Linked cyclitols and their polysulfated derivatives

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Phosphorus containing other than solely as part of an...

Reexamination Certificate

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C514S517000, C514S553000, C514S660000

Reexamination Certificate

active

10398662

ABSTRACT:
The invention relates to compounds of the following formula (I). In these compounds, R1, R2, R3and R4are each independently a substituted or unsubstituted cyclitol with a ring comprising six carbon atoms, or hydrogen, substituted or unsubstituted alkyl, cycloalkyl, aryl, acyl, alkyloxycarbonyl, or alkylaminocarbonyl. At least two of R1, R2, R3and R4comprise the substituted or unsubstituted cyclitol. The linker can be any one of the following: —(CH2)w—, —(CH2)x—C6H4—(CH2)x—, —(CH2)y—NR5—(CH2)y—, and —(CH2)z—HCR6—(CH2)z—; wherein: w, x, y and z are independently an integer having a value of 0–10; R5is a substituted or unsubstituted cyclitol with a ring comprising six carbon atoms; and, R6is —OH, —OSO3Na, —OSO3Na substituted with alkyl, cycloalkyl or aryl, or substituted or unsubstituted alkyl, cycloalkyl or aryl. The compounds can also include substituted or unsubstituted cyclitol carbamides with the linker bond at the carbamide nitrogen. In other embodiments, the invention provides pharmaceutical compositions which include the compounds, and use of the compounds in the prevention or treatment in a mammalian subject of a disorder resulting from angiogenesis, metastasis, inflammation and/or coagulation/thrombosis

REFERENCES:
patent: 97/09053 (1997-03-01), None
patent: WO 97/09053 (1997-03-01), None
Paul et al., Novel O- and N-Linked Inositol Oligomers: A New class of UnnaturalSaccharide mimics, Synthesis, 2001, 6, 952-960.
Bernhard J. Paul, et al., “Novel O- and N-Linked Inositol Oligomers: A New Class of UnnaturalSaccharide mimics”, Synthesis 2001, No. 6, pp. 952-956, ISSN 0039-7881, New York.
Xun Xie et al., “Inhibition of Selection-Mediated Cell Adhesion and Prevention of Acute Inflammation by Nonanticoagulant Sulfated Saccharides”, The Journal of Biological Chemistry, vol. 275, No. 44, pp. 34818-34825, Nov. 3, 2003.
Tomas Hudlicky et al., “Biocatalysis as the Strategy of Choice in the Exhaustive Enantiomerically Controlled Synthesis of Conduritos”, J. Chem. Soc. Perkin Trans., pp. 2907-2918, 1991.
Supplementary European Search Report dated Nov. 28, 2005.

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