Patents by Inventor Michael C. Seidel

Michael C. Seidel 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: 6602908
    Abstract: Treatment of carcinoma in a human is disclosed, including administering a therapeutically effective amount of a fatty acid having four carbons with two conjugated double bonds formed by reacting an ester of a fatty acid with a tosyl chloride or a mesyl chloride, the fatty acid having four carbon atoms such that carbon one bears one hydrogen and one hydroxyl group, carbon two bears two hydrogens, and a double bond is positioned between carbon three and four. The tosylate or mesylate of the ester of the fatty acid having the chain of four carbon atoms such that carbon one bears one hydrogen and one hydroxyl group, carbon two bears two hydrogens, and a double bond is positioned between carbon three and four is reacted with diazabicyclo-undecene. The method includes administering to a human a highly purified fatty acid in accordance with the present invention.
    Type: Grant
    Filed: March 30, 2001
    Date of Patent: August 5, 2003
    Inventor: Michael C. Seidel
  • Patent number: 6410763
    Abstract: A method for providing a purified conjugated fatty acid is disclosed. The purified conjugated fatty acid is formed by separating by liquid chromatography a conjugated fatty acid formed by a novel synthesis of reacting an ester of a fatty acid having a four carbon chain such that carbon one bears one hydrogen and one hydroxyl group, carbon two bears two hydrogen atoms, and a double bond is positioned between carbon three and carbon four, with a tosyl chloride or a mesyl chloride to form a tosylate or mesylate of said ester, and reacting the tosylate or mesylate of said ester with diazabicyclo-undecene.
    Type: Grant
    Filed: November 24, 2000
    Date of Patent: June 25, 2002
    Inventor: Michael C. Seidel
  • Patent number: 6342619
    Abstract: A synthesis process is disclosed for producing a conjugated fatty acid at specified temperature in high yield, including providing an ester of a fatty acid having somewhere in its carbon chain a chain of four carbon atoms such that carbon one bears one hydrogen and one hydroxyl group, carbon two bears two hydrogen atoms, and a double bond is positioned between carbon three and carbon four and reacting with a chloride selected from the group consisting of toluenesulfonyl chloride, methanesulfonyl chloride, benzenesulfonyl chloride, alkylsulfonyl chloride, and arylsulfonyl chloride at a temperature in the range of 10° C.-100° C., preferably 20° C.-50° C. The synthesis process provides a conjugated fatty acid formed from the ester reacted with diazabicycloundecene. In one aspect, the ester is formed in a pyridine solvent. In one aspect, a mesylate is formed with mesyl chloride in acetonitrile and triethyl amine.
    Type: Grant
    Filed: December 7, 2000
    Date of Patent: January 29, 2002
    Inventor: Michael C. Seidel
  • Publication number: 20010049451
    Abstract: A synthesis process is disclosed for producing a conjugated fatty acid at specified temperature in high yield, including providing an ester of a fatty acid having somewhere in its carbon chain a chain of four carbon atoms such that carbon one bears one hydrogen and one hydroxyl group, carbon two bears two hydrogen atoms, and a double bond is positioned between carbon three and carbon four and reacting with a chloride selected from the group consisting of toluenesulfonyl chloride, methanesulfonyl chloride, benzenesulfonyl chloride, alkylsulfonyl chloride, and aryl-sulfonyl chloride at a temperature in the range of 10° C.-100° C., preferably 20° C.-50° C. The synthesis process provides a conjugated fatty acid formed from the ester reacted with diazabicyclo-undecene. In one aspect, the ester is formed in a pyridine solvent. In one aspect, a mesylate is formed with mesyl chloride in acetonitrile and triethyl amine.
    Type: Application
    Filed: December 7, 2000
    Publication date: December 6, 2001
    Inventor: Michael C. Seidel
  • Patent number: 6319950
    Abstract: A method for the treatment of carcinoma in a human is disclosed, including administering to a human a therapeutically effective amount of 9-cis, 11-trans octadecadienoic acid formed by reacting an ester of ricinoleic acid with a tosyl chloride or a mesyl chloride to form a tosylate or mesylate of an ester of ricinoleic acid, and reacting the tosylate or mesylate of an ester of ricinoleic acid with diazabicyclo-undecene. The method includes administering to a human a purified conjugated linoleic acid (CLA) produced by a novel synthesis process for producing 9-cis, 11-trans octadecadienoic acid at room temperature in high yield including providing a tosylate or mesylate of a methyl ester of ricinoleic acid and providing a purified 9-cis, 11-trans octadecadienoic acid formed when the tosylate or mesylate reacts with diazabicyclo-undecene.
    Type: Grant
    Filed: April 1, 1999
    Date of Patent: November 20, 2001
    Inventor: Michael C. Seidel
  • Publication number: 20010018453
    Abstract: Treatment of carcinoma in a human is disclosed, including administering a therapeutically effective amount of a fatty acid having four carbons with two conjugated double bonds formed by reacting an ester of a fatty acid with a tosyl chloride or a mesyl chloride, the fatty acid having four carbon atoms such that carbon one bears one hydrogen and one hydroxyl group, carbon two bears two hydrogens, and a double bond is positioned between carbon three and four. The tosylate or mesylate of the ester of the fatty acid having the chain of four carbon atoms such that carbon one bears one hydrogen and one hydroxyl group, carbon two bears two hydrogens, and a double bond is positioned between carbon three and four is reacted with diazabicyclo-undecene. The method includes administering to a human a highly purified fatty acid in accordance with the present invention.
    Type: Application
    Filed: March 30, 2001
    Publication date: August 30, 2001
    Inventor: Michael C. Seidel
  • Patent number: 6160141
    Abstract: A synthesis process for producing 11-cis, 13-trans eicosadienoic acid at room temperature in high yield is disclosed, including providing a tosylate or mesylate of a methyl lesquerolate and 11-cis, 13-trans eicosadienoic acid formed when the tosylate or mesylate reacts with diazabicyclo-undecene. In one aspect, the tosylate of the methyl lesquerolate is formed with tosyl chloride in a pyridine solvent. In one aspect, the mesylate of the methyl lesquerolate is formed with mesyl chloride in acetonitrile and triethyl amine. In one aspect, the tosylate or mesylate is reacted with diazabicyclo-undecene in a polar, non-hydroxylic solvent of acetonitrile to form the preferred isomer of 11-cis, 13-trans eicosadienoic acid at room temperature in high yield.
    Type: Grant
    Filed: April 1, 1999
    Date of Patent: December 12, 2000
    Inventor: Michael C. Seidel
  • Patent number: 6153774
    Abstract: A method for providing a purified conjugated linoleic acid (CLA) is disclosed. The purified conjugated linoleic acid (CLA) is formed by separating by liquid chromatography a 9-cis, 11-trans octadecadienoic acid formed by a novel synthesis of reacting an ester of ricinoleic acid with a tosyl chloride or a mesyl chloride to form a tosylate or mesylate of an ester of ricinoleic acid, and reacting the tosylate or mesylate of an ester of ricinoleic acid with diazabicyclo-undecene. Reacting an ester of ricinoleic acid with a tosyl chloride or a mesyl chloride to form a tosylate or mesylate of an ester of ricinoleic acid, and reacting the tosylate or mesylate of an ester of ricinoleic acid with diazabicyclo-undecene forms a 9-cis, 11-trans octadecadienoic acid having a purity greater than 50%, and separating by liquid chromatography forms a 9-cis, 11-trans octadecadienoic acid having a purity greater than 90%. In one aspect, the liquid chromatography uses a strong acid macroreticular ion exchange resin.
    Type: Grant
    Filed: April 1, 1999
    Date of Patent: November 28, 2000
    Inventor: Michael C. Seidel
  • Patent number: 5892074
    Abstract: A synthesis process for producing 9-cis, 11-trans octadecadienoic acid at room temperature in high yield is disclosed, including providing a tosylate or mesylate of a methyl ester of ricinoleic acid and 9-cis, 11-trans octadecadienoic acid formed when the tosylate or mesylate reacts with diazabicyclo-undecene. In one aspect, the tosylate of the methyl ester of ricinoleic acid is formed with tosyl chloride in a pyridine solvent. In one aspect, the mesylate of the methyl ester of ricinoleic acid is formed with mesyl chloride in acetonitrile and triethyl amine. In one aspect, the tosylate or mesylate is reacted with diazabicyclo-undecene in a polar, non-hydoxylic solvent of acetonitrile to form the preferred isomer of 9-cis, 11-trans octadecadienoic acid at room temperature in high yield.
    Type: Grant
    Filed: February 18, 1997
    Date of Patent: April 6, 1999
    Inventor: Michael C. Seidel
  • Patent number: 4271308
    Abstract: Substituted 1,2,4-4H-triazoles of the formula ##STR1## wherein R.sup.1 and R.sup.2 are hydrogen atoms and R.sup.3 is alkyl, alkenyl, alkynyl, cycloalkyl benzyl or phenyl. These compounds are fungicides and are particularly useful for the control of cereal rust.
    Type: Grant
    Filed: June 14, 1979
    Date of Patent: June 2, 1981
    Assignee: Rohm and Haas Company
    Inventors: Michael C. Seidel, William C. von Meyer, Stanley A. Greenfield
  • Patent number: 4198396
    Abstract: Macroreticular resins have shown biological activity for gallstone removal and lowering serum cholesterol by selective adsorption of cholesterol from the bile.
    Type: Grant
    Filed: December 10, 1975
    Date of Patent: April 15, 1980
    Assignee: Warren-Teed Laboratories, Inc.
    Inventors: Michael C. Seidel, Evan H. Crook
  • Patent number: 4120864
    Abstract: Substituted 1,2,4-4H-triazoles of the formula ##STR1## wherein A is a variety of groups including alkyl, --C(O)R.sup.4, --CH(OH)CCl.sub.3 and substituted benzyl and phenyl and R.sup.8 is alkyl. These compounds are fungicides and are particularly useful for the control of cereal rusts.
    Type: Grant
    Filed: June 30, 1972
    Date of Patent: October 17, 1978
    Assignee: Rohm and Haas Company
    Inventors: Michael C. Seidel, William C. VON Meyer, Stanley A. Greenfield
  • Patent number: 4108630
    Abstract: Novel compounds belonging to the class of 3-carboxy (or the physiologically acceptable salts thereof), 3-carbalkoxy, and 3-carbamoyl-1-alkyl-4,6-disubstituted pyrid-2-ones. These compounds possess biological activity and in particular are gametocides and plant growth regulators. Novel 3-cyano-1-alkyl-4,6-disubstituted pyrid-2-ones are also disclosed as intermediates.
    Type: Grant
    Filed: March 25, 1977
    Date of Patent: August 22, 1978
    Assignee: Rohm and Haas Company
    Inventors: Wayne O. Johnson, Michael C. Seidel, Harlow L. Warner
  • Patent number: 4038065
    Abstract: Novel compounds belonging to the class of 3-carboxy (or the physiologically acceptable salts thereof), 3-carbalkoxy, and 3-carbamoyl-1-alkyl-4,6-disubstituted pyrid-2-ones. These compounds possess biological activity and in particular are gametocides and plant growth regulators. Novel 3-cyano-1-alkyl-4,6-disubstituted pyrid-2-ones are also disclosed as intermediates.
    Type: Grant
    Filed: October 11, 1974
    Date of Patent: July 26, 1977
    Assignee: Rohm and Haas Company
    Inventors: Wayne O. Johnson, Michael C. Seidel, Harlow L. Warner
  • Patent number: 3965107
    Abstract: This invention relates to novel isothiazolopyridinones of the formula: ##SPC1##Wherein Y is hydrogen, (C.sub.1 --C.sub.12)alkyl, aralkyl of up to 11 carbon atoms, (C.sub.1 -C.sub.4)alkylcarbonyl, (C.sub.6 -C.sub.10)arylcarbonyl, aralkyl-carbonyl of up to 11 carbon atoms, (C.sub.2 -C.sub.3)hydroxyalkyl, a group of the formula: ##EQU1## wherein R.sup.4 is hydrogen, (C.sub.1 -C.sub.4)alkyl or phenyl and R.sup.5 and R.sup.6 are individually (C.sub.1 -C.sub.4)alkyl or taken together with the nitrogen atom to which they are attached, form a 5 or 6 membered azacyclic ring, which can include as additional hetero atoms, O, S or N or any combination of these wherein the total number of hetero atoms does not exceed 3; or a carbamoyl group of the formula: ##EQU2## wherein R.sup.7 is (C.sub.1 -C.sub.18)alkyl, (C.sub.6 -C.sub.10)aryl or aralkyl of up to 11 carbon atoms; R.sup.1 and R.sup.3 are individually hydrogen, (C.sub.1 -C.sub.4)alkyl, phenyl or benzyl; and R.sup.2 is hydrogen or (C.sub.1 -C.sub.
    Type: Grant
    Filed: July 8, 1974
    Date of Patent: June 22, 1976
    Assignee: Rohm and Haas Company
    Inventors: James L. Rainey, Michael C. Seidel
  • Patent number: 3962420
    Abstract: Macroreticular resins have shown biological activity for gallstone removal and lowering serum cholesterol by selective adsorption of cholesterol from the bile.
    Type: Grant
    Filed: July 3, 1974
    Date of Patent: June 8, 1976
    Assignee: Rohm and Haas Company
    Inventors: Michael C. Seidel, Evan H. Crook