Small molecules for inhibition of function and drug delivery...

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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Details

C548S317100, C548S319500

Reexamination Certificate

active

06881747

ABSTRACT:
The present invention provides a compound and a method of making a compound according to the following formula:where R1is an alkyl group having 1 to 12 carbons; R2is a urea group; R3is an active group, such as fluorescein, a toxin, radiolabel or drug; and R4, R5and R6are each independently a halide group.

REFERENCES:
patent: 6355664 (2002-03-01), Kelly et al.
Kapadia et al., “An Improved Synthesis of Chiral α-(4-Bromobenzyl)alanine Ethyl Ester and Its Application to the Synthesis of LFA-1 Antagonist BIRT-377”J. Org. Chem.2001, 66: 1903-1905.
Kelly et al., “Cutting Edge: A Small Molecule Antagonist of LFA-1-Mediated Cell Adhesion”The Journal of Immunology1999, 163: 5173-5177.
Wasan et al., “Rat and Rabbit Plasma Distribution of Free and Chylomicron-Associated BIRT 377, a Novel Small Molecule Antagonist of LFA-1-Mediated Cell Adhesion”Pharmaceutical Research2001, 18: 510-519.
Woska, Jr., et al., “A small-molecule antagonist of LFA-1 blocks a conformational change important for LFA-1 function”Journal of Leukocyte Biology2001, 70: 329-334.
Yee, “Self-Regeneration of Stereocenters: A Practical Enantiospecific Synthesis of LFA-1 Antagonist BIRT-377”Organic Letters2000, 2: 2781-2783.

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