Patents by Inventor Robert H. Hesse

Robert H. Hesse 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: 5494905
    Abstract: The invention pertains to vitamin D amide derivatives of formula (I). These novel 1.alpha.-hydroxy vitamin D derivatives and their 20-epi analogues comprise compounds of formula (I) and corresponding 5,6-trans isomers, where Y represents an alkylene or alkenylene group containing up to four carbon atoms; R.sup.1 and R.sup.2 independently represent a hydrogen atom or a lower alkyl or cycloalkyl group, or R.sup.1 R.sup.2 N-- represents a heterocyclic group; and R.sup.3 and R.sup.4 independently represent a hydrogen atom or an 0-protecting group. Active compounds, in which R.sup.3 and R.sup.4 are hydrogen atoms or metabolically labile 0-protecting groups exhibit potent cell modulating effect, but minimal effect on calcium metabolism.
    Type: Grant
    Filed: May 31, 1994
    Date of Patent: February 27, 1996
    Assignee: Research Institute for Medicine and Chemistry
    Inventors: Robert H. Hesse, Gaddam S. Reddy, Sundara K. S. Setty
  • Patent number: 5472957
    Abstract: The invention provides novel compositions for use in pharmaceutical and veterinary medicine which contain 1.alpha.-hydroxy vitamin D compounds. Particular compositions are described which contain steroids which induce or assist in combatting osteoporosis together with 1.alpha.-hydroxy vitamin D.sub.3 or 1.alpha.,25-dihydroxy vitamin D.sub.3. Methods of treatment of diseases are also provided including many which are resistant to vitamin D.sub.3, in particular bone diseases.
    Type: Grant
    Filed: August 10, 1993
    Date of Patent: December 5, 1995
    Assignee: Research Institute for Medicine and Chemistry
    Inventors: Robert H. Hesse, Ezio Rizzardo, Derek H. R. Barton
  • Patent number: 4670190
    Abstract: The invention provides novel 1.alpha.-hydroxy vitamin D compounds and a method for their preparation from 1.alpha.-hydroxy-25-hydrogen cholesta-5,7-dienes by irradiation and isomerization techniques. The invention also includes the said 1.alpha.-hydroxy-25-hydrogen-cholesta-5,7-dienes and the corresponding cholest-5-enes.The new compounds may be obtained in a crystalline form substantially free from isomeric or other impurities arising from manufacture.
    Type: Grant
    Filed: October 3, 1984
    Date of Patent: June 2, 1987
    Inventors: Robert H. Hesse, Ezzio Rizzardo, Derek H. R. Barton
  • Patent number: 4554105
    Abstract: 1-unsubstituted 5,6-trans vitamin D compounds are 1.alpha.-hydroxylated by Se.sup.IV oxidation in the presence of selenous acid at a pH in the range 3-9. The oxidation is preferably effected using a 1-unsubstituted-3-trihydrocarbylsilyloxy-5,6-trans vitamin D compound in the presence of a co-oxidant.
    Type: Grant
    Filed: September 7, 1984
    Date of Patent: November 19, 1985
    Assignee: Research Institute For Medicine and Chemistry Inc.
    Inventor: Robert H. Hesse
  • Patent number: 4470981
    Abstract: The invention provides a compound of formula I ##STR1## where R.sup.1 represents hydrogen, lower alkanoyl or aryol, or tri-lower alkyl silyl, or a group R.sup.3 --O--CO-- (where R.sup.3 represents lower alkyl); R.sup.2 represents hydrogen, hydroxyl or fluorine and X represents --S--, --SO--, --SO.sub.2 --, --O--or --NR.sup.4 -- (where R.sup.4 represents hydrogen, lower alkyl or lower alkanoyl); the compounds are useful in the prophylaxis or management of cardiovascular disease through the regulation of serum cholesterol and a particularly useful compound is 23-thia-25-hydroxy-cholesterol.
    Type: Grant
    Filed: December 20, 1982
    Date of Patent: September 11, 1984
    Inventor: Robert H. Hesse
  • Patent number: 4284558
    Abstract: Saturated organic compounds containing a hydrogen atom bound to a tertiary carbon atom may be electrophilically fluorinated by reaction with an electrophilic fluorinating agent such as molecular fluorine or trifluoromethyl hypofluorite under conditions whereby the formation of free fluorine radicals is suppressed, e.g. by the presence of a free radical inhibitor such as oxygen or nitrobenzene, the reactants being substantially homogeneously dispersed in a liquid medium, e.g. a solvent medium such as fluorotrichloromethane or chloroform/fluorotrichloromethane, so that the said hydrogen atom is electrophilically replaced by a fluorine atom. The fluorination is highly selective and, in the case of complex substrates such as saturated steroids which contain a number of tertiary C--H bonds, may be substantially completely confined to replacement of the hydrogen atom at the tertiary carbon atom which has the highest electron density about the C--H bond.
    Type: Grant
    Filed: March 9, 1977
    Date of Patent: August 18, 1981
    Assignee: Research Institute for Medicine and Chemistry, Inc.
    Inventors: Derek H. R. Barton, Robert H. Hesse
  • Patent number: 4263215
    Abstract: 1-Hydroxy-5,6-trans vitamin D compounds are prepared by oxidizing a 5,6-trans vitamin D compound using a selenic ester which may be formed in situ using selenous acid or selenium dioxide in the presence of an alcohol.
    Type: Grant
    Filed: November 6, 1979
    Date of Patent: April 21, 1981
    Assignee: Research Institute for Medicine and Chemistry, Inc.
    Inventors: Robert H. Hesse, Graham Johnson
  • Patent number: 4234515
    Abstract: N,N-difluoroamines are prepared by fluorination of compounds containing a >C.dbd.N-- bond using molecular fluorine or a hypofluorite in which the fluoroxy group is bonded to an inert electron attracting group, such hypofluorites including fluoroalkyl hypofluorites such as trifluoromethyl hypofluorite. The fluorination is advantageously conducted in the presence of an alkanol or other nucleophilic compound. Suitable starting materials include imino ethers and esters and aliphatic and aromatic Schiff's bases, use of the latter being particularly convenient.
    Type: Grant
    Filed: May 9, 1978
    Date of Patent: November 18, 1980
    Assignee: Research Institute for Medicine & Chemistry Inc.
    Inventors: Derek H. R. Barton, Robert H. Hesse
  • Patent number: 4181655
    Abstract: Novel compounds of general formula ##STR1## (where R.sup.1 and R.sup.2, which may be the same or different, are hydrogen atoms or alkyl groups; and R.sup.3 and R.sup.4, which may be the same or different, represent alkyl groups which may carry substituents, R.sup.4 alternatively representing a hydrogen atom; or R.sup.3 and R.sup.4 together with the intervening N represent a heterocyclic group or an acid-addition salt thereof) are provided, together with a process for their preparation. The new compounds are useful as antidepressants.
    Type: Grant
    Filed: May 4, 1977
    Date of Patent: January 1, 1980
    Assignee: Research Institute for Medicine and Chemistry Inc.
    Inventors: Derek H. R. Barton, Robert H. Hesse
  • Patent number: 4159326
    Abstract: A process for the preparation of 5,6-cis- and 5,6-trans-10,19-dihydro-vitamin D derivatives which comprises hydrogenating a corresponding vitamin D compound in the presence of a ligand-coordinated homogeneous transition metal catalyst whereby the C-19 methylene group of the vitamin D compound is converted into a methyl group.
    Type: Grant
    Filed: May 31, 1977
    Date of Patent: June 26, 1979
    Assignee: Research Institute for Medicine & Chemistry, Inc.
    Inventors: Derek H. R. Barton, Robert H. Hesse
  • Patent number: 4064148
    Abstract: The Specification describes a synthetic route for the preparation of a 9,11-dehydro-3-oxygenated 17.alpha.-hydroxy-20-ketopregnane which comprises the steps (i) electrophilically fluorinating a saturated 9,11-unsubstituted 3-oxygenated-17.alpha.-(esterified hydroxy)-20-ketopregnane, (ii) dehydrofluorinating the resulting 9.alpha.-fluorosteroid, if desired after transformations elsewhere in the molecule have been effected, and (iii) cleaving the ester group at the 17.alpha.-position to generate a 17.alpha.-hydroxy group.
    Type: Grant
    Filed: May 21, 1976
    Date of Patent: December 20, 1977
    Assignee: Research Institute for Medicine and Chemistry Inc.
    Inventors: Derek H. R. Barton, Robert H. Hesse
  • Patent number: 3954980
    Abstract: A method of contraception which comprises orally administering steroidal 11, 19-hemiacetals of 11-hydroxy-19-oxo compounds to human beings.
    Type: Grant
    Filed: July 6, 1973
    Date of Patent: May 4, 1976
    Inventors: Derek Harold Richard Barton, Robert H. Hesse