Cycloalkyl substituted polyamines for cancer therapy and methods of synthesis therefor
First Claim
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1. A compound of the formula:
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E-NH-B-A-B-NH-B-A-B-NH-B-A-B-NH(-B-A-B-NH)x-E wherein A is independently selected from the group consisting of a single bond, C2-C6 alkyl, C2-C6 hydroxyalkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloaryl, and C3-C6 cycloalkenyl;
B is independently selected from the group consisting of a single bond, C1-C6 alkyl, C1-C6 hydroxyalkyl, and C2-C6 alkenyl;
E is independently selected from the group consisting of H, C1-C6 alkyl, C1-C6 hydroxyalkyl, C2-C6 alkenyl, and C2-C6 alkynyl; and
x is an integer from 1 to 16;
with the proviso that at least one A moiety is cyclopropyl, and that each -B-A-B- subunit contains at least two carbon atoms;
and all salts and stereoisomers thereof.
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Abstract
Conformationally restricted polyamine compounds useful in treatment of cancer and other diseases marked by abnormal cell proliferation are disclosed. Improved methods of synthesizing such compounds are also disclosed. In one method of the invention, a carbene-bearing or carbene equivalent-bearing compound is reacted with the double bond of an alkene compound to form a cyclopropyl ring as the first step in the synthesis.
63 Citations
11 Claims
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1. A compound of the formula:
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E-NH-B-A-B-NH-B-A-B-NH-B-A-B-NH(-B-A-B-NH)x-Ewherein A is independently selected from the group consisting of a single bond, C2-C6 alkyl, C2-C6 hydroxyalkyl, C2-C6 alkenyl, C2-C6 alkynyl, C3-C6 cycloalkyl, C3-C6 cycloaryl, and C3-C6 cycloalkenyl;
B is independently selected from the group consisting of a single bond, C1-C6 alkyl, C1-C6 hydroxyalkyl, and C2-C6 alkenyl;
E is independently selected from the group consisting of H, C1-C6 alkyl, C1-C6 hydroxyalkyl, C2-C6 alkenyl, and C2-C6 alkynyl; and
x is an integer from 1 to 16;
with the proviso that at least one A moiety is cyclopropyl, and that each -B-A-B- subunit contains at least two carbon atoms;
and all salts and stereoisomers thereof. - View Dependent Claims (2, 3, 4, 5, 6, 7, 8, 9, 10, 11)
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Specification
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Current AssigneeCellgate, Inc. (Tbg Diagnostics Limited)
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Original AssigneeCellgate, Inc. (Tbg Diagnostics Limited)
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InventorsWang, Yu, Basu, Hirak S., Valasinas, Aldonia L., Blokhin, Andrei V., Sarkar, Aparajita, Reddy, Venodhar K., Frydman, Benjamin, Marton, Laurence J.
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Primary Examiner(s)DAVIS, BRIAN J
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Application NumberUS10/313,530Publication NumberTime in Patent Office1,124 DaysField of Search564/445, 564453-455, 564/457, 564/461, 564/153US Class Current564/453CPC Class CodesA61K 31/132 having two or more amino gr...A61P 35/00 Antineoplastic agentsC07C 211/18 containing at least two ami...C07C 2601/02 with a three-membered ring
