C.sub.3 alkylaminono, diC.sub.1 -C.sub.3 alkylaminosulfonyl, hydroxy C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkylcarbonyl, amino C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy C.sub.1 -C.sub.3 alkyl groupor, when R.sub.1 and R.sub.2 are each hydrogen, R.sub.3 can be hydroxy, hydroxycarbonyl C.sub.1 -C.sub.3 alkoxy or di C.sub.1 -C.sub.3 aminocarbonylalkoxy;or, when R.sub.1 is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 cycloalkyl and R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl, R.sub.
    Type: Grant
    Filed: January 26, 1989
    Date of Patent: February 12, 1991
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Joachim K. Seydel, Helmut Pieper, Gerd Kruger, Klaus Noll, Johannes Keck, Uwe Lechner
  • Patent number: 4829058
    Abstract: Disclosed are substituted bis(4-aminophenyl)-sulfones of general formula ##STR1## wherein R.sub.1 is hydrogen, alkyl or cycloalkyl; group,R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl,R.sub.3 is nitrile, C.sub.1 -C.sub.3 alkylaminocarbonyl, di C.sub.1 -C.sub.3 alkylaminocarbonyl, C.sub.3 -C.sub.7 N-cycloalkyl-C.sub.1 -C.sub.3 alkylaminocarbonyl C.sub.1 -C.sub.3 alkylamino, C.sub.1 -C.sub.3, di alkylaminocarbonyl alkoxy, alkylaminosulfonyl, di C.sub.1 -C.sub.3 alkylaminono, diC.sub.1 -C.sub.3 alkylaminosulfonyl, hydroxy C.sub.1 -C.sub.3 alkyl, C.sub.1 -C.sub.3 alkylcarbonyl, amino C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 alkoxy C.sub.1 -C.sub.3 alkyl groupor, when R.sub.1 and R.sub.2 are each hydrogen, R.sub.3 can be hydroxy, hydroxycarbonyl C.sub.1 -C.sub.3 alkoxy or di C.sub.1 -C.sub.3 aminocarbonylalkoxy;or, when R.sub.1 is C.sub.1 -C.sub.3 alkyl or C.sub.1 -C.sub.3 cycloalkyl and R.sub.2 is hydrogen or C.sub.1 -C.sub.3 alkyl, R.sub.
    Type: Grant
    Filed: June 15, 1987
    Date of Patent: May 9, 1989
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Joachim K. Seydel, Helmut Pieper, Gerd Kruger, Klaus Noll, Johannes Keck, Uwe Lechner
  • Patent number: 4490369
    Abstract: Compounds of the formula ##STR1## wherein A is --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH--, --NH--CO--, --CH.sub.2 --CO-- or ##STR2## where R.sub.7 is alkyl of 1 to 3 carbon atoms, andB is methylene, carbonyl or thiocarbonyl, orA is --CO--CO--, --N.dbd.CH--, ##STR3## where R.sub.8 is hydrogen or alkyl of 1 to 3 carbon atoms substituted by a phenyl, methoxyphenyl or dimethoxyphenyl, andB is methylene;E is n-alkylene of 2 to 4 carbon atoms optionally substituted by an alkyl of 1 to 3 carbon atoms, 2-hydroxy-n-propylene, 2-hydroxy-n-butylene or 3-hydroxy-n-butylene;G is n-alkylene of 1 to 5 carbon atoms optionally substituted by an alkyl of 1 to 3 carbon atoms, wherein one methylene group of an n-alkylene of 2 to 5 carbon atoms can be replaced by a carbonyl group, with the proviso that B represents a methylene or carbonyl group, or methylene-n-hydroxy-alkylene of 1 to 4 carbon atoms, where the methylene group is attached to the nitrogen atom; andR.sub.1 to R.sub.
    Type: Grant
    Filed: November 2, 1983
    Date of Patent: December 25, 1984
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Manfred Reiffen, Joachim Heider, Norbert Hauel, Volkhard Austel, Wolfgang Eberlein, Walter Kobinger, Christian Lillie, Klaus Noll, Helmut Pieper, Gerd Kruger, Johannes Keck
  • Patent number: 4362738
    Abstract: Compounds of the formula ##STR1## wherein each X, which may be identical or different from the other X, is oxygen or imino;R.sub.1 is hydrogen, fluorine, chlorine or bromine;R.sub.2 and R.sub.3, which may be identical or different from each other, are each hydrogen; unsubstituted or mono-substituted alkyl of 1 to 6 carbon atoms, where the substituent is phenyl or dialkylamino with 1 to 3 carbon atoms in each alkyl moiety; pyridyl; or cycloalkyl of 5 to 7 carbon atoms;R.sub.2 and R.sub.
    Type: Grant
    Filed: June 11, 1980
    Date of Patent: December 7, 1982
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Johannes Keck, Gerd Kruger, Helmut Pieper, Klaus Noll, Gunther Engelhardt, Norbert Promberger, Rainer Zimmermann
  • Patent number: 4244967
    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
  • Patent number: 4214001
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, halogen or cyano;R.sub.2 is fluorine, cyano, trifluoromethyl, nitro or alkyl of 1 to 4 carbon atoms;R.sub.3 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 --NR.sub.5 R.sub.6, where R.sub.5 and R.sub.6 are each hydrogen, alkyl of 1 to 5 carbon atoms, alkenyl of 2 to 5 carbon atoms, aryl of 6 to 10 carbon atoms or aralkyl of 7 to 11 carbon atoms; andR.sub.4 is cycloalkyl of 3 to 5 carbon atoms or alkyl of 3 to 5 carbon atoms;and non-toxic, pharmacologically acceptable acid addition salt thereof. The compounds as well as the salts are useful as analgesics, uterospasmolytics and antiasthmatics.
    Type: Grant
    Filed: March 6, 1978
    Date of Patent: July 22, 1980
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Gunther Engelhardt, Johannes Keck, Kruger, Klaus Noll, Helmut Pieper
  • Patent number: 4119710
    Abstract: Racemic and optically active compounds of the formula ##STR1## wherein R.sub.1 is hydrogen, fluorine, chlorine, bromine, iodine or cyano,R.sub.2 is fluorine, trifluoromethyl, nitro or cyano, andR.sub.3 is alkyl of 3 to 5 carbon atoms, hydroxy(alkyl of 3 to 5 carbon atoms), cycloalkyl of 3 to 5 carbon atoms, 1-(3,4-methylenedioxy-phenyl)-2-propyl or 1-(p-hydroxy-phenyl)-2-propyl,And non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as analgesics, uterospasmolytics, bronchospasmolytics and antispastics for the skeletal musculature, and especially as .beta..sub.2 -receptor mimetics and .beta..sub.1 -receptor blockers.
    Type: Grant
    Filed: December 28, 1976
    Date of Patent: October 10, 1978
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Gunther Engelhardt, Johannes Keck, Gerd Kruger, Klaus-Reinhold Noll, Helmut Pieper
  • Patent number: 4113777
    Abstract: Compounds of the formula ##STR1## wherein X and R.sub.1 are each chlorine or bromine;R.sub.2 is isopropyl; tert.butyl; tert.pentyl; mono-, di- or tri-hydroxy-substituted branched alkyl of 3 to 5 carbon atoms; cyclohexyl; or hydroxycyclohexyl; andR.sub.3 is alkyl of 1 to 4 carbon atoms or, when R.sub.2 is other than cyclohexyl, also hydrogen;And non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as secretolytics, antitussives, anti-ulcerogenics and stimulants for the production of the surfactant or antiatelectasis factor of the alveoli.
    Type: Grant
    Filed: July 1, 1977
    Date of Patent: September 12, 1978
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Johannes Keck, Sigfrid Puschmann, Gerd Kruger, Klaus-Reinhold Noll, Matyas Leitold, Helmut Pieper
  • Patent number: 4101671
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or aliphatic or aromatic carboxylic acyl,R.sub.2 is hydrogen, chlorine or bromine,R.sub.3 is fluorine, alkyl of 1 to 4 carbon atoms, trifluoromethyl, cyano, carbamoyl, carboxyl, carbalkoxy, alkoxy, acetyl, 1-hydroxyethyl or ##STR2## where R.sub.6 and R.sub.7 are each alkyl, cycloalkyl, hydroxy-cycloalkyl or, together with each other and the nitrogen atom to which they are attached, pyrrolidino, piperidino or morpholino, andR.sub.4 and R.sub.5 are each hydrogen, alkyl of 1 to 5 carbon atoms, mono- or di-hydroxy (alkyl of 1 to 5 carbon atoms), alkenyl of 2 to 4 carbon atoms, cycloalkyl of 5 to 7 carbon atoms, mono- or di-hydroxy (cycloalkyl of 5 to 7 carbon atoms), benzyl, morpholinocarbonylmethyl or, together with each other and the nitrogen atom to which they are attached, pyrrolidino, piperidino, hexamethyleneimino, morpholino, N-methyl-piperazino or camphidino,Provided, however, that when R.sub.3 is carboxyl or carbalkoxy, R.sub.4 and R.sub.
    Type: Grant
    Filed: March 24, 1977
    Date of Patent: July 18, 1978
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Johannes Keck, Klaus-Reinhold Noll, Helmut Pieper, Gerd Kruger, Sigfrid Puschmann
  • Patent number: 4093734
    Abstract: Compounds of the formula ##STR1## wherein (A) WHEN THE AMINO-SUBSTITUENT IS IN THE P-POSITION WITH RESPECT TO THE CARBONYL GROUP,R.sub.1 is chlorine in the o-position with respect to the carbonyl group,R.sub.2 is hydrogen, andR.sub.3 is ethylamino, cyclopentylamino, cyclohexylamino, cycloheptylamino, N-methyl-cyclohexylamino, benzylamino or 1-ethyl-pyrrolidyl-(2)-aminomethyl, or(b) when the amino-substituent is in the o--, m-- or p-position with respect to the carbonyl group,R.sub.1 is hydrogen, chlorine or bromine,R.sub.2 is trifluoromethyl, nitro or, when R.sub.4 is 1-(alkyl of 1 to 3 carbon atoms)-pyrrolidyl or 1-(alkyl of 1 to 3 carbon atoms)-piperidyl, also fluorine, chlorine, bromine or methyl,R.sub.3 is (alkyl of 1 to 5 carbon atoms)-amino, (cycloalkyl of 3 to 7 carbon atoms)-amino, benzylamino, quinuclidinyl-amino or --NH--(CH.sub.2).sub.n --R.sub.4where R.sub.
    Type: Grant
    Filed: October 22, 1976
    Date of Patent: June 6, 1978
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Gerd Kruger, Johannes Keck, Klaus Reinhold Noll, Helmut Pieper, Harald Ziegler, Helmut Ballhause, Joachim Kahling
  • Patent number: 4073942
    Abstract: Compounds of the formula ##STR1## wherein X is chlorine or bromine;R.sub.1 is hydrogen, chlorine or bromine;R.sub.2 is isopropyl; tert.butyl; tert.pentyl; mono-, di- or tri-hydroxy-substituted branched alkyl of 3 to 5 carbon atoms; cyclohexyl; or hydroxycyclohexyl; andR.sub.3 is alkyl of 1 to 4 carbon atoms or, when R.sub.2 is other than cyclohexyl, also hydrogen;And non-toxic, pharmacologically acceptable acid addition salts thereof; the compounds as well as their salts are useful as secretolytics, antitussives, anti-ulcerogenics and stimulants for the production of the surfactant or anti-atelectasis factor of the alveoli.
    Type: Grant
    Filed: November 25, 1975
    Date of Patent: February 14, 1978
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Johannes Keck, Sigfrid Puschmann, Gerd Kruger, Klaus-Reinhold Noll, Matyas Leitold, Helmut Pieper
  • Patent number: 4006246
    Abstract: Pharmaceutical dosage unit compositions containing as an active ingredient a compound of the formula ##STR1## wherein R.sub.1 is hydrogen, lower alkanoyl, benzoyl or halobenzoyl,R.sub.2 is hydrogen, chlorine or bromine,R.sub.3 is carboxyl or lower carbalkoxy, andR.sub.4 and R.sub.5 are each hydrogen, alkyl of 1 to 5 carbon atoms, mono- or di-hydroxy-(alkyl of 1 to 5 carbon atoms), alkenyl or 2 to 4 carbon atoms, cycloalkyl of 5 to 7 carbon atoms, mono- or di-hydroxy-(cycloalkyl of 5 to 7 carbon atoms) or benzyl,Or a non-toxic, pharmacologically acceptable acid addition salt thereof; and a method of using the same as anti-ulcerogenics, secretolytics, antitussives, and stimulants of the production of the surfactant or antiatelectasis factor of the alveoli.
    Type: Grant
    Filed: January 15, 1976
    Date of Patent: February 1, 1977
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Johannes Keck, Klaus-Reinhold Noll, Helmut Pieper, Gerd Kruger, Sigfrid Puschmann
  • Patent number: 3993778
    Abstract: Pharmaceutical compositions containing as an active ingredient an N-(hydroxy-cyclohexyl)-benzylamine of the formula ##SPC1##Wherein R.sub.1 is hydrogen or methyl, or a non-toxic, pharmacologically acceptable acid addition salt thereof; and a method of using the same as anti-ulcerogenics.
    Type: Grant
    Filed: March 25, 1975
    Date of Patent: November 23, 1976
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Johannes Keck, Matyas Leitold, Sigfrid Puschmann, Gerd Kruger
  • Patent number: 3956492
    Abstract: Pharmaceutical dosage unit compositions containing as an active ingredient a compound of the formula ##SPC1##WhereinR.sub.1 and R.sub.2, which may be identical to or different from each other, are each hydrogen, cycloalkyl, phenyl, --A--YwhereinA is alkyl of 1 to 5 carbon atoms or alkenyl of 1 to 5 carbon atoms, andY is furyl, dialkylamino, hydroxyl, carbalkoxy or carbamido,Or, together with each other and the nitrogen atom to which they are attached, pyrrolidino, piperidino, hexamethyleneimino, morpholino, thiomorpholino, thiomorpholino-S-oxide or N'-alkylpiperazino,R.sub.3 is halogen, nitro or trifluoromethyl,R.sub.4 is hydrogen, halogen or trifluoromethyl, andR.sub.5 is hydrogen, alkyl, cycloalkyl-methyl, alkylamino-alkyl, dialkylamino-alkyl or trifluoromethyl-alkyl;And a method of using the same as sedatives, tranquilizers, muscle-relaxants and anticonvulsives.
    Type: Grant
    Filed: December 12, 1974
    Date of Patent: May 11, 1976
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Helmut Pieper, Gerd Kruger, Johannes Keck, Klaus-Reinhold Noll, Joachim Kaehling
  • Patent number: 3950393
    Abstract: Compounds of the formula ##SPC1##WhereinR.sub.1 is hydrogen or aliphatic or aromatic carboxylic acyl,R.sub.2 is hydrogen, chlorine or bromine,R.sub.3 is fluorine, alkyl of 1 to 4 carbon atoms, trifluoromethyl, cyano, carbamoyl, carboxyl, carbalkoxy, alkoxy, acetyl, 1-hydroxyethyl or ##EQU1## where R.sub.6 and R.sub.7 are each alkyl, cycloalkyl, hydroxy-cycloalkyl or, together with each other and the nitrogen atom to which they are attached, pyrrolidino, piperidino or morpholino, andR.sub.4 and R.sub.
    Type: Grant
    Filed: April 5, 1974
    Date of Patent: April 13, 1976
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Johannes Keck, Klaus-Reinhold Noll, Helmut Pieper, Gerd Kruger, Sigfrid Puschmann
  • Patent number: RE29628
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or aliphatic or aromatic carboxylic acyl,R.sub.2 is hydrogen, chlorine or bromine,R.sub.3 is fluorine, alkyl of 1 to 4 carbon atoms, trifluoromethyl, cyano, carbamoyl, carboxyl, carbalkoxy, alkoxy, acetyl, 1-hydroxyethyl or ##STR2## where R.sub.6 and R.sub.7 are each alkyl, cycloalkyl, hydroxy-cycloalkyl or, together with each other and the nitrogen atom to which they are attached, pyrrolidino, piperidino or morpholino, andR.sub.4 and R.sub.
    Type: Grant
    Filed: December 2, 1976
    Date of Patent: May 9, 1978
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Johannes Keck, Klaus-Reinhold Noll, Helmut Pieper, Gerd Kruger, Sigfrid Puschmann