The A Ring Is A Benzene Ring (e.g., Estrones, Estradiols, Etc.) Patents (Class 552/625)
  • Patent number: 5395831
    Abstract: This invention relates to 8.alpha.-3-hydroxyestra- 1,3,5( 10),9( 11 )tetraen-17-one (.DELTA.9( 11 )-dehydro-8-isoestrone) (VI), ##STR1## to the process for its preparation, to pharmaceutical compositions containing said 8.alpha.-3-hydroxyestra- 1,3,5(10), 9(11)tetraen-17-one (.DELTA.9(11)-dehydro-8-isoestrone) (VI) and to the use of said 8.alpha.-3-hydroxyestra-1,3,5(10),9(11 )tetraen-17-one (A9( 11 )-dehydro-8-isoestrone) (VI) for modifying the balance between bone production and bone resorption, and as an antioxidant in a host animal, including man.
    Type: Grant
    Filed: April 8, 1994
    Date of Patent: March 7, 1995
    Assignee: American Home Products Corporation
    Inventors: Frederick O. Gemmill, Jr., Chester E. Orzech, Steven J. Adelman
  • Patent number: 5391778
    Abstract: The new intermediate products of general formula I ##STR1## in which R.sup.1 stands for a hydrogen atom or a straight-chain or branched alkyl group with 1 to 4 carbon atoms,R.sup.2 stands for a hydrogen atom or a methyl group,R.sup.3 stands for a hydrogen atom,R.sup.4 stands for an acyloxy group with 1 to 4 carbon atoms in the acyl radical orR.sup.3 and R.sup.4 together stand for a keto-oxygen atom, are suitable in an excellent way for introducing a .DELTA..sup.1 double bond in the steroid skelton with the simultaneous presence of a .DELTA..sup.4 double bond, as well as a saturated carbonyl group, by clevage of hydrogen iodide with a base in an amidic solvent at elevated temperature. If R.sup.2 stands for a hydrogen atom, the A-ring is aromatized after the hydrogen iodide cleavage. For the production of a new intermediate products, special iodization processes, which partially also allow a stereoselective control of the iodization, are used.
    Type: Grant
    Filed: January 11, 1993
    Date of Patent: February 21, 1995
    Assignee: Schering Aktiengesellschaft
    Inventors: Jurgen Westermann, Klaus Nickisch, Michael Harre, Ralph Rohde
  • Patent number: 5288717
    Abstract: This invention presents alkali metal salts of 8,9-dehydroestrone, its sulfate ester, and stable compositions thereof, as well as processes for their production. The sulfate ester salts are useful in estrogen replacement therapy.
    Type: Grant
    Filed: December 3, 1992
    Date of Patent: February 22, 1994
    Assignee: American Home Products Corporation
    Inventors: Panolil C. Raveendranath, John A. Wichtowski
  • Patent number: 5266712
    Abstract: A process for crystallizing a pharmaceutically active steroidal product, without mechanical procedure, to obtain a homogeneous granulometric class which may be prepared beforehand, wherein the product which is desired to be crystallized is dissolved in a ternary mixture made of a lipophilic solvent, a hydrophilic solvent and a surface active agent at a temperature close to the boiling point of the mixture of solvents and wherein the mixture of solvents is allowed to revert to a temperature where the crystallization initiates, then, the thus-formed crystals are recovered.
    Type: Grant
    Filed: August 14, 1992
    Date of Patent: November 30, 1993
    Assignee: Laboratoire Theramex S.A.
    Inventor: Michel Lanquetin
  • Patent number: 5182381
    Abstract: Novel 3-keto-19-nor-.DELTA..sup.4,9 -steroids of the formula ##STR1## and their non-toxic, pharmaceutically acceptable acid addition salts possessing a remarkable antiglucocorticoidal activity.
    Type: Grant
    Filed: September 10, 1991
    Date of Patent: January 26, 1993
    Assignee: Roussel Ulcaf
    Inventors: Daniel Philibert, Jean G. Teutsch, Germain Costerousse, Roger Deraedt
  • Patent number: 5151533
    Abstract: A process for the production of 3-hydroxy-1,3,5(10)-estratrien-17-one by pyrolysis of 1,4-androstadiene-3,17-dione in the presence of 1,2,3,4-tetrahydronaphthalene as hydrogen donor is described, by 1,2,3,4-tetrahydronaphthalene, preheated to a temperature of 450.degree.-850.degree. C., in a mixing zone being mixed with a solution, heated to a temperature of up to 300.degree. C., of 1,4-androstadiene-3,17-dione, in 1,2,3,4-tetrahydronaphthalene, the mixture being heated in a pyrolysis zone at a retention time of 0.001 to 60 seconds to temperatures of 450.degree.-700.degree. C. and the product leaving the pyrolysis zone being cooled off, which is characterized in that the pyrolysis is performed under a pressure of 3.5.times.10.sup.6 to 3.times.10.sup.8 Pa.
    Type: Grant
    Filed: July 22, 1991
    Date of Patent: September 29, 1992
    Assignee: Schering Aktiengesellschaft
    Inventors: Michael Buback, Josef Hader, Hans-Peter Voegele, ZaKarya Al-Massri
  • Patent number: 5116994
    Abstract: Deacylating agent represented by the formula (I): ##STR1## wherein R represents an insoluble polymer substituent, and R' and R" each represents an alkyl group, and a deacylation method using the above deacylating agent.
    Type: Grant
    Filed: April 17, 1990
    Date of Patent: May 26, 1992
    Assignee: Fuji Photo Film Co., Ltd.
    Inventor: Mitsunori Ono
  • Patent number: 5093490
    Abstract: The invention relates to a process for the production of (+)-bicyclo[3.3.0]octan-3-one-2 carboxylic acid steroid esters of formula I ##STR1## in which X means oxygen or the radicals --O--(CH.sub.2).sub.n --O-- or --O--CH.sub.2 --C(CH.sub.3).sub.2 --CH.sub.2 --O--,n means 2 or 3R.sub.2 means hydrogen or methyl,Y means the radicals X or X.sub.1,X.sub.1 means the radicals OCH.sub.3 or OCOR.sub.3,R.sub.3 means methyl, ethyl, phenyl, benzyl or pivalyl and the radical ##STR2## the radicals ##STR3## and X and X.sub.1 have the meanings indicated above, characterized in that D,L-bicyclo[3.3.0]octan-3-one-2 carboxylic acid esters of formula II ##STR4## in which X has the meaning indicated above and R is an alkyl group with 1-4 carbon atoms, with optically active steroids with a free 17'beta hydroxy group of formula III ##STR5## in which R.sub.
    Type: Grant
    Filed: November 13, 1989
    Date of Patent: March 3, 1992
    Assignee: Schering Aktiengesellschaft
    Inventor: Helmut Vorbrueggen
  • Patent number: 4983646
    Abstract: The present invention relates to an estrogen complex which consists of an estrogen or an estrogen derivative complexed with an organometallic compound containing at least one free carbonyl ligand, the said estrogen complex containing at least one free hydroxyl radical and no free phenolic hydroxyl radical in the .alpha.-position to the site where the organometallic compound is attached.The complexes according to the invention are useful for the determination of hormone receptors.
    Type: Grant
    Filed: July 24, 1988
    Date of Patent: January 8, 1991
    Assignee: Centre National de la Recherche Scientifique
    Inventors: Gerard Jaouen, Anne Vessieres, Siden Top
  • Patent number: 4938897
    Abstract: Disclosed herein are (1) a fluorescent substance represented by the formula (I), (2) a process for producing the fluorescent substance, and (3) a cell-discriminating agent containing the fluorescent substance as an active ingredient. ##STR1## (wherein n is an integer of 0, 1, 2 or 3 and R represents a residual radical of a fluorescent material.
    Type: Grant
    Filed: June 13, 1986
    Date of Patent: July 3, 1990
    Assignee: Kureha Kagaku Kogyo Kabushiki Kaisha
    Inventors: Kiro Asano, Humio Tamura, Tsuyoshi Saito, Hisayuki Wada, Yoichi Suzuki
  • Patent number: 4923640
    Abstract: A process for the production of 17.alpha.-ethinyl-17.beta.-hydroxy-18-methyl-4,15-estradien-3-one is described comprising reacting a 17-enolester of formula II ##STR1## wherein R.sub.1 represents an alkyl radical with 1-3 carbon atoms andR.sub.2 represents an acyl or a trialkylsilyl group with 1-10 carbon atomsunder palladium catalysis, with compounds of formula II ##STR2## wherein R.sub.1 represents an alkyl radical with 1-3 carbon atoms, reducing the 17-keto group to the 17-hydroxy group in a manner known in the art, reducing the aromatic A-ring according to Birch, with liquid ammonia, to 3-methoxy-2,5(10),15-estratrien-17.beta.-ol, reoxidizing the 17-hydroxy group to the 17-keto group, ethinylating the 17-keto group and splitting off the 3-enolether to form 17.alpha.-ethinyl-17.beta.-hydroxy-18-methyl-4,15-estradiene-3-one.
    Type: Grant
    Filed: March 31, 1988
    Date of Patent: May 8, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Rolf Bohlmann, Henry Laurent, Helmut Hofmeister, Rudolf Wiechert