Patents by Inventor Wolfgang Eberlein

Wolfgang Eberlein 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: 4668674
    Abstract: There are described (+)-6-chloro-5,10-dihydro-5-[(1-methyl-4-piperidinyl)-acetyl]-11H-dibenzo [b,e][1,4]diazepin-11-one, the isolation thereof from a mixture of enantiomers and its use as a pharmaceutical material.The compound is characterized by a powerful activity against ulcers of the gastro-intestinal tract.
    Type: Grant
    Filed: August 19, 1986
    Date of Patent: May 26, 1987
    Assignee: Dr. Karl Thomae GmbH
    Inventors: G/u/ nter Trummlitz, Wolfhard Engel, Wolfgang Eberlein, Gerhard Mihm, Antonio Giachetti
  • Patent number: 4626325
    Abstract: The specification describes a process for preparing 4-hydroxy-1,2-benzisothiazol-3(2H)-one-1,1-dioxide, a sweetener, from 1,2-benzisothiazol-3(2H)-one-1,1-dioxide by anodic oxidation in the presence of trifluoroacetic acid or trifluoromethanesulfonic acid and, optionally, in the presence of salts which increase the conductivity. The oxidation is effected in an anhydrous medium and the 4-trifluoroacetoxy-1,2-benzisothiazol-3(2H)-one-1,1-dioxide formed as an intermediate when, for example, trifluoroacetic acid is used is decomposed with water to obtain the desired end product.
    Type: Grant
    Filed: March 19, 1986
    Date of Patent: December 2, 1986
    Assignee: Karl Thomae GmbH
    Inventors: Gunter Trummlitz, Wolfgang Eberlein, Wolfhard Engel, Gerhard Mihm
  • Patent number: 4567178
    Abstract: The invention relates to novel substituted 5,11-dihydro-6H-dibenz[b,e]azepin-6-one of the formula ##STR1## wherein A represents a (1-methyl-4-piperidinyl)-acetyl, (4-methyl-1-piperazinyl)-acetyl, or [(1-methyl-4-piperidinyl)-amino]-carbonyl group,and the acid addition salts thereof, which have valuable pharmacological properties, particularly an ulcer-inhibiting and secretion-inhibiting activity. The compounds of Formula I may be prepared using methods conventionally used for analogous compounds.
    Type: Grant
    Filed: January 7, 1985
    Date of Patent: January 28, 1986
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Wolfgang Eberlein, Gunter Trummlitz, Wolfhard Engel, Gunther Schmidt, Rudolf Hammer, Antonio Giachetti
  • Patent number: 4550107
    Abstract: Disclosed are novel condensed diazepinones of formula I ##STR1## wherein B is a fused ring selected from ##STR2## X is --CH-- or, when B is ortho-phenylene, X can also be nitrogen; A.sub.1 is C.sub.1 -C.sub.2 alkylene; A.sub.2 is C.sub.1 -C.sub.2 when it is in the 2-position relative to the saturated heterocyclic ring nitrogen or a single bond or methylene when it is in the 3- or 4-position; R.sub.1 is C.sub.1 -C.sub.3 alkyl; R.sub.2 is C.sub.1 -C.sub.7 alkyl, optionally hydroxy-substituted on at least one of its second to seventh carbon, or C.sub.3 -C.sub.7 cycloalkyl, optionally hydroxy substituted, or C.sub.3 -C.sub.7 cycloalkylmethyl; or R.sub.1 and R.sub.2 can, together with the nitrogen therebetween, be a 4- to 7-membered saturated monocyclic, heterocyclic ring which can optionally include an oxygen or N--CH.sub.3 ; R.sub.3 is hydrogen, chlorine, or methyl; R.sub.4 is hydrogen or C.sub.1 -C.sub.4 alkyl, R.sub.5 is hydrogen, chlorine or C.sub.1 -C.sub.
    Type: Grant
    Filed: March 14, 1985
    Date of Patent: October 29, 1985
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Wolfhard Engel, Gunter Trummlitz, Wolfgang Eberlein, Gerhard Mihm, Gunther Schmidt, Rudolf Hammer, Antonio Giachetti
  • 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: 4454128
    Abstract: Compounds of the formula ##STR1## wherein A is phenyl, p=hydroxy-phenyl, 2-thienyl or 3-thienyl; andR represents substituents of various 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: August 20, 1982
    Date of Patent: June 12, 1984
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Bernd Wetzel, Wolfgang Eberlein, Gunter Trummlitz, Eberhard Woitun, Roland Maier, Wolfang Reuter, Uwe Lechner, Hanns Goeth
  • Patent number: 4447434
    Abstract: The specification describes new substituted dibenzodiazepinones of formula ##STR1## wherein R.sub.1 is hydrogen or chlorine atom and R is (1-methyl-4-piperidinyl)methyl, (1-methyl-1,2,5,6-tetrahydro-4-pyridinyl)methyl,1-methyl-1,2,5,6-tetrahydr o-4-pyridinyl, (1-methyl-4-piperidinylidene)methyl,(2,3-dehydro-8-methyl-8-aza-bicyclo[3, 2,1]oct-3-yl)-methyl, (8-methyl-8-aza-bicyclo[3,2,1]oct-3-ylidene)-methyl or an endo-or exo-(8-methyl-8-azabicyclo[3,2,1]oct-3-yl)methyl each being optionally substituted by one or two methyls on the heterocyclic ring, and the nontoxic, pharmaceutically acceptable acid addition salts thereof, processes for preparing them and pharmaceutical compositions containing these compounds.The compounds of formula I have an antiulcerative effect and an inhibitory effect on the secretion of gastric substances having anticholinergic activity, such as dryness of the mouth and mydriasis.
    Type: Grant
    Filed: January 31, 1983
    Date of Patent: May 8, 1984
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Gunter Trummlitz, Wolfhard Engel, Wolfgang Eberlein, Gunther Schmidt, Rudolf Hammer, Piero del Soldato
  • Patent number: 4443452
    Abstract: This invention relates to compounds of the formula ##STR1## wherein X is oxygen, --NH--, or--NCH.sub.3 --andR is 1-methyl-4-piperidinyl, 4-methyl-1-piperazinyl, endo-8-methyl-8-azabicyclo[3.2.1]oct-3-yl, or exo-8-methyl-8-acabicyclo[3.2.1]oct-3-yl, each of which may optionally have an additional methyl substitutent,a diastereomer or enantiomer thereof, or a non-toxic, pharmacologically acceptable acid addition salt thereof with an inorganic or organic acid.
    Type: Grant
    Filed: January 31, 1983
    Date of Patent: April 17, 1984
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Wolfhard Engel, Gunter Trummlitz, Gunther Schmidt, Wolfgang Eberlein, Rudolf Hammer, Piero del Soldato
  • Patent number: 4424222
    Abstract: New pyridobenzodiazepinones of the formula ##STR1## are described wherein X represents oxygen, --NH-- or --NCH.sub.3 -- and R represents 1-methyl-4-piperidinyl or 4-methyl-1-piperazinyl group optionally substituted by a methyl group, or a 3.alpha.- or 3.beta.-tropanyl group, and the nontoxic pharmaceutically acceptable acid addition salts thereof. The specification also describes processes for preparing these compounds, pharmaceutical compositions containing these compounds and new intermediate products used in preparing them.The compounds of formula I have antiulcerative effects and an inhibitory effect on gastric acid secretion, without the side effects such as dryness of the mouth and mydriasis which occur with other substances having an anticholinergic activity.
    Type: Grant
    Filed: January 31, 1983
    Date of Patent: January 3, 1984
    Assignee: Karl Thomae GmbH
    Inventors: Wolfhard Engel, Gu/ nther Schmidt, Gu/ nther Trummlitz, Wolfgang Eberlein, Rudolf Hammer, Piero D. Soldato
  • Patent number: 4424226
    Abstract: This invention relates to compounds of the formula ##STR1## wherein R is (1-methyl-4-piperidinyl)methyl, (1-methyl-1,2,5,6-tetrahydro-4-pyridinyl)methyl, 1-methyl-1,2,5,6-tetrahydro-4-pyridinyl, (1-methyl-4-piperidinylidene)methyl, 2,3-dehydro-8-methyl-8-azabicyclo?3.2.1!oct-3-yl methyl, endo-8-methyl-8-azabicyclo?3.2.1!oct-3-yl-methyl, or exo-8-methyl-8-azabicyclo?3.2.1!oct-3-yl-methyl, each of which may optionally have one or two methyl substituents on the six-membered heterocyclic ring, and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as anti-ulcerogenics.
    Type: Grant
    Filed: January 31, 1983
    Date of Patent: January 3, 1984
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Wolfgang Eberlein, Gu/ nter Trummlitz, Gu/ nther Schmidt, Wolfhard Engel, Rudolf Hammer, Piero Del Soldato
  • Patent number: 4424225
    Abstract: This invention relates to novel compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or alkyl having from 1 to 4 carbon atoms;R.sub.2 is halogen, hydrogen, or alkyl having from 1 to 4 carbon atoms; andR is (1-methyl-4-piperidinyl)methyl, (1-methyl-1,2,5,6-tetrahydro-4-pyridinyl)methyl, 1-methyl-1,2,5,6-tetrahydro-4-pyridinyl, (1-methyl-4-piperidinylidene)-methyl, or (8-methyl-8-azabicyclo?3.2.1!oct-3-yl)-methyl, each of which can optionally have an additional methyl substituent on the heterocyclic ring,and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as anti-ulcerogenics.
    Type: Grant
    Filed: January 31, 1983
    Date of Patent: January 3, 1984
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Gu/ nther Schmidt, Wolfgang Eberlein, Wolfhard Engel, Gu/ nter Trummlitz, Rudolf Hammer, Piero Del Soldato
  • Patent number: 4410527
    Abstract: Compounds of the formula ##STR1## wherein R is 1-methyl-4-piperididinyl, 4-methyl-1-piperazinyl, or 3 - or 3 -tropanyl, each of which may optionally have another methyl substituent attached to the heterocyclic ring;R.sub.1 is hydrogen or alkyl of 1 to 4 carbon atoms;R.sub.2 is hydrogen, halogen or alkyl of 1 to 4 carbon atoms; andX is oxygen, --NH-- or --N(CH.sub.3)--;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as anti-ulcerogenics.
    Type: Grant
    Filed: January 31, 1983
    Date of Patent: October 18, 1983
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Wolfhard Engel, Gunther Schmidt, Wolfgang Eberlein, Gunter Trummlitz, Rudolf Hammer, Piero Del Soldato
  • Patent number: 4404230
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or hydroxyl, and non-toxic, pharmacologically acceptable salts thereof formed with inorganic or organic bases. The compounds as well as their salts are useful as sweetening agents.
    Type: Grant
    Filed: April 15, 1981
    Date of Patent: September 13, 1983
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Gunter Trummlitz, Wolfgang Eberlein, Wolfhard Engel, Gunther Schmidt
  • Patent number: 4381303
    Abstract: This invention is directed to the compounds of the formula ##STR1## wherein R.sub.1 is hydrogen or an alkyl of from 1 to 6 carbon atoms;R.sub.2 is an alkyl of from 1 to 3 carbon atoms;R.sub.3 is hydrogen or an alkyl of from 1 to 3 carbon atoms; andR.sub.4 is hydrogen or an alkyl of from 1 to 4 carbon atoms.These compounds are useful in pharmaceutical compositions which serve as analgesics, antiphlogistics and antipyretics.
    Type: Grant
    Filed: May 13, 1982
    Date of Patent: April 26, 1983
    Assignee: Dr. Karl Thomae GmbH
    Inventors: Gunther Schmidt, Wolfhard Engel, Wolfgang Eberlein, Gunter Trummlitz, Gunther Engelhardt
  • Patent number: 4379788
    Abstract: Compounds of the formula ##STR1## wherein A and B, together with each other and the respective carbon atoms to which they are attached, form a phenyl or pyridine ring;R.sub.1 is hydrogen, halogen, amino, nitro, alkyl of 1 to 3 carbon atoms or alkoxy of 1 to 3 carbon atoms;R.sub.2 is hydrogen or alkoxy of 1 to 3 carbon atoms;D is alkylene of 3 to 4 carbon atoms or hydroxy(alkylene of 3 to 4 carbon atoms);R.sub.3 and R.sub.5, which may be identical to or different from each other, are each hydrogen or alkyl of 1 to 3 carbon atoms;R.sub.4 is hydrogen or alkoxy of 1 to 3 carbon atoms; andR.sub.6 is straight or branched alkyl of 1 to 6 carbon atoms or --E--R.sub.7 ;where E is straight alkylene of 2 to 4 carbon atoms or hydroxy-substituted straight alkylene of 2 to 4 carbon atoms, andR.sub.7 is ##STR2## where R.sub.8 and R.sub.
    Type: Grant
    Filed: December 4, 1981
    Date of Patent: April 12, 1983
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Joachim Heider, Volkhard Austel, Wolfgang Eberlein, Rudolf Kadatz, Christian Lillie
  • Patent number: 4361563
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is hydrogen; trifluoromethyl; alkyl of 1 to 11 carbon atoms; cycloalkyl of 3 to 7 carbon atoms; hydroxyl; alkoxy of 1 to 6 carbon atoms; mercapto; (alkyl of 1 to 6 carbon atoms)-mercapto; phenyl-(alkyl of 1 to 3 carbon atoms); phenyl; or mono-, di- or tri-substituted phenyl, where the substituents, which may be identical to or different from each other, are each halogen, alkyl of 1 to 4 carbon atoms, (alkyl of 1 to 6 carbon atoms)-sulfinyl, hydroxyl, alkoxy of 1 to 6 carbon atoms, mercapto or (alkyl of 1 to 6 carbon atoms)-mercapto;R.sub.2 is hydrogen, alkyl of 1 to 6 carbon atoms, cycloalkyl of 3 to 6 carbon atoms or phenyl-(alkyl of 1 to 3 carbon atoms); andR.sub.3 is alkyl of 1 to 6 carbon atoms; optically active antipodes thereof; and non-toxic, pharmaceutically acceptable acid addition salts of said compounds or of said optically active antiposed. The compounds are useful as cardiotonics and antithrombotics.
    Type: Grant
    Filed: May 1, 1981
    Date of Patent: November 30, 1982
    Assignee: Dr. Karl Thomae Gesellschaft mit Beschrankter Haftung
    Inventors: Volkhard Austel, Joachim Heider, Wolfgang Eberlein, Willi Diederen, Walter Haarmann
  • Patent number: 4353919
    Abstract: Analgesic and antipyretic pharmaceutical dosage unit compositions containing as an active ingredient a compound of the formula ##STR1## wherein R.sub.5 is methyl or methoxy, and R.sub.4, R.sub.6 and R.sub.7 are hydrogen; orR.sub.6 is fluorine or chlorine, and R.sub.4, R.sub.5 and R.sub.7 are hydrogen; orR.sub.7 is chlorine, and R.sub.4, R.sub.5 and R.sub.6 are hydrogen; orR.sub.5 and R.sub.6 are methoxy, and R.sub.4 and R.sub.7 are hydrogen; orR.sub.4 is methyl or chlorine, and R.sub.5, R.sub.6 and R.sub.7 are hydrogen;and methods of using said compounds as analgesics and antipyretics.
    Type: Grant
    Filed: April 15, 1981
    Date of Patent: October 12, 1982
    Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter Haftung
    Inventors: Wolfhard Engel, Gunter Trummlitz, Wolfgang Eberlein, Gunther Schmidt, Gunther Engelhardt, Rainer Zimmermann
  • Patent number: 4328235
    Abstract: There are described pharmaceutical compositions containing as active substances benzothiazol-2(3H)-ones of the general formula ##STR1## wherein R represents a hydrogen atom or a methyl, methoxy, or ethoxy group. The pharmaceutical compositions serve as analgesics and antipyretics and possess little or no methemoglobin-forming activity.
    Type: Grant
    Filed: June 30, 1980
    Date of Patent: May 4, 1982
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Gunter Trummlitz, Wolfhard Engel, Gunther Schmidt, Wolfgang Eberlein, Ernst Seeger, Gunther Engelhardt, Rainer Zimmermann
  • Patent number: 4179508
    Abstract: Compounds of the formula ##STR1## wherein A is lower alkylene,R is lower alkyl, andn is 0, 1 or 2;the compounds are useful as anti-hyperlipidemics and anti-convulsants.
    Type: Grant
    Filed: July 18, 1978
    Date of Patent: December 18, 1979
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Volkhard Austel, Eberhard Kutter, Wolfgang Eberlein, Joachim Heider, Joachim Kahling
  • Patent number: 4176184
    Abstract: Compounds of the formula ##STR1## wherein R.sub.1 is lower alkyl; phenyl-lower alkyl; cycloalkyl of 3 to 6 carbon atoms; phenyl; mono- or di-substituted phenyl, where the substituents, which may be identical to or different from each other, are each halogen, hydroxyl, methoxy, methylmercapto, methylsulfinyl, methylsulfonyl or benzyloxy; andA is hydrogen or ##STR2## where R.sub.2 is hydrogen or lower alkyl;R.sub.3 is lower alkyl or dimethoxyphenyl-lower alkyl; orR.sub.2 and R.sub.3, together with each other and the nitrogen atom to which they are attached, are piperidino, morpholino or N'-lower alkyl-piperazino; andn is 2 or 3;and non-toxic, pharmacologically acceptable acid addition salts thereof. The compounds as well as their salts are useful as cardiotonics, hypotensives, antithrombotics and antiarrhythmics.
    Type: Grant
    Filed: July 17, 1978
    Date of Patent: November 27, 1979
    Assignee: Boehringer Ingelheim GmbH
    Inventors: Volkhard Austel, Eberhard Kutter, Joachim Heider, Wolfgang Eberlein, Walter Kobinger, Christian Lillie, Willi Diederen, Walter Haarmann