Imaging 18F or 11C-labelled alkylthiophenyl guanidines

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Nitrogen containing other than solely as a nitrogen in an...

Reexamination Certificate

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Details

C424S001110, C564S230000, C564S237000, C564S238000, C564S239000

Reexamination Certificate

active

08058311

ABSTRACT:
The invention provides a compound of formula (I); or a salt or solvate thereof, wherein: R1is hydrogen or C1-4alkyl; R2and R4are each independently selected from C1-4alkyl, [11C]C1-4alkyl, and [18F]—C1-4fluoroalkyl provided that at least one of R2and R4is [11C]C1-4alkyl or [18F]—C1-4fluoroalkyl; and R3is halo. Such compounds having use for imaging central nervous system receptors.

REFERENCES:
patent: 2004/007440 (2004-01-01), None
patent: WO-2004/007440 (2004-01-01), None
Waterhouse et al, Journal of Labelled Compounds and Radiopharmaceuticals 2002, 45, 955-964.
Zhao, Robins, et.al., “Synthesis and characterization of N-(2-chloro-5-methylthiophenyl)-N-(3-methylthiopenyl)-N-11Cmethylguanidine 11CCNS 5161, a candidate PET tracer for functional imaging of the NMDA receptors” Journal of Labelled Compounds and Radiopharmaceuticals, vol. 49, Feb. 2006 pp. 163-170.
Waterhouse, et.al., “Synthesis of 11-C N-(2-chloro-5-thiomethylphenyl)-N-methylguanidine (11CGMOM): a candidate PET tracer for imaging the PCP site of the NMDA ion channel” Journal of Labelled Compounds and Radiopharmacueticals vol. 45 2002 pp. 955-964.
Dumont, et.al. “Synthesis and in vitro evaluation of N,N′-diphenyl and N-naphthyl-N′phenylguanidines and N-methyl-D-aspartate receptor ion-channel ligands” Bioorganic and Medicinal Chemistry Letters, vol. 12, 2002, pp. 1583-1586.
Zessin, et.al. “Efficient synthesis of enantiomerically pure thioester precursors of 11CMcN-5652 from racemic McN5652” Journal of Labelled Compounds and Radiopharmaceuticals, vol. 42, 1999 pp. 1301-1312.
Zessin, et.al. “S-18F-Fluoromethyl-(+)-McN5652—A potential PET tracer for imaging the sertoning transporter” Journal of Labelled Compounds and Radiopharmaceuticals, vol. 44, 2001 pp. S196-S-197.
Waterhouse, Rikki “Imaging the PCT site of the NMDA ion channel” Nuclear Medicine and Biology Jul. 30, 2003 pp. 869-878.
PCT/GB2006/002315 International Search Report and Written Opinion dated Sep. 2006.

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