Patents by Inventor Karl Petzoldt

Karl Petzoldt 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: 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: 5403724
    Abstract: A process for production of 15-alpha-hydroxyprostaglandin intermediates of formula I ##STR1## wherein X is CH.sub.2,A is trans --CH.dbd.CH--B is ethylenedioxy or 2,2-dimethylpropylenedioxy,R.sub.1 is benzoyl, andR.sub.2 is ##STR2## by treating a ketone of formula II ##STR3## wherein A, B, X, R.sub.1 and R.sub.2 have the meanings indicated above, with a culture of Candida solani (NCYC 41) and isolating the resulting 15-alpha-hydroxyprostaglandin intermediate.
    Type: Grant
    Filed: January 3, 1994
    Date of Patent: April 4, 1995
    Assignee: Schering Aktiengesellschaft
    Inventors: Karl Petzoldt, Helmut Dahl, Werner Skuballa
  • Patent number: 5275936
    Abstract: A process is claimed for the preparation of 1-methyl-1,4-androstadiene-3,17-dione characterized by fermenting 1-methyl-5.alpha.-androst-1-ene-3,17-dione (metenolone) with a microorganism culture of the genera Nocardia, Mycobacterium, or Fusarium.
    Type: Grant
    Filed: April 6, 1992
    Date of Patent: January 4, 1994
    Assignee: Schering Aktiengesellschaft
    Inventor: Karl Petzoldt
  • Patent number: 5250712
    Abstract: The invention relates to the 1.beta., 15.alpha.-dihydroxy-1.alpha.-methyl-5.alpha.-androstane-3,17-dione of formula I ##STR1## and preparation thereof using microorganisms of the genera Glomerella or Fusarium. The invention also relates to further processing of the compound of formula I to obtain pharmacologically effective steroids.
    Type: Grant
    Filed: June 22, 1992
    Date of Patent: October 5, 1993
    Assignee: Schering Aktiengesellschaft
    Inventors: Karl Petzoldt, Helmut Hofmeister
  • Patent number: 5248609
    Abstract: The invention relates to a process for the production of optically active (-)-oxabicyclo[3.3.0]octanolones of formula (-)-I ##STR1## wherein R is defined herein, comprising subjecting a racemic mixture of oxabicyclo[3.3.0]octanolone acylate to stereospecific acylate hydrolysis and separating the resultant products.
    Type: Grant
    Filed: April 8, 1991
    Date of Patent: September 28, 1993
    Assignee: Schering Aktiengesellschaft
    Inventors: Karl Petzoldt, Helmut Dahl
  • Patent number: 5102793
    Abstract: A microbiological process for sterospecific monoketo reduction of racemic 3-keto-bicyclic carbacyclin intermediates to the corresponding optically active 30.alpha. hydroxy compounds is provided.
    Type: Grant
    Filed: July 13, 1988
    Date of Patent: April 7, 1992
    Assignee: Schering Aktiengesellschaft
    Inventors: Karl Petzoldt, Helmut Dahl, Helmut Vorbruggen
  • Patent number: 5093250
    Abstract: Claimed is a process for the production of optically active bicyclo[3.3.0]octanedione-carboxylic acid esters of Formula I ##STR1## wherein R.sub.1 and R.sub.2 jointly represent an oxygen atom, orR.sub.1 and R.sub.2 individually represent the residue OR.sub.4 where R.sub.4 means methyl- or ethyl-, andR.sub.3 is a straight or branched-chain alkyl group of 1-3 carbon atoms,comprising enantioselectively saponifying and decarboxylating with .alpha.-chymotrypsin an optically inactive, prochiral bicyclo[3.3.0]octanedionedicarboxylic acid diester of Formula II ##STR2## wherein R.sub.1, R.sub.2 and R.sub.3 have the meanings set forth above, and recovering a compound of Formula I.
    Type: Grant
    Filed: July 13, 1988
    Date of Patent: March 3, 1992
    Assignee: Schering Aktiengesellschaft
    Inventors: Karl Petzoldt, Werner Skuballa
  • Patent number: 4912098
    Abstract: 6.alpha.-methylhydrocortisones of Formula I ##STR1## wherein R.sub.1 is alkanoyl of 2-6 carbon atoms or benzoyl andR.sub.2 is hydrogen or alkanoyl of 2-6 carbon atomshave valuable antiinflammatory properties.
    Type: Grant
    Filed: September 3, 1987
    Date of Patent: March 27, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Klaus Annen, Karl Petzoldt, Henry Laurent, Rudolf Wiechert, Helmut Hofmeister
  • Patent number: 4894336
    Abstract: Process for the production of optically active (+)-bicyclo[3.3.0]octanol derivatives of formula (+)-I, in which R.sub.1 and R.sub.2 represent jointly an oxygen atom or the double-bond residue --O--X--O-- with X as a straight or branched-chain alkylene with 1-7 C-atoms, or R.sub.1 and R.sub.2 represent separately the residue OR.sub.5 with R.sub.5 as a straight or branched-chain alkyl with 1-7 C-atoms, and R.sub.3 the residue COOZ with Z as a hydrogen atom, straight or branched chain alkyl with 1-7 C atoms, cycloalkyl with 3-6 C atoms, phenyl or aralkyl with 7-10 atoms or R.sub.3 is the residue --(CH.sub.2).sub.n --O--COR.sub.4 with n having the meaning 1-4 and R.sub.4 as a straight or branched-chain alkyl with 1-7 C atoms, cycloalkyl with 3-6 C atoms, phenyl or aralkyl with 7-10 C atoms. The process is characterized in that racemic 3.alpha.-cyloxy-cis-bicyclo[3.3.0]-octane derivatives of formula (+)-II, wherein R.sub.1, R.sub.2 R.sub.3 and R.sub.
    Type: Grant
    Filed: July 13, 1988
    Date of Patent: January 16, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Karl Petzoldt, Helmut Dahl, Werner Skuballa
  • Patent number: 4696948
    Abstract: Indanyl compounds of the formula ##STR1## wherein R.sub.1 and R.sub.2 are hydrogen, fluorine or chlorine, is useful in the treatment of inflammatory and allergic diseases are prepared by fermenting indanyl compounds of the formula ##STR2## with a culture of Aspergillus niger or Polyporus tulipiferus.
    Type: Grant
    Filed: November 28, 1984
    Date of Patent: September 29, 1987
    Assignee: Schering Aktiengesellschaft
    Inventor: Karl Petzoldt
  • Patent number: 4614616
    Abstract: A process for preparing a 3.beta.,7.beta.-dihydroxy-.DELTA..sup.5 -steroid of the formula ##STR1## wherein Q is ##STR2## and R.sub.1 is hydrogen, trimethylacetyl, tert-butyldimethylsilyl, dimethyl-2-(3-methylbutyl)silyl or tribenzylsilyl, comprises fermenting a 3.beta.-hydroxy-.DELTA..sup.5 -steroid of the formula ##STR3## wherein Q is as defined above, andR.sub.2 is hydrogen or alkanoyl of 2-6 carbon atoms, with a culture of Botryodiplodia malorum to obtain the corresponding 3.beta.,7.beta.-dihydroxy-.DELTA..sup.5 -steroid; and, optionally, reacting the resultant product with trimethylacetic anhydride, tert-butyldimethylsilyl chloride, dimethyl-2-(3-methylbutyl)silyl chloride, or tribenzylsilyl chloride.
    Type: Grant
    Filed: September 26, 1983
    Date of Patent: September 30, 1986
    Assignee: Schering Aktiengesellschaft
    Inventors: Karl Petzoldt, Rudolf Wiechert, Henry Laurent, Klaus Nickisch, Dieter Bittler
  • Patent number: 4603013
    Abstract: Estrane derivatives of the general formula I ##STR1## wherein one of the substituents X or Z signifies a hydrogen atom and the other together with Y represents a carbon-carbon bond, or wherein the substituents X and Z represent hydrogen atoms and Y represents an .alpha.-position hydroxy group or a .beta.-position alkyl group with up to 6 carbon atoms, are valuable intermediates for preparation of pharmacologically effective substances.
    Type: Grant
    Filed: August 27, 1984
    Date of Patent: July 29, 1986
    Assignee: Schering Aktiengesellschaft
    Inventors: Gunter Neef, Karl Petzoldt, Gerhard Sauer, Helmut Hofmeister
  • Patent number: 4587236
    Abstract: 6.alpha.-Methylprednisolone derivatives of Formula I ##STR1## wherein R.sub.1 is 1-oxoalkyl of 2-6 carbon atoms or benzoyl andR.sub.2 is 1-oxoalkyl of 2-6 carbon atoms, are pharmacologically efficacious compounds, e.g., as antiinflammatories.
    Type: Grant
    Filed: October 27, 1983
    Date of Patent: May 6, 1986
    Assignee: Schering Aktiengesellschaft
    Inventors: Klaus Annen, Karl Petzoldt, Henry Laurent, Rudolf Wiechert, Helmut Hofmeister
  • Patent number: 4464365
    Abstract: 11.beta.-Chloro-.DELTA..sup.15 -steroids of Formula I ##STR1## wherein R.sup.1 is hydrogen or acyl andR.sup.2 is ethynyl, chloroethynyl, or propynyl have strong progestational activity.
    Type: Grant
    Filed: April 18, 1983
    Date of Patent: August 7, 1984
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Hofmeister, Karl Petzoldt, Klaus Annen, Henry Laurent, Rudolf Wiechert, Yukeshige Nishino
  • Patent number: 4435327
    Abstract: A process for the preparation of 3.beta.,7.beta.,15.alpha.-trihydroxy-5-androsten-17-one and the 3,15-dipivalate thereof comprises epimerizing 3.beta.,7.alpha.,15.alpha.-trihydroxy-5-androsten-17-one in the presence of a ketone with or without a solvent, with dilute mineral acid and subsequent treatment with an organic base, and optionally subsequently esterifying the 3.beta.- and 15.alpha.-positions of the resultant 3.beta.,7.beta.,15.alpha.-triol with a reactive derivative of pivalic acid.
    Type: Grant
    Filed: September 21, 1982
    Date of Patent: March 6, 1984
    Assignee: Schering, Aktiengesellschaft
    Inventors: Karl Petzoldt, Henry Laurent, Rudolf Wiechert
  • Patent number: 4416985
    Abstract: A process for preparing a 3.beta.,7.beta.-dihydroxy-.DELTA..sup.5 steroid of the formula ##STR1## wherein Q is ##STR2## and R.sub.1 is hydrogen, trimethylacetyl, tert-butyldimethylsilyl, dimethyl-2-(3-methylbutyl)silyl or tribenzylsilyl,comprises fermenting a 3.beta.-hydroxy-.DELTA..sup.5 -steroid of the formula ##STR3## wherein Q is as defined above, andR.sub.2 is hydrogen or alkanoyl of 2-6 carbon atoms,with a culture of Botryodiplodia malorum to obtain the corresponding 3.beta.,7.beta.-dihydroxy-.DELTA..sup.5 -steroid; and, optionally, reacting the resultant product with trimethylacetic anhydride, tert-butyldimethylsilyl chloride, dimethyl-2-(3-methylbutyl)silyl chloride, or tribenzylsilyl chloride.
    Type: Grant
    Filed: November 3, 1981
    Date of Patent: November 22, 1983
    Assignee: Schering, Aktiengesellschaft
    Inventors: Karl Petzoldt, Rudolf Wiechert, Henry Laurent, Klaus Nickisch, Dieter Bittler
  • Patent number: 4371529
    Abstract: 11-Methylene-.DELTA..sup.15 -steroids of Formula I ##STR1## wherein R.sup.1 is hydrogen or acyl andR.sup.2 is ethynyl, chloroethynyl or propynyl,are distinguished by a strong progestational activity and exhibit only a very low androgenic side effect.
    Type: Grant
    Filed: November 6, 1981
    Date of Patent: February 1, 1983
    Assignee: Schering, Aktiengesellschaft
    Inventors: Helmut Hofmeister, Karl Petzoldt, Klaus Annen, Henry Laurent, Rudolf Wiechert, Hermann Steinbeck
  • Patent number: 4353985
    Abstract: A process for preparing an 11.beta.-hydroxy steroid of the formula ##STR1## wherein represents a single bond or a double bond;X is hydrogen, fluorine, chlorine or methyl; andV is methylene, ethylene, ethylidene or vinylidene;comprises fermenting an 11-deoxy steroid of the formula ##STR2## wherein , X and V are as defined above,R.sub.1 is hydrogen or C.sub.1-6 -alkyl; andR.sub.2 is C.sub.1-6 -alkyl;with a fungal culture of a genus Curvularia.
    Type: Grant
    Filed: July 14, 1980
    Date of Patent: October 12, 1982
    Assignee: Schering Aktiengesellschaft
    Inventors: Karl Petzoldt, Klaus Annen, Henry Laurent, Rudolf Wiechert
  • Patent number: 4337311
    Abstract: Steroids of the formula ##STR1## wherein R.sub.1 and R.sub.2 are identical or different and each is hydrogen or the residue of an organic or inorganic acid,and for the esters (R.sub.1 or R.sub.2 is not H) capable of salt formation, the salts thereof, possess valuable pharmacoligical properties, e.g., good antiandrogenic activity with low progestational activity.
    Type: Grant
    Filed: November 21, 1979
    Date of Patent: June 29, 1982
    Assignee: Schering Aktiengesellschaft
    Inventors: Karl Petzoldt, Hermann Steinbeck, Walter Elger
  • Patent number: 4330541
    Abstract: Novel corticoid 17-thioacetals of the formula: ##STR1## wherein X is hydrogen, fluorine or methyl,R.sub.1 is hydrogen or C.sub.1 -C.sub.6 alkyl, andR.sub.2 is hydrogen or the acyl group of a C.sub.1-16 - hydrocarbon carboxylic acid,have valuable medicinal properties, e.g., as antiinflammatories.
    Type: Grant
    Filed: January 21, 1981
    Date of Patent: May 18, 1982
    Assignee: Schering Aktiengesellschaft
    Inventors: Klaus Annen, Henry Laurent, Helmut Hofmeister, Karl Petzoldt, Rudolf Wiechert