Quinaldine based semisquaraines and squaraine dyes, process...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Carbohydrate doai

Reexamination Certificate

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Details

C514S023000, C514S176000, C514S311000, C514S001100, C536S017400, C536S004100, C540S107000, C546S176000, C530S300000

Reexamination Certificate

active

07998935

ABSTRACT:
The present invention provides quinaldine-based semisquaraines, symmetrical and unsymmetrical squaraine dyes represented by the general formulae 1, 2 and 3 and/or pharmaceutically acceptable derivatives thereof as sensitizers for photodynamic therapeutical and industrial applications. These symmetrical and unsymmetrical squaraine dyes posses absorption which extends well into the photodynamic window (650-800 nm) and hence are useful for the treatment of deep seated tumors. The absorption of these dyes can be tuned by changing the substituents on the quinaldine moiety thereby enabling the development of a library of dyes which have absorption ranging from 650 to 800 nm. They also exhibited fluorescence emission in the long wavelength region making them useful as near infrared fluorescence sensors for the detection of tumors. These dyes are non-toxic in the dark and exhibit good photocytotoxicity. Accordingly the quinaldine based semisquaraines, symmetrical and unsymmetrical squaraines are extremely useful as diagnostic and therapeutic agents for photodynamic therapeutical and industrial applications.

REFERENCES:
patent: 3592657 (1971-07-01), Kampfer
Jyothish et al. (Organic Letters (2004), vol. 6, No. 22, 3965-3968).
Jyothish et al., Organic Letters—supporting Information, vol. 6, No. 22, 2004, pp. S1-S13.
PCT Notification dated Jan. 17, 2008.
International Search Report dated Jan. 17, 2008 in PCT/IB2007/000030.
Written Opinion dated Jan. 17, 2008 in PCT/IB2007/000030.
Jyothish, K. et al, Organic Letters, vol. 6, No. 22, 2004 pp. 3965-3968 “Synthesis of novel Quinaldine-Based Squaraine Dyes: Effect of Substituents and Role of Electronic Factors.”
Jyothish, K. et al, Organic Letters—supporting Information, vol. 6, No. 22, 2004, pp. S1-S13, “Synthesis of novel Quinaldine-Based Squaraine Dyes: Effect of Substituents and Role of Electronic Factors.”
S. Yagi et al, Synthesis, No. 3, 2002, pp. 413-417, “Synthesis of Near-Infrared absorbing Disquarylium Dyues bearing unsymmetrically extended pi-Conjugation Structures.”
A. Hirth, et al, Chemie in Unserer Zeit, vol. 33, No. 2, 1999, pp. 83-94, “Photodynamische Tumortherapie.”

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