Patents Assigned to The Medical College of Ohio
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Patent number: 5405369Abstract: 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: GrantFiled: January 25, 1994Date of Patent: April 11, 1995Assignee: Medical College of OhioInventors: Steven H. Selman, Kenneth A. Kropp, Gregory D. Haselhuhn
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Patent number: 5354858Abstract: 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: GrantFiled: July 8, 1992Date of Patent: October 11, 1994Assignees: The University of Toledo, Medical College of OhioInventors: Alan R. Morgan, Steven H. Selman
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Patent number: 5216012Abstract: 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: GrantFiled: September 23, 1991Date of Patent: June 1, 1993Assignees: University of Toledo, Medical College of Ohio, St. Vincent Medical CenterInventors: Alan R. Morgan, Steven H. Selman, Martha Kreimer-Birnbaum
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Patent number: 5109129Abstract: 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: GrantFiled: August 3, 1990Date of Patent: April 28, 1992Assignee: The University of Toledo, Medical College of OhioInventors: Alan R. Morgan, Steven H. Selman
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Patent number: 5055448Abstract: 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: GrantFiled: June 25, 1987Date of Patent: October 8, 1991Assignees: Medical College of Ohio, Trustees of Columbia UniversityInventors: Maurice Manning, Wilbur H. Sawyer
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Patent number: 5051415Abstract: 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: GrantFiled: August 2, 1989Date of Patent: September 24, 1991Assignees: The University of Toledo, Medical College of Ohio, St. Vincent Medical CenterInventors: Alan R. Morgan, Steven H. Selman, Martha Kreimer-Birnbaum
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Patent number: 5032572Abstract: 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: GrantFiled: August 12, 1988Date of Patent: July 16, 1991Assignees: Medical College of Ohio, Bowling Green State UniversityInventors: Murray Saffran, Douglas C. Neckers
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Patent number: 4988808Abstract: 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: GrantFiled: December 11, 1989Date of Patent: January 29, 1991Assignees: The University of Toledo, Medical College of OhioInventors: Alan R. Morgan, Steven H. Selman
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Patent number: 4928958Abstract: 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: GrantFiled: March 7, 1988Date of Patent: May 29, 1990Assignee: Medical College of OhioInventor: Jeffrey J. Sabin
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Patent number: 4772586Abstract: 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: GrantFiled: December 30, 1986Date of Patent: September 20, 1988Assignees: Medical College of Ohio, Trustees of Columbia UniversityInventors: Maurice Manning, Wilbur H. Sawyer
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Patent number: 4714696Abstract: 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: GrantFiled: January 26, 1984Date of Patent: December 22, 1987Assignees: Medical College of Ohio, Trustees of Columbia UniversityInventors: Maurice Manning, Wilbur H. Sawyer
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Patent number: 4713057Abstract: 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: GrantFiled: February 27, 1984Date of Patent: December 15, 1987Assignee: Medical College of OhioInventors: James Huttner, Marc M. Levine
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Patent number: 4663308Abstract: 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: GrantFiled: July 18, 1984Date of Patent: May 5, 1987Assignees: Medical College of Ohio, Bowling Green State UniversityInventors: Murray Saffran, Douglas C. Neckers
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Patent number: 4649130Abstract: 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: GrantFiled: January 23, 1985Date of Patent: March 10, 1987Assignees: Medical College of Ohio, The Trustees of Columbia UniversityInventors: Maurice Manning, Wilbur H. Sawyer
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Patent number: 4551445Abstract: 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: GrantFiled: October 14, 1983Date of Patent: November 5, 1985Assignees: The Medical College of Ohio, The Trustees of Columbia UniversityInventors: Maurice Manning, Wilbur H. Sawyer
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Patent number: 4491577Abstract: 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: GrantFiled: January 5, 1983Date of Patent: January 1, 1985Assignees: The Medical College of Ohio, The Trustees of Columbia UniversityInventors: Maurice Manning, Wilbur H. Sawyer
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Patent number: 4367225Abstract: 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: GrantFiled: March 24, 1981Date of Patent: January 4, 1983Assignees: The Medical College of Ohio, The Trustees of Columbia UniversityInventors: Maurice Manning, Wilbur H. Sawyer