Oxygen Bonded Directly At The 5-, 6- Or 7-position Patents (Class 552/615)
  • Patent number: 6111118
    Abstract: A procedure for oxidizing organic compounds having allylic hydrogen atom(s) involving the steps of reactively contacting the organic compound with a combination of a periodic acid or metal periodate and an alkyl hydroperoxide under conditions of normal as well as elevated pressure of a suitable gas like air. The reaction can conveniently be conducted at temperatures between about 0-65.degree. C. in a cosolvent system of water and organic solvent(s).
    Type: Grant
    Filed: January 11, 1999
    Date of Patent: August 29, 2000
    Assignee: Humanetics Corporation
    Inventors: Padma Marwah, Henry A. Lardy
  • Patent number: 5977096
    Abstract: Novel substituted steroid compounds are disclosed which are more effective than known radical-trapping agents in methods of prophylaxis and therapy of radical-mediated cell damage and of treatment of diseases due to radical-mediated cell damage. The novel substituted steroid compounds can be made from steroids having an estrane, androstane, pregnane or cholestane basic skeleton and have a radical-attracting aromatic substituent of the general formula --(CH.sub.2).sub.n X, or .dbd.CH--(CH.sub.2).sub.m X at the 17 or 6 position of the steroid nucleus, wherein X=Y, OY, SY, SeY or NHY; n=0 to 5; m=n-1 and Y is a phenyl group having five substituents A, B, C, D and E, wherein A to E is independently H, alkyl, Oalkyl, Oacyl, OH, or one of the substituents B, C or D is NR.sub.2 wherein R=alkyl and each of the other substituents is hydrogen. Pharmaceutical compositions containing the novel substituted steroid compounds and methods of making them are also part of the invention.
    Type: Grant
    Filed: February 20, 1999
    Date of Patent: November 2, 1999
    Assignee: Jenapharm GmbH & Co. KG
    Inventors: Peter Droescher, Bernd Menzenbach, Kurt Ponsold, Bernd Undeutsch, Michael Oettel, Wolfgang Romer, Gunter Kaufmann, Jens Schroder
  • Patent number: 5869709
    Abstract: A procedure for oxidizing organic compounds having allylic hydrogen atom(s) involving the steps of reactively contacting the organic compound with a combination of an alkali metal periodate and an alkyl hydroperoxide. The reaction can conveniently be conducted under ambient temperature and pressure conditions, and is conveniently conducted in a cosolvent system of water and organic solvent(s).
    Type: Grant
    Filed: May 7, 1997
    Date of Patent: February 9, 1999
    Assignee: Humanetics Corporation
    Inventors: Padma Marwah, Henry A. Lardy
  • Patent number: 5648507
    Abstract: Provided are stable hydrate crystals of 14.alpha.-hydroxy-4-androstene-3,6,17-trione having a biological activity of human placenta-originating estrodiene synthesis enzyme inhibitory action. These hydrate crystals include two kinds of 14.alpha.-hydroxy-4-androstene-3,6,17-trione hydrate crystals having a diffraction pattern having characteristic peaks at diffraction angles in crystalline powder X-ray diffraction. Processes for producing these hydrate crystals are also provided.
    Type: Grant
    Filed: May 30, 1995
    Date of Patent: July 15, 1997
    Assignees: Nippon Kayaku Kabushiki Kaisha, Snow Brank Milk Products Co., Ltd.
    Inventors: Kazuo Ohtsuki, Akikazu Mitsunobu, Yoshihiro Imaizumi, Nobuyoshi Honda, Satoshi Inoue
  • Patent number: 5614651
    Abstract: Provided are stable hydrate crystals of 14.alpha.-hydroxy-4-androstene-3,6,17-trione having a biological activity of human placenta-originating estrodiene synthesis enzyme inhibitory action. These hydrate crystals include two kinds of 14.alpha.-hydroxy-4-androstene-3,6,17-trione hydrate crystals having a diffraction pattern having characteristic peaks at diffraction angles in crystalline powder X-ray diffraction. Processes for producing these hydrate crystals are also provided.
    Type: Grant
    Filed: May 23, 1994
    Date of Patent: March 25, 1997
    Assignee: Snow Band Milk Products, Co., Ltd.
    Inventors: Kazuo Ohtsuki, Akikazu Mitsunobu, Yoshihiro Imaizumi, Nobuyoshi Honda, Satoshi Inoue
  • Patent number: 5354745
    Abstract: An estradiol derivative-chlorambucil conjugate of the formula (I): ##STR1## wherein R.sup.1 is alkyl or alkoxyl of 1 to 4 carbon atoms; R.sup.2 is acyl, dansyl, or alkyl; R.sup.3, R.sup.4, and R.sup.5 independently are H, oxo, OH, or acyloxy; m is an integer of 1 to 3; and n is an integer of 0 to 3; provided that when n is 0, all of R.sup.3, R.sup.4, and R.sup.5 are not H at the same time, and at least one of R.sup.3, R.sup.4, and R.sup.5 is a group other than H and OH; and further, when n is 2 or 3, the groups R.sup.1 are the same or different; a process for preparing the same, and a pharmaceutical composition containing the conjugate are described.
    Type: Grant
    Filed: June 3, 1993
    Date of Patent: October 11, 1994
    Assignee: Kureha Chemical Industry Co., Ltd.
    Inventors: Fumio Tamura, Tsuyoshi Saito, Satoshi Mitsuhashi, Tadahiro Matsudaira, Kiro Asano
  • Patent number: 5296481
    Abstract: A method for controlling weight gain or promoting weight loss which includes the step of treating a subject with an effective weight gain controlling or weight loss promoting amount of a substituted .DELTA.5-Androstene which is biologically effective for controlling weight gain or promoting weight loss and biologically ineffective for promoting the synthesis of sex hormones. Steroids believed to provide the desired weight control/weight loss characteristics include:.DELTA.5-Androstene-3.beta.,7.alpha.-diol-17-one.DELTA.5-Androstene-3.beta.-ol-7,17-dione.DELTA.5-Androstene-3.beta.,7.alpha.,17-triol.DELTA.5-Androstene-3.beta.,17.beta.-diol-7-oneand various derivatives thereof.
    Type: Grant
    Filed: April 10, 1992
    Date of Patent: March 22, 1994
    Assignee: Humanetics Corporation
    Inventors: Bruce E. Partridge, Henry A. Lardy
  • Patent number: 5252565
    Abstract: The present invention is directed to a group of compounds which are haloethyl substituted steroidal enzyme inhibitors. These compounds are useful as aromatase, 19-hydroxylase, and aldosterone biosynthesis inhibitors and they are prepared from the corresponding epoxide.
    Type: Grant
    Filed: September 6, 1991
    Date of Patent: October 12, 1993
    Assignee: Merrell Dow Pharmaceuticals Inc.
    Inventors: Norton P. Peet, Joseph P. Burkhart, J. O'Neal Johnston
  • Patent number: 5202314
    Abstract: A compound of the formula ##STR1## wherein R is selected from the group consisting of alkyl, alkenyl and alkynyl of up to 4 carbon atoms, Y is .dbd.O or ##STR2## R.sub.1 is hydrogen or acyl, n is 0, 1 or 2, D is .dbd.O or ##STR3## and A and B form a second carbon-carbon or an .alpha.-epoxy useful for aromatase inhibition and a process and intermediates for their preparation.
    Type: Grant
    Filed: May 21, 1992
    Date of Patent: April 13, 1993
    Assignee: Roussel Uclaf
    Inventors: Jean-Francois Gourvest, Dominique Lesuisse
  • Patent number: 5098535
    Abstract: A process for the preparation in high yield of 14.alpha.-hydroxy-4-androstene-3,6,17-trione which has an aromatase inhibition activity and is useful as an antitumor agent, in which the 6.beta.-hydroxyl group of 6.beta., 14.alpha.-dihydroxy-4-androstene-3,17-dione is selectively oxidized with the aid of visible light energy.
    Type: Grant
    Filed: February 6, 1990
    Date of Patent: March 24, 1992
    Assignee: Snow Brand Milk Products Co., Ltd.
    Inventors: Masamichi Nakakoshi, Kohji Tamura, Makoto Yoshihama, Nobuo Miyata
  • Patent number: 5079377
    Abstract: Novel androst-4-ene-3,17-dione derivatives are disclosed. The group of these compounds has biological activities, in particular, the inhibiting activity on human placenta-derived estrogen-synthesizing enzyme. Therefore these compounds are expected to be utilized in the field of medical care, particularly as anticancer drugs.
    Type: Grant
    Filed: July 23, 1990
    Date of Patent: January 7, 1992
    Assignee: Snow Brand Milk Products Co., Ltd.
    Inventors: Makoto Yoshihama, Koji Tamura, Nobuo Miyata, Shoji Nakayama, Masamichi Nakakoshi
  • Patent number: 4975368
    Abstract: Novel androst-4-ene-3,17-dione derivatives are disclosed. The group of these compounds has biological activities, in particular, the inhibiting activity on human placenta-derived estrogen-synthesizing enzyme. Therefore these compounds are expected to be utilized in the field of medical care, particularly as anticancer drugs.
    Type: Grant
    Filed: September 26, 1988
    Date of Patent: December 4, 1990
    Assignee: Snow Brand Milk Products Co., Ltd.
    Inventors: Makoto Yoshihama, Koji Tamura, Nobuo Miyata, Shoji Nakayama, Masamichi Nakakoshi
  • Patent number: 4925834
    Abstract: A 3-methylene-4-androsten-17-one of formula I ##STR1## wherein R.sub.a represents a hydrogen atom or a saturated or unsaturated straight-chain or branched-chain, optionally substituted alkyl radical with 1-6 carbon atoms, in which R.sub.a is in the alpha- or beta-position, andR.sub.b represents a hydrogen atom, a hydroxyl or an --S(O).sub.n R.sub.c group, in which R.sub.c is a hydrogen atom or an alkyl or acyl group with 1-4 carbon atoms, n=0, 1 or 2, andX represents CH.sub.2, CHF, CHCl or CHBr, in which if R.sub.a is hydrogen and R.sub.b is hydroxyl or R.sub.a and R.sub.b each are hydrogen, X is not CH.sub.2.The new compounds of formula I are suitable for fertility control and for treatment of diseases which are promoted by estrogens.
    Type: Grant
    Filed: April 29, 1988
    Date of Patent: May 15, 1990
    Assignee: Schering Aktiengesellschaft
    Inventors: Rolf Bohlmann, Henry Laurent, David Henderson, Yukishige Nishino