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US 11,779,550 B2Granted
Bisphenol ether derivatives and methods for using the same
AssigneesThe University of British Columbia, British Columbia Cancer Agency Branch
InventorsRaymond John Andersen, Kunzhong Jian, Marianne Dorothy Sadar, Nasrin R. Mawji, Carmen Adriana Banuelos
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Abstract
Compounds having a structure of Formula I: or a pharmaceutically acceptable salt, tautomer or stereoisomer thereof, wherein R1, R2, L1, L2, L3, X, a, b, c, n, and m are as defined herein, are provided. Uses of such compounds for modulating androgen receptor activity and uses as therapeutics as well as methods for treatment of subjects in need thereof, including prostate cancer are also provided.
Claims10
A method for modulating androgen receptor activity, comprising:
- administering to a patient in need thereof a compound having the following structure (I):
- or a pharmaceutically acceptable salt, tautomer or stereoisomer thereof, wherein:
- wherein:
- X is —C(R3R4)—;
- R1 and R2 are each independently H, halogen, C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, —OH, —OR5, —O(C1-C6)alkyl, —OC(═O)R13, C1-C10 acyl, —S(O)0-2R5, —NO2, —CN, —NH2, —NHR5, —N(R5R6), —CO2H, CO2R14, or CONR5R6;
- R3 and R4 are each independently H, C1-C10 alkyl, C2-C10 alkenyl, or C2-C10 alkynyl;
- R5 and R6 is each independently H, C1-C10 alkyl, C2-C10 alkenyl, or C2-C10 alkynyl;
- R7 is each independently H, C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, aryl, aminocarbonyl, C1-C10 alkylcarbonyl, C2-C10 alkenylcarbonyl, C2-C10 alkynylcarbonyl, alkylaminocarbonyl, C2-C10 alkenylaminocarbonyl, or C2-C10 alkynylaminocarbonyl;
- R13 is each independently C1-C10 alkyl, C2-C10 alkenyl, or C2-C10 alkynyl;
- R14 is each independently H, C1-C10 alkyl, C2-C10 alkenyl, C2-C10 alkynyl, or aryl;
- L1 is hydroxyl or —OC(═O)R13;
- L2 and L3 are each independently H, halogen, hydroxyl, —OC(═O)R13, —OC1-C10 alkyl, —OC2-C10 alkenyl, —OC2-C10 alkynyl, —OR15,—SR5, —NR5R6, —O(C1-C10 acyl), —OC1-C10 alkylene-(—O—C1-C10 alkyl)p, —OC1-C10 alkylene-(—O—C2-C10 alkynyl)p, —OC1-C10 alkylene-(—O—C2-C10 alkenyl)p, —OC2-C10 alkenylene-(—O—C1-C10 alkyl)p, —OC2-C10 alkenylene-(—O—C2-C10 alkenyl)p, —OC2-C10 alkenylene-(—O—C2-C10 alkynyl)p, —OC2-C10 alkynylene-(—O—C1-C10 alkyl)p, —OC2-C10 alkynylene-(—O—C1-C10 alkenyl)p, —OC2-C10 alkynylene-(—O—C2-C10 alkynyl)p, carbocyclyl, aryl, heterocyclyl, or heteroaryl;
- wherein at least one of L2 and L3 is a hydroxyl, —OC(═O)R13, substituted or unsubstituted carbocyclyl, substituted or unsubstituted aryl, substituted or unsubstituted heterocyclyl, or substituted or unsubstituted heteroaryl;
- R15 is each independently selected from the group consisting of
- wherein aa is a naturally occurring amino acid side chain and n is an integer from 1 to 200;
- and
- a, b and c, are each independently 0, 1, 2, 3, 4, 5, or 6;
- m and n are each independently 0,1, 2, 3, or 4;
- and
- p is 1, 2, 3, or 4.
17 more elements
Dependencies are inferred from the claim text.