Patents by Inventor Chuan Shih

Chuan Shih 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).

  • Pyrrolo(2,3-d)pyrimidines
    Patent number: 5248775
    Abstract: 3-Ethynylpyrrolo[2,3-d]pyrimidines are chemical intermediates for antineoplastic N-(acyl)glutamic acid derivatives. A typical embodiment is 3-ethynyl-4-hydroxy-6-pivaloylaminopyrrolo[2,3-d]pyrimidine.
    Type: Grant
    Filed: January 31, 1992
    Date of Patent: September 28, 1993
    Assignee: The Trustees of Princeton University
    Inventors: Edward C. Taylor, Dietmar G. Kuhnt, Chuan Shih, Gerald B. Grindey
  • 6-substituted pyrido[2,3-d]pyrimidines as antineoplastic agents
    Patent number: 5223503
    Abstract: 2-amino-4-hydroxypyrido[2,3-d]pyrimidines, having a 6-substituted ethyl or ethenyl group, are useful antineoplastic agents.
    Type: Grant
    Filed: February 7, 1992
    Date of Patent: June 29, 1993
    Assignee: Eli Lilly and Company
    Inventors: Lynn S. Gossett, Chuan Shih
  • Method for treating gar-transformylase tumors in mammals and reducing mammalian toxicity
    Patent number: 5217974
    Abstract: Administration of a folate binding protein binding agent in conjunction with use of an antitumor agent which is an inhibitor of glycinamide ribonucleotide transformylase or other antifolate reduces the toxic effects of such agent and provides an enhanced therapeutic index.
    Type: Grant
    Filed: September 4, 1992
    Date of Patent: June 8, 1993
    Assignee: Eli Lilly and Company
    Inventors: Gerald B. Grindey, Chuan Shih
  • N-[2-amino-4-substituted[[(pyrrollo or pyrido)[2,3-d]pyrimidinyl]-alkyl]benzoyl]-L-glutamic acids
    Patent number: 5196424
    Abstract: This invention relates to N-[2-amino-4-substituted-[[(pyrrolo or pyrido) [2,3-d]pyrimidinyl]-alkyl]benzoyl]-L-glutamic acid compounds, intermediates for their synthesis, pharmaceutical formulations containing those compounds, and their use as antineoplastic agents.
    Type: Grant
    Filed: March 24, 1992
    Date of Patent: March 23, 1993
    Assignee: Eli Lilly and Company
    Inventors: Lynn S. Gossett, Chuan Shih
  • N-(6-Amino-(pyrrolo(2,3-d)pyrimidin-3-ylacyl) )-glutamic acid derivatives
    Patent number: 5028608
    Abstract: N-(Acyl)glutamic acid derivatives in which the acyl group is substituted with 4-hydroxypyrrolo[2,3-d]-pyrimidin-3-yl group are antineoplastic agents. A typical embodiment is N-{5-[2-(4-hydroxy-6-aminopyrrolo[2,3-d]pyrimidin-3-yl)ethyl]thien-2-ylcar bonyl}-L-glutamic acid.
    Type: Grant
    Filed: May 24, 1990
    Date of Patent: July 2, 1991
    Assignee: The Trustees of Princeton University
    Inventors: Edward C. Taylor, Dietmar G. Kuhnt, Chuan Shih, Gerald B. Grindey
  • N-(pyrrolo[2,3-d]pyrimidin-3-ylacyl)-glutamic acid derivatives
    Patent number: 4996206
    Abstract: N-(Acyl)glutamic acid derivatives in which the acyl group is substituted with 4-hydroxypyrrolo[2,3-d]pyrimidin-3-yl group are antineoplastic agents. A typical embodiment is N-[4-(2-{4-hydroxypyrrolo[2,3-d]pyrimidin-3-yl}ethyl)benzoyl]-L-glutamic acid.
    Type: Grant
    Filed: May 24, 1990
    Date of Patent: February 26, 1991
    Assignee: The Trustees of Princeton University
    Inventors: Edward C. Taylor, Dietmar G. Kuhnt, Chuan Shih, Gerald B. Grindey
  • Diastereoisomeric tetrahydropyrido-(2,3,d) pyrimidine derivatives
    Patent number: 4927828
    Abstract: The diastereoisomeric forms of N-(4-[2-(2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]-pyrimidin-6-yl) ethyl]benzoyl)-L-glutamic acid are antineoplastic agents.The compounds are prepared by separation of the diastereoisomeric form of the correspondingly protected glutamic derivatives and hydrolytic or hydrogenolytic removal of carboxylic acid and/or amino protecting groups.Typical embodiments are the (R,S) and (S,S) forms of N-(4-[2-(2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl)e thyl]benzoyl)-L-glutamic acid.
    Type: Grant
    Filed: June 28, 1988
    Date of Patent: May 22, 1990
    Assignee: The Trustees of Princeton University
    Inventors: Edward C. Taylor, George P. Beardsley, Chuan Shih, Stephen R. Fletcher
  • L-glutamic acid derivatives
    Patent number: 4920125
    Abstract: Pyrimidin-5-yl derivatives of L-glutamic acid are anti-neoplastic agents. A typical embodiment is N-(4-[5-(2,6-diamino-4-hydroxypyrimidin-5-yl)-butyl]-thien-2-ylcarboxy)-L- glutamic acid.
    Type: Grant
    Filed: August 29, 1989
    Date of Patent: April 24, 1990
    Assignee: The Trustees of Princeton University
    Inventors: Edward C. Taylor, Philip M. Harrington, Chuan Shih
  • Pyrido[2,3-d]pyrimidine derivatives
    Patent number: 4889859
    Abstract: Derivatives of N-[2-(5,6,7,8-tetrahydropyrido-[2,3-d]pyrimidin-6-yl)-alkyl]benzoyl-L-glut amic acid are antineoplastic agents. A typical embodiment is N-(2-fluoro-4-[2-(2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido-[2,3-d]pyrimi din-6-yl)ethyl]benzoyl)-L-glutamic acid.
    Type: Grant
    Filed: February 5, 1988
    Date of Patent: December 26, 1989
    Assignee: The Trustees of Princeton University
    Inventors: Edward C. Taylor, Chuan Shih
  • N-(5,6,7,8-tetrahydropyrido]2,3-d]pyrimidin-6-ylethl-thineyl-and furylcarbonyl)-glutamic acid derivatives
    Patent number: 4882334
    Abstract: N-(Thienylcarbonyl)glutamic acid and N-(furylcarbonyl)glutamic acid derivatives in which the thienyl or furyl group is substituted with the 2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-ylethyl or 2,4-diamino-5,6,7,8-tetrahydropyrido[2,3-d]-pyrimidin-6-ylethyl group are antineoplastic agents. Typical embodiments are N-[5-(2-{2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl}e thyl)thien-2-ylcarbonyl]-L-glutamic acid and N-[5-(2-{2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl}e thyl)fur-2-ylcarbony]-L-glutamic acid.
    Type: Grant
    Filed: May 25, 1988
    Date of Patent: November 21, 1989
    Assignees: The Trustees of Princeton University, Eli Lilly and Company
    Inventors: Chuan Shih, Edward C. Taylor
  • N-(5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl-alkanoyl)-glutamic acid derivatives
    Patent number: 4882333
    Abstract: N-alkanoylglutamic acid derivatives in which the alkanoyl group is substituted with the 2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidine-6-yl or 2,4-diamino-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl group are antineoplastic agents. Typical embodiments are N-[6-(2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl)hexa noyl]-L-glutamic acid and N-[4-{-(2-amino-4-hydroxy-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-yl ethyl}cyclohex-1-yl]-L-glutamic acid.
    Type: Grant
    Filed: May 25, 1988
    Date of Patent: November 21, 1989
    Assignees: The Trustess of Princeton University, Eli Lilly and Company
    Inventors: Chuan Shih, Edward C. Taylor
  • N-[N-(tetrahydropyrido[2,3-D]pyrimidinylmethyl)-aminomethylbenzo yl]glutamic acid derivatives as neoplastic growth inhibitors
    Patent number: 4871746
    Abstract: N-[N-(Tetrahydropyrido[2,3-d]pyrimidinylmethyl) aminomethylbenzoyl]glutamic acid derivatives are antineoplastic agents with an effect on one or more enzymes which utilize metabolic derivatives of folic acid. The compounds can be prepared by allowing a protected aminomethylbenzoylglutamic acid derivative to react with 2-amino-4-hydroxy-6-formylpyrido[2,3-d]pyrimidine, reducing the intermediate Schiff base, and subjecting the intermediate to catalytic hydrogenation. A typical embodiment is (S,S) N-[N-(2-amino-4-hydroxy-5,6,7,8- tetrahydropyrido-[2,3-d]pyrimidin-6-ylmethyl)-4-aminomethylbenzoyl]-glutam ic acid.
    Type: Grant
    Filed: May 31, 1988
    Date of Patent: October 3, 1989
    Assignees: The Trustees of Princeton University, Eli Lilly and Company
    Inventors: Edward C. Taylor, James M. Hamby, Chuan Shih
  • L-glutamic acid derivatives
    Patent number: 4871743
    Abstract: Pyrimidin-5-yl derivatives of L-glutamic acid are anti-neoplastic agents. A typical embodiment is N-(4-[4-(2,4-diamino-6-hydroxypyrimidin-5-yl)-butyl]-benzoyl)-L-glutamic acid.
    Type: Grant
    Filed: January 19, 1988
    Date of Patent: October 3, 1989
    Assignees: The Trustees of Princeton University, Eli Lilly and Company
    Inventors: Edward C. Taylor, Philip M. Harrington, Chuan Shih
  • 4(3H)-oxo-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidine derivatives
    Patent number: 4833145
    Abstract: Derivatives of N-[4-(N-[2-amino-4(3H)-oxo-5,6,7,8-tetrahydropyrido[2,3-d]pyrimidin-6-ylme thyl]-amino)benzoyl]-L-glutamic acid are antineoplastic agents. Their preparation and use, and intermediates useful for their preparation are described.
    Type: Grant
    Filed: November 13, 1987
    Date of Patent: May 23, 1989
    Assignees: The Trustees of Princeton University, Eli Lilly and Company
    Inventors: Edward C. Taylor, George P. Beardsley, Chuan Shih