Patents by Inventor Jaroslav Kalvoda

Jaroslav Kalvoda 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: 5317100
    Abstract: Compounds of the formula ##STR1## in which R.sub.1 is hydrogen or lower alkyl, R.sub.2 is hydrogen or a hydroxyl protective group R.sub.2 ' and R.sub.3 is substituted or unsubstituted phenyl or lower alkyl can be prepared in a three-stage process from readily accessible .beta.-lactam starting materials.
    Type: Grant
    Filed: October 22, 1992
    Date of Patent: May 31, 1994
    Assignee: Ciba-Geigy Corp.
    Inventors: Jaroslav Kalvoda, Martin Kessler, Rene Lattmann, Gerardo Ramos
  • Patent number: 5215997
    Abstract: The invention relates to an improved process for the preparation of compounds of formula ##STR1## or salts thereof, starting from compounds of formulae ##STR2## via compounds of formulae ##STR3## in which compounds R.sub.1 is hydrogen or lower alkyl, R.sub.2 is an organic radical which may carry a functional group which may be protected by a customary protective group R.sub.2.sup.o, R.sub.3 is hydrogen or a customary carboxyl protective group R.sub.3.sup.o, W is a group which can be replaced by a thiocarboxylic acid radical of formula III, and Z is oxygen or sulfur.
    Type: Grant
    Filed: July 1, 1992
    Date of Patent: June 1, 1993
    Assignee: Ciba-Geigy Corporation
    Inventors: Ernst Hungerbuhler, Jaroslav Kalvoda
  • Patent number: 5153315
    Abstract: The invention relates to an improved process for the preparation of compounds of formula ##STR1## or salts thereof, starting from compounds of formulae ##STR2## via compounds of formulae ##STR3## in which compounds R.sub.1 is hydrogen or lower alkyl, R.sub.2 is an organic radical which may carry a functional group which may be protected by a customary protective group R.sub.2 .degree., R.sub.3 is hydrogen or a customary carboxyl protective group R.sub.3 .degree., W is a group which can be replaced by a thiocarboxylic acid radical of formula III, and Z is oxygen or sulfur.
    Type: Grant
    Filed: May 18, 1990
    Date of Patent: October 6, 1992
    Assignee: Ciba-Geigy Corporation
    Inventors: Ernst Hungerbuhler, Jaroslav Kalvoda
  • Patent number: 4962196
    Abstract: The invention relates to an improved process for the preparation of compounds of formula ##STR1## or salts thereof, starting from compounds of formulae ##STR2## via compounds of formulae ##STR3## in which compounds R.sub.1 is hydrogen or lower alkyl, R.sub.2 is an organic radical which may carry a functional group which may be protected by a customary protective group R.sub.2.sup.o, R.sub.3 is hydrogen or a customary carboxyl protective group R.sub.3.sup.o, W is a group which can be replaced by a thiocarboxylic acid radical of formula III, and Z is oxygen or sulfur.
    Type: Grant
    Filed: March 24, 1989
    Date of Patent: October 9, 1990
    Assignee: Ciba-Geigy Corporation
    Inventors: Ernst Hungerbuhler, Jaroslav Kalvoda
  • Patent number: 4619921
    Abstract: Novel 6.alpha.,9.alpha.,21-trihalogeno-11.beta.-hydroxy-16.alpha. or 16.beta.-methyl-17.alpha.-propionyloxy-pregn-4-ene-3,20-dione compounds of the formula ##STR1## in which X represents chlorine or flourine, R represents the group --CH.sub.2 CH--, --CH.dbd.CH-- or --CH.dbd.CCl--, the chlorine atom being in the positon 2 of the steroid numbering, and in which the 16-methyl radical is .alpha.- or .beta.-oriented, are useful pharmaceuticals, especially anti-inflammatory agents for topical administration.
    Type: Grant
    Filed: April 20, 1984
    Date of Patent: October 28, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Jaroslav Kalvoda, Georg Anner
  • Patent number: 4614614
    Abstract: The present invention relates to an improved process for the manufacture of (3S)-3,4-trans-disubstituted azetidinones of the formula ##STR1## in which R.sub.1 represents hydrogen or lower alkyl,R.sub.2 represents hydrogen or a hydroxy-protecting group,Y represents the group --S(.dbd.O)--R.sub.3 or --S(.dbd.O).sub.2 --R.sub.3 wherein R.sub.3 represents an organic radical bonded to the sulphur atom by a carbon atom that is not bonded to hydrogen, or the group --C(.dbd.O)--O--R.sub.3 ' wherein R.sub.3 ' represents an organic radical bonded to the oxygen atom of the carboxy group by a carbon atom that is not bonded to hydrogen, or a carboxy-protecting group, andR.sub.4 represents hydrogen or an amino-protecting group R.sub.4 '.The process according to the invention is carried out under particularly favorable reaction conditions and yields compounds (I) in particularly high yields.
    Type: Grant
    Filed: March 22, 1984
    Date of Patent: September 30, 1986
    Assignee: Ciba-Geigy Corporation
    Inventors: Ivan Ernest, Jaroslav Kalvoda, Wolfgang Frostl
  • Patent number: 4559332
    Abstract: Steroid compounds of the 20-spiroxane series and their analogues having an open ring E of the formula, ##STR1## in which --A--A-- represents the group --CH.sub.2 --CH.sub.2 -- or --CH.dbd.CH--,R.sup.1 represents hydrogen, andR.sup.2 represents an .alpha.-oriented lower alkoxycarbonyl radical, orR.sup.1 and R.sup.2 together represent an .alpha.- or a .beta.-oriented methylene radical,--B--B-- represents the group --CH.sub.2 --CH.sub.2 -- or an .alpha.- or .beta.-oriented group ##STR2## X represents two hydrogen atoms or oxo, Y.sup.1 and Y.sup.2 together represent the oxygen bridge --O--, orY.sup.1 represents hydroxy, andY.sup.2 represents hydroxy, lower alkoxy or, if X represents H.sub.2, also lower alkanoyloxy,and salts of compounds in which X represents oxo and Y.sup.2 represents hydroxy, are distinguished as effective aldosterone-antagonists with minimal side-effects and, for that reason, are especially suitable for the treatment of all forms of hyperaldosteronism.
    Type: Grant
    Filed: April 9, 1984
    Date of Patent: December 17, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Jurgen Grob, Jaroslav Kalvoda
  • Patent number: 4552871
    Abstract: (5.alpha.)-20-spirox-1-en-3-ones (I) and 17-hydroxy-5.alpha.,17.alpha.-pregn-1-en-3-ones (II) of the formulae ##STR1## in which X represents O or H.sub.2, R.sub.2 represents O and R.sub.1 represents OH, OMe, OAlk, NH.sub.2, NHR.sub.3, NR.sub.3 R.sub.4, or R.sub.2 represents H.sub.2 and R.sub.1 represents OH, OAlk, OAr, OAralk or OAc,in which R.sub.3, R.sub.4 and Alk represent lower alkyl, Me represents a metal atom or metal equivalent or the cation of an organic base, Ar represents monocyclic aryl, Aralk represents monocyclic aryl-lower alkyl, and Ac represents lower alkanoyl, monocyclic aroyl, lower alkylsulphonyl or monocyclic arylsulphonyl, it being possible for R.sub.3 together with R.sub.4 also to represent a lower alkylene group optionally interrupted by a hetero atom,are manufactured by known analogy processes.
    Type: Grant
    Filed: April 9, 1984
    Date of Patent: November 12, 1985
    Assignee: Ciba Geigy Corporation
    Inventors: Jurgen Grob, Jaroslav Kalvoda
  • Patent number: 4285937
    Abstract: The invention provides novel esters of androstadiene 17-carboxyclic acids of the formula ##STR1## wherein R' represents a hydroxyl group which is esterified with a carboxyclic acid having not more than 7 carbon atoms, R" represents a methyl group in the .alpha.- or .beta.-position or the methylene group, wherein R is H or Cl, each of X and Y represents a hydrogen, chlorine or fluorine atom, with the proviso that at least one of these substituents is one of these halogens, when R is Cl, and that Y is only Cl or F and X only Cl, when R is H and that the androstadiene-17-carboxylic acid ester group does not contain more than 11 carbon atoms.The new esters have pronounced antiinflammatory action coupled with remarkably low systemic side effects on thymus, adrenals and body weight. They are especially suitable to be used in dermatology.
    Type: Grant
    Filed: October 30, 1979
    Date of Patent: August 25, 1981
    Assignee: Ciba-Geigy Corporation
    Inventor: Jaroslav Kalvoda
  • Patent number: 4221786
    Abstract: The invention relates to the preparation of polyhalogenated pregnane derivatives of the formula ##STR1## wherein X represents fluorine or chlorine and R a free or esterified hydroxyl group or chlorine. The new compounds display a high antiinflammatory activity. No side action on the thymus, the body weight or the adrenals can be detected at the therapeutic dose when the compounds are administered topically. The new compounds are therefore particularly suitable for use as medicaments in dermatology.The new compounds can be prepared according to methods known in the art, e.g. by introducing the chlorine atom in 2-position of corresponding compounds which are non chlorinated in this position, or by the introduction of the halogen atom in 9-position starting from the 9,11.beta.-epoxide or the 9,11-dehydro-compound or by acetonization of the 16,17-dihydroxy group or by replacing a 21-hydroxy group by chlorine.
    Type: Grant
    Filed: June 20, 1978
    Date of Patent: September 9, 1980
    Assignee: Ciba-Geigy Corporation
    Inventor: Jaroslav Kalvoda
  • Patent number: 4172075
    Abstract: 11,12-Unsaturated 9.alpha.-fluorosteroids comprising a new class of steroid compounds are obtained by a novel process, wherein a corresponding 9.alpha.-fluoro-11.beta.-hydroxysteroid is dehydrated with a reagent of the formula F.sub.3 SX in which X denotes an amino group derived from a secondary amine. Of a particular interest among the products of the invention are compounds of the general formula IB ##STR1## in which the symbols R.sub.5 -R.sub.10 have the meanings given hereinafter; such compounds are especially useful as analogues of cortical hormones possessing antiinflammatory activity.
    Type: Grant
    Filed: February 21, 1978
    Date of Patent: October 23, 1979
    Assignee: Ciba-Geigy Corporation
    Inventors: Michel Biollaz, Jaroslav Kalvoda
  • Patent number: 4092310
    Abstract: A novel group of 18,18-difluorosteroids of the general formula ##STR1## wherein St, R.sub.1 and R.sub.2 have the meanings given hereinafter is produced by a chemically novel process characterized in that a corresponding 18-oxo compound is treated with a compound of the formula F.sub.3 SX, wherein X denotes a fluorine atom or an amino group derived from a secondary amine. The compounds of the invention are useful as pharmaceutical intermediates. A number of them are physiologically active and possess hormone-like properties, e.g. those of sexual and/or adrenocortical hormones, such as the gonadotropin-blocking, ovulation-blocking, androgenic, oestrogenic, progestagenic, anabolic, antioestrogenic, antiandrogenic, mineralocorticoid, glucocorticoid and antiinflammatory activity, and can be used in lieu of known hormones or agents possessing corresponding hormone-like properties.
    Type: Grant
    Filed: July 23, 1975
    Date of Patent: May 30, 1978
    Assignee: Ciba-Geigy Corporation
    Inventors: Michel Biollaz, Jaroslav Kalvoda
  • Patent number: 4052421
    Abstract: A new class of 13-ethinyl-steroids is prepared by a novel process comprising Wittig reaction of a 13-formyl steroid with a chloro- or bromomethylenephosphorane and dehydrohalogenation of the intermediate 13-(2-halogenovinyl)steroid with an extremely strong base. Preferred products are those of the formula ##STR1## wherein R denotes a hydrogen atom or the methyl group, R.sub.3 denotes a hydrogen atom or a lower alkyl or lower alkanoyl group, R.sub.4 denotes a hydrogen atom or a lower aliphatic hydrocarbon radical, or R.sub.3 and R.sub.4 together denote a C--O linkage, R.sub.5 denotes the oxo group, a hydrogen atom together with an esterified or free hydroxyl group, or two hydrogen atoms, R.sub.6 denotes a hydrogen atom or a lower alkyl group, and R.sub.7 denotes a hydrogen atom or the methyl group, it also being possible for an additional 1,2-double bond to be present in compounds in which R is the methyl group.
    Type: Grant
    Filed: January 20, 1976
    Date of Patent: October 4, 1977
    Assignee: Ciba-Geigy Corporation
    Inventors: Michel Biollaz, Jaroslav Kalvoda