Patents by Inventor John C. Sheehan

John C. Sheehan 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).

  • Publication number: 20030162159
    Abstract: A computer-based methods for training a users to perform skill-based wherein a programmed computer controls the path of learning and the user controls the pace of learning, thereby enabling a novice user to gain familiarity with basic skills needed to perform the tasks. Additionally, a master mode is provided, wherein the programmed computer and user both control the path of learning, and the computer and user both control the pace of learning, thereby enabling a user having familiarity with some of the skills needed to perform the tasks. Other modes are provided as well.
    Type: Application
    Filed: February 22, 2002
    Publication date: August 28, 2003
    Inventor: John C. Sheehan
  • Patent number: 4622394
    Abstract: In accordance with this invention, it has been found that the oxygen analog of 7-amino-cephalosporanic acid and biologically active derivatives thereof can be formed from esters of 7-amino-cephalosporanic acid. Esters of 7-oxocephalosporanic acid can be formed by diazotization of an ester or 7-amino-cephalosporanic acid and contact of the diazo compound so formed with a hypohalous acid and a base in a water miscible organic solvent. Oxygen analogs of 7-aminocephalosporins isolated as esters are then formed by reducing the aforesaid ester to the corresponding 7.beta.-hydroxy-cephalosporanate and then forming the desired analog by introduction of a side chain via hydroxyl group modification. Oxygen analogs of 7-amino-cephalosporins are then formed by regeneration of the acid via protective group removal.
    Type: Grant
    Filed: December 2, 1977
    Date of Patent: November 11, 1986
    Assignee: Massachusetts Institute of Technology
    Inventors: John C. Sheehan, Young S. Lo
  • Patent number: 4456755
    Abstract: In accordance with this invention, it has been found that the oxygen analog of 7-aminocephalosporanic acid and biologically active derivatives thereof can be formed from esters of 7-aminocephalosporanic acid. Esters of 7-oxocephalosporanic acid can be formed by diazotization of an ester of 7-aminocephalosporanic acid and contact of the diazo compound so formed with a hypohalous acid and a base in a water miscible organic solvent. Oxygen analogs of 7-aminocephalosporins isolated as esters are then formed by reducing the aforesaid ester to the corresponding 7.beta.-hydroxy-cephalosporanate and then forming the desired analog by introduction of a side chain via hydroxyl group modification. Oxygen analogs of 7-aminocephalosporins are then formed by regeneration of the acid via protective group removal.
    Type: Grant
    Filed: August 5, 1974
    Date of Patent: June 26, 1984
    Assignee: Massachusetts Institute of Technology
    Inventors: John C. Sheehan, Young S. Lo
  • Patent number: 4381300
    Abstract: Biologically active sulfur analogs of 6-aminopenicillanic acid having a nucleophile substituted in the 6- position are made by reacting a sulfenyl chloride with esters of diazopenicillanic acid. Biologically active sulfur analogs of 7-aminocephalosporanic acid having a nucleophile substituted in the 7- position are analogously made by reacting a sulfenyl chloride with esters of 7-diazocephalosporanic acid. Deacetoxycephalosporins can be formed from the corresponding analog of 6-aminopenicillanic acid and derivations thereof, by sulfoxide rearrangement of the thiazolidine ring of penicillins to the dihydrothiazine ring of cephalosporins. These nucleophile substituted sulfur analogs of penicillins and cephalosporins are new antibacterial agents and display antibacterial activity against a variety of microorganisms.
    Type: Grant
    Filed: February 3, 1981
    Date of Patent: April 26, 1983
    Assignee: Massachusetts Institute of Technology
    Inventors: John C. Sheehan, Thomas J. Commons
  • Patent number: 4361514
    Abstract: In accordance with this invention, it has been found that carbon and oxygen analogs of 6.beta.-aminopenicillanic acid and biologically active derivatives thereof can be formed from esters of 6-oxopenicillanic acid. For example, 6.beta.-phenoxyacetoxypenicillanic acid--an oxygen analog of penicillin V and 6.beta.-phenoxyacetylmethylpenicillanic acid--a carbon analog of penicillin V, may be formed from an ester of 6-oxopenicillanate. The ester of 6-oxopenicillanic acid is formed by a diiospropyl carbodiimide/dimethyl sulfoxide oxidation of the corresponding ester of 6.alpha.-hydroxypenicillanic acid. The oxygen analogs are formed by reducing the ester of 6-oxopenicillanic acid to the corresponding 6.beta.-hydroxypenicillanate and then forming the desired analog by acylation. The carbon analogs are formed by a Wittig reaction of the ester of 6-oxopenicillanic acid with a suitable acylmethylenetriphenylphosphorane followed by saturation of the newly formed double bond and removal of the protective ester group.
    Type: Grant
    Filed: February 17, 1981
    Date of Patent: November 30, 1982
    Assignee: Massachusetts Institute of Technology
    Inventors: John C. Sheehan, Young S. Lo
  • Patent number: 4322954
    Abstract: A portable cooler for use in transporting medicines or the like which must be kept at lower than room temperature includes an insulative housing containing a coolant compartment and a medicine compartment, each having its own lid, and heat sinks in the compartments thermally connected by a heat tube. Water ice, dry ice, or a chilled gel may be utilized as the coolant. The whole assembly is enclosed in a carrying case about the size and weight of a carrying case for binoculars or a camera.
    Type: Grant
    Filed: June 11, 1981
    Date of Patent: April 6, 1982
    Inventors: Laurence M. Sheehan, John C. Sheehan
  • Patent number: 4282149
    Abstract: In accordance with this invention, it has been found that carbon and oxygen analogs of 6.beta.-aminopenicillanic acid and biologically active derivatives thereof can be formed from esters of 6-oxopenicillanic acid. For example, 6.beta.-phenoxyacetoxy-penicillanic acid--an oxygen analog of penicillin V and 6.beta.-phenoxyacetylmethylpenicillanic acid--a carbon analog of penicillin V, may be formed from an ester of 6-oxopenicillanate. The ester of 6-oxopenicillanic acid is formed by a diiospropyl carbodiimide/dimethyl sulfoxide oxidation of the corresponding ester of 6.alpha.-hydroxypenicillanic acid. The oxygen analogs are formed by reducing the ester of 6-oxopenicillanic acid to the corresponding 6.beta.-hydroxypenicillanate and then forming the desired analog by acylation. The carbon analogs are formed by a Wittig reaction of the ester of 6-oxopenicillanic acid with a suitable acylmethylenetriphenylphosphorane followed by saturation of the newly formed double bond and removal of the protective ester group.
    Type: Grant
    Filed: September 27, 1978
    Date of Patent: August 4, 1981
    Assignee: Massachusetts Institute of Technology
    Inventors: John C. Sheehan, Young S. Lo
  • Patent number: 4265882
    Abstract: Biologically active sulfur analogs of 6-aminopenicillanic acid having a nucleophile substituted in the 6-position are made by reacting a sulfenyl chloride with esters of diazopenicillanic acid. Biologically active sulfur analogs of 7-aminocephalosporanic acid having a nucleophile substituted in the 7-position are analogously made by reacting a sulfenyl chloride with esters of 7-diazocephalosporanic acid. Deacetoxycephalosporins can be formed from the corresponding analog of 6-aminopenicillanic acid and derivations thereof, by sulfoxide rearrangement of the thiazolidine ring of penicillins to the dihydrothiazine ring of cephalosporins. These nucleophile substituted sulfur analogs of penicillins and cephalosporins are new antibacterial agents and display antibacterial activity against a variety of microorganisms.
    Type: Grant
    Filed: October 3, 1977
    Date of Patent: May 5, 1981
    Assignee: Massachusetts Institute of Technology
    Inventors: John C. Sheehan, Thomas J. Commons
  • Patent number: 4143046
    Abstract: In accordance with this invention, it has been found that carbon and oxygen analogs of 6.beta.-aminopenicillanic acid and biologically active derivatives thereof can be formed from esters of 6-oxopenicillanic acid. For example, 6.beta.-phenoxyacetoxypenicillanic acid -- an oxygen analog of penicillin V and 6.beta.-phenoxyacetylmethylpenicillanic acid -- a carbon analog of penicillin V, may be formed from an ester of 6-oxopenicillanate. The ester of 6-oxopenicillanic acid is formed by a diiospropyl carbodiimide/dimethyl sulfoxide oxidation of the corresponding ester of 6.alpha.-hydroxypenicillanic acid. The oxygen analogs are formed by reducing the ester of 6-oxopenicillanic acid to the corresponding 6.beta.-hydroxypenicillanate and then forming the desired analog by acylation.
    Type: Grant
    Filed: March 21, 1977
    Date of Patent: March 6, 1979
    Assignee: Massachusetts Institute of Technology
    Inventors: John C. Sheehan, Young S. Lo
  • Patent number: 4093625
    Abstract: Sulfur analogs of 6-aminopenicillanic acid and biologically active derivatives thereof are formed in a photochemical reaction of the esters of 6-diazopenicillanic acid with thiol compounds. Sulfur analogs of 7-aminocephalosporanic acid and biologically active derivatives thereof may be analogously formed in a photochemical reaction of the esters of 7-diazocephalosporanic acid with thiol compounds, or preferably, are formed from the corresponding sulfur analogs of 6-aminopenicillanic acid and derivatives thereof, through sulfoxide rearrangement of the thiazolidine ring of penicillins to the dihydrothiazine ring system of cephalosporins. These sulfur analogs of penicillins and cephalosporins are new antibacterial agents and display antibacterial activity against a wide variety of organisms.
    Type: Grant
    Filed: August 9, 1976
    Date of Patent: June 6, 1978
    Assignee: Massachusetts Institute of Technology
    Inventors: Thomas J. Commons, John C. Sheehan, Young-Sek Lo
  • Patent number: 3939151
    Abstract: This invention relates to a new, biologically active material conforming to the formula ##SPC1##The material is formed by a process comprising displacement of the thiazolidine ring in Pencillin V and formation of the cephem system.
    Type: Grant
    Filed: July 25, 1974
    Date of Patent: February 17, 1976
    Assignee: Massachusetts Institute of Technology
    Inventor: John C. Sheehan