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).
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Patent number: 4668674Abstract: 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: GrantFiled: August 19, 1986Date of Patent: May 26, 1987Assignee: Dr. Karl Thomae GmbHInventors: G/u/ nter Trummlitz, Wolfhard Engel, Wolfgang Eberlein, Gerhard Mihm, Antonio Giachetti
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Patent number: 4626325Abstract: 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: GrantFiled: March 19, 1986Date of Patent: December 2, 1986Assignee: Karl Thomae GmbHInventors: Gunter Trummlitz, Wolfgang Eberlein, Wolfhard Engel, Gerhard Mihm
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Substituted 5,11-dihydro-6H-dibenz[b,e]azepin-6-ones and pharmaceutical compositions containing same
Patent number: 4567178Abstract: 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: GrantFiled: January 7, 1985Date of Patent: January 28, 1986Assignee: Dr. Karl Thomae GmbHInventors: Wolfgang Eberlein, Gunter Trummlitz, Wolfhard Engel, Gunther Schmidt, Rudolf Hammer, Antonio Giachetti -
Patent number: 4550107Abstract: 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: GrantFiled: March 14, 1985Date of Patent: October 29, 1985Assignee: Dr. Karl Thomae GmbHInventors: Wolfhard Engel, Gunter Trummlitz, Wolfgang Eberlein, Gerhard Mihm, Gunther Schmidt, Rudolf Hammer, Antonio Giachetti
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Patent number: 4490369Abstract: 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: GrantFiled: November 2, 1983Date of Patent: December 25, 1984Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Manfred Reiffen, Joachim Heider, Norbert Hauel, Volkhard Austel, Wolfgang Eberlein, Walter Kobinger, Christian Lillie, Klaus Noll, Helmut Pieper, Gerd Kruger, Johannes Keck
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Patent number: 4454128Abstract: 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: GrantFiled: August 20, 1982Date of Patent: June 12, 1984Assignee: Dr. Karl Thomae GmbHInventors: Bernd Wetzel, Wolfgang Eberlein, Gunter Trummlitz, Eberhard Woitun, Roland Maier, Wolfang Reuter, Uwe Lechner, Hanns Goeth
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Patent number: 4447434Abstract: 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: GrantFiled: January 31, 1983Date of Patent: May 8, 1984Assignee: Dr. Karl Thomae GmbHInventors: Gunter Trummlitz, Wolfhard Engel, Wolfgang Eberlein, Gunther Schmidt, Rudolf Hammer, Piero del Soldato
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Patent number: 4443452Abstract: 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: GrantFiled: January 31, 1983Date of Patent: April 17, 1984Assignee: Dr. Karl Thomae GmbHInventors: Wolfhard Engel, Gunter Trummlitz, Gunther Schmidt, Wolfgang Eberlein, Rudolf Hammer, Piero del Soldato
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Patent number: 4424222Abstract: 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: GrantFiled: January 31, 1983Date of Patent: January 3, 1984Assignee: Karl Thomae GmbHInventors: Wolfhard Engel, Gu/ nther Schmidt, Gu/ nther Trummlitz, Wolfgang Eberlein, Rudolf Hammer, Piero D. Soldato
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Patent number: 4424226Abstract: 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: GrantFiled: January 31, 1983Date of Patent: January 3, 1984Assignee: Dr. Karl Thomae GmbHInventors: Wolfgang Eberlein, Gu/ nter Trummlitz, Gu/ nther Schmidt, Wolfhard Engel, Rudolf Hammer, Piero Del Soldato
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Patent number: 4424225Abstract: 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: GrantFiled: January 31, 1983Date of Patent: January 3, 1984Assignee: Dr. Karl Thomae GmbHInventors: Gu/ nther Schmidt, Wolfgang Eberlein, Wolfhard Engel, Gu/ nter Trummlitz, Rudolf Hammer, Piero Del Soldato
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Patent number: 4410527Abstract: 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: GrantFiled: January 31, 1983Date of Patent: October 18, 1983Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Wolfhard Engel, Gunther Schmidt, Wolfgang Eberlein, Gunter Trummlitz, Rudolf Hammer, Piero Del Soldato
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Patent number: 4404230Abstract: 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: GrantFiled: April 15, 1981Date of Patent: September 13, 1983Assignee: Dr. Karl Thomae GmbHInventors: Gunter Trummlitz, Wolfgang Eberlein, Wolfhard Engel, Gunther Schmidt
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Patent number: 4381303Abstract: 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: GrantFiled: May 13, 1982Date of Patent: April 26, 1983Assignee: Dr. Karl Thomae GmbHInventors: Gunther Schmidt, Wolfhard Engel, Wolfgang Eberlein, Gunter Trummlitz, Gunther Engelhardt
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Patent number: 4379788Abstract: 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: GrantFiled: December 4, 1981Date of Patent: April 12, 1983Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Joachim Heider, Volkhard Austel, Wolfgang Eberlein, Rudolf Kadatz, Christian Lillie
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Patent number: 4361563Abstract: 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: GrantFiled: May 1, 1981Date of Patent: November 30, 1982Assignee: Dr. Karl Thomae Gesellschaft mit Beschrankter HaftungInventors: Volkhard Austel, Joachim Heider, Wolfgang Eberlein, Willi Diederen, Walter Haarmann
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Patent number: 4353919Abstract: 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: GrantFiled: April 15, 1981Date of Patent: October 12, 1982Assignee: Dr. Karl Thomae Gesellschaft mit beschrankter HaftungInventors: Wolfhard Engel, Gunter Trummlitz, Wolfgang Eberlein, Gunther Schmidt, Gunther Engelhardt, Rainer Zimmermann
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Patent number: 4328235Abstract: 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: GrantFiled: June 30, 1980Date of Patent: May 4, 1982Assignee: Boehringer Ingelheim GmbHInventors: Gunter Trummlitz, Wolfhard Engel, Gunther Schmidt, Wolfgang Eberlein, Ernst Seeger, Gunther Engelhardt, Rainer Zimmermann
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Patent number: 4179508Abstract: 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: GrantFiled: July 18, 1978Date of Patent: December 18, 1979Assignee: Boehringer Ingelheim GmbHInventors: Volkhard Austel, Eberhard Kutter, Wolfgang Eberlein, Joachim Heider, Joachim Kahling
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Patent number: 4176184Abstract: 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: GrantFiled: July 17, 1978Date of Patent: November 27, 1979Assignee: Boehringer Ingelheim GmbHInventors: Volkhard Austel, Eberhard Kutter, Joachim Heider, Wolfgang Eberlein, Walter Kobinger, Christian Lillie, Willi Diederen, Walter Haarmann