Stereoisomers of fatty acid analogs for diagnostic imaging

Drug – bio-affecting and body treating compositions – Radionuclide or intended radionuclide containing; adjuvant... – In an organic compound

Reexamination Certificate

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C424S001110, C424S001650, C424S001730, C424S001810, C424S001850, C424S009100

Reexamination Certificate

active

07314609

ABSTRACT:
The present invention provides novel imaging agents for clinical diagnosis of injuries and diseases, in the form of a radionuclide in spatial proximity to a substantially pure stereoisomer of a fatty acid analog. The invention also provides methods for using the novel imaging agents, and kits containing one or more of the novel imaging agents of the invention.

REFERENCES:
patent: 3716631 (1973-02-01), Steggerda et al.
patent: 4323547 (1982-04-01), Knust et al.
patent: 4473544 (1984-09-01), Machulla et al.
patent: 4476106 (1984-10-01), Bardy et al.
patent: 4524059 (1985-06-01), Elmaleh et al.
patent: 4746505 (1988-05-01), Jones et al.
patent: 4764358 (1988-08-01), Knapp, Jr. et al.
patent: 4877599 (1989-10-01), Lees
patent: 5021220 (1991-06-01), Mertens
patent: 5370860 (1994-12-01), Elgavish et al.
patent: 5976496 (1999-11-01), Dean et al.
patent: 7005119 (2006-02-01), Elmalch
patent: 2003/0215386 (2003-11-01), Elmalch
Caveliers et al., “Intra-Individual Comparison of 3(R)-BMIPP and 3(S)-BMIPP Isomers in Humans”, Oct. 1998, pp. 1672-1675, The Journal of Nuclear Medicine, vol. 39, No. 10.
Chang et al; “The Effect of Methyl Palmoxirate on Incorporation of [U14C] Palmitate Into Rat Brain”, Neurochemical Research 19(9): 1217-1223, (1994).
Communal et al.; Can. J. Physiol. Pharmacol., vol. 72:1120-1126, (Oct. 1994).
Cravatt et al., “Chemical Characterization Of A Family Of Brain Lipids That Induce Sleep”, Science, vol. 268: 1506-1509 (1995).
De Geeter et al. “Relationship between blood flow and fatty acid metabolism in subacute myocardial infartion: a stucy by means of Tc-Sestamibi and I-.beta.-methyl-iodo-phenyl pentadecanoic acid,” Eur. J. Nucl. Med 21: 283-291, 1994.
Elmaleh et al., “Corporation of11C and14C-Labeled Fatty Acids And Their β-Methyl Analogs”, Int. J. Nucl. Med. Biol. vol. 10, No. 4: 181-187 (1983).
Elmaleh et al., “Myocardial Extraction of 1-[11C] Betamethylheptadecanoic Acid”, The Journal of Nuclear Medicine, vol. 35, No. 3: 496-503 (1994).
Franken et al., A. “Abnormal Free Fatty Acid Uptake in Subacute Myocardial Infarction After Coronary Thrombolysis: Correlation with Wall Motion and Inotropic Reserve,”.J. Nucl. Med. 35: 1758-1765, 1994.
Goodman et al., “Synthesis and Evaluation of Radioiodinated Terminal p-Iodophenyl-Substituted .alpha.- and β-Methyl-Branched Fatty Acids,” J. Med. Chem., 27:390-397 (1984).
Lin et al., “Effects of Configuration on the Myocardial Uptake of Radioiodinated 3(R)-BMIPP and 3(S)-BMIPP in Rats,” J Nucl. Med. 38:1434-1440, 1997.
Livni et al., “Beta-methyl[1-11C] heptadecanoic Acid: A New Myocardial Metabolic Tracer For Positron Emission Tomography”, The Journal of Nuclear Medicine, vol. 23, No. 2: 169-175 (1982).
Fischman et al., “Myocardial Fatty Acid Imaging: Rationale, Comparison of11C- and123I-Labeled Fatty Acids, and Potential Clinical Utility”, American Journal of Cardiac Imaging, vol. 3, No. 4: 288-296 (1989).
Gatley et al., “On the rate-limiting step in myocardial clearance of label from 16-iodohexadecanoic acid,” J. Nucl. Med. 24: P12, 1983 (abstr.).
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”, The Journal of Organic Chemistry, vol. 49, No. 13: 2322-2325 (1984).
Jones Jr., et al., “Synthesis and Biodistributionof a New99mTechnetium Fatty Acid”, Nuclear Medical Biology, vol. 21, No. 1: 117-123 (1994).
Kairento et al., “Comparative Evaluation of [123I]I4-p-Iodophenyl-Beta-Methyltetradecanoic Acid and Thallium-201 in the Detection of Infarcted Areas in the Dog Heart Using SPECT”, Nuclear Medical Biology, vol. 15, No. 3:333-338 (1988).
Knapp, Jr. “Myocardial Metabolism of Radioiodinated BMIPP”, The Journal of Nuclear Medicine, vol. 36, No. 6: 1051-1054 (1995).
Kropp et al., “Evaluation of ischemia and myocardial viability in patients with coronary artery disease (CAD) with iodine-123 labeled 15-(p-iodophenyl)-3-R,S-methylpentadecanoic acid (BMIPP),” BMIPP. Ann Nucl Med 7: 93-100, 1993.
Lin et al., “Effects of Configuration on the Myocardial Uptake of Radioiodinated 3(R)-BMIPP and 3(S)-BMIPP in Rats”, Sep. 1997, pp. 1434-1441, The Journal of Nuclear Medicine, vol. 38, No. 9.
Machulla et al, “Comparative Evaluation of Fatty Acids Labeled with C-11, C1-34m, Br-77 and I-123 for Metabolic Studies of the Myocardium: Concise Communication,” J. Nucl. Med. 19:298-302, 1978.
Mertens et al.; European Journal Of Nuclear Medicine, vol. 13(3): 159-160, (1987).
Miller et al., “Fatty Acid Analogue Accumulation: A Marker of Myocyte Viability in Ischemic-Reperfused Myocardium” Circulation Research, vol. 63, No. 4: 681-692 (1988).
Most et al., “Free Fatty Acid Metabolism of the Human Heart at Rest,” J. Clin. Invest. 48:1177-1188, 1969.
Nakai et al., “Serial Course of Left Ventricular Function, Perfusion and Fatty Acid Uptake in the Cardiomyopathic Hamster”, The Journal of Nuclear Medicine, vol. 34, No. 8: 1309-1315 (1993).
Nariai et al.; “In Vivo Incorporation of[9,103H]- Palmitate Into a Rat Metastatic Brain-Tumor Model”, J. Neurosurg. 74: 643-649, (1991).
Naruse et al.; Kakuigaku, 29(1): 77-84 (1992).
Neely et al., Myocardial Utilization of Carbohydrates and Lipids, Progr. Cardiovasc. Res. 15:289-329, 1972.
Neely et al., “Relationship Between Carbohydrate and Lipid Metabolism and the Energy Balance of Heart Muscle,” Ann. Rev. Physiol. 36: 413-459, 1974.
Okada et al., “Myocardial Kinetics of1231-Labeled-16-Hexadecanoic Acid”, European Journal of Nuclear Medicine, vol. 8: 211-217 (1983).
Opie, “Metabolism of the heart in health and disease,” Am. Heart J. 76: 685-698, 1968.
Poe, Robinson GD Jr., MacDonald NS, “Myocardial Extraction of Labeled Long-Chain Fatty Acid Analogs,” Proc. Soc. Exp. Biol. Med 148:215-218, 1975.
Takahashi et al.; “Synthesis of 1-11C-Labeled Fatty Acid From [11C]HCN”, Appl. Radiat. Isot. 41(7); 649-654, (1990).
Saito et al., “Differentiation of Regional Perfusion And Fatty Acid Uptake In Zones Of Myocardial Injury”, Nuclear Medicine Communications, vol. 12: 663-675 (1991).
Schon, et al, “C-11 palmitic acid for the noninvasive evaluation of regional fatty acid metabolism with positron-computed tomography,” Am. Heart J. 103: 532-561, 1982.
Schon et al, “Measurement of Myocardial Fatty Acid Metabolism: Kinetics of Iodine-123 Heptadecanoic Acid in Normal Dog hearts,” J. Nucl. Med. 27: 1449-1455, 1986.
Solomons, “Fatty Acids and Glyceryl Trialkanoates”, Organic Chemistry, Fourth Edition, pp. 1039-1043 (1988).
Takeishi et al.; Annals of Nuclear Medicine, 9(3): 125-130, (Aug. 1995).
Wakasugi et al., “Myocardial Utilization And Left Ventricular Function In Adrianmycin Caryomyopathy”, The Journal of Nuclear Medicine, vol. 34, No. 9: 1529-1535 (1993).
Yamamoto et al., “Dual Tracer Autoradiographic Study of β-Methyl-(114C) Heptadecanoic Acid and 15-p-(131I)-Iodophenyl-.beta.-Methylpentadecanoic Acid In Normaotensive and Hypertensive Rats”, The Journal of Nuclear Medicine, vol. 27, No. 7: 1178-1183 (1986).
Yonekura et al., “Regional Myocardial Substrate Uptake in Hypertensive Rats: A Quantitative Autoradiographic Measurement”, Science, vol. 227: 1494-1496 (1985).
Zierler, “Fatty Acids as Substrates for Heart and Skeletal Muscle,” Circ. Res. 38: 459-463, 1976.

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