Patents by Inventor Dieter Bittler

Dieter Bittler 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: 4559331
    Abstract: Novel 7.alpha.-substituted 3-oxo-17.alpha.-pregn-4-ene-21,17-carbolactones of the formula ##STR1## wherein ##STR2## is a CC single or CC double bond or the group ##STR3## R.sup.7 is the group SR', R' being a hydrogen atom or a straight-chain or branched alkyl residue of 1-6 carbon atoms optionally substituted by a hydroxy or acyloxy group, the group COOR" or the group COR" wherein R" is an alkyl group of 1-4 carbon atoms and ##STR4## is a CC single bond or the group ##STR5## have antialdosterone activity with reduced endocrinological side effects.
    Type: Grant
    Filed: August 17, 1984
    Date of Patent: December 17, 1985
    Assignee: Schering Aktiengesellschaft
    Inventors: Klaus Nickisch, Henry Laurent, Peter Esperling, Dieter Bittler, Rudolf Wiechert, Wolfgang Losert
  • Patent number: 4558041
    Abstract: 17.alpha.-substituted steroids of the formula ##STR1## wherein R.sub.1 is hydrogen, acyl, alkyl, alkenyl, alkyl or alkenyl interrupted by an oxygen atom, cyclopentyl, or tetrahydropyranyl,R.sub.2 is alkyl or alkenyl of 2-6 carbon atoms,X is oxygen or the grouping H(OR.sub.3) wherein R.sub.3 is hydrogen, acyl, alkyl, alkenyl, alkyl or alkenyl interrupted by an oxygen atom, cyclopentyl, or tetrahydropyranyl, upon topical application, display antiandrogenic properties and can be utilized for the treatment of acne, seborrhea, alopecia and hirsutism.
    Type: Grant
    Filed: June 13, 1984
    Date of Patent: December 10, 1985
    Assignee: Schering Aktiengesellschaft
    Inventors: Rudolf Wiechert, Dieter Bittler, Annerose Schleusener, Manfred Albring
  • Patent number: 4542128
    Abstract: 17.alpha.-Pregn-4-ene-3-oxo-21-carboxylic acid esters of Formula I ##STR1## wherein C.sub.1 C.sub.2 is a CC single or C.dbd.C double bond,--A--B--is ##STR2## --C--D--is ##STR3## and R is an alkyl or alkenyl residue of up to 6 carbon atoms,in addition to antialdosterone activity, exhibit greatly reduced antiandrogenic and progestational side effects.
    Type: Grant
    Filed: July 22, 1983
    Date of Patent: September 17, 1985
    Assignee: Schering Aktiengesellschaft
    Inventors: Dieter Bittler, Henry Laurent, Klaus Nickisch, Rudolf Weichert, Jorge Casals-Stenzel
  • Patent number: 4542024
    Abstract: New 15,16-methylene-17.alpha.-pregna-4,6-diene-21-carboxylic acid salts of formula I ##STR1## wherein R.sup.1 and R.sup.2 each alone is hydrogen or together they form an additional CC bond or a methylene group,M is an alkali metal,and the methylene group in the 15,16 position is in the .alpha. or .beta. position, in addition to having a strong antialdosterone effect, have reduced antiandrogenic and progestogenic side effects.
    Type: Grant
    Filed: July 13, 1984
    Date of Patent: September 17, 1985
    Assignee: Schering Aktiengesellschaft
    Inventors: Klaus Nickisch, Dieter Bittler, Henry Laurent, Rudolf Wiechert, Wolfgang Losert
  • Patent number: 4511565
    Abstract: 7.alpha.-acylthio-1.alpha.,2.alpha.-methylene-3-oxo-17.alpha.-pregn-4-ene-2 1,17-carbolactones of Formula I ##STR1## wherein ##STR2## and R is a lower saturated acyl radical of 2 to 4 carbon atoms,have a stronger antialdosterone effect and lower side effects than spironoloctone.
    Type: Grant
    Filed: October 28, 1983
    Date of Patent: April 16, 1985
    Assignee: Schering Aktiengesellschaft
    Inventors: Henry Laurent, Klaus Nickisch, Dieter Bittler, Rudolf Wiechert, Wolfgang Losert
  • Patent number: 4500522
    Abstract: 7.alpha.-acylthio-15,16-methylene-3-oxo-17.alpha.-pregna-1,4-diene-21,17-ca rbolactones of the formula ##STR1## wherein the 15,16-methylene group can be in the .alpha.- or .beta.-configuration, andR is a lower alkyl residue,have altialdosterone activity.They are prepared from corresponding .DELTA..sup.4 -unsaturated compounds by chemical or microbiological 1,2-dehydrogenation.
    Type: Grant
    Filed: July 22, 1983
    Date of Patent: February 19, 1985
    Assignee: Schering Aktiengesellschaft
    Inventors: Klaus Nickisch, Dieter Bittler, Henry Laurent, Rudolf Wiechert, Wolfgang Losert
  • Patent number: 4472310
    Abstract: The disclosure concerns 5.beta.-hydroxy-.DELTA..sup.6 -steroids of the general formula ##STR1## wherein R.sup.1 is hydrogen, acyl, lower alkyl, or the tetrahydropyranyl residue andR.sup.2, R.sup.3 individually are respectively hydrogen or jointly are methylene andX stands for oxygen, the groupings ##STR2## (wherein R.sup.4 means hydrogen or acyl) and ##STR3## (wherein R.sup.5 means hydrogen or lower alkyl) and a process for the preparation thereof by reacting corresponding 7.alpha.-chloro-5.beta.,6.beta.-epoxy steroids in an inert solvent with metallic zinc in a lower aliphatic carboxylic acid or dilute mineral acid at temperatures of between room temperature and 100.degree. C., preferably at 40.degree.-70.degree. C.The compounds producible by this method are intermediates for the preparation of 3-keto-.DELTA..sup.4 -6.beta.,7.beta.-methylene steroids constituting pharmacologically valuable compounds, for example aldosterone antagonists.
    Type: Grant
    Filed: March 11, 1982
    Date of Patent: September 18, 1984
    Assignee: Schering Aktiengesellschaft
    Inventors: Dieter Bittler, Henry Laurent, Klaus Nickisch, Robert Nickolson, Rudolf Wiechert
  • Patent number: 4464364
    Abstract: Novel 6.beta.,7.beta.-methylene-17.alpha.-pregn-4-ene-21,17-carbolactones of Formula I ##STR1## wherein R and R' each is hydrogen or jointly form a methylene group.These exhibit a good antimineralocorticoid effect with low side effects.
    Type: Grant
    Filed: June 9, 1983
    Date of Patent: August 7, 1984
    Assignee: Schering Aktiengesellschaft
    Inventors: Dieter Bittler, Henry Laurent, Rudolf Weichert, Jorge Casals-Stenzel, Ekkehard Schillinger
  • Patent number: 4457925
    Abstract: Androstane derivatives of Formula I ##STR1## wherein ---- is a single bond or a double bond,R.sub.1 is methyl or ethyl,R.sup.2 is hydrogen or alkyl of 1-8 carbon atoms,--X-- is --(CH.sub.2).sub.n --, --CH.dbd.CH(CH.sub.2).sub.m --, or --C.tbd.C--(CH.sub.2).sub.m --wherein n is 2 to 6 and m is 1 to 4,--A--B-- is --CH.sub.2 --CH.sub.2 --, --CH.dbd.CH--, --CCl.dbd.CH--, ##STR2## --U--V< is --CH.sub.2 --CH<, --CH.dbd.C<, --C(OH).dbd.C<, or --CCl.dbd.C<, and--W--Y-- is --CH.sub.2 --CH.sub.2 --, --CH.sub.2 --C(CH.sub.3).sub.2 --, or ##STR3## with the proviso that the compound is not 17.alpha.-(3-acetoxypropyl)-17.beta.-hydroxy-4,6-androstadien-3-one, are pharmacologically efficacious compounds, e.g., are sebum suppressive.
    Type: Grant
    Filed: July 29, 1982
    Date of Patent: July 3, 1984
    Assignee: Schering, Aktiengesellschaft
    Inventors: Dieter Bittler, Henry Laurent, Klaus Nickisch, Rudolf Wiechert
  • Patent number: 4456600
    Abstract: 17.alpha.-substituted steroids of the formula ##STR1## wherein R.sub.1 is hydrogen, acyl, alkyl, alkenyl, alkyl or alkenyl interrupted by an oxygen atom, cyclopentyl, or tetrahydropyranyl,R.sub.2 is alkyl or alkenyl of 2-6 carbon atoms,X is oxygen or the grouping H(OR.sub.3) wherein R.sub.3 is hydrogen, acyl, alkyl, alkenyl, alkyl or alkenyl interrupted by an oxygen atom, cyclopentyl, or tetrahydropyranyl, upon topical application, display antiandrogenic properties and can be utilized for the treatment of acne, seborrhea, alopecia and hirsutism.
    Type: Grant
    Filed: May 20, 1982
    Date of Patent: June 26, 1984
    Assignee: Schering, Aktiengesellschaft (A.G.)
    Inventors: Rudolf Wiechert, Dieter Bittler, Annerose Schleusener, Manfred Albring
  • 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: 4344941
    Abstract: 17.alpha.-substituted steroids of the formula ##STR1## wherein R.sub.1 is hydrogen, acyl, alkyl, alkenyl, alkyl or alkenyl interrupted by an oxygen atom, cyclopentyl, or tetrahydropyranyl,R.sub.2 is alkyl or alkenyl of 2-6 carbon atoms,X is oxygen or the grouping H(OR.sub.3) wherein R.sub.3 is hydrogen, acyl, alkyl, alkenyl, alkyl or alkenyl interrupted by an oxygen atom, cyclopentyl, or tetrahydropyranyl, upon topical application, display antiandrogenic properties and can be utilized for the treatment of acne, seborrhea, alopecia and hirsutism.
    Type: Grant
    Filed: October 20, 1980
    Date of Patent: August 17, 1982
    Assignee: Schering Aktiengesellschaft (A.G.)
    Inventors: Rudolf Wiechert, Dieter Bittler, Annerose Schleusener, Manfred Albring
  • Patent number: 4291029
    Abstract: Compounds of the formula ##STR1## wherein the 15,16-methylene group is in the .alpha.- or .beta.-position, andE is ##STR2## are useful as diuretics.
    Type: Grant
    Filed: May 29, 1980
    Date of Patent: September 22, 1981
    Assignee: Schering, Aktiengesellschaft
    Inventors: Rudolf Wiechert, Dieter Bittler, Ulrich Kerb, Klaus Prezewowsky, Jorge Casals-Stenzel, Wolfgang Losert
  • Patent number: 4180570
    Abstract: Compounds of the formula I ##STR1## wherein R.sub.2 is hydrogen or an organic acid residue;R.sub.3 is methyl or ethyl;R.sub.4 is hydrogen or methyl; ##STR2## wherein R.sub.1 is lower alkyl; and ##STR3## and when R.sub.2 is a dibasic acid residue, the physiologically acceptable salts thereof with the free acid moiety of the R.sub.2 group, are physiologically active, e.g., are diuretics having aldosterone antagonist effects.
    Type: Grant
    Filed: May 10, 1978
    Date of Patent: December 25, 1979
    Assignee: Schering Aktiengesellschaft
    Inventors: Rudolf Wiechert, Dieter Bittler, Ulrich Kerb, Jorge Casals-Stenzel, Wolfgang Losert
  • Patent number: 4129564
    Abstract: New spirolactones of the formula ##STR1## R is a lower alkyl of up to 5 carbon atoms, and ##STR2##
    Type: Grant
    Filed: November 11, 1977
    Date of Patent: December 12, 1978
    Assignee: Schering, A.G. Patentabteilung
    Inventors: Rudolf Wiechert, Dieter Bittler, Ulrich Kerb, Jorge Casals-Stenzel, Wolfgang Losert
  • Patent number: 4118488
    Abstract: 4-Androsten-3-ones of the formula ##STR1## wherein R.sub.1 is hydrogen or the acyl radical of an organic or inorganic acid, R.sub.2 is hydrogen, alkyl, or the acyl radical of an organic or inorganic acid, R.sub.3 is methyl or ethyl, R.sub.4 is hydrogen or methyl, ##STR2## and R.sub.5 is lower alkyl, have diuretic activity.
    Type: Grant
    Filed: March 3, 1977
    Date of Patent: October 3, 1978
    Assignee: Schering Aktiengesellschaft
    Inventors: Rainer Philippson, Bernhard Krieger, Jorge Casals-Stenzel, Ulrich Kerb, Wolfgang Losert, Klaus Prezewowsky, Rudolf Wiechert, Dieter Bittler