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).
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Patent number: 3984553Abstract: 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: GrantFiled: March 28, 1975Date of Patent: October 5, 1976Assignee: Bayer AktiengesellschaftInventors: Florin Seng, Kurt Ley, Karl Georg Metzger
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Patent number: 3984554Abstract: 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: GrantFiled: February 3, 1975Date of Patent: October 5, 1976Assignee: Bayer AktiengesellschaftInventors: Florin Seng, Kurt Ley, Karl Georg Metzger
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Patent number: 3984547Abstract: 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: GrantFiled: March 28, 1975Date of Patent: October 5, 1976Assignee: Bayer AktiengesellschaftInventors: Florin Seng, Kurt Ley, Karl Georg Metzger
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Patent number: 3983105Abstract: 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: GrantFiled: September 3, 1974Date of Patent: September 28, 1976Assignee: Bayer AktiengesellschaftInventors: Hans-Bodo Konig, Wilfried Schrock, Karl Georg Metzger
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Patent number: 3983235Abstract: 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: GrantFiled: March 27, 1975Date of Patent: September 28, 1976Assignee: Bayer AktiengesellschaftInventors: Florin Seng, Kurt Ley, Karl Georg Metzger
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Patent number: 3983236Abstract: 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: GrantFiled: March 28, 1975Date of Patent: September 28, 1976Assignee: Bayer AktiengesellschaftInventors: Florin Seng, Kurt Ley, Karl Georg Metzger
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Patent number: 3982011Abstract: 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: GrantFiled: June 11, 1975Date of Patent: September 21, 1976Assignee: Bayer AktiengesellschaftInventors: Gunter Schmidt, Karl Georg Metzger
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Patent number: 3980779Abstract: 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: GrantFiled: April 29, 1974Date of Patent: September 14, 1976Assignee: Bayer AktiengesellschaftInventors: Kurt Ley, Florin Seng, Karl Georg Metzger
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Patent number: 3980792Abstract: 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: GrantFiled: April 16, 1975Date of Patent: September 14, 1976Assignee: Bayer AktiengesellschaftInventors: Hans-Bodo Konig, Wilfried Schrock, Hans Disselnkotter, Karl Georg Metzger
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Patent number: 3978056Abstract: 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: GrantFiled: September 3, 1974Date of Patent: August 31, 1976Assignee: Bayer AktiengesellschaftInventors: Hans-Bodo Konig, Wilfried Schrock, Karl-Georg Metzger
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Patent number: 3975375Abstract: 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: GrantFiled: September 3, 1974Date of Patent: August 17, 1976Assignee: Bayer AktiengesellschaftInventors: Hans-Bodo Konig, Wilfried Schrock, Karl-Georg Metzger
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Patent number: 3974288Abstract: 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: GrantFiled: January 28, 1975Date of Patent: August 10, 1976Assignee: Bayer AktiengesellschaftInventors: Wilfried Schrock, Karl-Georg Metzger, Hans-Bodo Konig
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Patent number: 3974141Abstract: 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: GrantFiled: September 3, 1974Date of Patent: August 10, 1976Assignee: Bayer AktiengesellschaftInventors: Hans-Bodo Konig, Wilfried Schrock, Karl-Georg Metzger
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Patent number: 3974142Abstract: 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: GrantFiled: September 3, 1974Date of Patent: August 10, 1976Assignee: Bayer AktiengesellschaftInventors: Hans-Bodo Konig, Wilfried Schrock, Karl-Georg Metzger
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Patent number: 3972869Abstract: 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: GrantFiled: September 3, 1974Date of Patent: August 3, 1976Assignee: Bayer AktiengesellschaftInventors: Hans-Bodo Konig, Wilfried Schrock, Karl-Georg Metzger
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Patent number: 3972870Abstract: 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: GrantFiled: September 3, 1974Date of Patent: August 3, 1976Assignee: Bayer AktiengesellschaftInventors: Hans-Bodo Konig, Wilfried Schrock, Karl-Georg Metzger
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Patent number: 3966709Abstract: .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: GrantFiled: October 25, 1974Date of Patent: June 29, 1976Assignee: Bayer AktiengesellschaftInventors: Hans-Bodo Konig, Karl Georg Metzger, Wilfried Schrock
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Patent number: 3959258Abstract: 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: GrantFiled: December 19, 1973Date of Patent: May 25, 1976Assignee: Bayer AktiengesellschaftInventors: Hans-Bodo Konig, Wilfried Schrock, Hans Disselnkotter, Karl Georg Metzger
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Patent number: 3957987Abstract: 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: GrantFiled: September 26, 1974Date of Patent: May 18, 1976Assignee: Bayer AktiengesellschaftInventors: Florin Seng, Kurt Ley, Karl Georg Metzger
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Patent number: 3957779Abstract: 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: GrantFiled: November 8, 1973Date of Patent: May 18, 1976Assignee: Bayer AktiengesellschaftInventors: Florin Seng, Kurt Ley, Karl Georg Metzger