Patents Represented by Attorney, Agent or Law Firm Brian K. Stierwalt
  • Patent number: 5672333
    Abstract: This invention provides functional dyes of the general formula: ##STR1## wherein R1, R2, and R.sup.5 may be the same or different and are selected from the group consisting of hydrogen, C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.10 alkoxyl, hydroxyl, C.sub.1 -C.sub.10 hydroxyalkyl, C.sub.1 -C.sub.10 alkoxyalkyl, C.sub.1 -C.sub.10 aryl, carboxyl, C.sub.1 -C.sub.10 carboxylalkyl, halogen, nitro, C.sub.1 -C.sub.10 alkoxycarbonyl, mercapto, C.sub.1 -C.sub.10 mercaptoalkyl, C.sub.1 -C.sub.10 alkylthio, sulfonate, and --(CH.sub.2).sub.m --N(R.sup.6)(R.sup.7) wherein R.sup.6 and R.sup.7 are independently hydrogen or C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.10 acyl, and R.sup.6 and R.sup.7 are capable of forming 5, 6, or 7 membered rings which may optionally be substituted with --O--, --NR.sup.8, or --S--; R.sup.3 and R.sup.4 may be the same or different and are selected from the group consisting of C.sub.1 -C.sub.10 alkyl, C.sub.1 -C.sub.10 hydroxyalkyl, C.sub.1 -C.sub.10 alkoxyalkyl, C.sub.1 -C.sub.10 aryl, C.sub.1 -C.
    Type: Grant
    Filed: May 13, 1996
    Date of Patent: September 30, 1997
    Assignee: Mallinckrodt Medical, Inc.
    Inventors: Raghavan Rajagopalan, Ella Y. Fung
  • Patent number: 5659971
    Abstract: The present invention relates to improved drying techniques which increase the capacity and efficiency of agitated pan type dryers. In particular, the present invention relates to a nutsche type filter/dryer apparatus and method for aggressive convective drying of hard to dry chemical compounds, such as pharmaceuticals. The aggressive drying is brought about by creating turbulence within the drying vessel during the drying cycle. Significant reductions in drying cycle times have been achieved.
    Type: Grant
    Filed: May 3, 1996
    Date of Patent: August 26, 1997
    Assignee: Mallinckrodt Medical, Inc.
    Inventor: Len W. Haleen
  • Patent number: 5651956
    Abstract: The present invention provides new and structurally diverse particulates for use in magnetic resonance imaging and X-ray contrast imaging of body organs and tissues having the following general formula:Ca.sub.n M.sub.m X.sub.r Y.sub.swherein M is a paramagnetic ion or stoichiometric mixture of metal ions having a valence of 2+ or 3+; X is a simple anion; Y is a tetrahedral oxyanion, or mixtures thereof; m is an integer greater than or equal to 1; n is an integer greater than or equal to 1; r and s are integers and are adjusted as needed to provide charge neutrality; and further comprising a polyalkoxy compound.Methods for using and making particles of the invention are also disclosed.
    Type: Grant
    Filed: January 4, 1996
    Date of Patent: July 29, 1997
    Assignee: Mallinckrodt Medical, Inc.
    Inventors: Dennis L. Nosco, Sandeep Nema, Alexander L. Kilbanov, Kofi Adzamli
  • Patent number: 5648536
    Abstract: The present invention discloses a new process for producing ioversol (marketed as OPTIRAY.RTM.) comprising:(a) reacting 5-amino-N,N'-bis(2,3-dihydroxypropyl)-2,4,6-triiodoisopthalamide with chloroacetyl chloride in a polar aprotic solvent, or combinations thereof, to produce N,N'-bis[2,3-di(2-chloroacetoxy)propyl]-5-(2-chloroacetamido)-2,4,6-triiod oisophthalamide;(b) reacting the product of (a) with sodium hydroxide to produce N,N'-bis(2,3-dihydroxypropyl)-5-(2-chloroacetamido)-2,4,6-triiodoisopthala mide;(c) reacting the product of (b) in water and sodium acetate to produce N,N'-bis(2,3-dihydroxypropyl)-5-glycolamido-2,4,6-triiodoisopthalamide; and(d) reacting the product of (c) with an alkylating agent capable of producing hydroxylhylated product in the presence of a base and water to produce ioversol.
    Type: Grant
    Filed: June 7, 1995
    Date of Patent: July 15, 1997
    Inventors: Thomas Jeffrey Dunn, David H. White, Mills Thomas Kneller, Michelle M. Jones, Narciso Ocampo Doran, III
  • Patent number: 5645814
    Abstract: The present invention relates particularly to novel preorganized hexadentate ligands that are suitable for complexing with a radionuclide, and are useful as general imaging agents for diagnostic purposes.
    Type: Grant
    Filed: April 18, 1994
    Date of Patent: July 8, 1997
    Assignee: Mallinckrodt Medical, Inc.,
    Inventors: Steven R. Woulfe, Raghavan Rajagopalan
  • Patent number: 5641472
    Abstract: The present invention provides new tri-tungsten compounds of the general structure: ##STR1## wherein R.sup.1 is --C.sub.k H.sub.1 Z.sub.m or --(C.sub.k H.sub.1 Z.sub.n) (C.sub.6 H.sub.(5-q) Z.sub.q).sub.p ; R.sup.2 is --C.sub.k H.sub.1 Z.sub.m or --(C.sub.k H.sub.1 Z.sub.n) (C.sub.6 H.sub.(5-q) Z.sub.q).sub.p ; R.sup.3 is --C.sub.k H.sub.1 Z.sub.m or --(C.sub.k H.sub.1 Z.sub.n) (C.sub.6 H.sub.(5-q) Z.sub.q).sub.p ; R.sup.4 is --(C.sub.k H.sub.1 Z.sub.m) or --(C.sub.k H.sub.1 Z.sub.n) (C.sub.6 H.sub.(5-q) Z.sub.q).sub.p ; R.sup.5 is --C.sub.k H.sub.1 Z.sub.m or --(C.sub.k H.sub.1 Z.sub.n) (C.sub.6 H.sub.(5-q) Z.sub.q).sub.p ; R.sup.6 is --C.sub.k H.sub.1 Z.sub.m or --(C.sub.k H.sub.1 Z.sub.n) (C.sub.6 H.sub.(5-q) Z.sub.q).sub.p ; Z is a functional group attachable on aliphatic chains or aromatic rings; R.sup.7 is an anionic molecule, neutral molecule, --C.sub.k H.sub.1 Z.sub.m or --(C.sub.k H.sub.1 Z.sub.n) (C.sub.6 H.sub.(5-q) Z.sub.q).sub.p ; R.sup.8 is an anionic molecule, neutral molecule, --C.sub.k H.sub.
    Type: Grant
    Filed: July 20, 1995
    Date of Patent: June 24, 1997
    Inventors: Ella Y. Fung, Stephen R. Cooper
  • Patent number: 5619545
    Abstract: The invention relates to a process for purifying radioiodides which comprisesa) passing a recovered solution of iodide over an anion exchange resin;b) washing the ion exchange resin in (a) with a solution comprising a weak base or anionic ion;c) washing the ion exchange resin in (a) with a stronger solution than used in (b); andd) recovering a solution with iodide.
    Type: Grant
    Filed: January 28, 1994
    Date of Patent: April 8, 1997
    Assignee: Mallinckrodt Medical, Inc.
    Inventors: Glenn D. Grummon, Michael A. Janik
  • Patent number: 5616312
    Abstract: The present invention provides new and structurally diverse compositions comprising compounds of the general formula: ##STR1## Wherein R.sup.1, R.sup.2, R.sup.3, R.sup.4, and R.sup.5 are the same or different and are --CO--(CH.sub.2).sub.y --SH, --(CH.sub.2).sub.2 --SH, --SO.sub.2 --(SH.sub.2).sub.t --SH,--SH,--(CH.sub.2).sub.q --COOH, and --(CH.sub.2).sub.v --CONR.sup.6 R.sup.7, provided at least one of R.sup.1, R.sup.2, R.sup.3, R.sup.4 and R.sup.5 is a sulfur containing moiety; n is 0 to about 10; i is 2 to about 5; j is 2 to about 5; y is 1 to about 5; z is 1 to about 6; t is 1 to about 5; q is 1 to about 5; v is 1 to about 5; R.sup.6 is H, alkyl, hydroxyalkyl, polyhydroxyalkyl, arylalkyl or alkoxyalkyl; R.sup.7 is H, alkyl, hydroxyalkyl, polyhydroxyalkyl, arylalkyl or alkoxyalkyl; and R.sup.7 can be polyamine when R.sup.6 is H.Methods for imaging using compositions of the invention are also provided.
    Type: Grant
    Filed: March 10, 1995
    Date of Patent: April 1, 1997
    Assignee: Mallinckrodt Medical, Inc.
    Inventor: Leonard O. Rosik
  • Patent number: 5609850
    Abstract: Treated apatite particles are disclosed for enhancing radical diagnostic imaging such as magnetic resonance imaging ("MRI"), magnetic resonance spectroscopy ("MRS"), magnetic resonance spectroscopy imaging ("MRSI"), X-ray diagnostic imaging, and ultrasound imaging. Novel coating and manufacturing techniques are disclosed to control particle size and particle aggregation resulting in compositions for organ specific imaging of the liver, spleen, gastrointestinal tract, or tissue disease states is obtained. Depending on the diagnostic imaging technique, apatite particles are treated to be paramagnetic, radiopaque, or echogenic. The apatite particles may also be fluorinated to form stable fluoroapatite compositions useful for .sup.19 F imaging.
    Type: Grant
    Filed: August 22, 1995
    Date of Patent: March 11, 1997
    Assignee: Mallinckrodt Medical, Inc.
    Inventors: Edward A. Deutsch, Karen F. Deutsch, William P. Cacheris, William H. Ralston, David H. White, Dennis L. Nosco, Robert G. Wolfangel, Janet B. Wilking, Linda Meeh, Steven R. Woulfe
  • Patent number: 5602268
    Abstract: The present invention provides a process for producing compounds of the general formula: ##STR1## wherein R.sup.1 is --C.sub.k H.sub.l Z.sub.m or --(C.sub.k H.sub.l Z.sub.n)(C.sub.6 H.sub.(5-q) Z.sub.q).sub.p ; R.sup.2 is --C.sub.k H.sub.l Z.sub.m or --(C.sub.k H.sub.l Z.sub.n)(C.sub.6 H.sub.(5-q) Z.sub.q).sub.p ; R.sup.3 is --C.sub.k H.sub.l Z.sub.m or --(C.sub.k H.sub.l Z.sub.n)(C.sub.6 H.sub.(5-q) Z.sub.q).sub.p ; R.sup.4 is --(C.sub.k H.sub.l Z.sub.m) or --(C.sub.k H.sub.l Z.sub.n)(C.sub.6 H.sub.(5-q) Z.sub.q).sub.p ; R.sup.5 is --C.sub.k H.sub.l Z.sub.m or --(C.sub.k H.sub.l Z.sub.n)(C.sub.6 H.sub.(5-q) Z.sub.q).sub.p ; R.sup.6 is --C.sub.k H.sub.l Z.sub.m or --(C.sub.k H.sub.l Z.sub.n)(C.sub.6 H.sub.(5-q) Z.sub.q).sub.p ; Z is a functional group attachable on aliphatic chains or aromatic rings; R.sup.7 is an anionic molecule, neutral molecule, --C.sub.k H.sub.l Z.sub.m or --(C.sub.k H.sub.l Z.sub.n)(C.sub.6 H.sub.(5-q) Z.sub.q).sub.p ; R.sup.8 is an anionic molecule, neutral molecule, --C.sub.k H.sub.
    Type: Grant
    Filed: July 20, 1995
    Date of Patent: February 11, 1997
    Assignee: Mallinckrodt Medical, Inc.
    Inventor: Ella Y. Fung
  • Patent number: 5595724
    Abstract: Treated calcium/oxyanion-containing particles are disclosed for enhancing medical diagnostic imaging such as magnetic resonance imaging ("MRI"), magnetic resonance spectroscopy ("MRS"), magnetic resonance spectroscopy imaging ("MRSI"), X-ray diagnostic imaging, and ultrasound imaging. Novel coating and manufacturing techniques are disclosed to control particle size and particle aggregation resulting in compositions for organ specific imaging of the liver, spleen, or tissue disease states is obtained. Depending on the diagnostic imaging technique, calcium/oxyanion-containing particles are treated to be paramagnetic, radiopaque, or echogenic. Also disclosed are diagnostic compositions and methods of performing medical diagnostic procedures which involve administering to a warm-blooded animal a diagnostically effective amount of the above-described particles and then performing the medical diagnostic procedure.
    Type: Grant
    Filed: January 13, 1995
    Date of Patent: January 21, 1997
    Inventors: Edward A. Deutsch, Karen F. Deutsch, Dennis L. Nosco, William H. Ralston, David H. White, Janet B. Wilking, Robert G. Wolfangel, Steven R. Woulfe, William P. Cacheris, Linda Meeh
  • Patent number: 5565184
    Abstract: The present invention provides new and structurally diverse compositions comprising compounds of the general formula: ##STR1## wherein A is N or CR.sub.1, R.sub.1 is hydrogen, C.sub.1 -C.sub.8 alkyl, or C.sub.6 -C.sub.10 aryl, where the alkyl or aryl group may be optionally substituted with one or more hydroxy, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 hydroxyalkyl, C.sub.1 -C.sub.8 alkoxy, C.sub.6 -C.sub.10 aryl, C.sub.6 -C.sub.10 hydroxyaryl, C.sub.6 -C.sub.10 aryloxy, --CO.sub.2 R.sub.2, --CONR.sub.3 R.sub.4, or NR.sub.3 R.sub.4 ; R.sub.2 -R.sub.7 are as defined within; g, h, i, j, k and m may be the same or different and are an integer from one to about six; X is --CO.sub.2 H, --PO.sub.3 H.sub.2, --SO.sub.3 H or --CONHOH.Methods for imaging including MRI, X-ray and radiation diagnosis using compositions of the invention are also provided.
    Type: Grant
    Filed: September 22, 1994
    Date of Patent: October 15, 1996
    Assignee: Mallinckrodt Medical, Inc.
    Inventors: T. Jeffrey Dunn, Dennis A. Moore, Muthunadar P. Periasamy, Milorad M. Rogic, Rebecca A. Wallace, David H. White, Steven R. Woulfe
  • Patent number: 5560902
    Abstract: Methods of preparing solid apatite particles using a microfluidizer, for use in medical diagnostic imaging such as magnetic resonance imaging, X-ray, and ultrasound. The desired apatite particles are synthesized, passed through a microfluidizer, and purified to remove excess base, salts, and other materials used to synthesize the particles. The microfluidizer causes two high pressure streams to interact at ultra high velocities in a precisely defined microchannel. Microfluidization of preparations causes small (<5 .mu.m) and uniform particles to be formed. Coating and purifying (especially by tangential flow filtration) the particles improves particle stability.
    Type: Grant
    Filed: April 11, 1995
    Date of Patent: October 1, 1996
    Assignee: Mallinckrodt Medical, Inc.
    Inventors: William P. Cacheris, Linda Meeh
  • Patent number: 5560901
    Abstract: The present invention provides radiation synovectomy compositions for treating inflamed synovium containing a radionuclide complex bound to a hydroxyapatite-like matrix as the radiolabelled synovectomy agent in a sufficient amount to provide satisfactory synovectomy of the inflamed synovium together with a pharmaceutically acceptable vehicle, the radionuclide being a beta emitter that will substantially ablate the inflamed synovium, but not significantly damage underlying articular cartilage, the radionuclide complex being substantially kinetically stable, and if said radionuclide or radionuclide complex leaks from said joint it will be excreted from the body, the agent having a particle size such that there is essentially little or no leakage of the radionuclide complex from the joint after administration.
    Type: Grant
    Filed: March 21, 1994
    Date of Patent: October 1, 1996
    Assignee: Mallinckrodt Medical, Inc.
    Inventors: James W. Brodack, Edward A. Deutsch, Karen F. Deutsch, Dennis L. Nosco
  • Patent number: 5554749
    Abstract: The present invention provides new and structurally diverse compositions comprising compounds of the general formula: ##STR1## Wherein U is --(CH.sub.2).sub.n X or --(CH.sub.2).sub.n NR.sub.1 (CH.sub.2)X; R.sub.1 is hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 hydroxyalkyl or C.sub.1 -C.sub.8 alkoxyalkyl; V is --(CH.sub.2).sub.n X, --(CH.sub.2).sub.n NR.sub.1 (CH.sub.2)X, hydrogen, C.sub.1 -C.sub.8 alkyl, C.sub.1 -C.sub.8 hydroxyalkyl or C.sub.1 -C.sub.8 alkoxyalkyl; V and R.sub.1 may jointly be --(CH.sub.2).sub.m -- to form a heterocyclic ring; X is --CO.sub.2 H, --PO.sub.3 H.sub.2, --SO.sub.3 H or --CONHOH; a, b, c, d, n and m may be the same or different and are from one to about ten, preferably from one to about three.Methods for imaging using compositions of the invention are also provided.
    Type: Grant
    Filed: January 14, 1994
    Date of Patent: September 10, 1996
    Assignee: Mallinckrodt Medical, Inc.
    Inventors: Rebacca A. Wallace, Dennis A. Moore
  • Patent number: 5546676
    Abstract: The present invention relates to improved drying techniques which increase the capacity and efficiency of agitated pan type dryers. In particular, the present invention relates to an agitated pan type dryer apparatus and method for aggressive convective drying of hard to dry chemical compounds, such as pharmaceuticals. The aggressive drying is brought about by creating turbulence within the drying vessel during the drying cycle. Significant reductions in drying cycle times have been achieved.
    Type: Grant
    Filed: May 17, 1995
    Date of Patent: August 20, 1996
    Assignee: Mallinckrodt Medical, Inc.
    Inventor: Len W. Haleen
  • Patent number: 5544425
    Abstract: The present invention relates to improved drying techniques which increase the capacity and efficiency of agitated pan type dryers. In particular, the present invention relates to a nutsche type filter/dryer apparatus and method for aggressive convective drying of hard to dry chemical compounds, such as pharmaceuticals. The aggressive drying is brought about by creating turbulence within the drying vessel during the drying cycle. Significant reductions in drying cycle times have been achieved.
    Type: Grant
    Filed: May 17, 1995
    Date of Patent: August 13, 1996
    Assignee: Mallinckrodt Medical, Inc.
    Inventor: Len W. Haleen
  • Patent number: 5544424
    Abstract: The present invention relates to improved drying techniques which increase the capacity and efficiency of agitated pan type dryers. In particular, the present invention relates to a conical screw type mixer/dryer apparatus and method for aggressive convective drying of hard to dry chemical compounds, such as pharmaceuticals. The aggressive drying is brought about by creating turbulence within the drying vessel during the drying cycle. Significant reductions in drying cycle times have been achieved.
    Type: Grant
    Filed: May 17, 1995
    Date of Patent: August 13, 1996
    Assignee: Mallinckrodt Medical, Inc.
    Inventor: Len W. Haleen
  • Patent number: 5520904
    Abstract: The present invention provides new and structurally diverse particulates for use in magnetic resonance imaging and X-ray contrast imaging of body organs and tissues having the following general formula:Ca.sub.n M.sub.m X.sub.r Y.sub.swherein M is a paramagnetic ion or stoichiometric mixture of metal ions having a valence of 2+ or 3+; X is a simple anion; Y is a tetrahedral oxyanion, or mixtures thereof; m is an integer greater than or equal to 1; n is an integer greater than or equal to 1; r and s are integers and are adjusted as needed to provide charge neutrality; and further comprising a polyalkoxy compound.Methods for using and making particles of the invention are also disclosed.
    Type: Grant
    Filed: January 27, 1995
    Date of Patent: May 28, 1996
    Assignee: Mallinckrodt Medical, Inc.
    Inventors: Dennis L. Nosco, Sandeep Nema, Alexander L. Klibanov, Kofi Adzamli
  • Patent number: 5508388
    Abstract: Processes for manufacturing diethylenetriaminepentaacetic acid ("DTPA") bis(amide) magnetic resonance imaging ("MRI") agents are disclosed. Specifically, processes for manufacturing [N,N"-Bis[N-(2-methoxyethyl)carbamoylmethyl]diethylenetriamine-N,N',N"-tri acetato]gadolinium(III) are disclosed.
    Type: Grant
    Filed: May 10, 1995
    Date of Patent: April 16, 1996
    Assignee: Mallinckrodt Medical, Inc.
    Inventors: Lynn deLearie, Wayne H. Lin, Dennis A. Moore, David H. White