Patents by Inventor Henry Laurent

Henry Laurent 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: 4176126
    Abstract: Novel corticoids of formula I ##STR1## wherein X is .beta.-hydroxymethylene, .beta.-fluoromethylene or carbonyl; Y is fluorine, chlorine, hydroxy, or acyloxy of 1-10 carbon atoms; and R.sub.1 is acyloxy of 1-10 carbon atoms, possess strong anti-inflammatory activity when administered topically and display only minor systemic side effects.
    Type: Grant
    Filed: October 4, 1977
    Date of Patent: November 27, 1979
    Assignee: Schering Aktiengesellschaft
    Inventors: Klaus Annen, Henry Laurent, Helmut Hofmeister, Rudolf Wiechert, Hans Wendt, Joachim-Friedrich Kapp
  • Patent number: 4102908
    Abstract: A process for the preparation of pregnane derivatives of the formula ##STR1## wherein R.sub.1 is methyl or ethyl and R.sub.2 is methyl, ethyl, formyl, or acetyl, comprises reacting a nitrate ester of the formula ##STR2## wherein R.sub.1 is as above, in the presence of a catalytic amount of a mercury salt of a lower carboxylic acid with formic acid or acetic acid in a dipolar aprotic or basic solvent or with methanol or ethanol in an aprotonic, especially water-miscible, solvent in the presence of a mineral acid.
    Type: Grant
    Filed: June 1, 1977
    Date of Patent: July 25, 1978
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Hofmeister, Klaus Annen, Henry Laurent, Rudolf Wiechert
  • Patent number: 4081537
    Abstract: .DELTA..sup.15 -Steroids of the formula ##STR1## wherein R.sub.1 is a hydrogen atom, trialkylsilyl or acyl; R.sub.2 is ethynyl, chloroethynyl or propinyl; and X is an oxygen atom, ##STR2## or NOR.sub.4 wherein R.sub.3 is a hydrogen atom or acyl and R.sub.4 is a hydrogen atom, acyl, alkyl or tetrahydropyranyl, possess progestational and ovulation and nidation inhibiting activities.
    Type: Grant
    Filed: October 4, 1976
    Date of Patent: March 28, 1978
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Hofmeister, Rudolf Wiechert, Klaus Annen, Henry Laurent, Hermann Steinbeck
  • Patent number: 4073900
    Abstract: 11.beta.-Fluoropregnenes of the formula ##STR1## wherein 6 7 IS A SINGLE OR DOUBLE BOND,R.sub.1 and R.sub.2 each are H or collectively CH.sub.2 or a single bond;R.sub.3 is H or, when 6 7 is a double bond, H, F or Cl,X or O or HOR.sub.4 andR.sub.4 is H or acyl, strong progestational activity and only weak antiandrogenic activity.
    Type: Grant
    Filed: October 19, 1976
    Date of Patent: February 14, 1978
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Hofmeister, Henry Laurent, Rudolf Wiechert, Klaus Annen, Hermann Steinbeck
  • Patent number: 4049804
    Abstract: Pregnanoic acid derivatives of general formula ##STR1## wherein is a single bond or a double bond; X is hydrogen, fluorine or methyl; Y is hydrogen, fluorine or chlorine; Z is .beta.-hydroxymethylene, .beta.-acyloxymethylene, .beta.-fluoromethylene, .beta.-chloromethylene, carbonyl or methylene; R.sub.1 is hydrogen, methyl in the .alpha.- or .beta.-position or methylene and R.sub.2 is hydrogen, hydroxy or acyloxy, or R.sub.1 and R.sub.2 collectively are alkylidendioxy and U.sub.1 is halogen, halogenated alkyl of 1-5 carbon atoms or halogenated phenyl, are topically effective anti-inflammatory agents.
    Type: Grant
    Filed: March 19, 1976
    Date of Patent: September 20, 1977
    Assignee: Schering Aktiengesellschaft
    Inventors: Henry Laurent, Klaus Annen, Rudolf Wiechert, Helmut Hofmeister
  • Patent number: 4016269
    Abstract: Novel estrogenic 17.alpha.-hydroxy-1,3,5(10),15-estratetraenes of the formula ##STR1## wherein R.sub.1 is H, lower alkyl or lower acyl, R.sub.2 is lower alkyl and R.sub.3 is H, lower alkyl, lower acyl or tetrahydropyranyloxy, are produced by (a) reacting a 16.alpha.,17.alpha.-epoxy-estratriene with lithium halide or HCl in glacial acetic acid; converting the resulting halohydrin into a 16-halo-17-tetrahydropyranyl ether; and splitting off hydrogen halide from therefrom; or (b) reacting the 16.alpha.,17.alpha.-epoxy-estratriene with diphenylselenide and alkali metal borohydride; oxidizing the thus-produced 17.alpha.-hydroxy-16.beta.-phenylselenide to the corresponding phenylselenide oxide; and forming the .DELTA..sup.15 double bond by heating with removal of phenyl--Se--OH.
    Type: Grant
    Filed: August 11, 1975
    Date of Patent: April 5, 1977
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Hofmeister, Klaus Annen, Rudolf Wiechert, Henry Laurent
  • Patent number: 4011314
    Abstract: 7-Hydroxyestradiols of the formula ##STR1## wherein R.sub.1 is hydrogen, acyl, alkyl, cycloalkyl, an oxygenated saturated heterocyclic group or hydrocarbylsulfonyl; R.sub.2 and R.sub.3 each are hydrogen, acyl, oxygenated saturated heterocyclic group or R.sub.2 is hydrocarbylsulfonyl and R.sub.4 is alkyl, alkenyl, chlorinated alkenyl, alkynyl or chlorinated alkynyl, are useful for treating estrogen deficiency symptoms.
    Type: Grant
    Filed: October 9, 1975
    Date of Patent: March 8, 1977
    Assignee: Schering Aktiengesellschaft
    Inventors: Karl Petzoldt, Hans-Jorg Vidic, Klaus Prezewowsky, Yukishige Nishino, Rudolf Wiechert, Henry Laurent
  • Patent number: 4008312
    Abstract: Pregnane-21-oic acid derivatives of the formula ##STR1## wherein THE LINKAGE REPRESENTS A SINGLE BOND OR A DOUBLE BOND;X is hydrogen, fluorine or chlorine;Y is methylene, hydroxymethylene, alkanoyloxymethylene, carbonyl, fluoromethylene or chloromethylene;R.sub.1 is hydrogen, alkyl of 1-6 carbon atoms, phenyl or naphthyl substituted with 0-3 lower alkyl, lower alkoxy or chlorine; andR.sub.2 represents a hydrogen atom, the cation of a physiologically compatible base or the residue of a physiologically acceptable alcohol of 1-18 carbon atoms.These compounds exhibit useful antiinflammatory activity when topically applied to inflamed skin.
    Type: Grant
    Filed: October 29, 1975
    Date of Patent: February 15, 1977
    Assignee: Schering Aktiengesellschaft
    Inventors: Klaus Annen, Helmut Hofmeister, Henry Laurent, Klaus Kieslich, Hans Wendt, Peter Klaus Mengel
  • Patent number: 4008313
    Abstract: Corticoids of the formula ##STR1## wherein X is .beta.-hydroxymethylene or carbonyl, and 21-esters thereof with physiologically acceptable acids possess topical anti-inflammatory activity with relatively little systemic activity.
    Type: Grant
    Filed: October 7, 1975
    Date of Patent: February 15, 1977
    Assignee: Schering Aktiengesellschaft
    Inventors: Henry Laurent, Rudolf Wiechert, Peter Klaus Mengel, Karl-Heinz Kolb
  • Patent number: 3966713
    Abstract: 11.beta.-Fluoroandrostenes of the formula ##SPC1##Wherein R.sub.1 and R.sub.2 are hydrogen atoms, methylene or another C--C bond; R.sub.3 is H or Cl, R.sub.4 is H, F or Cl; and X is carbonyl, .beta.-hydroxymethylene, or an ester or ether thereof or .alpha.-alkyl-.beta.-hydroxymethylene or an ester thereof, possess androgenic activity and can be prepared by the dehalogenation of a corresponding 9.alpha.-halo-11.beta.-F steroid.
    Type: Grant
    Filed: February 25, 1975
    Date of Patent: June 29, 1976
    Assignee: Schering Aktiengesellschaft
    Inventors: Helmut Hofmeister, Henry Laurent, Rudolf Wiechert, Klaus Annen, Hermann Steinbeck
  • Patent number: 3960841
    Abstract: 3,17,18-Trihydroxy-1,3,5(10)-estratrienes of the formula ##SPC1##Wherein R is H or substituted or unsubstituted saturated or unsaturated hydrocarbon, and esters and ethers thereof, possess strong vaginotropic and only weak utertropic activity and are useful in the treatment of estrogenic deficiency conditions where uteral effects are not desired.
    Type: Grant
    Filed: July 12, 1974
    Date of Patent: June 1, 1976
    Assignee: Schering Aktiengesellschaft
    Inventors: Klaus Engel, Klaus Prezewowsky, Henry Laurent, Yukishige Nishino
  • Patent number: 3960842
    Abstract: 20-Cyano-17.alpha.-H steroids having as the 17-position substituent the group ##EQU1## wherein R is H, alkyl of 1-8 carbon atoms or benzyl, having a 13-methyl or 13-ethyl group and which are unsubstituted or substituted with an .alpha.-methyl group in the 16-position are converted to the corresponding 20-keto steroids by reaction in an aprotic solvent with a deprotonating agent containing an alkali metal, an alkaline earth metal, copper(I) or thallium(I), and optionally additionally with a copper(I) salt or a thallium(I) salt or a silver(I) salt, and thereafter conducting an oxidative splitting reaction with oxygen. The thus-produced 17.beta.-oxalyl steroids possess pharmacological activity, e.g., anti-inflammatory activity, or are useful as intermediates for the production of pharmacologically active steroids.
    Type: Grant
    Filed: July 12, 1974
    Date of Patent: June 1, 1976
    Assignee: Schering Aktiengesellschaft
    Inventors: Gregor Haffer, Ulrich Eder, Henry Laurent, Jurgen Ruppert, Gerhard Sauer, Rudolf Wiechert
  • Patent number: 3956347
    Abstract: Steroids of the formula ##SPC1##Wherein X is a hydrogen atom, a halogen atom or methyl; Y is a hydrogen atom or a halogen atom; Z is carbonyl, .beta.-acyloxymethylene or, when Y is a hydrogen atom, also methylene; R.sub.1 is a hydrogen atom or methyl; R.sub.2 is a hydrogen atom, an alkali metal atom or optionally substituted hydrocarbon; and --A--B-- is --CH=CH--, --CCl=CH-- or when at least one of X, Y and R.sub.1 is other than a hydrogen atom, --CH.sub.2 --CH.sub.2 --, which can be produced by oxidizing a corresponding 20-hydroxy steroid or a corresponding 21-aldehyde, possess topical anti-inflammatory activity.
    Type: Grant
    Filed: April 15, 1974
    Date of Patent: May 11, 1976
    Assignee: Schering Aktiengesellschaft
    Inventors: Henry Laurent, Rudolf Wiechert, Klaus Mengel, Hans Wendt
  • Patent number: 3951958
    Abstract: 1,3-Dihydroxy-8.alpha.-estratrienes of the formula ##SPC1##Wherein R is lower-alkyl and --A--B is ##SPC2##Wherein R' is a saturated or unsaturated hydrocarbon group and R" is lower-alkyl, aralkyl or phenyl, and the esters and ethers thereof, possess strong vaginotropic but only weak utertropic activity and are useful in the treatment of estrogenic deficiency conditions where uteral effects are not desired.
    Type: Grant
    Filed: July 12, 1974
    Date of Patent: April 20, 1976
    Assignee: Schering Aktiengesellschaft
    Inventors: Klaus Prezewowsky, Henry Laurent, Helmut Hofmeister, Rudolf Wiechert, Friedmund Neumann, Yukishige Nishino
  • Patent number: 3951959
    Abstract: 8.alpha.-Estratrienes of the formula ##SPC1##Wherein R is lower alkyl and X is an oxygen atom, a .beta.-hydroxy or .beta.-hydroxy-.alpha.-substituted or unsubstituted saturated or unsaturated hydrocarbon group, and the esters and ethers thereof, possess strong vaginotropic but only weak utertropic activity and are useful in the treatment of estrogenic deficiency conditions where uteral effects are not desired.
    Type: Grant
    Filed: July 12, 1974
    Date of Patent: April 20, 1976
    Assignee: Schering Aktiengesellschaft
    Inventors: Klaus Prezewowsky, Henry Laurent, Helmut Hofmeister, Rudolf Wiechert, Friedmund Neumann, Yukishige Nishino
  • Patent number: 3944577
    Abstract: Pregnane-21-oic acids of the formula ##SPC1##Wherein X is a hydrogen atom, a fluorine atom, or methyl; Y is a hydrogen atom, a fluorine atom, or a chlorine atom; Z is methylene, carbonyl, .beta.-hydroxymethylene, .beta.-acyloxymethylene or when Y is a chlorine atom, .beta.-fluoromethylene or .beta.-chloromethylene; V is methylene, ethylidene or vinylidene; R.sub.1 is a hydrogen atom or acyl, and physiologically acceptable salts thereof with bases and physiologically acceptable 21-esters thereof, possess topical anti-inflammatory activity with substantially no systemic activity.
    Type: Grant
    Filed: December 19, 1974
    Date of Patent: March 16, 1976
    Assignee: Schering Aktiengesellschaft
    Inventors: Henry Laurent, Rudolf Wiechert