Multi-arm block copolymers as drug delivery vehicles

Synthetic resins or natural rubbers -- part of the class 520 ser – Synthetic resins – Mixing of two or more solid polymers; mixing of solid...

Reexamination Certificate

Rate now

  [ 0.00 ] – not rated yet Voters 0   Comments 0

Details

C525S231000, C525S326900, C525S328800, C525S354000, C525S425000, C424S780000, C424S422000, C424S078310

Reexamination Certificate

active

10984679

ABSTRACT:
The invention provides methods for making copolymers and multi-arm block copolymers useful as drug delivery vehicles. The multi-arm block copolymers comprise a central core molecule, such as a residue of a polyol, and at least three copolymer arms covalently attached to the central core molecule, each copolymer arm comprising an inner hydrophobic polymer segment covalently attached to the central core molecule and an outer hydrophilic polymer segment covalently attached to the hydrophobic polymer segment, wherein the central core molecule and the hydrophobic polymer segment define a hydrophobic core region. The solubility of hydrophobic biologically active agents can be improved by entrapment within the hydrophobic core region of the block copolymer. The invention further includes pharmaceutical compositions including such block copolymers, pharmaceutical compositions, and methods of using the block copolymers as drug delivery vehicles.

REFERENCES:
patent: 3101374 (1963-08-01), Patton, Jr.
patent: 4278555 (1981-07-01), Zaweski et al.
patent: 4894238 (1990-01-01), Embry et al.
patent: 5135751 (1992-08-01), Henry et al.
patent: 5306501 (1994-04-01), Viegas et al.
patent: 5429826 (1995-07-01), Nair et al.
patent: 5543158 (1996-08-01), Gref et al.
patent: 5610241 (1997-03-01), Lee et al.
patent: 5618528 (1997-04-01), Cooper et al.
patent: 5672662 (1997-09-01), Harris et al.
patent: 5681576 (1997-10-01), Henry
patent: 5874500 (1999-02-01), Rhee et al.
patent: 5932462 (1999-08-01), Harris et al.
patent: 5965566 (1999-10-01), Greenwald et al.
patent: 6011042 (2000-01-01), Greenwald et al.
patent: 6051648 (2000-04-01), Rhee et al.
patent: 6096331 (2000-08-01), Desai et al.
patent: 6166130 (2000-12-01), Rhee et al.
patent: 6210717 (2001-04-01), Choi et al.
patent: 6258351 (2001-07-01), Harris
patent: 6323278 (2001-11-01), Rhee et al.
patent: 6328988 (2001-12-01), Uhrich
patent: 6348558 (2002-02-01), Harris et al.
patent: 6362276 (2002-03-01), Harris et al.
patent: 6436425 (2002-08-01), Henry et al.
patent: 6497895 (2002-12-01), Uhrich
patent: 6515100 (2003-02-01), Harris
patent: 6730334 (2004-05-01), Zhao
patent: 2002/0013408 (2002-01-01), Rhee et al.
patent: 2002/0041898 (2002-04-01), Unger et al.
patent: 2003/0059465 (2003-03-01), Unger et al.
patent: 2004/0009229 (2004-01-01), Unger et al.
patent: 0 462 408 (1991-12-01), None
patent: 0 473 268 (1992-03-01), None
patent: WO92/00748 (1992-01-01), None
patent: WO96/03984 (1996-02-01), None
patent: WO99/29303 (1999-06-01), None
patent: WO99/45964 (1999-09-01), None
patent: WO 00/65024 (2000-11-01), None
patent: WO 01/49268 (2001-07-01), None
Choi et al., “Star-Shaped Poly(ether-ester) Block Copolymers: Synthesis, Characterization, and Their Physical Properties”,Macromolecules, 1998, pp. 8766-8774, vol. 31, No. 25.
Choi, Young Kweon, “Biodegradable Star-Shaped Block Copolymer Hydrogels for Drug Delivery”, Dissertation, The University of Utah, Department of Pharmaccutics and Pharmaceutical Chemistry, Jun. 1996, pp. 1-229.
Gayet, J.-C., and G. Fortier, “High Water Content BSA-PEG Hydrogel for Controlled Release Device: Evaluation of the Drug Release Properties,”Journal of Controlled Release, 1996, pp. 177-184, vol. 38.
Harris, J. Milton, “Introduction to Biotechnical and Biomedical Applications of Poly(Ethylene Glycol)”,Poly(Ethylene Glycol)Chemistry: Biotechnical and Biomedical Applications, 1992, pp. 1-14.
Jain et al., “Controlled release of drugs from injectable in situ fromed biodegradable PLGA microspheres: effect of various formulation variables”,European Journal of Pharmaceutics and Biopharmaceutics, 2000, pp. 257-262, vol. 50, No. 2.
Jeong et al., “Adriamycin release from flower-type polymeric micelle based on star-block copolymer composed of poly(γ-benzyl L-glutamate) as the hydrophobic part and poly(ethylene oxide) as the hydrophilic part”,International Journal of Pharmaceutics, 1999, pp. 49-58, vol. 188.
Jeong et al., “New biodegradable polymers for injectable drug delivery systems”,Journal of Controlled Release, 1999, pp. 109-114, vol. 62.
Jeong, B., et al., “Biodegradable Block Copolymers as Injectable Drug-Delivery Systems,”Nature, 1997, pp. 860-862, vol. 388.
Lewis, Richard J., Sr.,Hawley's Condensed Chemical Dictionary, 1997, pp. 891-892 and 1092-1093, Thirteenth Edition, John Wiley & Sons, Inc.
Liu et al., “Water-soluble dendritic unimolecular micelles: Their potential as drug delivery agents”,Journal of Controlled Release, 2000, pp. 121-131, vol. 65.
Piskin et al., “Novel PDLLA/PEG copolymer micelles as drug carriers”,J. Biomater. Sci. Polymer Edn, 1995, pp. 359-373, vol. 7, No. 4.
Pistel et al., “Biodegradable recombinant human erythropoietin loaded microspheres prepared from linear and star-branched block copolymers: Influence of encapsulation technique and polymer composition on particle characteristics”,Journal of Controlled Release, 1999, pp. 309-325, vol. 59.
Roubi, Maureen, “Hyperbranched polymers deliver drugs steadily”,Chemical&Engineering News, 1999, p. 63, vol. 77, No. 03.
Sawhney, A., et al., “Bioerodible Hydrogels Based on Photopolymerized Poly(ethylene glycol)-co-poly(α-hydroxy acid) Diacrylate Macromers,”Macromolecules, 1993, pp. 581-587, vol. 26.
Schmalenberg et al., “Cytotoxicity of a Unimolecular Polymeric Micelle and Its Degradation Products”,Biomacromolecules, 2001, pp. A-E.
Yasugi et al., “Preparation and characterization of polymer micelles from poly(ethylene glycol)-poly(D,L-lactide) block copolymers as potential drug carrier”,Journal of Controlled Release, 1999, pp. 89-100, vol. 62.
Yu et al., “Polymeric micelles for drug delivery: solubilization and haemolytic activity of amphotericin B”,Journal of Controlled Release, 1998, pp. 131-136, vol. 53.
Zalipsky et al., “Attachment of Drugs to Polyethylene Glycols”,Eur. Polym. J., 1983, pp. 1177-1183, vol. 19, No. 12.
Zalipsky, Samuel, “Chemistry of polyethylene glycol conjugates with biologically active molecules”,Advanced Drug Reviews, 1995, pp. 157-182, vol. 16.
Enzon Pharmaceuticals, Macromolecular Engineering Technologies, pp. 1-14, (2004).
NEKTAR™—Transforming Therapeutics, Nektar Molecule Engineering: Polyethylene Glycol and Derivatives for Advanced PEGylation, pp. 1-20, (Catalog-2003).
NEKTAR™—Transforming Therapeutics, Nektar Molecule Engineering: Polyethylene Glycol and Derivatives for Advanced PEGylation, pp. 1-24, (Catalog-2004).
NOF CORPORATION, “PEG Derivatives Phospholipid and Drug Delivery Materials for Pharmaceuticals”, pp. 1-46, (Catalogue 2003-1st).
NOF CORPORATION, “PEG Derivatives Phospholipid and Drug Delivery Materials for Pharmaceuticals”, p. 1-46, (Catalogue 2003-2nd).
Polypure, Products; PEG amines; PEG acids and amino acids; PEG thiols and disulfides; BIOTINS, (Apr. 2004).
Quanta Biodesign, Labeling, Derivatization and Crosslinking Reagents for Biological and Related Materials with dPEG™, p. 1-38, (Mar. 12, 2004).
Quanta Biodesign, Labeling, Modification and Crosslinking Reagents incorporating our unique momodispersed dPEG™ Technology, p. 1-31, (Nov. 5, 2004).
Shearwater Polymers, Inc., p. 2-49, (Catalog—Mar. 1995).
Shearwater Polymers, Inc., Polyethylene Glycol and Derivatives, p. 1-53, (Catalog—Jul. 1997).
Shearwater Polymers, Inc., Polyethylene Glycol and Derivatives, p. 1-50, (Catalog—2000)
Shearwater Corporation, Polyethylene Glycol and Derivatives for Biomedical Applications, p. 1-17, (Catalog—2001).

LandOfFree

Say what you really think

Search LandOfFree.com for the USA inventors and patents. Rate them and share your experience with other people.

Rating

Multi-arm block copolymers as drug delivery vehicles does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Multi-arm block copolymers as drug delivery vehicles, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Multi-arm block copolymers as drug delivery vehicles will most certainly appreciate the feedback.

Rate now

     

Profile ID: LFUS-PAI-O-3744019

  Search
All data on this website is collected from public sources. Our data reflects the most accurate information available at the time of publication.