Patents by Inventor Karl Georg Metzger

Karl Georg Metzger 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: 3984553
    Abstract: Imines of 2-formylquinoxaline-3-carboxylic acid-1,4-dioxides and their salts are obtained through treatment of the lactone or a salt of 2-hydroxymethylquinoxaline-N,N-dioxide-3-carboxylic acid with a reactant bearing a free primary amino group. Veterinary feedstuffs are produced by combining a nutritious material with an imine as above described.
    Type: Grant
    Filed: March 28, 1975
    Date of Patent: October 5, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Florin Seng, Kurt Ley, Karl Georg Metzger
  • Patent number: 3984554
    Abstract: 4-amino-pyrimido-(4,5,b)-quinoxaline-5,10-dioxides of the formula: ##SPC1##WhereinR is hydrogen, a straight or branched chain saturated or partially unsaturated substituted or unsubstituted aliphatic moiety or a substituted or unsubstituted cycloaliphatic moiety, are produced by reacting quinoxaline-di-N-oxide of the formula: ##SPC2##With an amine of the general formula R-NH.sub.2, wherein R is as defined, above, in a diluent, at a temperature in the range of 20.degree. to 100.degree. C.These compounds are useful for their antimicrobial activity. They exhibit activity against both gram positive and gram negative bacteria.
    Type: Grant
    Filed: February 3, 1975
    Date of Patent: October 5, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Florin Seng, Kurt Ley, Karl Georg Metzger
  • Patent number: 3984547
    Abstract: Imines of 2-formylquinoxaline-3-carboxylic acid-1,4-dioxides and their salts are obtained through treatment of the lactone or a salt of 2-dihydroxymethylquinoxaline-N,N-dioxide-3-carboxylic acid with a reactant bearing a free primary amino group. Veterinary feedstuffs are produced by combining a nutritious material with an imine as above described.
    Type: Grant
    Filed: March 28, 1975
    Date of Patent: October 5, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Florin Seng, Kurt Ley, Karl Georg Metzger
  • Patent number: 3983105
    Abstract: Arylmethyl- and cyclohexenylmethyl- penicillins, substituted on the .alpha.-carbon atom of the side chain by a 2,3-disubstituted imidazolidinylcarbamido or a 2,3-disubstituted imidazolidinylthiocarbamido group, or by the corresponding 2,3-disubstituted 1,3-diazacyclohexylcarbamido or thiocarbamido groups are anti-bacterial agents.
    Type: Grant
    Filed: September 3, 1974
    Date of Patent: September 28, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Bodo Konig, Wilfried Schrock, Karl Georg Metzger
  • Patent number: 3983235
    Abstract: Imines of 2-formylquinoxaline-3-carboxylic acid-1,4-dioxides and their salts are obtained through treatment of the lactone or a salt of 2-dihydroxymethylquinoxaline-N,N-dioxide-3-carboxylic acid with a reactant bearing a free primary amino group. Veterinary feedstuffs are produced by combining a nutritious material with an imine as above described.
    Type: Grant
    Filed: March 27, 1975
    Date of Patent: September 28, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Florin Seng, Kurt Ley, Karl Georg Metzger
  • Patent number: 3983236
    Abstract: Imines of 2-formylquinoxaline-3-carboxylic acid-1,4-dioxides and their salts are obtained through treatment of the lactone or a salt of 2-dihydroxymethylquinoxaline-N,N-dioxide-3-carboxylic acid with a reactant bearing a free primary amino group. Veterinary feedstuffs are produced by combining a nutritious material with an imine as above described.
    Type: Grant
    Filed: March 28, 1975
    Date of Patent: September 28, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Florin Seng, Kurt Ley, Karl Georg Metzger
  • Patent number: 3982011
    Abstract: Penicillins of the formula: ##SPC1##And their pharmaceutically acceptable nontoxic salts whereinR.sub.1 is hydrogen, halogen, lower alkyl, hydroxy, nitro or A--NH;A is R.sub.2, ##EQU1## wherein R.sub.2 is hydrogen, lower alkyl or arylsulphenyl of 6 to 10 carbon atoms;R.sub.3 is hydrogen; lower alkyl; halo-(lower alkyl); cycloalkyl of 3 to 11 carbon atoms, unsubstituted or substituted by hydroxy or alkyl of 1 or 2 carbon atoms; cycloalkenyl of 3 to 11 carbon atoms; bicycloalkyl of up to 8 carbon atoms; bicycloalkenyl of up to 8 carbon atoms; aryl of 6 to 10 carbon atoms, unsubstituted or substituted by 1 to 3 substituents selected from the group consisting of alkyl of 1 to 4 carbon atoms, alkoxy of 1 to 4 carbon atoms, halogen, trifluoromethyl, nitro, amino, alkylsulphonyl of 1 to 4 carbon atoms, and methylenedioxy; azidoaryl of 6 to 10 carbon atoms, azido-(lower alkyl); amino; or thienyl;R.sub.4 is lower alkylamino or arylamino of 6 to 10 carbon atoms;B is a direct bond; CH.sub.2 ; S--CH.sub.
    Type: Grant
    Filed: June 11, 1975
    Date of Patent: September 21, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Gunter Schmidt, Karl Georg Metzger
  • Patent number: 3980779
    Abstract: Pharmaceutical compositions comprising a 3-amino-1,2,4-benzotriazine-1,4-di-N-oxide as the active ingredient and method of using same. Said compositions exhibit antimicrobial activity and may be used to promote livestock growth by adding an effective amount of said composition to edible fodder.
    Type: Grant
    Filed: April 29, 1974
    Date of Patent: September 14, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Kurt Ley, Florin Seng, Karl Georg Metzger
  • Patent number: 3980792
    Abstract: 6-(.alpha.-3-Acyl-ureidoacetamido)-penicillanic acids and pharmaceutically acceptable non-toxic salts thereof in which the hydrogen atom of the nitrogen atom present in the 3-position is substituted, are effective against Gram-positive and Gram-negative infections, particularly Klebsiella aerobacter infections.
    Type: Grant
    Filed: April 16, 1975
    Date of Patent: September 14, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Bodo Konig, Wilfried Schrock, Hans Disselnkotter, Karl Georg Metzger
  • Patent number: 3978056
    Abstract: Arylmethyl- and cyclohexenylmethyl- penicillins, substituted on the .alpha.-carbon atom of the side chain by a 2,3-disubstituted imidazolidinylcarbamide or a 2,3-disubstituted imidazolidinylthiocarbamido group, or by the corresponding 2,3-disubstituted 1,3-diazacyclohexylcarbamido or thiocarbamido groups are anti-bacterial agents.
    Type: Grant
    Filed: September 3, 1974
    Date of Patent: August 31, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Bodo Konig, Wilfried Schrock, Karl-Georg Metzger
  • Patent number: 3975375
    Abstract: Arylmethyl- and cyclohexenylmethyl- penicillins, substituted on the .alpha.-carbon atom of the side chain by a 2,3-disubstituted imidazolidinylcarbamide or a 2,3-disubstituted imidazolidinylthiocarbamido group, or by the corresponding 2,3-disubstituted 1,3-diazacyclohexylcarbamido or thiocarbamido groups are anti-bacterial agents.
    Type: Grant
    Filed: September 3, 1974
    Date of Patent: August 17, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Bodo Konig, Wilfried Schrock, Karl-Georg Metzger
  • Patent number: 3974288
    Abstract: A compound of the formula: ##SPC1##Or a pharmaceutically acceptable nontoxic salt thereof whereinR.sub.1 is hydrogen, straight or branched chain alkyl of 1 to 5 carbon atoms, monoaralkyl of up to 8 carbon atoms, monoaryl, substituted monoaryl, or thienyl;A is moiety of the formula: ##EQU1## wherein R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6 and R.sub.7 are the same or different and each is hydrogen, straight or branched chain alkyl of 1 to 5 carbon atoms, monoaralkyl of up to 8 carbon atoms, monoaryl, substituted monoaryl, or thienyl;B is a moiety of the formula: ##SPC2##WhereinR.sub.8, r.sub.9 and R.sub.10 are the same or different and each is hydrogen, fluorine, chlorine, bromine.
    Type: Grant
    Filed: January 28, 1975
    Date of Patent: August 10, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Wilfried Schrock, Karl-Georg Metzger, Hans-Bodo Konig
  • Patent number: 3974141
    Abstract: Arylmethyl- and cyclohexenylmethyl- penicillins, substituted on the .alpha.carbon atom of the side chain by a 2,3-disubstituted imidazolidinylcarbamido or a 2,3-disubstituted imidazolidinylthiocarbamido group, or by the corresponding 2,3-disubstituted 1,3-diazacyclohexylcarbamido or thiocarbamido groups are anti-bacterial agents.
    Type: Grant
    Filed: September 3, 1974
    Date of Patent: August 10, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Bodo Konig, Wilfried Schrock, Karl-Georg Metzger
  • Patent number: 3974142
    Abstract: Arylmethyl- and cyclohexenylmethyl- penicillins, substituted on the .alpha.carbon atom of the side chain by a 2,3-disubstituted imidazolidinylcarbamido or a 2,3-disubstituted imidazolidinylthiocarbamido group, or by the corresponding 2,3-disubstituted 1,3-diazacyclohexylcarbamido or thiocarbamido groups are anti-bacterial agents.
    Type: Grant
    Filed: September 3, 1974
    Date of Patent: August 10, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Bodo Konig, Wilfried Schrock, Karl-Georg Metzger
  • Patent number: 3972869
    Abstract: Penicillins of the formula ##EQU1## or pharmaceutically acceptable non-toxic salts thereof, wherein C is a carbon atom constituting a center of chirality;A is a moiety of the formula ##EQU2## or ##EQU3## wherein X is ##EQU4## Y is ##EQU5## or wherein Aryl is an aryl moiety; Z is ##EQU6## Q.sub.1 is ##EQU7## or ##SPC1##Q.sub.2 is ##EQU8## ##SPC2##or ##SPC3##R is straight-chain or branched alkyl of 1 to 5 carbon atoms;R.sub.1 is alkyl of 1 to 10 carbon atoms, cycloalkyl of 3 to 10 carbon atoms, alkenyl of 2 to 10 carbon atoms, cycloalkenyl of 3 to 10 carbon atoms, vinyl, arylvinyl, mono-, di-, or tri-halo-lower alkyl, H.sub.2 N--, R--NH--, (R).sub.2 N--, aryl--NH--, aryl-lower alkylamino, alkoxy of 1 to 8 carbon atoms, aralkoxy of 1 to 8 carbon atoms in the alkoxy portion, cycloalkoxy of 3 to 7 carbon atoms, aryloxy, R--O--V--, R--S-- V--, N=C--V--, R--O--CO--V--, H.sub.2 N--CO--V--, R--NH--CO--V--, R--O--CO--NH--, R--SO.sub.2 --NH--, (R).sub.
    Type: Grant
    Filed: September 3, 1974
    Date of Patent: August 3, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Bodo Konig, Wilfried Schrock, Karl-Georg Metzger
  • Patent number: 3972870
    Abstract: Penicillins of the formula ##EQU1## or pharmaceutically acceptable non-toxic salts thereof, wherein C* is a carbon atom constituting a center of chirality;A is a moiety of the formula ##EQU2## or ##EQU3## wherein X is ##EQU4## Y is ##EQU5## or wherein Aryl is an aryl moiety; Z is ##EQU6## Q.sub.1 is ##EQU7## or ##SPC1##Q.sub.2 is ##EQU8## ##SPC2##or ##SPC3##R is straight- chain or branched alkyl of 1 to 5 carbon atoms;R.sub.1 is alkyl of 1 to 10 carbon atoms, cycloalkyl of 3 to 10 carbon atoms, alkenyl of 2 to 10 carbon atoms, cycloalkenyl of 3 to 10 carbon atoms. vinyl, arylvinyl, mono-, di-, or tri-halo-lower alkyl, H.sub.2 N--, R--NH--, (R).sub.2 N--, aryl--NH--, aryl-lower alkylamino, alkoxy of 1 to 8 carbon atoms, aralkoxy of 1 to 8 carbon atoms in the alkoxy portion, cycloalkoxy of 3 to 7 carbon atoms, aryloxy, R--O--V--, R--S--V--, N=C--V--, R--O--CO--V--, H.sub.2 N--CO--V--, R--NH--CO--V--, R--O--CO--NH--, R--SO.sub.2 --NH--, (R).sub.
    Type: Grant
    Filed: September 3, 1974
    Date of Patent: August 3, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Bodo Konig, Wilfried Schrock, Karl-Georg Metzger
  • Patent number: 3966709
    Abstract: .beta.-Lactams of the formula ##SPC1##And pharmaceutically acceptable nontoxic salts thereof whereinA is hydrogen or alkyl of 1 to 4 carbon atoms;B is phenyl, methylphenyl, chlorophenyl, hydroxyphenyl or cyclohexa-1,4-dien-1-yl;R is a moiety of the formula ##SPC2##WhereinE is hydrogen --OH or --O-- CO--CH.sub.3 ; andC constitutes a center of chirality; are produced which exhibit antibiotic activity.
    Type: Grant
    Filed: October 25, 1974
    Date of Patent: June 29, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Bodo Konig, Karl Georg Metzger, Wilfried Schrock
  • Patent number: 3959258
    Abstract: 6-(.alpha.-3-Acyl-ureidoacetamido)-penicillanic acids and pharmaceutically acceptable non-toxic salts thereof in which the hydrogen atom of the nitrogen atom present in the 3-position is substituted, are effective against Gram-positive and Gram-negative infections, particularly Klebsiella aerobacter infections.
    Type: Grant
    Filed: December 19, 1973
    Date of Patent: May 25, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Hans-Bodo Konig, Wilfried Schrock, Hans Disselnkotter, Karl Georg Metzger
  • Patent number: 3957987
    Abstract: Animal feedstuffs are produced which comprise an antibacterially effective amount of a compound of the formula ##SPC1##WhereinEach of R.sup.1 and R.sup.2, independent of the other, is hydrogen, lower alkyl, hydroxy(lower alkyl), (lower alkoxy)lower alkyl, cyclopentyl, cyclohexyl or cycloheptyl, or R.sup.1 and R.sup.2, together with the nitrogen atom to which they are attached, are pyrrolidino, piperidino, hexamethyleneimino, morpholino or thiomorpholino; and ##EQU1## in which Y is an oxygen or sulfur atom and R.sup.3 is lower alkyl, hydroxy(lower alkoxy), lower alkoxy, pyridyl, or NR.sup.5 R.sup.6 in which each of R.sup.5 and R.sup.6, independent of the other, is hydrogen, lower alkyl, hydroxy(lower alkyl) or lower alkoxy(lower alkyl), or R.sup.5 and R.sup.6, together with the nitrogen atom to which they are attached, are pyrrolidino, piperidino, hexamethyleneimino, morpholino or thiomorpholino;In combination with an animal feed or water.
    Type: Grant
    Filed: September 26, 1974
    Date of Patent: May 18, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Florin Seng, Kurt Ley, Karl Georg Metzger
  • Patent number: 3957779
    Abstract: Benzo-1,2,4-triazines-1,4-di-N-oxides substituted in the 3-position with a substituted amino group and optionally substituted in the benzo ring are antimicrobial agents. The compounds, of which 3-(N-acetoacetylamino)benzo-1,2,4-triazine-1,4-di-N-oxide is a typical embodiment, are prepared from the corresponding 2-aminobenzo-1,2,4-triazine-1,4-di-N-oxide through alkylation or acylation.
    Type: Grant
    Filed: November 8, 1973
    Date of Patent: May 18, 1976
    Assignee: Bayer Aktiengesellschaft
    Inventors: Florin Seng, Kurt Ley, Karl Georg Metzger