Patents by Inventor Karl Heinz Drexhage

Karl Heinz Drexhage 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).

  • Patent number: 6737280
    Abstract: A class of asymmetric monobenzoxanthene compounds useful as fluorescent dyes are disclosed having structure (I) wherein Y1 and Y2 are individually hydroxyl, amino, imminium, or oxygen, R1-R8 are hydrogen, fluorine, chlorine, alkyl, alkene, alkyne, sulfonate, amino, amido, nitrile, alkoxy, linking group, and combinatios thereof, and R9 is acetylene, alkane, alkene, cyano, substituted phenyl, and combinations thereof. The invention further includes novel intermediate compounds useful for the synthesis of asymmetric benzoxanthene compounds having general structure (II) where substituents R3-R7 correspond to like-referenced substituents in the structure of described above, and Y2 is hydroxyl or amine. In another aspect, the invention includes methods for synthesizing the above dye compounds and intermediates. In yet another aspect, the present invention includes reagents labeled with the asymmetric benzoxanthene dye compounds, including deoxynucleotides, dideoxynucleotides, phosphoramidites, and polynucleotides.
    Type: Grant
    Filed: November 26, 2001
    Date of Patent: May 18, 2004
    Assignee: Karl-Heinz Drexhage
    Inventors: Karl-Heinz Drexhage, Jutta Arden-Jacob, Norbert Kemnitzer
  • Publication number: 20040029837
    Abstract: The invention relates to oxazine derivatives by means of which a broad spectrum of material to be examined can be marked and identified using fluorescence techniques.
    Type: Application
    Filed: July 14, 2003
    Publication date: February 12, 2004
    Inventors: Joachim Fries, Eloisa Lopez-Calle, Karl-Heinz Drexhage
  • Publication number: 20030224421
    Abstract: The invention concerns new oxazine derivatives of the general formula I 1
    Type: Application
    Filed: April 3, 2003
    Publication date: December 4, 2003
    Inventors: Rupert Herrmann, Hans-Peter Josel, Karl-Heinz Drexhage, Nicolaas-Joseph Marx
  • Patent number: 6384914
    Abstract: In order to carry out optical detection and identification of individual tumor markers in undiluted blood plasma, said tumor markers are marked with fluorescent dyes which are characterized by specific fluorescent lifetimes ranging from 0.5 to 6. The blood plasma is exposed to pulsed diode laser radiation emitted in the 630 to 670 nm wavelength range. The emission wavelengths of the dyes are selected in such a way that they are 10 to 60 nm longer than the wavelength of the diode laser. Blood plasma decay curves are detected using time-correlated single photon counts. Said curves are described by a bi-exponential model wherein it is assumed that a fixed fluorescent lifetime for blood plasma emission is 300 ps and that the marked tumor markers have a variable fluorescent lifetime. The relative amount of fluorescent photons in the marked tumors is determined in relation to the overall number of photons detected. If this value exceeds 0.3, a tumor marker is present in the observed volume.
    Type: Grant
    Filed: October 29, 1999
    Date of Patent: May 7, 2002
    Inventors: Karl-Heinz Drexhage, Jürgen Wolfrum
  • Patent number: 6184379
    Abstract: The invention concerns rhodamine derivatives of the general formulae in which Ca-Cd each denote a C atom, and Ca and Cb as well as Cc and Cd are either linked together by a single bond or by a double bond; X1 to X16 denote independently of one another halogen, sulfonic acid, hydrogen or an alkyl residue with 1-20 C atoms in which the alkyl residue can be substituted with one or several halogen or sulfonic acid residues; R1 and R2 are either identical or different and denote either hydrogen, alkyl with 1-20 C atoms, polyoxyhydrocarbyl units, phenyl or phenylalkyl with 1-3 carbon atoms in the alkyl chain in which the alkyl and/or phenyl residues can be substituted by one or several hydroxy, halogen, sulfonic acid, amino, carboxy or alkoxycarbonyl groups where alkoxy can have 1-4 carbon atoms, R1 contains at least one activatable group, R2 and X4 can be optionally linked together via a bridge composed of 0-2 C atoms.
    Type: Grant
    Filed: June 2, 1999
    Date of Patent: February 6, 2001
    Assignee: Roche Diagnostics GmbH
    Inventors: Hans-Peter Josel, Rupert Herrmann, Dieter Heindl, Klaus Muhlegger, Gregor Sagner, Karl Heinz Drexhage, Jorg Frantzeskos, Jutta Arden-Jacob
  • Patent number: 5750409
    Abstract: Pentacyclic derivatives having the general formulae (Ia), (Ib) and (Ic) ##STR1## denote: hydrogen, alkyl with 1 to 20 carbon atoms polyoxyhydrocarbyl, phenyl, phenylalkyl with 1 to 3 carbon atoms in the alkyl chain, wherein the alkyl residues or/and phenyl residues can be substituted by one or several hydroxy, halogen, sulfo, carboxy or alkoxycarbonyl groups in which alkoxy can have 1 to 4 carbon atoms;R.sup.7 denotes an alkyl group with 1 to 7 carbon atoms, substituted by at least one halogen, or denotes a carboxyalkyl group or a phenyl group which is substituted by a carboxy or alkoxycarbonyl group located at the o-position relative to the carbon atom bound to the pentacyclic ring system and by at least one halogen, wherein alkoxy can have 1 to 4 carbon atoms, or a carboxymethylene-oxy-alkyloxy group; the residues R.sup.14 and R.sup.
    Type: Grant
    Filed: May 30, 1995
    Date of Patent: May 12, 1998
    Assignee: Boehringer Mannheim GmbH
    Inventors: Rupert Herrmann, Hans-Peter Josel, Karl-Heinz Drexhage, Jutta Arden-Jacob
  • Patent number: 5214164
    Abstract: The present invention relates to chemical substances having dye properties, or more particularly, to improved cyanine dyes and to their application in photographic bleaching processes. Preferably, a chromylium group on the hetero ring comprises either a substituted phenyl group or an alkyl group. More particularly, O-halogenated phenyl and t-butyl groups have proven to be advantageous substituents.
    Type: Grant
    Filed: December 19, 1989
    Date of Patent: May 25, 1993
    Assignees: Herbert Kubler, Karl-Heinz Drexhage
    Inventors: Karl-Heinz Drexhage, Elisabeth Drexhage
  • Patent number: 4051374
    Abstract: A thin layer bearing a luminescent dye is superposed over a solid state imaging device and converts light energy, say in the blue range to longer wavelength light energy, say in the yellow-orange range. By so using a luminescent dye, the solid state imaging device's greater sensitivity at longer wavelengths is, in effect, substituted for the inferior sensitivity that typically exists for blue light, thereby upgrading the blue response of the device.
    Type: Grant
    Filed: June 4, 1976
    Date of Patent: September 27, 1977
    Assignee: Eastman Kodak Company
    Inventors: Karl Heinz Drexhage, Robert Lewis Lamberts