Polymer-bound nitric oxide/nucleophile adduct compositions, pharmaceutical compositions and methods of treating biological disorders
Patent 5405919 Issued on April 11, 1995. Estimated Expiration Date: August 24, 2012. Estimated Expiration Date is calculated based on simple USPTO term provisions. It does not account for terminal disclaimers, term adjustments, failure to pay maintenance fees, or other factors which might affect the term of a patent.
525/377, Nitrogen-containing compound contains at least one nitrile or isonitrile group; or a nitrogen-to-oxygen bond which is other than as an amine or ammonium salt514/611, Nitrosamines (i.e., compounds containing nitroso bonded directly to amino nitrogen)526/311, Nitrogen bonded to oxygen atom (including nitrogen containing salts)528/422NITROGEN-CONTAINING REACTANT
A polymeric composition capable of releasing nitric oxide including a polymer and a nitric oxide-releasing N2 O2- functional group bound to the polymer; pharmaceutical compositions including the polymeric composition; and methods for treating biological disorders in which dosage with nitric oxide is beneficial. The compositions can be used as and/or incorporated into implants, injectables, condoms, prosthesis coatings, patches, and the like for use in a wide variety of medical applications.
Other References
Article by Maragos, et al., Complexes of NO with Nucleophiles as Agents for the Controlled Biological Release of Nitric Oxide. Vasorelaxant Effects, J. Med. Chem., 34, 3242-3247
Article by Myers, et al., Vasorelaxant Properties of the Endothelium-Derived Relaxing Factor more closely Resemble S-Nitrosocystein Than Nitric Oxide, Nature, vol. 345
Article by Ignarro, Endothelium-Derived Nitric Oxide: Actions and Properties, The FASEB Journal, vol. 3, Jan
Article by DeFeudis, Endothelium-Dependent Vasorelaxation--A New Basis for Developing Cardiovascular Drugs, Drugs of Today, vol. 24, No. 2, pp. 103-115
Article by Palmer, et al., Nitric Oxide Release Accounts for the Biological Activity of Endothelium-Derived Relaxing Factor, Nature, vol. 327 11, Jun
Article by Kruszyna, et al., Red Blood Cells Generate Nitric Oxide from Directly Acting, Nitrogenous Vasodilators, Toxicol. Appl. Pharmacol., 91, 429-438
Article by Trissel, Intravenous Infusion Solutions, Handbook on Injectable Drugs, Fourth Addition
Article by Furchgott, The Role of Endothelium in the Responses of Vascular Smooth Muscle to Drugs,Ann. Rev. Pharmacol, Toxicol, 24:175-97
Article by DeLuca, et al., Parenteral Drug-Delivery Systems, Pharmaceutics and Pharmacy Practice
Article by Hansen, et al., N-Nitrosation of Secondary Amines by Nitric Oxide Via the `Drago Complex`, IARC Sci., Publ. No. 41 pp. 21-29
Article by Ignarro, et al., Mechanism of Vascular Smooth Muscle Relaxation by Organic Nitrates, Nitrites, Nitroprusside and Nitric Oxide: Evidence from the Involvement of S-Nitrosothiols as Active Intermediates, J. Pharmacol. Exp. Ther., 218, 739-749
Article by Lutz, et al., Isolation of Trioxodinitrato (II) Complexes of Some First Row Transition Metal Ions, J.C.S. Chem. Comm
Article by Nakanishi, et al., Participation of Hydrocarbons in the Photodimerization of 3, 4-Dichlorocinnamic Acid, J.C.S. Chem. Comm
Article by Longhi, et al., Metal-Containing Compounds of the Anion (C2 H5)2 NN2 O2 --, Insrg. Chem., vol. 2 Feb
Article by Drago, Reactions of Nitrogen (II) Oxide, Advances in Chemistry Series, No. 36
Article by Drago, et al., The Reaction of Nitrogen (II) Oxide with Various Primary and Secondary Amines, Journal of Amer. Chem. Soc. vol. 83, Apr. 20
Article by Garg, et al., Nitric Oxide-Generating Vasodilators Inhibit Mitogenesis and Proliferation of Balb/C3T3 Fibroblasts By A Cyclic GMP-Independent Mechanism, Biochem. and Biophys. Res. Comm., 171, 474-479
Article by Hibbs, Jr., et al., Nitric Oxide: A Cytotoxic Activated Macrophage Effector Molecule, Biochem. and Biophys. Res. Comm., 157, 87-94
Article by Holford, et al., Understanding the Dose-Effect Relationship: Clinical Application of Pharmacokinetic-Pharmacodynamic Models, Clinical Pharmacokinetics, 6, 429-453
Article by Ignarro, Nitric Oxide. A Novel Signal Transduction Mechanism for Transcellular Communication, Hypertension (Dallas), 16, 477-483
Article by Ignarro, Biosynthesis and Metabolism of Endothelium-Derived Nitric Oxide, Annu. Rev. Pharmcol. Toxicol., 30, 535-560
Article by Ignarro, et al., The Pharmacological and Physiological Role of Cyclic GMP in Vascular Smooth Muscle Relaxation, Annu. Rev. Pharmacol. Toxicol., 25, 171-191
Article by Kuhn, et al., Endothelium-Dependent Vasodilatation in Human Epicardial Coronary Arteries: Effect of Prolonged Exposure to Glycerol Trinitrate or SIN-1, J. Cardiovasc. Pharmacol., 14 (Suppl. 11), S47-S54
Marletta, et al., Unraveling the Biological Significance of Nitric Oxide, BioFactors, 2, 219-225
Smith, et al., Nitroprusside: A Potpourri of Biologically Reactive Intermediates, Biological Reactive Intermediates IV. Molecular and Cellular Effects and Their Impact on Human Health (Witmer, et al., eds.), Advances in Experimental Medicine and Biology, vol. 283 (Plenum Press, pp. 365-369)
Stuehr, et al., Nitric Oxide: A Macrophage Product Responsible for Cytostasis and Respiratory Inhibition in Tumor Target Cells, J. Exp. Med., 169, 1543-1555
WHO Task Group on Environmental Health Criteria for Oxides of Nitrogen, Oxides of Nitrogen, Environmental Health Criteria 4 (World Health Organization: Geneva)
Article by Wilcox, et al., Effect of Cyanide on the Reaction of Nitroprusside with Hemoglobin: Relevance to Cyanide Interference With the Biological Activity of Nitroprusside, Chem. Res. Toxicol., 3, 71-76
Article by Stamler, et al., S-Nitrosylation of Proteins With Nitric Oxide: Synthesis and Characterization of Biologically Active Compounds, Proc. Natl. Acad. Sci., USA, vol. 89, pp. 444-448, Jan
Article by Smith, et al., Complex Contractile Patterns in Canine Colon Produced by Spontaneous Release of Nitric Oxide, Gastroenterology, vol. 102, No. 4 Part 2, Apr
Article by Jones, Metastable Polymers of the Nitrogen Oxides. 1. Open Chain Nitric Oxide Analogues of Polythlazyl: A MNDO/AM1 Study, J. Phys. Chem., 95, 2588-2595
Article by Middleton, et al., Further Studies on the Interaction of Nitric Oxide With Transition-Metal Alkyls, J.C.S. Dalton, pp. 1898-1905, Feb. 6
Article by Bonakdar, et al., Continuous-Flow Performance of Carbon Electrodes Modified With Immobilized Fe(II)/Fe(III) Centers, Calanta, vol. 36, No. 1/2, pp. 219-225
Article by Park, et al., Controlled Protein Release from Polyethyleneimine-Coated Poly (L-lactic Acid)/Pluronic Blend Matrices, Pharmaceutical Research, vol. 9, No. 1
Uber Reaktionen und Eigenschaften des Stickoxyds und seiner Verbindungen, II. Mitteil: Zur Kenntnis der Salze Der stickoxyd-schwefligen Saure, Heinz Gehlen, Aus D. Chem. Institut D. Universitat Konigsberg I. PR., Eingegaugen am 1. Juni
Der Raman-Effekt als Grundlage einer organischen Spektralanalyse (I. Mitteil.), Birchkenbach, et al., Aus D. Chem. Institut D. Betgakademie Clausthal, Eingegaugen am 9, Juni
Synthesis of 1-Alkoxy-3,3-Dialkyltriazene 2-Oxides from Alkoxyamines and Nitrosoamines, Artsybasheva, et al., A. A. Zhdanov Leningrad State University, Translated from Zhurhal Organicheskoi Khimii, vol. 28, No. 6, pp. 1168-1173, Jun., Original article submitted May 28, 1986
Jones, "Metastable Polymers of the Nitrogen Oxides. 2. Open-Chain Polymers of the Nitric Oxide Dimers and of Nitrous Oxide: A MNDO/AM1 Study," J. Phys. Chem., 96, 594-603 (1992