Patents by Inventor Werner Stuhmer
Werner Stuhmer 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: 4595531Abstract: Benzodiazocines corresponding to the formula ##STR1## are converted to benzodiazepines corresponding to the formula ##STR2## of claim 1 by subjecting the benzodiazocine (a) if it is halogen-substituted in the 3-position to a thermal treatment which may also take place in the presence of a nucleophilic agent for the reaction or (b) if the 3-position is hydroxy substituted to treatment with a Lewis acid which is a chlorinating or brominating agent. Whenever the diazepine obtained as the final product has a 2-halogenomethyl group it may then be converted to benzodiazepine which is otherwise substituted in the 2-position.Type: GrantFiled: April 24, 1984Date of Patent: June 17, 1986Assignee: Kali-Chemie AGInventors: Wolfgang Milkowski, Renke Budden, Siegfried Funke, Rolf Huschens, Hans-Gunther Liepmann, Werner Stuhmer, Horst Zeugner
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Patent number: 4244869Abstract: 1,4-Benzodiazepin of the formula ##STR1## wherein R is a low molecular straight or branched alkyl and X is halogen or trifluoromethyl, and pharmaceutically acceptable acid addition salts of these benzodiazepins. The benzodiazepins are made by heating an acyldiamine in the presence of phosphorus oxychloride at the latter's boiling point followed by reacting the resulting mixture of 7-member and 8-member compounds with an alkali metal alkoxide.Type: GrantFiled: March 16, 1978Date of Patent: January 13, 1981Assignee: Kali-Chemie A.G.Inventors: Wolfgang Milkowski, Renke Budden, Siegfried Funke, Rolf Huschens, Hans-Gunther Liepmann, Werner Stuhmer, Horst Zeugner
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Patent number: 4243585Abstract: 1,2,3,4-Tetrahydro-1,5-benzodiazocines having the following formula ##STR1## in which R.sup.1 is a hydrogen, alkyl radical having at most 6 carbon atoms, methoxyethyl, or benzyl radical,R.sup.2 is a halo, hydroxyl, acetoxy or benzoxy radical,R.sup.3 is a phenyl, 2-methylphenyl, 2-chlorophenyl, 2-bromophenyl, 2-fluorophenyl, 2-nitrophenyl, 2-(trifluoromethyl)phenyl, 3-(trifluoromethyl)phenyl, 2,3-dichlorophenyl, 2,4-dichlorophenyl, 2,6-dichlorophenyl, 3,4-dichlorophenyl, 3,4-dimethoxyphenyl, or 3,4,5-trimethoxyphenyl radical,R.sup.4 is a hydrogen, chloro, fluoro, bromo, trifluoromethyl, methyl, methoxy, or methylthio radical, andR.sup.5 is a hydrogen or methoxy radical, or R.sup.4 and R.sup.5 together are an ethylendioxy radical, or an acid addition salt of the said benzodiazocine, and processes of making the same are described.Type: GrantFiled: January 23, 1978Date of Patent: January 6, 1981Assignee: Kali-Chemie AktiengesellschaftInventors: Wolfgang Milkowski, Renke Budden, Siegfried Funke, Rolf Huschens, Hans-Gunther Liepmann, Werner Stuhmer, Horst Zeugner
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Patent number: 4216167Abstract: A 1,3 diaminopropane derivative having the formula I ##STR1## in which R.sub.1 is hydrogen, methoxyethyl, benzyl or alkyl of at most 6 carbon atoms or is cycloalkyl of 3 to 6 carbon atoms,R is hydroxy, acetoxy or benzoxy, andA and B are phenyl or phenyl substituted with one to three identical or different members selected from the group consisting of halogen, alkyl, alkoxy, the alkyl or alkoxy moieties of the latter two groups having at most 4 carbon atoms, or phenyl substituted by nitro, trifluoromethyl, methylthio, or ethylenedioxy,or an acid addition salt of said diaminopropane derivative.Type: GrantFiled: October 4, 1976Date of Patent: August 5, 1980Assignee: Kali-Chemie AktiengesellschaftInventors: Wolfgang Milkowski, Renke Budden, Siegfried Funke, Rolf Huschens, Hans-Gunther Liepmann, Werner Stuhmer, Horst Zeugner
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Patent number: 4098786Abstract: 1,4-benzodiazepin of the formula ##STR1## wherein R is a low molecular straight or branched alkyl and X is halogen or trifluoromethyl, and pharmaceutically acceptable acid addition salts of these benzodiazepins. The benzodiazepins are made by heating an acyldiamine in the presence of phosphorus oxychloride at the latter's boiling point followed by reacting the resulting mixture of 7-member and 8-member compounds with an alkali metal alkoxide.Type: GrantFiled: September 23, 1976Date of Patent: July 4, 1978Assignee: Kali-Chemie AktiengesellschaftInventors: Wolfgang Milkowski, Renke Budden, Siegfried Funke, Rolf Huschens, Hans-Gunther Liepmann, Werner Stuhmer, Horst Zeugner
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Patent number: 4096141Abstract: A benzodiazepine derivative of the formula ##STR1## wherein R.sub.1 is hydrogen, lower alkyl which may be a straight chain, branched chain or cyclic group and may also be substituted,R.sub.2 is halogen, free hydroxyl, esterified hydroxyl, etherified hydroxyl, nitrile, carboxyl or a derivative thereof or is thioalkyl, thioaryl or the group ##STR2## R.sub.3 and R.sub.4 in this group being the same or different and being hydrogen, acyl, aryl, alkyl, aralkyl, aryloxyalkyl which latter five groups may also be substituted, or wherein R.sub.3 and R.sub.4 are saturated or unsaturated, straight chain or branched alkyl and in which groups the several alkyl may be interconnected directly or through a hetero atom, which if the hetero atom is nitrogen may also be substituted, and in which formula I, A and B are phenyl or phenyl, substituted by nitro, trifluoromethyl, halogen, methylthio, alkyl or alkoxy; or a pharmaceutically acceptable acid addition salt of said benzodiazepine derivatives of formula I.Type: GrantFiled: May 12, 1976Date of Patent: June 20, 1978Assignee: Kali-Chemie AktiengesellschaftInventors: Wolfgang Milkowski, Renke Budden, Siegfried Funke, Rolf Huschens, Hans-Gunther Liepmann, Werner Stuhmer, Horst Zeugner
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Patent number: 4064128Abstract: N.sub.1 -[3-(4'-fluorobenzoyl)-propyl]-N.sub.2 -[2-(2'-chloro-5'-methylphenoxy)ethyl]-piperazine of the formula ##STR1## or a pharmaceutically acceptable salt thereof. The compounds are sedatives of low toxicity.Type: GrantFiled: May 5, 1976Date of Patent: December 20, 1977Assignee: Kali-Chemie AktiengesellschaftInventors: Wolfgang Milkowski, Horst Zeugner, Klaus-Wolf VON Eickstedt, Werner Stuhmer
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Patent number: 4019958Abstract: A freely flowable pancreatin of high amylolytic, lipolytic, and proteolytic activity, of a low germ content and substantially free of pathogenic germs and fibrous tissue material, of a high bulk weight between about 500 g./liter and about 700 g./liter and a very fine particulate size is produced according to the continuous process of extracting finely comminuted pancreas glands with a mixture of chlorinated hydrocarbons and fluoro-chloro-carbons and, if required, water, separating the fat-containing solvent phase, and recovering pancreatin from the enzyme phase.Type: GrantFiled: March 19, 1976Date of Patent: April 26, 1977Assignee: Kali-Chemie Pharma GmbHInventors: Hans Hell, Gunter Peschke, Horst Oppermann, Rudolf Kaufung, Siegfried Funke, Werner Stuhmer
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Patent number: 3998809Abstract: A benzodiazepine derivative of the formula ##STR1## wherein R.sub.1 is hydrogen, lower alkyl which may be a straight chain, branched chain or cyclic group and may also be substituted,R.sub.2 is halogen, free hydroxyl, esterified hydroxyl, etherified hydroxyl, nitrile, carboxyl or a derivative thereof or is thioalkyl, thioaryl or the group ##STR2## R.sub.3 and R.sub.4 in this group being the same or different and being hydrogen, acyl, aryl, alkyl, aralkyl, aryloxyalkyl which latter five groups may also be substituted, or wherein R.sub.3 and R.sub.4 are saturated or unsaturated, straight chain or branched alkyl and in which groups the several alkyl may be interconnected directly or through a hetero atom, which if the hetero atom is nitrogen may also be substituted,And in which formula I, A and B are phenyl or phenyl substituted by nitro, trifluoromethyl, halogen, methylthio alkyl or alkoxy;Or a pharmaceutically acceptable acid addition salt of said benzodiazepine derivatives of formula I.Type: GrantFiled: May 1, 1973Date of Patent: December 21, 1976Assignee: Kali-Chemie AktiengesellschaftInventors: Wolfgang Milkowski, Renke Budden, Siegfried Funke, Rolf Huschens, Hans-Gunther Liepmann, Werner Stuhmer, Horst Zeugner
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Patent number: 3969356Abstract: 1,4-diazacycloalkane derivatives of the formula ##SPC1##WhereinR is hydrogen, halogen, lower alkoxy, nitro or lower secondary amine,R.sub.1 is lower alkoxyphenyl, nitrophenyl or trifluoromethylphenyl or wherein R.sub.1 is phenyl, that is disubstituted by two halogen, by two lower alkyl, by halogen and nitro, by halogen and lower alkyl, by halogen and lower alkoxy or by lower alkoxy and lower alkoyl, lower in these definitions meaning from 1 to 4 carbon atoms and whereinn, n' and m are 2 or 3;And pharmaceutically acceptable acid addition products of these compounds.The compounds are sedatives with an analgesic and anti-histaminic effect and possess a low toxicity.Type: GrantFiled: June 20, 1975Date of Patent: July 13, 1976Assignee: Kali-Chemie AktiengesellschaftInventors: Wolfgang Milkowski, Horst Zeugner, Klaus-Wolf VON Eickstedt, Werner Stuhmer
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Patent number: 3966735Abstract: Piperazine derivatives having the following general formula ##EQU1## in which n is 2 or 3, X is an oxy or thio radical, and A and B are each a radical of the group consisting of phenyl radicals containing at most three substituents of the group consisting of nitro, trifluoromethyl, halogen, cyano, and alkyl, alkoxy, alkylthio, acyl, and alkylsulfonyl radicals containing at most 6 carbon atoms, and similar cycloalkyl and cycloalkylalkyl radicals, their acid addition salts, processes for their production, and pharmaceutical compositions containing the same. The compounds have a very favorable action on the central nervous system and are effective agents for the treatment of anxiety states, psychoses, emotional disturbances, aggressive tendencies, and can be used generally for the treatment of psychiatrically disturbed and psychoneurotic patients.Type: GrantFiled: March 5, 1974Date of Patent: June 29, 1976Assignee: Kali-Chemie AktiengesellschaftInventors: Wolfgang Milkowski, Horst Zeugner, Klaus-Wolf VON Eickstedt, Werner Stuhmer