Method for preparing radiolabeled thymidine having low...

Details Method for preparing radiolabeled thymidine having low... Method for preparing radiolabeled thymidine having low...

2007-01-09

2007-01-09

Jones, Dameron L. (Department: 1618)

Drug, bio-affecting and body treating compositions

Radionuclide or intended radionuclide containing; adjuvant...

In an organic compound

C424S001110, C424S001650, C424S001810

Reexamination Certificate

active

10736087

ABSTRACT:
The invention is a method and related precursor for preparing18F-FLT. The precursor has a butoxycarbonyl protecting group at the 5′-position that results in low amounts of chromophoric byproducts being formed during deprotection. The method for preparing18F-FLT is efficient and makes the final purification step less complicated.

REFERENCES:
patent: 3894000 (1975-07-01), Wechter et al.
patent: 4425335 (1984-01-01), Fujii et al.
patent: 4490366 (1984-12-01), Fujii et al.
patent: 4503045 (1985-03-01), Fujii et al.
patent: 4599404 (1986-07-01), Fujii et al.
patent: 4681933 (1987-07-01), Chu et al.
patent: 4757139 (1988-07-01), Kawaguchi et al.
patent: 4886877 (1989-12-01), Fujii et al.
patent: 4904770 (1990-02-01), Starrett, Jr. et al.
patent: 4908440 (1990-03-01), Sterzycki et al.
patent: 4910300 (1990-03-01), Urdea et al.
patent: 4921950 (1990-05-01), Wilson
patent: 4937329 (1990-06-01), Reese
patent: 5013828 (1991-05-01), Kikuchi et al.
patent: 5070078 (1991-12-01), Selway et al.
patent: 5093232 (1992-03-01), Urdea et al.
patent: 5101023 (1992-03-01), Czernecki et al.
patent: 5126506 (1992-06-01), Sterzycki et al.
patent: 5179200 (1993-01-01), Molko et al.
patent: 5190926 (1993-03-01), Chu et al.
patent: 5204456 (1993-04-01), Molko et al.
patent: 5212293 (1993-05-01), Green et al.
patent: 5218106 (1993-06-01), Sterzycki et al.
patent: 5359053 (1994-10-01), Rogers et al.
patent: 5428148 (1995-06-01), Reddy et al.
patent: 5466787 (1995-11-01), Chen et al.
patent: 5530110 (1996-06-01), Sowers
patent: 5608048 (1997-03-01), Gandhi et al.
patent: 5608049 (1997-03-01), Spector et al.
patent: 5646269 (1997-07-01), Matteucci et al.
patent: 5672698 (1997-09-01), Chen et al.
patent: 5679785 (1997-10-01), Engels et al.
patent: 5717086 (1998-02-01), Chambers et al.
patent: 5760208 (1998-06-01), Abushanab et al.
patent: 5932719 (1999-08-01), Abushanab et al.
patent: 6060592 (2000-05-01), Acevedo et al.
patent: 6121438 (2000-09-01), Abushanab et al.
patent: 6326491 (2001-12-01), Abushanab et al.
patent: 6362329 (2002-03-01), Abushanab et al.
patent: 6369040 (2002-04-01), Acevedo et al.
patent: 2003/0004331 (2003-01-01), Komatsu et al.
patent: 2003/0087873 (2003-05-01), Stuyver et al.
patent: 2005/0048601 (2005-03-01), Dellinger et al.
Balagopala et al., “An Improved Synthesis of Azidothymidine,”Nucleosides&Nucleotides, 15(4), pp. 899-906, 1996.
Varagnolo et al., “18F-labeled Radiopharmaceuticals for PET in Oncology, Excluding FDG,”Nuclear Medicine&Biology, vol. 27, pp. 103-112, 2000.
Martin et al., “A new precursor for the radiosynthesis of [18F]FLT,”Nuclear Medicine&Biology, 29, pp. 263-273, 2002.
Grierson et al., “Radiosynthesis of 3′-Deoxy-3′-[18F]fluorothymidine: [18F]FLT for Imaging of Cellular Proliferationin Vivo,” Nuclear Medicine&Biology, vol. 27, pp. 143-156, 2000.
Yun et al., “High radiochemical yield synthesis of 3′-deoxy-3′-[18F]fluorothymidine using (5′-O-dimethoxytrityl-2′-deoxy-3′-O-nosyl-β-D-threopentofuranosyl)thymine and its 3-N-BOC-protected analogue as a labeling precursor,”Nuclear Medicine&Biology, 30, pp. 151-157, 2003.
Shields et al., “Imaging Proliferationin vivowith [F-18]FLT and positron emission tomography”Nature Medicine, vol. 4, No. 11, pp. 1334-1336, Nov. 1998.
Blocher et al., “Synthesis and labeling of 5′-O-(4,4′-dimethoxytrityl)-2,3′-anhydrothymidine for [18F]FLT preparation,”Journal of Radioanalytical and Nuclear Chemistry, vol. 251, No. 1, pp. 55-58, 2002.
Machulla et al., “Simplified labeling approach for synthesizing 3′-deoxy-3′-[18F]fluorothymidine ([18F]FLT),”Journal of Radioanalytical and Nuclear Chemistry, vol. 243, No. 3, pp. 843-846, 2000.
Wodarski et al., “Synthesis of 3′-Deoxy-3′-[18F]Fluoro-Thymidine with 2,3′-Anhydro-5′-O-(4,4′-Dimetheoxytrityl)-Thymidine,”Journal of Labelled Compounds and Radiopharmaceuticals, 43, pp. 1211-1218, 2000.
Vesselle et al., “In VivoValidation of 3′deoxy-3′-[18F]fluorothymidine ([18F]FLT) as a Proliferation Imaging Tracer in Humans: Correlation of [18F]FLT Uptake by Positron Emission Tomography with Ki-67 Immunohistochemistry and Flow Cytometry in Human Lung Tumors,”Clinical Cancer Research, vol. 8, 3315-3323, Nov. 2002.

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