Patents by Inventor Ralph Schmiechen

Ralph Schmiechen 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: 6288065
    Abstract: The disclosure relates to quinoxaline derivates of Formula I wherein R1, R4, R5, R6, R7 and R8 are defined in the disclosure, as well as their production and use in medicinal agents.
    Type: Grant
    Filed: June 23, 1998
    Date of Patent: September 11, 2001
    Assignee: Schering Aktiengeseellschaft
    Inventors: Andreas Huth, Ralph Schmiechen, Ilse Beetz, Ingrid Schumann, Lechoslaw Turski, Peter Andreas Loschmann, David Norman Stephens, Dieter Seidelmann, Martin Kruger, Dieter Rahtz, Peter Holscher
  • Patent number: 6057304
    Abstract: The disclosure relates to quinoxaline derivatives of Formula I ##STR1## wherein R.sup.1, R.sup.4, R.sup.5, R.sup.6, R.sup.7 and R.sup.8 are as defined in the disclosure, as well as their production and use in medicinal agents.
    Type: Grant
    Filed: June 5, 1995
    Date of Patent: May 2, 2000
    Assignee: Schering Aktiengesellschaft
    Inventors: Andreas Huth, Ralph Schmiechen, Ilse Beetz, Ingrid Schumann, Lechoslaw Turski, Peter Andreas Loschmann, David Norman Stephens, Dieter Seidelmann, Martin Kruger, Dieter Rahtz, Peter Holscher
  • Patent number: 5700808
    Abstract: 5- or 6-substituted .beta.-carboline-3-carboxylic acid esters of Formula I ##STR1## wherein R.sup.1 is hydrogen, nitrilo, halogen, lower alkyl or lower alkoxy, andR.sup.3 is a branched C.sub.3-6 alkyl group which is optionally substituted by halogen, or a C.sub.3-6 cycloalkyl group which is optionally methyl-substituted, are valuable pharmaceuticals.
    Type: Grant
    Filed: May 18, 1994
    Date of Patent: December 23, 1997
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Biere, Andreas Huth, Dieter Rahtz, Ralph Schmiechen, Dieter Seidelmann, Wolfgang Kehr, Herbert Hans Schneider, Mogens Engelstoft, Bondo John Hansen, Frank Waetjen, Tage Honore
  • Patent number: 5543519
    Abstract: Compounds of formula I are described ##STR1## in which R.sup.3 represents a C.sub.6-12 -aryl or hetaryl radical, optionally substituted singly or multiply with C.sub.1-4 -alkyl, C.sub.3-7 -cycloalkyl, halogen, C.sub.1-4 -alkoxy-C.sub.1-2 -alkyl, phenyl or amino, the process for their production and their use in pharmaceutical agents.
    Type: Grant
    Filed: October 25, 1994
    Date of Patent: August 6, 1996
    Assignee: Schering Aktiengesellschaft
    Inventors: Andreas Huth, Dieter Seidelmann, Ralph Schmiechen, Herbert Schneider, Lechoslaw Turski
  • Patent number: 5539111
    Abstract: An enzymatic process employing pancreatin or choelsterol esterase for resolution of racemates of 4-aryl-2-oxo-pyrrolidine-3-carboxylic acid esters of general formula I ##STR1## in which X represents a carbon-carbon bond or an oxygen atom,R.sub.1 means a hydrocarbon radical optionally substituted by hydroxy groups, oxo groups and/or halogen atoms and/or interrupted by nitrogen atoms with at most 16 carbon atoms,R.sub.2 symbolizes an alkyl group with up to 4 carbon atoms andR.sub.3 represents an alkyl group with at most 6 carbon atoms is described.
    Type: Grant
    Filed: February 18, 1993
    Date of Patent: July 23, 1996
    Assignee: Schering Aktiengesellschaft
    Inventors: Karl Petzoldt, Ralph Schmiechen, Kurt Hamp, Matthias Gottwald
  • Patent number: 5506234
    Abstract: .beta.-carbolines of formula I are described ##STR1## in which R.sup.A is a C.sub.6-12 aryl hetaryl as defined herein, that can be substituted singly to multiply with halogen, C.sub.1-4 -alkoxy, C.sub.1-4 -alkyl or amino,X is --(CH.sub.2).sub.n -- or --C.tbd.C--,for use as pharmaceutical agents.
    Type: Grant
    Filed: September 14, 1992
    Date of Patent: April 9, 1996
    Assignee: Schering Aktiengesellschaft
    Inventors: Andreas Huth, Dieter Seidelmann, Dieter Rahtz, Ralph Schmiechen, Herbert Schneider, Lechoslaw Turski
  • Patent number: 5414002
    Abstract: 5- or 6-substituted .beta.-carboline-3-carboxylic acid esters of Formula I ##STR1## wherein R.sup.1 is hydrogen, nitrilo, halogen, lower alkyl or lower alkoxy, andR.sup.3 is a branched C.sub.3-6 alkyl group which is optionally substituted by halogen, or a C.sub.3-6 cycloalkyl group which is optionally methyl-substituted, are valuable pharmaceuticals.
    Type: Grant
    Filed: October 3, 1989
    Date of Patent: May 9, 1995
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Biere, Andreas Huth, Dieter Rahtz, Ralph Schmiechen, Dieter Seidelmann, Wolfgang Kehr, Herbert H. Schneider, Mogens Engelstoft, Bondo J. Hansen, Frank Waetjen, Tage Honore
  • Patent number: 5350750
    Abstract: .beta.-carboline-3-hydroxyalkylcarboxylic acid ester derivatives of formula I ##STR1## in which R.sup.A, n, R.sup.4 and R.sup.3, have the meaning indicated in the claims, as well as their production and their use in pharmaceutical agents are described.
    Type: Grant
    Filed: March 1, 1993
    Date of Patent: September 27, 1994
    Assignee: Schering Aktiengesellschaft
    Inventors: Andreas Huth, Martin Kruger, Dieter Seidelmann, Ralph Schmiechen, Werner Krause, Herbert Schneider, Lechoslaw Turski
  • Patent number: 5256682
    Abstract: 4-Isoxazolyl-imidazole derivatives of formula I ##STR1## in which R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the meanings indicated, as well as their production and use in pharmaceutical agents, are described.
    Type: Grant
    Filed: April 13, 1992
    Date of Patent: October 26, 1993
    Assignee: Schering Aktiengesellschaft
    Inventors: Martin Kruger, Rolf Russe, Herbert Schneider, Ralph Schmiechen, Lechoslaw Turski
  • Patent number: 5254563
    Abstract: Compounds of formula I ##STR1## in which R.sup.A, B (which is CR.sup.4) and R.sup.3 and have the meaning indicated in the application, as well as their production and their use in pharmaceutical agents, are described.
    Type: Grant
    Filed: October 23, 1991
    Date of Patent: October 19, 1993
    Assignee: Schering Aktiengesellschaft
    Inventors: Andreas Huth, Martin Kruger, Dieter Rahtz, Dieter Seidelmann, Ralph Schmiechen, Lechoslaw Turski, John S. Andrews, Herbert H. Schneider
  • Patent number: 5064854
    Abstract: Compounds of general Formula I are disclosed ##STR1## wherein R.sup.1 is C.sub.1-4 -alkyl,R.sup.3 is hydrogen, C.sub.1-4 -alkyl, acyl, aryl,R.sup.5 is hydrogen, C.sub.1-4 -alkyl,X is oxygen, CH.sub.2 or NR.sup.4 with R.sup.4 =hydrogen, C.sub.1-4 -alkyl andY is an aromatic or nonaromatic ring system which can optionally contain one to two hetero atoms and can be substituted, and the stereoisomers and their mixtures,as well as their preparation and use as medicinal agents.
    Type: Grant
    Filed: July 7, 1989
    Date of Patent: November 12, 1991
    Assignee: Schering Aktiengesellschaft
    Inventors: Andreas Huth, Ralph Schmiechen, Helmut Wachtel, Herbert H. Schneider
  • Patent number: 5010077
    Abstract: A .beta.-carbolin-3-carboxylic acid derivative of the formula ##STR1## wherein: X is oxygen, sulphur or NR.sup.10, wherein R.sup.10 is hydrogen, C.sub.1-6 -alkyl, C.sub.1-6 -alkenyl, C.sub.3-7 -cycloalkyl or C.sub.3-7 -cycloalkenyl;R.sup.3 is (a) C.sub.1-10 -alkoxy, C.sub.1-10 -alkenyloxy, C.sub.6-10 -aryloxy, C.sub.7-11 -aralkoxy or C.sub.8-12 -aralkenyloxy, each optionally substituted with one or more hydroxy groups, halogen atoms, CF.sub.3 groups, C.sub.1-10 -alkoxy groups or C.sub.2-4 -alkenyloxy groups or each optionally substituted with an amino, di-C.sub.1-6 -alkylamino, C.sub.1-10 -alkoxycarbonyl or C.sub.1-10 -alkenyloxycarbonyl group; or (b) NR.sup.11 R.sup.12, wherein R.sup.11 and R.sup.12 are the same or different and each is (i) hydrogen, (ii) hydroxy, (iii) C.sub.1-10 -alkyl, (iv) C.sub.2-10 -alkenyl, (v) C.sub.6-10 -aryl, (vi) C.sub.7-11 -aralkyl, (vii) C.sub.8-12 -aralkenyl, (viii) C.sub.3-7 -cycloalkyl, or (ix) C.sub.
    Type: Grant
    Filed: April 25, 1988
    Date of Patent: April 23, 1991
    Assignees: A/S Ferrosan, Schering Aktiengesellschaft
    Inventors: Claus T. Braestrup, Mogens C. Nielsen, Joergen A. Christensen, Mogens Engelstoft, Henning Schou, Ulrich Eder, Gunter Neef, Andreas Huth, Dieter Rahtz, Ralph Schmiechen
  • Patent number: 4987146
    Abstract: N-hetaryl imidazole derivatives of general Formula I ##STR1##are disclosed in whichHet represents an optionally substituted monocyclic or bicyclic heteroaromate,R.sup.3 represents hydrogen, a straight or branched C.sub.1-6 -alkyl group, or a C.sub.1-6 -alkoxy-alkyl group, andR.sup.4 represents --COOR.sup.5 --CONR.sup.6 R.sup.7 --CN, ##STR2##with R.sup.5 meaning hydrogen, a straight or branched C.sub.1-6 -alkyl group, R.sup.6 and R.sup.7 are the same of different and represent hydrogen or a straight, branched, or cyclic alkyl group with up to 7 carbon atoms or, together with the nitrogen atom, form a saturated five or six ring optionally containing another heteroatom and R.sup.8 means hydrogen or a straight, branched or cyclic alkyl group with up to 7 carbon atoms.
    Type: Grant
    Filed: July 14, 1989
    Date of Patent: January 22, 1991
    Assignee: Schering Aktiengesellschaft
    Inventors: Ralph Rohde, Helmut Biere, Ralph Schmiechen, John S. Andrews, David N. Stephens
  • Patent number: 4960777
    Abstract: Heteroaryloxy-.beta.-carboline derivatives of general Formula I ##STR1## wherein R.sup.1 is an optionally substituted heteroaryl residue,R.sup.2 is hydrogen, lower alkyl or lower alkoxyalkyl,X is a COOR.sup.3 -group wherein R.sup.3 means H or lower alkyl, or represents a CONR.sup.4 R.sup.5 -group wherein R.sup.4 and R.sup.5 mean respectively hydrogen or lower alkyl, R.sup.4 and R.sup.5 being capable of forming, together with the nitrogen atom, a 5- to 6-membered heterocycle, or means an oxadiazolyl residue of the formula ##STR2## wherein R.sup.6 means hydrogen, lower alkyl or cycloalkyl, are valuable pharmaceuticals.
    Type: Grant
    Filed: September 20, 1989
    Date of Patent: October 2, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Biere, Andreas Huth, Dieter Rahtz, Ralph Schmiechen, Dieter Seidelmann, David Stephens, Mogens Engelstoft, John B. Hansen
  • Patent number: 4952698
    Abstract: Imidazole derivatives of general formula I ##STR1## wherein R.sup.1 represents hydrogen or halogen in the o-, m- or p-position, and the halogen can occur once or repeatedly in the phenyl radical,R.sup.4 represents ##STR2## with R.sup.6 and R.sup.9 representing hydrogen or a straight or branched alkyl group with 1 to 6 carbon atoms, R.sup.7 and R.sup.8 are the same or different and represent hydrogen or a straight or branched alkyl group with 1 to 6 carbon atoms or R.sup.7 and R.sup.8 together with the nitrogen atom represent a saturated heterocyclic five-membered or six-membered ring optionally containing another heteroatom, andR.sup.5 represents hydrogen, an alkyl group with 1 to 6 carbon atoms or an alkoxyalkyl group with 1 to 6 carbon atoms, which are suitable as psychopharmaceuticals, are described.
    Type: Grant
    Filed: April 11, 1988
    Date of Patent: August 28, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Biere, Andreas Huth, Dieter Rahtz, Ralph Schmiechen, Dieter Seidelmann, Herbert H. Schneider, David N. Stephens
  • Patent number: 4945163
    Abstract: A process is disclosed for the preparation of 4-alkoxyalkyl .beta.-carboline derivatives of general Formula I ##STR1## wherein R.sup.1 is hydrogen or methyl,R.sup.2 is an optionally substituted aliphatic hydrocarbon residue,R.sup.3 is lower alkyl, andR.sup.A is hydrogen, halogen, COOR.sup.4 or OR.sup.5, R.sup.4 meaning lower alkyl and R.sup.5 meaning hydrogen, lower alkyl, cycloalkyl, or optionally substituted pheny,by reaction of a compound of Formula II in the presence of AgBF.sub.4 with an alcohol of the formula R.sup.2 OH wherein R.sup.2 has the meanings given above.
    Type: Grant
    Filed: August 30, 1988
    Date of Patent: July 31, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Andreas Huth, Dieter Rahtz, Ralph Rohde, Ralph Schmiechen, Dieter Seidelmann
  • Patent number: 4945090
    Abstract: Phenoxy-substituted beta-carbolines of the formula I ##STR1## X is COOR.sup.3, CONHC.sub.1-3 -alkyl or oxadiazolyl of the formula ##STR2## R.sup.2 is H, lower alkyl or cycloalkyl, R.sup.3 is lower alkyl,R.sup.4 is hydrogen, lower alkyl or lower alkoxyalkyl,R.sup.1 is hydrogen, halogen, lower alkyl, lower alkoxy, acyl, phenyl, C.sub.2-5 alkylenedioxy, trifluoromethyl, nitrilo, nitro, lower alkoxycarbonyl, azido, SO.sub.2 R.sup.6, SO.sub.2 NR.sup.7 R.sup.8, or NR.sup.9 R.sup.10,R.sup.6 is lower alkyl,R.sup.7 and R.sup.8 independently are lower alkyl or together with the nitrogen atom form a hetero ring,R.sup.9 and R.sup.10 independently are hydrogen, lower alkyl, acyl or together with the nitrogen atom form a hetero ring system,with the proviso that X is not COOEt, if ##STR3## is 5-phenoxy and R.sup.4 is methyl or ##STR4## is 6-(4-methoxyphenoxy) and R.sup.4 is methoxymethyl have valuable pharmacological properties.
    Type: Grant
    Filed: November 13, 1986
    Date of Patent: July 31, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Ralph Schmiechen, Dieter Seidelmann, Andreas Huth, Herbert H. Schneider, David N. Stephens, Mogens Engelstoft, John B. Hansen, Erling Petersen
  • Patent number: 4933345
    Abstract: .beta.-Carbolines of general Formula I ##STR1## wherein Y represents the residue ##STR2## and R.sup.a and R.sup.b, being identical or different, mean respectively hydrogen, C.sub.1-6 -alkoxy, phenyl, C.sub.3-7 -cyclo-alkyl, optionally substituted C.sub.1-6 -alkyl or C.sub.1-6 -alkoxycarbonyl, and R.sup.c and R.sup.d, being identical or different, mean respectively hydrogen or C.sub.1-6 -alkyl or jointly a linkage, andR.sup.4 is hydrogen, C.sub.1-6 -alkyl or C.sub.1-6 -alkoxy-C.sub.1-6 -alkyl andR.sup.5 is hydrogen, halogen, OR.sup.6, NR.sup.7 R.sup.8 or CH R.sup.9 R.sup.10 wherein R.sup.6 means C.sub.1-6 -alkyl, C.sub.3-7 -cycloalkyl or an optionally substituted aralkyl, aryl or hetaryl residue, R.sup.7 and R.sup.8, being identical or different, represent hydrogen, C.sub.1-6 -alkyl, C.sub.3-6 -alkenyl, or jointly with the nitrogen atom a saturated heterocyclic five- or six-membered ring which optionally contains a further hetero atom, R.sup.9 means hydrogen or C.sub.1-6 -alkyl, R.sup.10 means hydrogen, C.sub.
    Type: Grant
    Filed: August 29, 1988
    Date of Patent: June 12, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Andreas Huth, Dieter Rahtz, Ralph Rohde, Ralph Schmiechen, Dieter Seidelmann, Herbert Schneider, David N. Stephens, John B. Hansen, Mogens Engelstoft, Preben Olsen
  • Patent number: 4894377
    Abstract: .beta.-Carbolines of general Formula I ##STR1## wherein R.sup.3 is ##STR2## or --COOR", wherein R' is C.sub.1-3 alkyl or C.sub.3-6 cycloalkyl and R" is C.sub.1-4 alkyl; R.sup.4 is hydrogen, methyl, ethyl or methoxymethyl; and R.sup.A is ##STR3## wherein X is C.sub.1-12 straight-chain, branched-chain, saturated or unsaturated alkyl or a corresponding alkyl group with a CH.sub.2 -group substituted by a carbonyl group and R"" is one or more of fluorine, chlorine, bromine, or iodine, C.sub.1-3 alkyl, C.sub.1-3 alkoxy, C.sub.1-5 acyloxy, phenyl, C.sub.2-5 alkylenedioxy, trifluoromethyl, nitrilo, nitro or --NR.sup.IV R.sup.V wherein R.sup.IV and R.sup.V, which can be the same or different are hydrogen, C.sub.1-3 alkyl, C.sub.1-5 acyl or phenyl, or collectively with the amido nitrogen atom form a 3- to 6-membered hetero ring, which are prepared conventionally by esterifying a corresponding compound wherein R.sup.A is H or R.sup.
    Type: Grant
    Filed: January 14, 1987
    Date of Patent: January 16, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Dieter Seidelmann, Ralph Schmiechen, Andreas Huth, Dieter Rahtz, Claus T. Braestrup, Mogens Engelstoft
  • Patent number: 4877792
    Abstract: Heteroaryloxy-.beta.-carboline derivatives of general Formula I ##STR1## wherein R.sup.1 is an optionally substituted heteroaryl residue,R.sup.2 is hydrogen, lower alkyl or lower alkoxyalkyl,X is a COOR.sup.3 -group wherein R.sup.3 means H or lower alkyl, or represents a CONR.sup.4 R.sup.5 -group wherein R.sup.4 and R.sup.5 mean respectively hydrogen or lower alkyl, R.sup.4 and R.sup.5 being capable of forming, together with the nitrogen atom, a 5- to 6-membered heterocycle, or means an oxadiazolyl residue of the formula ##STR2## wherein R.sup.6 means hydrogen, lower alkyl or cycloalkyl, are valuable pharmaceuticals.
    Type: Grant
    Filed: March 9, 1987
    Date of Patent: October 31, 1989
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Biere, Andreas Huth, Dieter Rahtz, Ralph Schmiechen, Dieter Seidelmann, David N. Stephens, Mogens Engelstoft, John B. Hansen