Patents Assigned to The Medical College of Ohio
  • Patent number: 5405369
    Abstract: The present invention provides a method for treating a human or animal patient amenable an organ augmentation with gastro-intestinal tissue which is, or will be surgically transplanted into the patient's organ. The gastro-intestinal tissue is sensitized with an effective amount of a photosensitive composition which accumulates in the gastro-intestinal tissue. The sensitized tissue is exposed to a source of electromagnetic radiation energy for a predetermined time, wavelength and intensity sufficient to cause cellular and/or mucosal tissue function of the sensitized tissue to diminish or cease.
    Type: Grant
    Filed: January 25, 1994
    Date of Patent: April 11, 1995
    Assignee: Medical College of Ohio
    Inventors: Steven H. Selman, Kenneth A. Kropp, Gregory D. Haselhuhn
  • Patent number: 5354858
    Abstract: Families of Diels Alder adducts and of metal complexes of Diels Alder adducts, which are useful as particularly active compounds for use in photodynamic therapy, are disclosed. The Diels Alder adducts and a preferred family of metal complexes have the structures of Formula 1, Formula 2, Formula 3 and Formula 4, below: ##STR1## where R1, R2, R3 and R4 can be the same or different, and each is methyl or ethyl, R5, R6 and R7 are ethyl, R8 is an alkyl group other than t-butyl having from one to four carbon atoms and M comprises a metal cation, e.g., Sn or Zn, that is complexed with two of the nitrogens of the adduct. The use of the adducts and complexes in photodynamic therapy is also disclosed.
    Type: Grant
    Filed: July 8, 1992
    Date of Patent: October 11, 1994
    Assignees: The University of Toledo, Medical College of Ohio
    Inventors: Alan R. Morgan, Steven H. Selman
  • Patent number: 5216012
    Abstract: Families of chlorins, families of purpurins and metal complexes thereof are disclosed. The purpurins and their metal complexes have the structures of FIGS. 1, 7, 14-18, 29-38, 44-48 and 54-58 of the attached drawings. The chlorins and their metal complexes have the formulas of FIGS. 2, 8, 19, 20, 22, 23, 24, 25, 27, 28, 39, 40, 42, 43 and 49-53 of the attached drawings. Solutions of the purpurins, of the foregoing and other chlorins and of the metal complexes which are physiologically acceptable for intravenous administration are also disclosed, as are emulsions or suspensions of the solutions. The solvent for the solutions can be a product of the reaction of ethylene oxide with castor oil. A method for detecting and treating tumors in human and animal patients is also disclosed. The method comprises administering one of the purpurins, chlorins or metal complexes to the patient.
    Type: Grant
    Filed: September 23, 1991
    Date of Patent: June 1, 1993
    Assignees: University of Toledo, Medical College of Ohio, St. Vincent Medical Center
    Inventors: Alan R. Morgan, Steven H. Selman, Martha Kreimer-Birnbaum
  • Patent number: 5109129
    Abstract: A family of benzochlorins, a family of verdins, a family of porphyrin derivatives and metal complexes thereof are disclosed. the benzochlorins have the formula of FIG. 3 of the attached drawings; their metal complexes have the formula of FIG. 1. The verdins have the formula of FIG. 4 of the attached drawings; their metal complexes have the formula of FIG. 2. The porphyrin derivatives have the formula of FIG. 9 of the attached drawings; their metal complexes have the formula of FIG. 10. Solutions of the benzochlorins, verdins, porphyrin derivatives and metal complexes which are physiologically acceptable for intravenous administration are also disclosed, as are emulsions or suspensions of the solutions, and compositions which additionally include cyclodextrin, and wherein the molecules of the benzochlorin, verdin, prophyrin derivative or metal complex are encapsulated within the molecules of the cyclodextrin. The solvent for the solutions can be a product of the reaction of ethylene oxide with castor oil.
    Type: Grant
    Filed: August 3, 1990
    Date of Patent: April 28, 1992
    Assignee: The University of Toledo, Medical College of Ohio
    Inventors: Alan R. Morgan, Steven H. Selman
  • Patent number: 5055448
    Abstract: Compounds acting as antagonists of the antidiuretic/and or vasopressor activity of arginine vasopressin are those of the formulaA--CH.sub.2 CO--D--Tyr(R)--Phe--Y--Asn--T--U--Z--Qwherein A is a-adamantyl, cyclohexyl, cyclopentyl, 1-mercaptocyclohexyl, 1-mercaptocyclopentyl, 1-ethyl-1-mercaptopropyl, yclohexylmethyl, cyclopentylmethyl, methyl, isopropyl, tert-butyl or phenyl; R is alkyl of 1-4 carbon atoms; Y is Val, Ile, Thr, Ala, Lys, Cha, Nva, Met, Nle, Orn, Ser, Asn, Gln, Phe, Tyr, Gly, Abu or Leu; T is Pen, Abu, Orn, Oys, Arg, Ala, Cha or Thr; U is Pro, Arg, Lys or Orn or a single bond; Z is (d-or L-) Arg, Orn or Lys and Q is Gly(NH.sub.2), Arg (NH.sub.2), Orn(NH.sub.2), Lys (NH.sub.2), (D- or L-)Ala(NH.sub.2), Ser(NH.sub.2), Val(NH.sub.2), Phe(NH.sub.2), Ile(NH.sub.2), Thr(NH.sub.2), Pro(NH.sub.2), Tyr(NH.sub.2), NH.sub.2, OH, NHR, NGbzl, NH(CH.sub.2).sub.p NH.sub.2 or NH(CH.sub.2).sub.p OH, wherein R is as above and p is an integer from 2 to 6. Compounds wherein T is Cys have similar activity.
    Type: Grant
    Filed: June 25, 1987
    Date of Patent: October 8, 1991
    Assignees: Medical College of Ohio, Trustees of Columbia University
    Inventors: Maurice Manning, Wilbur H. Sawyer
  • Patent number: 5051415
    Abstract: Families of chlorins, families of purpurins and metal complexes thereof are disclosed. The purpurins and their metal complexes have the structures of FIGS. 1, 7, 14-18, 29-38, 44-48 and 54-58 of the attached drawings. The chlorins and their metal complexes have the formulas of FIGS. 2, 8, 19, 20, 22, 23, 24, 25, 27, 28, 39, 40, 42, 43 and 49-53 of the attached drawings. Solutions of the purpurins, of the foregoing and other chlorins and of the metal complexes which are physiologically acceptable for intravenous administration are also disclosed, as are emulsions or suspensions of the solutions. The solvent for the solutions can be a product of the reaction of ethylene oxide with castor oil. A method for detecting and treating tumors in human and animal patients is also disclosed. The method comprises administering one of the purpurins, chlorins or metal complexes to the patient.
    Type: Grant
    Filed: August 2, 1989
    Date of Patent: September 24, 1991
    Assignees: The University of Toledo, Medical College of Ohio, St. Vincent Medical Center
    Inventors: Alan R. Morgan, Steven H. Selman, Martha Kreimer-Birnbaum
  • Patent number: 5032572
    Abstract: Polymers from ethylenically unsaturated monomers, cross-linked by a substituted divinylazobenzene are useful as pharmaceutical compositions for the delivery of medicaments. The polymers are degraded by the enzymes of the upper gastrointestinal tract or are transferred intact past the upper gastrointestinal tract, to deliver the medicament to the large intestine. In particular, the polymers contain divinylazobenzene compounds of the formulae ##STR1## wherein R.sub.1 and R.sub.2 are independently selected from the group consisting of H, (except that R.sub.1 and R.sub.2 are not both H), Cl, Br, I, NO.sub.2, NH.sub.2, RO, ArO, COOH or salts thereof, COOR, COOAr, CHO, COR, SO.sub.3 H or salts thereof, R or Ar and wherein R is alkyl of up to 18 carbon atoms and Ar is mono- or bicyclic aryl of up to 15 carbon atoms.
    Type: Grant
    Filed: August 12, 1988
    Date of Patent: July 16, 1991
    Assignees: Medical College of Ohio, Bowling Green State University
    Inventors: Murray Saffran, Douglas C. Neckers
  • Patent number: 4988808
    Abstract: A family of benzochlorins, a family of verdins, a family of porphyrin derivatives and metal complexes thereof are disclosed. The benzochlorins have the formula of FIG. 3 of the attached drawings; their metal complexes have the formula of FIG. 1. The verdins have the formula of FIG. 4 of the attached drawings; their metal complexes have the formula of FIG. 2. The porphyrin derivatives have the formula of FIG. 9 of the attached drawings; their metal complexes have the formula of FIG. 10. Solutions of the benzochlorins, verdins, porphyrin derivatives and metal complexes which are physiologically acceptable for intravenous administration are also disclosed, as are emulsions or suspensions of the solutions, and compositions which additionally include cyclodextrin, and wherein the molecules of the benzochlorin, verdin, porphyrin derivatives or metal complex are encapsulated within the molecules of the cyclodextrin. The solvent for the solutions can be a product of the reaction of ethylene oxide with castor oil.
    Type: Grant
    Filed: December 11, 1989
    Date of Patent: January 29, 1991
    Assignees: The University of Toledo, Medical College of Ohio
    Inventors: Alan R. Morgan, Steven H. Selman
  • Patent number: 4928958
    Abstract: An exercise device for the lower extremities that can be mounted on a support and has a frame having a first leg and a second leg. The first and second legs have a first end and a second end. The first end of the first and second legs are pivotally connected. A cylinder is connected to the first and second legs for providing resistance. The resistance is produced when the second end of the second leg is moved in a direction toward the first leg. A resilient spring is connected to the second leg. The resilient spring moves the second end of the second leg away from the first leg. A control valve is operatively connected to the cylinder for varying the resistance of the cylinder. A pad is positioned on the second end of the first leg. The pad is positioned to be engaged by the user to pivot the second end of the first leg towards said second leg against the resistance provided by the cylinder.
    Type: Grant
    Filed: March 7, 1988
    Date of Patent: May 29, 1990
    Assignee: Medical College of Ohio
    Inventor: Jeffrey J. Sabin
  • Patent number: 4772586
    Abstract: Compounds acting as antagonists of the antidiuretic/and or vasopressor activity of arginine vasopressin are those of the formula ##STR1## wherein n is 4 or 5; X is (D- or L-)Tyr(R), D-Phe, D-Val, D-Leu, D-Ile, D-Nva, D-Nle, D-Cha, D-Abu, D-Thr, D-Asn, D-Met or D-Gln; Y is Val, Ile, Thr, Ala, Lys, Cha, Nva, Met, Nle, Orn, Ser, Asn, Gln, Phe, Tyr, Gly, Abu or Leu; Z is (D- or L-) Arg, Orn or Lys; Q is Arg(NH.sub.2), Ser(NH.sub.2), (D- or L-)Ala(NH.sub.2), Gly, OH or NH.sub.2 and R is methyl, ethyl, propyl or butyl; provided that, when Y is Gln or Val, R may also be H. Further compounds are those wherein Q is NH(CH.sub.2).sub.3-6 NH.sub.2, NH(CH.sub.2).sub.2-6 OH, NHalk or NHbzl, provided that when Y is Val, Q is other than NHalk or NHbzl. Other compounds are those wherein Q is M-P, wherein M is Gly, (D- or L-)beta-Ala, (D- or L-)Ala, Sar, Orn, Val, Phe, Ile, Thr, Pro, Tyr, Arg or Ser and P is NHalk, NHbzl, NH(CH.sub.2).sub.2-6 OH, NH(CH.sub.2).sub.2-6 NH.sub.
    Type: Grant
    Filed: December 30, 1986
    Date of Patent: September 20, 1988
    Assignees: Medical College of Ohio, Trustees of Columbia University
    Inventors: Maurice Manning, Wilbur H. Sawyer
  • Patent number: 4714696
    Abstract: Compounds acting as antagonists of the antidiuretic/and or vasopressor activity of arginine vasopressin are those of the formula ##STR1## wherein n is 4 or 5; X is (D- or L-)Tyr(R), D-Phe, D-Val, D-Leu, D-Ile, D-Nva, D-Nle, D-Cha, D-Abu, D-Thr, D-Asn, D-Met or D-Gln; Y is Val, Ile, Thr, Ala, Lys, Cha, Nva, Met, Nle, Orn, Ser, Asn, Gln, Phe, Tyr, Gly, Abu or Leu; Z is (D- or L-) Arg, Orn or Lys; Q is Arg(NH.sub.2), Ser(NH.sub.2), (D- or L-)Ala(NH.sub.2), Gly, OH or NH.sub.2 and R is methyl, ethyl, propyl or butyl; provided that, when Y is Gln or Val, R may also be H.
    Type: Grant
    Filed: January 26, 1984
    Date of Patent: December 22, 1987
    Assignees: Medical College of Ohio, Trustees of Columbia University
    Inventors: Maurice Manning, Wilbur H. Sawyer
  • Patent number: 4713057
    Abstract: The application discloses a mechanical assist device for the insertion of a catheter unit into the vein of a patient. The device includes a needle unit, a catheter unit, and a handle member having at least one strut member which engages the catheter unit. The strut member is manually displaced such that the catheter unit is slideably displaced over the needle unit.
    Type: Grant
    Filed: February 27, 1984
    Date of Patent: December 15, 1987
    Assignee: Medical College of Ohio
    Inventors: James Huttner, Marc M. Levine
  • Patent number: 4663308
    Abstract: Polymers from ethylenically unsaturated monomers, cross-linked by a substituted or unsubstituted divinylazobenzene are useful as carriers or capsules for medicaments, which are degraded by the enzymes of the upper gastrointestinal tract or which must be transferred intact past the upper gastrointestinal tract, to deliver the medicament to the large intestine.Polymers containing monomeric units of the formulaH.sub.2 C.dbd.CH--C.sub.6 H.sub.4 --N.dbd.N--M,wherein M is the residue of an amino-containing medicament, are useful as carriers for therapeutic agents or as therapeutic agents per se.
    Type: Grant
    Filed: July 18, 1984
    Date of Patent: May 5, 1987
    Assignees: Medical College of Ohio, Bowling Green State University
    Inventors: Murray Saffran, Douglas C. Neckers
  • Patent number: 4649130
    Abstract: Compounds acting as antagonists of the antidiuretic/and or vasopressor activity of arginine vasopressin are those of the formula ##STR1## wherein n is 4 or 5; X is (D- or L-)Tyr(R), D-Phe, D-Val, D-Leu, D-lle, D-Nva, D-Nle, D-Cha, D-Abu, D-Thr, D-Asn, D-Met or D-Gln; Y is Val, lle, Thr, Ala, Lys, Cha, Nva, Met, Nle, Orn, Ser, Asn, Gln, Phe, Tyr, Gly, Abu or Leu; Z is (D- or L-) Arg, Orn or Lys; Q is Arg(NH.sub.2), Ser(NH.sub.2), (D- or L-)Ala(NH.sub.2), Gly, OH or NH.sub.2 and R is methyl, ethyl, propyl or butyl; provided that, when Y is Gln or Val, R may also be H. Further compounds are those wherein Q is Orn(NH.sub.2), NHCH.sub.2 CH.sub.2 NH.sub.2, Val(NH.sub.2), Phe(NH.sub.2), lle(NH.sub.2), Thr(NH.sub.2), Pro(NH.sub.2) or Tyr(NH.sub.2).
    Type: Grant
    Filed: January 23, 1985
    Date of Patent: March 10, 1987
    Assignees: Medical College of Ohio, The Trustees of Columbia University
    Inventors: Maurice Manning, Wilbur H. Sawyer
  • Patent number: 4551445
    Abstract: Compounds acting as antagonists of the anThe invention described herein was made in the course of work under a grant or award from the Department of Health and Human Services.
    Type: Grant
    Filed: October 14, 1983
    Date of Patent: November 5, 1985
    Assignees: The Medical College of Ohio, The Trustees of Columbia University
    Inventors: Maurice Manning, Wilbur H. Sawyer
  • Patent number: 4491577
    Abstract: Compounds acting as antagonists of the antidiuretic activity of arginine vasopressin are those of the formula ##STR1## wherein X is (D- or L-)Tyr(R), D-Tyr, D-Phe, D-Val, D-Leu D-Ile, D-Arg, D-Gln, D-Asn, D-NVa, D-Nle, D-Cha, D-Abu, D-Thr or D-Met; R is methyl, ethyl, propyl or butyl and Z is D- or L-Arg. Also acting as antagonists of the antidiuretic action of arginine vasopressin are compounds of the formula ##STR2## wherein X and Z are as above and n is 4 or 5. Other antagonists of the antidiuretic action of arginine vasopressin are of the formula ##STR3## wherein X and n are as above and Z' is (D- or L-)Orn or (D- or L-)Lys. Other antagonists of the antidiuretic action of arginine vasopressin are of the formula ##STR4## wherein X is above, W is D-Pro, .DELTA..sup.3 -Pro or HO-Pro; Z" is (D- or L-)Arg, (D- or L-)Lys or (D- or L-)Orn and n is 4 or 5; provided that when X is (D- or L-)Tyr(R) and n is 5, W is HO-Pro or D-Pro and that when X is D-Gln or D-Asn and n is 5, W is also Pro.
    Type: Grant
    Filed: January 5, 1983
    Date of Patent: January 1, 1985
    Assignees: The Medical College of Ohio, The Trustees of Columbia University
    Inventors: Maurice Manning, Wilbur H. Sawyer
  • Patent number: 4367225
    Abstract: Compounds acting as antagonists of the antidiuretic activity of arginine vasopressin are those of the formula ##STR1## wherein X is methyl, ethyl, n-propyl, isopropyl or butyl; Tyr is D- or L-; W is Pro or .DELTA..sup.3 -Pro; and Z is L- or D- Arg. Related compounds in which X is H, methyl or ethyl; W is Pro and Val at the 4-position is replaced by Gln- have antivasopressor activity against arginine vasopressin. Compounds wherein D-Tyr is unetherified (X is H), W- is Pro and Z- is D- or L-Arg also act as antagonists of the antidiuretic activity of arginine vasopressin.
    Type: Grant
    Filed: March 24, 1981
    Date of Patent: January 4, 1983
    Assignees: The Medical College of Ohio, The Trustees of Columbia University
    Inventors: Maurice Manning, Wilbur H. Sawyer