Drug – bio-affecting and body treating compositions – Radionuclide or intended radionuclide containing; adjuvant... – In an organic compound
Reexamination Certificate
2009-05-11
2010-10-12
Sullivan, Daniel M (Department: 1621)
Drug, bio-affecting and body treating compositions
Radionuclide or intended radionuclide containing; adjuvant...
In an organic compound
C424S009600, C554S055000, C558S166000, C558S169000
Reexamination Certificate
active
07811548
ABSTRACT:
The invention generally relates to novel fluorescent phospholipid compounds and compositions comprising these compounds. A preferred compound of the present invention has the following structural formula:
REFERENCES:
patent: 4925649 (1990-05-01), Counsell
patent: 4965391 (1990-10-01), Counsell
patent: 5087721 (1992-02-01), Counsell
patent: 5347030 (1994-09-01), Counsell
patent: 5369097 (1994-11-01), Salari
patent: 5795561 (1998-08-01), Counsell
patent: 6417384 (2002-07-01), Counsell
patent: 2002/0065429 (2002-05-01), Counsell
patent: 2008/0075660 (2008-03-01), Weichert et al.
patent: 2009/0018357 (2009-01-01), Pinchuk et al.
patent: 2005084716 (2005-09-01), None
Hornillos et al., {Synthesis of BODIPY-labeled alkylphosphocholines with leishmanicidal activity, as fluorescent analogues of miltefosine, Bioorganic & Medicinal Chemistry Letters (2008), 18(24), 6336-6339}.
Peters, C et al., Synthesis of Borondipyrromethene (BODIPY)-Labeled Sphingosine Derivatives by Cross-Metathesis Reaction, J Org Chem, 2007, 72, 1842-1845.
Loudet, A et al., BODIPY Dyes and Their Derivatives: Syntheses and Spectroscopic Properties, Chem. Rev., 2007, 107 (11), 4891-4932.
Umezawa, K et al., Bright, Color-Tunable Fluorescent Dyes in the Visible-Near-Infrared Region, J. Am. Chem. Soc., 2008, 130 (5), 1550-1551.
Li, Z et al., Synthesis and Spectral Properties of Cholestrol- and FTY720-Containing Boron Dipyrromethene Dyes, J. Org. Chem., 2007, 72, 8376-8382.
Saugar, J. M. et al., Synthesis and Biological Evaluation of Fluorescent Leischmanicidal Analogues of Hexadecylphosphocholine (Miltefosine) as Probes of Antiparasite Mechanisms, J. Med. Chem., 2007, 50 (24), 5994-6003.
Umezawa, K et al., Bright, Color-Tunable Fluorescent Dyes in the VIS/NIR Region: Establishment of New “Tailor-Made” Multicolor Fluorophores Based on Borondipyrromethene, Chem. Eur. J. 2009, 15, 1096-1106.
Goncalves, M, Fluorescent Labeling of Biomolecules With Organic Probes, Chem. Rev., 2009 109 (1), 190-212.
Pea-Cabrera, E et al., Simple, General, and Efficient Synthesis of Meso-Substituted Borondipyrromethenes From a Single Platform, Org. Lett., 2007, 9 (20), 3985-3988.
Quesada, E et al., Fluorescent Phenylpolyene Analogues of the Ether Phospholipid Edelfosine for the Slective Labeling of Cancer Cells, J Med. Chem., 2004, 47 (22), 5333-5335.
Lager, E et al., Novel Meso-Polyarylamine-BODIPY Hybrids: Synthesis and Study of Their Optical Properties, J. Org. Chem., 2009, 74 (5), 2053-2058.
Mollinedo, F, Antitumour Ether Lipids: Proapoptotic Agents With Multiple Therapeutic Indications, Expert Opin. Ther. Patents, 2007, 17 (4), 385-405.
Hornillos, V et al., Synthesis of BODIPY-Labeled Alkylphosphocholines With Leishmanicidal Activity, as Fluorescent Analogues of Miltefosine, Bioorg. Med. Chem. Lett., 2008, 18, 6336-6339.
Crul, M et al., Phase I and Pharmacological Study of Daily Oral Adminstration of Perifosine (D-21266) in Patients With Advanced Solid Tumours, Eur. J Cancer, 2002, 38, 1615-1621.
Kim, H et al., Synthesis and Spectroscopic Properties of a New 4-BORA-3A,4A-DIAZA-S-INDACENE (BODIPY) Dye, Chem. Commun. 1999, 1889-1890.
Arthur, G. et al., The Inhibition of Cell Signaling Pathways . . . R. Biochim Biophys Acta. (1998) 1390:85-102.
Becher, R. et al., Phase II Trial of Orally Administered Miltefosine . . . Onkologie-Germany (1993) 16; 1:11-15.
Berdel, W.E. et al., Daily Oral Miltefosine (Hexadecylphosphocholine) . . . Onkologie-Germany (1992) 15:238-242.
Clezy, P.S. et al., The Chemistry of Pyrrolic Compounds, Aust. J.Chem., (1969) 22:239-49.
Counsell, R.E. et al., Tumor Visualization With a Radioiodinated Phospholipid . . . (1990) 31; 3:332-336.
Counsell, R.E. et al, Synthesis and Evluation of Radioiodinated Phospholipd Ether . . . Quart J. Nucl Med. (1997) 41(suppl 1):14-16.
Curley, SA et al., Radiofrequency Ablation of Unresectable Primary and Metastitic . . . Ann Surg. (1999) 230:1-8.
De Gramont, A. et al., Randomized Trial Comparing Monthly Low-Dose Leucovorin and . . . J. Clin. Oncol. (1997) 15:808-815.
Fong, Y. et al., Clinical Score for Predicting Recurrence After Hepatic Resection . . . Ann Surg. (1999) 230:309-318.
Giacchetti, S. et al., Phase III Multicenter Randomized Trial of Oxaliplatin Added . . . J. Clin. Oncol. (2000) 18:136-147.
Goud, T.V. et al., Synthesis of 8-Heteroatom-Substituted 4,4-DIFLUORO-4-BORA-3A, 4A-DIAZA-S-INDACENE Dyes (BODIPY), Tetrahedron 62 (2006) 5084-5091.
Greven, K. et al., Can Positron Emission Tomography Distinguish Tumor . . . Cancer Journal Scientifica American (1997) 3:353-357.
Ike, H. et al., Results of Agressive Resection of Lung Matastases From Colorectal Carcinoma . . . Dis colon Rectum (2002) 45:468-473.
Imboden, M. et al., The Level of MHC Class I Expression on Murine Adenocarcinoma can Change . . . Cancer Res. (2001) 61:1500-1507.
Kallman, R. F. Rodent Tumor Models in Experimental Cancer Therapy Pergamon Press, New York, (1987) pp. 111-132.
Lencioni, R. et al., Percutaneous Radiofrequency Thermal Ablation of Liver Malignancies: Techniques . . . Abdom Imaging (2001) 26:345-360.
Liebeskind L.S. et al., Heteroaromatic Thioether—Bornic Acid Cross-Coupling . . . Dept. of Chem., Emory University, Organic Letters (2002) 4; 6:979-981.
Longino, M.A. et al., Tumor Selective Rentention of NM404—Involvement of Phospholipase D. Molecular Imaging (2004), 3(3).
Maier, O. et al., Fluorescent Lipid Probes: Some Properties and Application (A Review) Chemistry and Physics of Lipids 116 (2002) 3-18.
Mayr, N.A. et al., Method and Timing of Tumor Volume Measurement for Outcome . . . Int. J. of Rad., Oncol., Bio., Phys. (2002) 52; 1:14-22.
Meta-Analysis:Modulation of Fluorouracil by . . . Advanced Colorectal Cancer Meta-Analysis Project. J. clin. Oncol. (1992) 10:896-903.
Moser, A.R. et al., Specificity of NM404 for Hyperplasia Versus Neoplasia in the . . . Online Aug. 15-18, 2003 Presentation No. 305.
O'Dwyer, P.J. et al., Follow-Up of Stage B and C Colorectal Cancer in the United States and . . . Seminars in Onology (2001) 28:Suppl-9.
Penna, C., et al., Colorectal Metastasis (Liver and Lung), Surg. clin. North Amer. (2002) 82:1075-10xi.
Pickhardt, P.J. et al., Computed Tomographic Virtual Colonoscopy to Screen for Colorectal . . . NE J. Med. (2003) 349; 23:2191-2200.
Plotzke, K.P. et. al., Selective Localization of a Radioiodinated Phospholipid Ether Analog in Human Tumor . . . J. Nucl. Med. (1993) 34(5):787-792.
Plotzke, K.P. et al., Selective Localization of Radioiodinated Alkylphosphocholine . . . Int. J. RadPart B, Nucl. Med. & Biology. (1992) 19(7):765-773.
Rampy, M.A. et al., Biological Disposition and Imaging of a Radioiodinated Alkylphosphocholine in Two Rodent . . . J. Nucl. Med. (1996) 37(9):1540-1545.
Rampy, M.A. et al., Synthesis and Biological Evaluation of Radioiodinated Phospholipid Ether Stereoisomers, J. Med. Chem. (1995) 38:3156-3162.
Saltz, L.B. et al., Irinotecan Plus Fluorouracil and Leucovorin for Metastiatic Colorectal Cancer . . . N. Engl. J. Med. (2000) 343:905-91.
Snyder, F. et al., Alkyl and ALK-1-ENYL Ethers of Glycerol in Lipids From Normal and Neoplastic Human Tissues, Cancer Research. (1969) 29:251-257.
Snyder, F. et al., Occurrence and Nature of O-ALKYL and O-ALKYL-L-ENYL Moieties of Glycerol in Lipids of Morris . . . Biochem Biophys Acta. (1969) 176:502-510.
Solbiati, L. et al., Percutaneous Radio-Frequency Ablation of Hepatic Metastases From Colorectal Cancer: Long-Term . . . Radiology (2001) 221:159-166.
Stahl, A. et al., PET/CT Molecular Imaging in Abdominal Oncology, Abdominal Imaging (2004) 29:3 (388-397).
Terwogt, J.M.M. et al., Phase II Trial of Topically Applied Miltefosine Solution in Optients With Skin-Metastasized . . . British J. of Cancer (1999) 79:1158-1161.
Wagner, R. et al., Boron-Dipyrromethene Dyes for Incorporation in Synthetic Multi-Pigment Light-Harvesting Arrays, Pure & Appl. Chem., (1996) 68; 7:1373-1380.
Wang, H.E. et al., Molecular Imaging With 123I-FIAU, 18F-FUdR, 18F-FET, and 18F-FDG for Monitoring Herpes . . . J. of Nuclear Med. (Jul. 2006) 47; 7:1161-1171.
Weber, S.M. et al., Interleukin-1 Gene Tr
Clarke William R.
Kandela Irawati
Longino Marc
Pinchuk Anatoly
Weichert Jamey P.
Cellectar, Inc.
Nwaonicha Chukwuma O
Sullivan Daniel M
Wood Phillips Katz Clark & Mortimer
LandOfFree
Fluorescent phospholipid ether compounds and compositions does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Fluorescent phospholipid ether compounds and compositions, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Fluorescent phospholipid ether compounds and compositions will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-4169922