Organic compounds -- part of the class 532-570 series – Organic compounds – Radioactive metal containing
Reexamination Certificate
2005-12-05
2010-02-23
Hartley, Michael G (Department: 1618)
Organic compounds -- part of the class 532-570 series
Organic compounds
Radioactive metal containing
C204S001001, C422S169000, C422S186000, C564S123000
Reexamination Certificate
active
07667011
ABSTRACT:
Methods and reagents for photo-initiated carbonylation with carbon-isotope labeled carbon monoxide using alkyl/aryl iodides with water pretreated by a base are provided. The resultant carbon-isotope labeled acids are useful as radiopharmaceuticals, especially for use in Positron Emission Tomography (PET). Associated kits for PET studies are also provided.
REFERENCES:
patent: 6515172 (2003-02-01), Grottenmuller et al.
patent: 1444990 (2004-08-01), None
patent: 02102711 (2002-12-01), None
patent: WO 02/102711 (2002-12-01), None
patent: WO-02/102711 (2002-12-01), None
patent: WO02102711 (2002-12-01), None
S.K. Zeisler, M. Nader, A. Theobald and F. oberdorfer, Conversion of No-carrier -added 11C carbon dioxide t 11C carbon monoxide on molybdenum for the synthesis of 11C-labelled aromactic ketones, Appl.Radiat. Isot, vol. 48(8), 1091-1095, 1997.
C. Crouzel, D. Roeda, M. Berridge, R. Knipper and D. Comar, 11C-labelled Phosgene: an improved procedure and synthesis device, Int. J. Appl. Radiat. Isot. vol. 34(11), 1558-1559, 1983.
Obaidur Rahman, Tor Kihlberg, and Bengt Langstrom, Aryl Triflates and [11C]/(13C) Carbon Monoxide in the Synthesis of 11C-/13C-Amides, Journal of Org. Chem. 68, 3558-3562, 2003.
Farhad Karimi and Bengt Langstrom, Palladium-mediated carboxylation of aryl halides (trifilates) or benzyl halides using [13C]/[11C] carbon monoxide with tetrabutylammonium hydroxide or trmethylphenylammonium hydroxide, Journal of Chem. Soc., Perkin Trans, 1, 2256-2259, 2002.
Obaidur Rahman, Tor Kihlberg and Bengt, Langstrom, Aryl Triuflates and [11C]/[13C] carbon monoxide in the synthesis of 11C-/13C-Amides. J. Org. Chem. 2003, 68, 3558.
PCT/IB2005/004193 Int'l Search Report & Written Opinion dated Dec. 12, 2006.
Kiyoto Nagahara, et.al. “Radical carboxylation: ester synthesis from alkyl iodides, carbon monoxide, and alcohols under irradiation conditions” Journal of the American Chemical society, vol. 119, 1997, pp. 5465-5466.
Oleksiy, Itsenko, et.al., “Photoinitiated carbonylation with [11C] carbon monoxide using amines and alkyl iodides” Journal of organic chemistry, vol. 69, Feb. 6, 2004, pp. 4356-4360.
Database WPI Week 200062 Derwent Publications Ltd., London, GB: AN 2000-268629 & JP 2000 268629 (Hamamatsu Photonics KK) Sep. 29, 2000.
Langstrom B, et. al. “Palladium-mediated carboxylation of aryl halides (triflates) or benzyl halides using [13C]/[11C] carbon monoxide with tetrabutylammonium hydroxide or trimethylphenylammonium hydroxide” Journal of the chemical society, Perkin transactions 1, 2002, pp. 2256-2259.
Database Beilstein, Beilstein institute for organic chemistry, Frankfurt-Main DE XP002409086 Database accession No. BRN 8830872 abstract & D.K. Maiti, et.al. Journal of labeled compounds and radiopharmaceutical, vol. 45, 2003 pp. S233-S233.
Database Caplus [Online] chemical abstracts service, Columbus, Ohio, US: Takahashi, Toshihiro, et.al. “Synthesis of 1-carbon-11 labeled fatty acid from carbon-11-labeled hydrogen cyanide” XP002409213 retrieved from STN Database accession No. 1990:630766 abstract & Applied radiation and isotopes, 41(7).
E. Azim et.al., “Synthesis of 6-chloro2(-Ethylamino)-4-methyl-4-phynyl-[4-14C]-4H,-3,1-Benzoxazine(Etifoxine)” Journal of labeled compounds and radiopharmaceuticals, vol. 39, No. 11, 1997, pp. 907-914.
Hidefumi Kawashima, et.al., “Synthesis of [1-11C]-2-Octynoic acid, [1-11C]-2-Decynoic acid and [1-11C]-3-(R,S)-methyloctanoic acid” Journal of labeled compounds and radiopharmaceuticals, vol. 39, No. 3, 1997, pp. 181-193.
Winstead M.B., et.al. “Relation ship of molecular structure to in vivo scintigraphic distribution of carbon-11 labeled compounds. 4. carbon-11 labeled mandelonitriles, mandelic acids and their esters” Journal of Medicinal chemistry, vol. 21, No. 2, 1978 pp. 215-217.
Database Beilstein Beilstein institute for organic chemistry, Frankfurt-Main, DE: XP002409214 Database accession No. BRN 2453763 abstract & Shi, Buchange, et.al., J. Org. Chem., vol. 59, No. 4, 1994, pp. 845-849.
Database Beilstein Beilstein institute for organic chemistry, Frankfurt-Main, DE; XP002409215 Database accession No. BRN 1903577 abstract & M. Saunders, G.W. Cline: J. Am. Chem. Soc, vol. 112, No. 10, 1990, pp. 3955-3963.
Database Beilstein Beilstein institute for organic chemistry, Frankfurt-Main, DE XP002409216 Database accession No. BRN 1905095 abstract & Remisowa, Sazesskaja: J. Gen. Chem. USSR (Engl. Transl.), 34, 1964, p. 1398.
Database Beilstein Beilstein institute for organic chemistry, Frankfurt-Main, DE: XP 002409217 Database accession No. BRN 1960598 abstract & J.R. Grunwell et.al., :Tetrahedron Lett., vol. 34, No. 45, 1993 pp. 7163-7166.
Database Beilstein Beilstein institute for organic chemistry, Frankfurt-Main, DE: XP002409085 Database accession No. BRN 1701671 abstract & N.P. Fadeev, et.al. : Journal of labeled compounds and radiopharmaceuticals, vol. 44, 2001, pp. S310-S312.
Database Beilstein Beilstein institute for organic chemistry, Frankfurt-Main DE: XP002409087 Database accession No. BRN 2043882 abstract & Takeuchi Ken'ichi et.al., J. chem.. soc. Perkin trans. 2, 9, 1983, pp. 1301-1310.
Database Beilstein Beilstein institute for organic chemistry, Frankfurt-Main, DE XP002409088 Database accession No. BRN 1703487 abstract & Th. Weiske, H. Schwarz: Chem. Ber., vol. 116, No. 1, 1983, pp. 323-347.
Database Beilstein Beilstein institute for organic chemistry, Frankfurt-Main, DE: XP 002409089 Database accession No. BRN 1970004 abstract & R.F.C. Brown, et.al., Aust.J. Chem., 1977 pp. 1757-1767.
Itsenko, et.al. “Radical-mediated carboxylation of alkyl iodides with [11C]carbon monoxide in solvent mixtures” Journal of organic chemistry, vol. 70, No. 6, 2005, pp. 2244-2249.
O. Itsenko, B. Langstrom: “Photonitiated free radical carbonylation enhanced by photosensitizers” Organic letters, vol. 7, No. 21, 2005 pp. 4661-4664.
Itsenko Oleksiy
Langstrom Bengt
Bohlken Craig
Hartley Michael G
Samala Jagadishwar R
LandOfFree
Method for the use of [11C] carbon monoxide in labeling... does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Method for the use of [11C] carbon monoxide in labeling..., we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Method for the use of [11C] carbon monoxide in labeling... will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-4221298