Compound for the antemortem diagnosis of Alzheimer's Disease and

Details Compound for the antemortem diagnosis of Alzheimer's Disease and Compound for the antemortem diagnosis of Alzheimer's Disease and

1998-11-09

2000-09-05

Higel, Floyd D.

Chemistry: analytical and immunological testing

Biological cellular material tested

424 111, 424 137, 424 181, G01N 3348, A61M 3614

Patent

active

061141755

ABSTRACT:
Amyloid binding compounds which are non-azo derivatives of Chrysamine G, pharmaceutical compositions containing, and methods using such compounds to identify Alzheimer's brain in vivo and to diagnose other pathological conditions characterized by amyloidosis, such as Down's Syndrome are described. Pharmaceutical compositions containing non-azo derivatives of Chrysamine G and methods using such compositions to prevent cell degeneration and amyloid-induced toxicity in amyloidosis associated conditions are also described. Methods using non-azo Chrysamine G derivatives to stain or detect amyloid deposits in biopsy or post-mortem tissue are also described. Methods using non-azo Chrysamine G derivatives to quantify amyloid deposits in homogenates of biopsy and post-mortem tissue are also described.

REFERENCES:
patent: 329638 (1885-11-01), Frank
patent: 394841 (1888-12-01), Duisberg
patent: 401024 (1889-09-01), Frank
patent: 622961 (1899-04-01), Levinstein et al.
patent: 1979534 (1934-11-01), Ebert
patent: 4933156 (1990-06-01), Quay et al.
patent: 5008099 (1991-04-01), Quay et al.
patent: 5039511 (1991-08-01), Quay et al.
patent: 5231000 (1993-07-01), Majocha et al.
patent: 5276059 (1994-01-01), Caughey et al.
patent: 5358712 (1994-10-01), Etange et al.
Greenbaum, "Improved Method for the Preparation of Calcium or Ammonium", Chemical Abstracts, vol. 30, p. 2559 (1936).
Tubis et al., "The Preparation and Use of Radioiodinated Congo Red in Detecting Amyloidosis", Journal of the Amer. Pharma. Assoc., vol. 49, pp. 422-425 (Jul. 1960).
Boshagen, "Method of Synthesis of 3-Hydroxy-1,2-Benzisoxazoles", Chem. Ber., vol. 100, pp. 954-960 (1967).
Effenberger et al., "A Method for the Synthesis of 1,3-Benzoxazines", Chem. Ber., vol. 105, pp. 1926-1942 (1972).
Wisniewski et al., "Neuritic (Senile) Plaques and Filamentous Changes in Aged Rhesus Monkeys", J. Neuropathol. & Exp. Neurol., vol. 32, pp. 566-584 (1973).
Coenen et al., "No-Carrier-Added Radiohalogenation Methods with Heavy Halogens", Radiochimica Acta, vol. 34, pp. 47-68 (1983).
Satyamurthy et al., "Cation Exchange Resin (Hydrogen Form) Assisted Decomposition . . . A Mild and Efficient Method for the Synthesis of Aryl Iodides", J. Org. Chem., vol. 48, No. 23, pp. 4394-4396 (1983).
Goodman et al., "New Myocardial Imaging Agents: Synthesis of 15-(p-Iodophenyl)-3(R,S)-Methylpentadecanoic Acid by Decomposition of a 3,3-(1,5-Pentanediyl)triazene Precursor", J. Org. Chem., 49:2322-2325 (1984).
Fowler et al., "Positron Emitter-Labeled Compounds: Priorities and Problems", Positron Emission Tomography and Autoradiography: Principles and Applications for the Brain and Heart, pp. 391-450 (1986).
Young et al., "Receptor Assays: In Vitro and In Vivo", Positron Emission Tomography and Autoradiography: Principles and Applications for the Brain and Heart, pp. 73-111 (1986).
Warner, "Diagnosis of Alzheimer's Disease", Analytical Chemistry, vol. 59, No. 20, pp. 12105A-1204A (Oct. 1987).
Klunk et al., "Beta-Amyloid Probes which Cross the Blood-Brain Barrier and Distinguish Homogenates of Alzheimer's and Control Brain", Society for Neuroscience Abstracts, Abstract 182.1, vol. 19, p. 430 (1989).
Kulkarni, "Recent Developments in .sup.99m Tc and .sup.123 I-Radiopharmaceuticals for SPECT Imaging", Nucl. Med. Biol., vol. 18, No. 6, pp. 647-654 (1991).
Majocha et al., "Development of a Monoclonal Antibody Specific for .beta./A4 Amyloid . . . for Application to In Vivo Imaging of Amyloid Angiopathy", The Journal of Nuclear Medicine, vol. 33, No. 12, pp. 2184-2189 (Dec. 1992).
"Definitive Rules for Nomenclature of Organic Chemistry", Handbook of Chemistry and Physics, 45th Ed., pp. C33-C39 (1964).
"Chrysamine G", Conn's Biological Stains, 9th Ed., p. 150 (1977).
Masters et al., "Amyloid Plaque Core Protein in Alzheimer Disease and Down Syndrome", Proc. Natl. Acad. Sci. USA, vol. 82, pp. 4245-4249 (Jun. 1985).
Kirschner et al., "Synthetic Peptide Homologous to .beta. Protein from Alzheimer Disease Forms Amyloid-Like Fibrils in vitro", Proc. Natl. Acad. Sci. USA, vol. 84, pp. 6953-6957 (Oct. 1987).
Zain et al., "Molecular Cloning of Amyloid cDNA Derived from mRNA of the Alzheimer Disease Brain: Coding and Noncoding Regions of the Fetal Precursor mRNA are Expressed in the Cortex", Proc. Natl. Acad. Sci. USA, vol. 85, pp. 929-933 (Feb. 1988).
Goate et al., "Segregation of Missense Mutation in the Amyloid Precursor Protein Gene with Familial Alzheimer's Disease", Nature, vol. 349, pp. 704-706 (Feb. 1991).
Honda et al., "Arginine Specific Endopeptidases Modify the Aggregation Properties of a Synthetic Peptide Derived from Alzheimer .beta./A4 Amyloid", Neurochemical Research, vol. 17, No. 4, pp. 367-374 (1992).
Salim et al., "Molecular Cloning of Amyloid cDNA from Alzheimer's Brain Messenger RNA: Correlative Neuroimmunological and in Situ Hybridization Studies", pp. 153-165.
"Aromatic Diazo Compounds", Chemical Abstracts, vol. 49, p. 7855.
Pollack et al., "Sulfated Glycosaminoglycans and Dyes Attenuate the Neurotoxic Effects of .beta.-Amyloid in Rat PC12 Cells," Neurosci. lett., 184: 113-116 (1995).
Lorenzo and Yankner, ".beta.-Amyloid Neurotoxity Requires Fibril Formation and Is Inhibited by Congo Red," PNAS (USA) 91: 12243-12247 (1994).
Klunk et al., "Development of Small Molecule Probes for the Beta-Amyloid Protein of Alzheimer's Disease," Neurobiology of Aging, 15(6): 691-698 (1994).
Klunk et al., "Chrysamine-G Binding to Alzheimer and Control Brain: Autopsy Study of a New Amyloid Probe" Neurobiology of Aging, 16(4): 541-548 (1995).
Klunk et al., "Design of Diagnostic Probes for Alzheimer's Beta/A4 Peptide," 20th Annual Meeting of Soc. Neurooscience 1990.
Klunk et al., "Beta-Amyloid Probes Which Cross the Blood-Brain Barrier and Distinguish Homogenates of Alzheimer's and Control Brain," 23rd Annual Meeting of Soc. Neuroscience 1993.
Han et al, J. Am. Chem. Soc., 1996, 118, pp. 4506-4507, "Technetium Complexes for the Quantitation of Brain Amyloid".
Ashby et al, "Evaluation of two suggested methods of deactivating organic carcinogens by molecular modification", Carcinogenesis, vol. 3, No. 11, pp. 1277-1282, 1982.
Josephy et al, "Azo Dyes Based on 3,5,3',5'-Tetramethylbenzidine: Potential Substitutes for Carcinogenic Azo Dyes", Chem.-Biol. Interactions, 49 (1984) pp. 375-382.
Cerniglia et al, Biochemical and Biophysical Research Communications, pp. 1224-1229, vol. 107, No. 4, 1982, "Metabolism of Benzidine and Benzidine Congener Based Dyes by Human, Monkey and Rat Intestinal Bacteria".
Mahapatra, Bipin. B. et al., "Polymetallic Complexes. Part-XXX. Complexes Of Cobalt-, Nickel-, Copper-, Zinc-, Cadmium- and Mercury (II) With Doubly-tridentate Chelating Azo-Dye Ligand", Chem. Abstr. vol. 114, No. 26, Jul. 1, 1991.
Hirao, Akiko et al., "Positively charged laminated electrophotographic photoconductor with charge-generating layer containing disazo compound", Chem. Abstr. vol. 110, No. 24, Jun. 12, 1989.
Hirao, Akiko et al., "Positively charged electrophotographic photoconductor with charge generating layer containing disazo compound", Chem Abstr. vol. 110, No. 24, Jun. 12, 1989.
Enomoto, Kazuhiro et al., "Electrophotographic photoreceptors", Chem. Abstr. vol. 104, No. 20, May 19, 1986.
Harada, Kouzou, "Azo dyes. XXVIII. Azo dyes from 1-amino-2-hydroxy-3-naphthoic acid and 5-sulfo-3-hydroxy-2-naphthoic acid", Chem. Abstr. vol. 69, No. 2, Jul. 8, 1968.
Kazuya, Murata et al., "Phenanthrene dyes" Chem. Abstr. vol. 56, No. 2, Jan. 22, 1962.
Tomohiko, Kawei et al., "3,7-Diaminodibenzothiophene 5,5,-dioxide. I. Syntheses of 3.7-bisazo compounds of dibenzothiophene 5,5,-dioxide" Chem. Abstr. vol. 55, No. 8, Apr. 17, 1961.
Kazuya, Murata et al., "Azo dyes from 2-amino-5-anilinophenylthioglycolic acid", Chem. Abstr. vol. 53, No. 12, Jun. 25, 1959.
Mitsubishi Paper Mills, Ltd., "Electrophotographic sensitive material", Chem. Abstr. vol. 102, No. 6, Feb. 11, 1985.
Canon K. K., "Inks for ink-jet printing", Chem. Abstr. vol. 100, No. 16, Apr. 16, 1984.
Hishiki, Yasushi et al., "Effects of chemical structure of azo dyes upon absorption spectra, redox potential and photographic response

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