Patents by Inventor Wolfgang Milkowski

Wolfgang Milkowski 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: 4170649
    Abstract: New 1,4-benzodiazepine derivatives are disclosed which are substituted in 2-position by cyanomethylene or carbamoylmethylene and have the formula ##STR1## wherein R.sub.1 represents hydrogen, halogen, or nitro, R.sub.2 represents hydrogen or lower alkyl, R.sub.3 represents phenyl which may be substituted by halogen or CF.sub.3, and R.sub.4 represents cyano or carbamoyl. The compounds exhibit tranquilizing activities. The cyanomethylene-compounds are prepared by oxidizing corresponding cyanomethyl compounds with Cr-VI-oxide in an acidic reaction medium. The cyanomethylene-group can subsequently be hydrolyzed into the carbamoylmethylene group.
    Type: Grant
    Filed: December 5, 1978
    Date of Patent: October 9, 1979
    Assignee: Kali-Chemie Pharma GmbH
    Inventors: Hans Liepmann, Rolf Hueschens, Wolfgang Milkowski, Horst Zeugner, Renke Budden, Jacqueline Bahlsen
  • Patent number: 4098786
    Abstract: 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: Grant
    Filed: September 23, 1976
    Date of Patent: July 4, 1978
    Assignee: Kali-Chemie Aktiengesellschaft
    Inventors: Wolfgang Milkowski, Renke Budden, Siegfried Funke, Rolf Huschens, Hans-Gunther Liepmann, Werner Stuhmer, Horst Zeugner
  • Patent number: 4096141
    Abstract: 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: Grant
    Filed: May 12, 1976
    Date of Patent: June 20, 1978
    Assignee: Kali-Chemie Aktiengesellschaft
    Inventors: Wolfgang Milkowski, Renke Budden, Siegfried Funke, Rolf Huschens, Hans-Gunther Liepmann, Werner Stuhmer, Horst Zeugner
  • Patent number: 4064128
    Abstract: 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: Grant
    Filed: May 5, 1976
    Date of Patent: December 20, 1977
    Assignee: Kali-Chemie Aktiengesellschaft
    Inventors: Wolfgang Milkowski, Horst Zeugner, Klaus-Wolf VON Eickstedt, Werner Stuhmer
  • Patent number: 3998809
    Abstract: 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: Grant
    Filed: May 1, 1973
    Date of Patent: December 21, 1976
    Assignee: Kali-Chemie Aktiengesellschaft
    Inventors: Wolfgang Milkowski, Renke Budden, Siegfried Funke, Rolf Huschens, Hans-Gunther Liepmann, Werner Stuhmer, Horst Zeugner
  • Patent number: 3969356
    Abstract: 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: Grant
    Filed: June 20, 1975
    Date of Patent: July 13, 1976
    Assignee: Kali-Chemie Aktiengesellschaft
    Inventors: Wolfgang Milkowski, Horst Zeugner, Klaus-Wolf VON Eickstedt, Werner Stuhmer
  • Patent number: 3966735
    Abstract: 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: Grant
    Filed: March 5, 1974
    Date of Patent: June 29, 1976
    Assignee: Kali-Chemie Aktiengesellschaft
    Inventors: Wolfgang Milkowski, Horst Zeugner, Klaus-Wolf VON Eickstedt, Werner Stuhmer