US 11,771,712 B2
Carborane compounds and methods of use thereof
Werner Tjarks, Columbus, OH (US); Petr Bartunek, Prague (CZ); and David Sedlak, Prague (CZ)
Assigned to OHIO STATE INNOVATION FOUNDATION, Columbus, OH (US); and INSTITUTE OF MOLECULAR GENETICS AS CR, V.V.I., Prague (CZ)
Filed by OHIO STATE INNOVATION FOUNDATION, Columbus, OH (US); and INSTITUTE OF MOLECULAR GENETICS AS CR, V.V.I., Prague (CZ)
Filed on Apr. 27, 2021, as Appl. No. 17/241,627.
Application 17/241,627 is a continuation of application No. 15/760,971, granted, now 11,020,411, previously published as PCT/US2016/052531, filed on Sep. 19, 2016.
Claims priority of provisional application 62/219,998, filed on Sep. 17, 2015.
Prior Publication US 2021/0283153 A1, Sep. 16, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. A61K 31/69 (2006.01); A61K 45/06 (2006.01); A61K 31/05 (2006.01); C07F 5/02 (2006.01); A61P 19/02 (2006.01); A61P 1/00 (2006.01); A61P 35/00 (2006.01)
CPC A61K 31/69 (2013.01) [A61K 31/05 (2013.01); A61K 45/06 (2013.01); A61P 1/00 (2018.01); A61P 19/02 (2018.01); A61P 35/00 (2018.01); C07F 5/027 (2013.01); A61K 2300/00 (2013.01)] 20 Claims
 
1. A compound defined by Formula IV, or a pharmaceutically acceptable salt thereof:

OG Complex Work Unit Chemistry
wherein
Q is a substituted or unsubstituted dicarba-closo-dodecaborane cluster, and

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are attached to Q in a para configuration;
the dotted line to Y indicates that the bond can be a single bond or a double bond, as valence permits;
X is OH, NHR2, SH, or S(O)(O)NHR2;
Y is O, OR2′, NHR2, SH, or S(O)(O)NHR2;
R6 is substituted or unsubstituted C2-C20 alkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C2-C20 alkynyl, substituted or unsubstituted C2-C20 alkylaryl, substituted or unsubstituted C4-C20 alkylcycloalkyl, or NR3R4;
R2 is H, OH, halogen, or substituted or unsubstituted C1-C4 alkyl;
R2′ is H or substituted or unsubstituted C1-C4 alkyl; and
R3 and R4 are independently selected from substituted or unsubstituted C1-C20 alkyl, substituted or unsubstituted C2-C20 alkenyl, substituted or unsubstituted C2-C20 alkynyl, substituted or unsubstituted C2-C20 alkylaryl, substituted or unsubstituted C4-C20 alkylcycloalkyl, or substituted or unsubstituted C1-C20 acyl.

OG Complex Work Unit Chemistry