β-Benzyloxyaspartate derivatives with photosensitive...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

Reexamination Certificate

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C549S200000, C549S356000, C549S399000, C562S400000, C562S443000, C562S568000, C514S451000, C514S453000, C514S567000

Reexamination Certificate

active

07622499

ABSTRACT:
The present invention relates to photosensitive derivatives of optically active L-threo-β-benzyloxyaspartate or its benzene ring-substituted analogs, represented by the following formula (1) or (2): (1) (2) wherein R1represents hydrogen atom, amino group, straight or branched lower aliphatic acylamino group optionally substituted at the acyl group portion, alicyclic acylamino group or aromatic acylamino group optionally having a substituent on the aromatic ring, R2represents hydrogen atom or one or more straight or branched optionally substituted lower aliphatic alkyloxy groups on the benzene ring, R3 represents hydrogen atom, methyl group or carboxyl group, and R4 and R5 each represent hydrogen atom, hydroxyl group, straight or branched lower alkyloxy group optionally substituted at the alkyl portion, amino group, straight or branched lower alkyl-substituted amino group, or a halogen atom, which upon photoirradiation can produce compounds exhibiting a function of suppressing the glutamate uptake activity of L-glutamate transporters.

REFERENCES:
patent: 6147113 (2000-11-01), Shimamoto et al.
patent: 7247652 (2007-07-01), Shimamoto
patent: 0 844 234 (2002-03-01), None
patent: WO 00/31588 (2000-06-01), None
Wilcox et al., “Synthesis of Photolabile ‘Precursors’ of Amino Acid Neurotransmitters,” J. Org. Chem., 1990, vol. 55, pp. 1585-1589, American Chemical Society, Columbus, OH.
Weiboldt et al., “Photolabile precursors of glutamate: Synthesis, photochemical properties, and activation of glutamate receptors on a microsecond time scale,” Proc. Natl. Acad. Sci. USA, Sep. 1994, vol. 91, pp. 8752-8756, National Academy of Sciences, Washington, DC.
Eckardt et al., “Deactivation Behavior and Excited-State Properties of (Coumarin-4-yl)methyl Derivatives. 2. Photocleavage of Selected (Coumarin-4-yl)methyl-Caged Adenosine Cyclic 3′,5′-Monophosphates with Fluorescence Enhancement,” J. Org. Chem., 2002, vol. 67, pp. 703-710, American Chemical Society, Columbus, OH.
Hagen et al., “Highly Efficient and Ultrafast Phototriggers for cAMP and cGMP by Using Long-Wavelength UV/Vis-Activation,” Angew. Chem. Int. Ed., 2001, vol. 40, No. 6, pp. 1046-1048.
Furuta et al., “Brominated 7-hydroxycoumarin-4-ylmethyls: Photolabile protecting groups with biologically useful cross-sections for two photon photolysis,” Proc. Natl. Acad. Sci. USA, Feb. 1999, vol. 96, pp. 1193-1200, National Academy of Sciences, Washington, DC.
Takaoka et al., “Synthesis and Photoreactivity of Caged Blockers for Glutamate Transporters,” Bioorganic & Medicinal Chemistry Letters, vol. 13, 2003, pp. 965-970.
Shimamoto et al., “DL-threo-β-Benzyloxyaspartate, a Potent Blocker of Excitatory Amino Acid Transporters,” Molecular Pharmacology, vol. 53, pp. 195-201, 1998, American Society for Pharmacology & Experimental Therapeutics, Baltimore, MD.
Rossi et al., “N-Nmoc-L-Glutamate, a New Caged Glutamate with High Chemical Stability and Low Pre-photolysis Activity,” The Journal of Biological Chemistry, vol. 272, No. 52 Dec. 26, 1997, pp. 32933-32939, American Society for Biochemistry and Molecular Biology, Baltimore, MD.
International Search Report dated Jan. 8, 2004 for International PCT No. PCT/JP03/06876.

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