IP Library › Granted Patent US 12,252,503
Granted Patent B2
US 12,252,503 · App. 17/626,518 · Granted Mar 18, 2025

Cannabinoid derivatives

Inventors: Jeffrey Alan Omeara (Halton Hills, CA); Heinz Werner Pauls (Guelph, CA)
Assignee: CANOPY GROWTH CORPORATION
C07F9/6581C07F9/4084C07F9/6571C07F9/6578
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Quick Facts
Patent No.
US 12,252,503
App. No.
17/626,518
Granted
Mar 18, 2025
Kind
B2
Abstract

This disclosure relates generally to cannabinoid derivatives, pharmaceutical compositions comprising them, and methods of using the cannabinoid derivatives.

Claims (331)

1. A compound selected from:

6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl propyl methylphosphonate;

6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl methylphosphonate;

6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;

6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;

6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl cyclopentylphosphonate;

ethyl (((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

methyl ((1,1-difluoroethyl) ((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;

methyl (((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;

isopropyl (((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

neopentyl (((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

ethyl 3-(((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl) propanoate;

ethyl 3-(((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl) propanoate;

ethyl 4-(((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl) butanoate;

3-(((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;

3-(((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;

((((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;

2-((((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;

1-((((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;

((benzyl ((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl acetate;

((((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl pivalate;

6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl ((dimethoxyphosphoryl)methyl) phosphonate;

6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl methyl (1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate;

2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;

4-(3-fluorophenyl)-2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

4-(3-chlorophenyl)-2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;

2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;

di-tert-butyl (((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)methyl)phosphate;

((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)methyl methyl phenyl phosphate;

2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl dimethyl phosphate;

ammonium 2-((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl hydrogen phosphate;

((6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;

ethyl (6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl) methylphosphonate;

ethyl (6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl) phenylphosphonate;

ethyl (6-hydroxy-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl) benzylphosphonate;

6-hydroxy-3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2-yl methyl methylphosphonate;

6-hydroxy-3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;

6-hydroxy-3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;

ethyl (6-hydroxy-3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2-yl) benzylphosphonate;

ethyl (6-hydroxy-3′-methyl-4-propyl-[1,1′-biphenyl]-2-yl) methylphosphonate;

6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl propyl methylphosphonate;

6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl methylphosphonate;

6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;

6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;

6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl cyclopentylphosphonate;

ethyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

methyl ((1,1-difluoroethyl) ((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;

methyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;

isopropyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

neopentyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;

ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;

ethyl 4-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;

3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;

4-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;

((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;

2-((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;

1-((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;

((benzyl ((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl acetate;

((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl pivalate;

6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl ((dimethoxyphosphoryl)methyl)phosphonate;

6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl (1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate;

2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;

4-(3-fluorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

4-(3-chlorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;

2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;

di-tert-butyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)methyl)phosphate;

((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)methyl methyl phenyl phosphate;

2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl dimethyl phosphate;

ammonium 2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl hydrogen phosphate;

((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;

ethyl (6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl) methylphosphonate;

ethyl (6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl) phenylphosphonate;

ethyl (6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl) benzylphosphonate;

6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl methylphosphonate;

6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;

6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;

ethyl (6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl) benzylphosphonate;

ethyl (6-hydroxy-5′-methyl-2′-(prop-1-en-2-yl)-4-propyl-[1,1′-biphenyl]-2-yl) methylphosphonate;

6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl propyl methylphosphonate;

6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl methylphosphonate;

6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;

6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;

6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl cyclopentylphosphonate;

ethyl (((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

methyl ((1,1-difluoroethyl) ((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;

methyl (((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;

isopropyl (((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

neopentyl (((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;

ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;

ethyl 4-(((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;

3-(((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;

4-(((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;

((((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;

2-((((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;

1-((((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;

((benzyl ((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl acetate;

((((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl pivalate;

6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl ((dimethoxyphosphoryl)methyl)phosphonate;

6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl (1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate;

2-((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;

4-(3-fluorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

4-(3-chlorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

2-((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;

2-((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;

di-tert-butyl (((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl)phosphate;

((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl methyl phenyl phosphate;

2-((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl dimethyl phosphate;

ammonium 2-((6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl hydrogen phosphate;

((6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;

ethyl (6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) methylphosphonate;

ethyl (6-hydroxy-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) phenylphosphonate;

ethyl (6-hydroxy-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) benzylphosphonate;

6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl methylphosphonate;

6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;

6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;

ethyl (6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) benzylphosphonate;

ethyl (6-hydroxy-5′-methyl-4-propyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) methylphosphonate;

6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl propyl methylphosphonate;

6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl methylphosphonate;

6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;

6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;

6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl cyclopentylphosphonate;

ethyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

methyl ((1,1-difluoroethyl) ((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;

methyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;

isopropyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

neopentyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;

ethyl 3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;

ethyl 4-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;

3-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;

4-(((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;

((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;

2-((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;

1-((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;

((benzyl ((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl acetate;

((((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl pivalate;

6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl ((dimethoxyphosphoryl)methyl)phosphonate;

6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl (1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate;

2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;

4-(3-fluorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

4-(3-chlorophenyl)-2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;

2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;

di-tert-butyl (((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl)phosphate;

((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl methyl phenyl phosphate;

2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl dimethyl phosphate;

ammonium 2-((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)propan-2-yl hydrogen phosphate;

((6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;

(6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) methylphosphonate;

ethyl (6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) phenylphosphonate;

ethyl (6-hydroxy-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) benzylphosphonate;

6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl methylphosphonate;

6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl phenylphosphonate;

6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl benzylphosphonate;

ethyl (6-hydroxy-5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) benzylphosphonate;

ethyl (6-hydroxy-5′-methyl-2′-(prop-1-en-2-yl)-4-propyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl) methylphosphonate;

3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl dipropyl bis(methylphosphonate);

dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl)bis(methylphosphonate);

dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);

dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);

dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(cyclopentylphosphonate);

ethyl (((6-(((((S)-1-ethoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

methyl (2S)-2-(((1,1-difluoroethyl) ((6-(((1,1-difluoroethyl) (((S)-1-methoxy-1-oxopropan-2-yl)amino)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)amino) propanoate;

methyl (((6-(((((S)-1-methoxy-1-oxopropan-2-yl)amino) (propyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;

isopropyl (((6-(((((S)-1-isopropoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

neopentyl (methyl ((3′-methyl-6-(((((S)-1-(neopentyloxy)-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;

ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methoxy)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;

ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methylamino)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;

ethyl 4-(((6-(((4-ethoxy-4-oxobutyl)(methoxy)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;

3-(((6-(((3-acetoxypropyl)(methoxy)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;

4-(((6-(((4-acetoxybutyl)(methoxy)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;

((((6-(((acetoxymethoxy)(methyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;

2-((((6-((((2-acetoxypropan-2-yl)oxy)(methyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;

1-((((6-(((1-acetoxyethoxy)(propyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;

((((6-(((acetoxymethoxy)(benzyl)phosphoryl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)(benzyl)phosphoryl)oxy)methyl acetate;

((methyl ((3′-methyl-6-((methyl((pivaloyloxy) methoxy)phosphoryl)oxy)-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl pivalate;

dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(((dimethoxyphosphoryl)methyl)phosphonate);

dimethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis((1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate);

2-((3′-methyl-6-((2-oxido-4-phenyl-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;

4-(3-fluorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

4-(3-chlorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

2-((3′-methyl-6-((2-oxido-4-(pyridin-4-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;

2-((3′-methyl-6-((2-oxido-4-(thiophen-2-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;

tetra-tert-butyl (((3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(methylene)) bis(phosphate);

methyl (((3′-methyl-4-pentyl-6-(((phenoxy(methoxy)phosphoryl)oxy)methoxy)-[1,1′-biphenyl]-2-yl)oxy)methyl) phenyl phosphate;

tetramethyl (((3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl)) bis(phosphate);

diammonium ((3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl) bis(hydrogen phosphate);

((6-((diphenoxyphosphoryl) peroxy)-3′-methyl-4-pentyl-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;

diethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);

diethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);

diethyl (3′-methyl-4-pentyl-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);

dimethyl (3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);

dimethyl (3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);

dimethyl (3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);

diethyl (3′-methyl-4-(2-methyloctan-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);

diethyl (3′-methyl-4-propyl-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);

5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl dipropyl bis(methylphosphonate);

dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);

dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);

dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);

dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(cyclopentylphosphonate);

ethyl (((6-(((((S)-1-ethoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

methyl ((1,1-difluoroethyl) ((6-(((1,1-difluoroethyl) (((S)-1-oxo-1-methoxypropan-2-yl)amino)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;

methyl (((6-(((((R)-1-methoxy-1-oxopropan-2-yl)amino) (propyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;

isopropyl (((6-(((((S)-1-isopropoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

neopentyl (methyl ((5′-methyl-6-(((((S)-1-(neopentyloxy)-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;

ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;

ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methylamino)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;

ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;

3-(((6-(((3-acetoxypropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;

4-(((6-(((4-acetoxybutyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;

((((6-(((acetoxymethoxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;

2-((((6-((((2-acetoxypropan-2-yl)oxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;

1-((((6-(((1-acetoxyethoxy)(propyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;

((((6-(((acetoxymethoxy)(benzyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)(benzyl)phosphoryl)oxy)methyl acetate;

((methyl ((5′-methyl-4-pentyl-6-((((pivaloyloxy) methoxy)(methyl)phosphoryl)oxy)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl pivalate;

dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(((dimethoxyphosphoryl)methyl)phosphonate);

dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis((1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate);

2,2′-((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(4-phenyl-1,3,2-dioxaphosphinane 2-oxide);

4-(3-fluorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

4-(3-chlorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

2-((5′-methyl-6-((2-oxido-4-(pyridin-4-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;

2-((5′-methyl-6-((2-oxido-4-(thiophen-2-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;

tetra-tert-butyl (((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(methylene)) bis(phosphate);

methyl (((5′-methyl-4-pentyl-6-(((phenoxy(methoxy)phosphoryl)oxy)methoxy)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)methyl) phenyl phosphate;

tetramethyl (((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl)) bis(phosphate);

diammonium ((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl) bis(hydrogen phosphate);

((6-((diphenoxyphosphoryl) peroxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;

diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);

diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);

diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);

dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);

dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);

dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);

diethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);

diethyl (5′-methyl-2′-(prop-1-en-2-yl)-4-propyl-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);

5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl dipropyl bis(methylphosphonate);

dimethyl (5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);

dimethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);

dimethyl (5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);

dimethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(cyclopentylphosphonate);

ethyl (((6-(((((S)-1-ethoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

methyl ((1,1-difluoroethyl) ((6-(((1,1-difluoroethyl) (((S)-1-oxo-1-methoxypropan-2-yl)amino)phosphoryl)oxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;

methyl (((6-(((((S)-1-methoxy-1-oxopropan-2-yl)amino) (propyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;

isopropyl (((6-(((((S)-1-isopropoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

neopentyl (methyl ((5′-methyl-6-(((((S)-1-(neopentyloxy)-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;

ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;

ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methylamino)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;

ethyl 4-(((6-(((4-ethoxy-4-oxobutyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-1′ 2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;

3-(((6-(((3-acetoxypropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propyl acetate;

4-(((6-(((4-acetoxybutyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;

((((6-(((acetoxymethoxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;

2-((((6-((((2-acetoxypropan-2-yl)oxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;

1-((((6-(((1-acetoxyethoxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;

((((6-(((acetoxymethoxy)(benzyl)phosphoryl)oxy)-5′-methyl-4-pentyl-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(benzyl)phosphoryl)oxy)methyl acetate;

((methyl((5′-methyl-4-pentyl-6-((((pivaloyloxy) methoxy)(methyl)phosphoryl)oxy)-1′ 2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl pivalate;

6-((((dimethoxyphosphoryl)methyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl methyl ((dimethoxyphosphoryl)methyl)phosphonate;

dimethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis((1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate);

2-((5′-methyl-6-((2-oxido-4-phenyl-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-phenyl-1,3,2-dioxaphosphinane 2-oxide;

4-(3-fluorophenyl)-2-((6-((-4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

4-(3-chlorophenyl)-2-((6-((-4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

2-((5′-methyl-6-((2-oxido-4-(pyridin-4-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;

2-((5′-methyl-6-((2-oxido-4-(thiophen-2-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;

tetra-tert-butyl (((5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(methylene)) bis(phosphate);

((6-(((methoxy (phenoxy)phosphoryl)oxy)methoxy)-5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl methyl phenyl phosphate;

tetramethyl (((5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl)) bis(phosphate);

diammonium ((5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl) bis(hydrogen phosphate);

((6-((diphenoxyphosphoryl) peroxy)-5′-methyl-4-pentyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;

diethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);

diethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);

diethyl (5′-methyl-4-pentyl-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);

dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);

dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);

dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);

diethyl (5′-methyl-4-(2-methyloctan-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);

diethyl (5′-methyl-4-propyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);

5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl dipropyl bis(methylphosphonate);

dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);

dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);

dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);

dimethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(cyclopentylphosphonate);

ethyl (((6-(((((S)-1-ethoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

methyl ((1,1-difluoroethyl) ((6-(((1,1-difluoroethyl) (((S)-1-oxo-1-methoxypropan-2-yl)amino)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;

methyl (((6-((((-1-methoxy-1-oxopropan-2-yl)amino) (propyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)-L-alaninate;

isopropyl (((6-(((((S)-1-isopropoxy-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)-L-alaninate;

neopentyl (methyl ((5′-methyl-6-(((((S)-1-(neopentyloxy)-1-oxopropan-2-yl)amino)(methyl)phosphoryl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)-L-alaninate;

ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)propanoate;

ethyl 3-(((6-(((3-ethoxy-3-oxopropyl)(methylamino)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methylamino)phosphoryl)propanoate;

ethyl 4-(((6-(((4-ethoxy-4-oxobutyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butanoate;

3-(((6-(((3-acetoxypropyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methpoxy)phosphoryl)propyl acetate;

4-(((6-(((4-acetoxybutyl)(methoxy)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methoxy)phosphoryl)butyl acetate;

((((6-(((acetoxymethoxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)methyl acetate;

2-((((6-((((2-acetoxypropan-2-yl)oxy)(methyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(methyl)phosphoryl)oxy)propan-2-yl acetate;

1-((((6-(((1-acetoxyethoxy)(propyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(propyl)phosphoryl)oxy)ethyl acetate;

((((6-(((acetoxymethoxy)(benzyl)phosphoryl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)(benzyl)phosphoryl)oxy)methyl acetate;

((methyl ((5′-methyl-4-pentyl-6-((((pivaloyloxy) methoxy)(methyl)phosphoryl)oxy)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)phosphoryl)oxy)methyl pivalate;

(5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(((dimethoxyphosphoryl)methyl)phosphonate);

(5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis((1-(dimethoxyphosphoryl)-1-hydroxyethyl)phosphonate);

2,2′-((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(oxy))bis(4-phenyl-1,3,2-dioxaphosphinane 2-oxide);

4-(3-fluorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

4-(3-chlorophenyl)-2-((6-((4-(3-chlorophenyl)-2-oxido-1,3,2-dioxaphosphinan-2-yl)oxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-1,3,2-dioxaphosphinane 2-oxide;

2-((5′-methyl-6-((2-oxido-4-(pyridin-4-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(pyridin-4-yl)-1,3,2-dioxaphosphinane 2-oxide;

2-((5′-methyl-6-((2-oxido-4-(thiophen-2-yl)-1,3,2-dioxaphosphinan-2-yl)oxy)-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)-4-(thiophen-2-yl)-1,3,2-dioxaphosphinane 2-oxide;

tetra-tert-butyl (((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(methylene)) bis(phosphate);

methyl (((5′-methyl-4-pentyl-6-(((phenoxy(methoxy)phosphoryl)oxy)methoxy)-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl) phenyl phosphate;

tetramethyl (((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl)) bis(phosphate);

diammonium ((5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl)bis(oxy))bis(propane-2,2-diyl) bis(hydrogen phosphate);

((6-((diphenoxyphosphoryl) peroxy)-5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2-yl)oxy)methyl diphenyl phosphate;

diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);

diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);

diethyl (5′-methyl-4-pentyl-2′-(prop-1-en-2-yl)-1′,2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);

dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate);

dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(phenylphosphonate);

dimethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate);

diethyl (5′-methyl-4-(2-methyloctan-2-yl)-2′-(prop-1-en-2-yl)-1′2′,3′ 4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(benzylphosphonate); or

diethyl (5′-methyl-2′-(prop-1-en-2-yl)-4-propyl-1′2′,3′,4′-tetrahydro-[1,1′-biphenyl]-2,6-diyl) bis(methylphosphonate),

or an enantiomer, diastereomer, racemate, or tautomer thereof, or a pharmaceutically acceptable salt, solvate or hydrate of the compound, enantiomer, diastereomer, racemate, or tautomer.

2. A pharmaceutical composition comprising a compound of claim 1 , or an enantiomer, diastereomer, racemate, or tautomer thereof, or a pharmaceutically acceptable salt, solvate or hydrate of the compound, enantiomer, diastereomer, racemate, or tautomer, together with a pharmaceutically acceptable excipient, diluent, or carrier.

3. A method of treating a disease associated with cannabinoid receptor in a subject in need thereof, the method comprising administering to the subject a therapeutically effective amount of a compound according to claim 1 .

4. The method according to claim 3 , wherein the cannabinoid receptor is one or more of CB1, CB2, 5HT1A, 5HT2A, GPR18, GPR55, GPR119, TRPV1, TPRV2, PPARγ or a μ-opioid receptor.

5. The method according to claim 4 , wherein the cannabinoid receptor is CB1 or CB2.

6. A method of treating a disease in a subject in need thereof, the method comprising administering to the subject a therapeutically effective amount of a compound according to claim 1 , wherein the disease is acute pain, ADHD/ADD, alcohol use disorder, allergic asthma, ALS, Alzheimer's, anorexia, anxiety disorders, social anxiety disorder, specific phobia, test anxiety, generalized anxiety disorder, arthritis, atherosclerosis, autism, bipolar disorder, burns, cancer, cancer pain, Charcot-Marie-Tooth disease, chronic inflammatory demyelinating polyneuropathies, chronic pain, chronic allograft nephropathy, cocaine use disorder, complex regional pain syndrome, congestive heart failure, depression, fibromyalgia, fragile X syndrome/FXTAS, frontotemporal dementias, gingivitis pyrexia, glaucoma, glioblastoma, glomerulonephropathy, Huntington's disease, hypertrophic scars, IBD/IBS, inflammation, Inflammatory myopathies, ischemia, kidney fibrosis, keloids, leukodystrophies, liver fibrosis, liver cirrhosis, lung fibrosis, migraine, multiple sclerosis, myocardial infarction, nausea, neuropathic pain, postherpetic neuralgia, painful diabetic neuropathy, nightmare disorder, non-alcoholic fatty liver disease, obesity, obsessive-compulsive disorder, opioid sparing, opioid use disorder, osteoarthritis, osteoporosis, Parkinson's, post-concussion syndrome/traumatic brain injury, psychosis/schizophrenia, PTSD, regulation of bone mass, REM sleep behaviour disorder, reperfusion injury, Rett syndrome, rheumatoid arthritis, skin conditions, acne, psoriatic arthritis, sleep disorders, spinocerebellar ataxias, systemic fibrosis, systemic sclerosis, thermal injury, tobacco use disorder/nicotine dependence, Tourette's, tumors, or trigeminal neuralgia.

7. A method of treating a disease in a subject in need thereof, the method comprising administering to the subject a therapeutically effective amount of a pharmaceutical composition according to claim 2 , wherein the disease is acute pain, ADHD/ADD, alcohol use disorder, allergic asthma, ALS, Alzheimer's, anorexia, anxiety disorders, social anxiety disorder, specific phobia, test anxiety, generalized anxiety disorder, arthritis, atherosclerosis, autism, bipolar disorder, burns, cancer, cancer pain, Charcot-Marie-Tooth disease, chronic inflammatory demyelinating polyneuropathies, chronic pain, chronic allograft nephropathy, cocaine use disorder, complex regional pain syndrome, congestive heart failure, depression, fibromyalgia, fragile X syndrome/FXTAS, frontotemporal dementias, gingivitis pyrexia, glaucoma, glioblastoma, glomerulonephropathy, Huntington's disease, hypertrophic scars, IBD/IBS, inflammation, Inflammatory myopathies, ischemia, kidney fibrosis, keloids, leukodystrophies, liver fibrosis, liver cirrhosis, lung fibrosis, migraine, multiple sclerosis, myocardial infarction, nausea, neuropathic pain, postherpetic neuralgia, painful diabetic neuropathy, nightmare disorder, non-alcoholic fatty liver disease, obesity, obsessive-compulsive disorder, opioid sparing, opioid use disorder, osteoarthritis, osteoporosis, Parkinson's, post-concussion syndrome/traumatic brain injury, psychosis/schizophrenia, PTSD, regulation of bone mass, REM sleep behaviour disorder, reperfusion injury, Rett syndrome, rheumatoid arthritis, skin conditions, acne, psoriatic arthritis, sleep disorders, spinocerebellar ataxias, systemic fibrosis, systemic sclerosis, thermal injury, tobacco use disorder/nicotine dependence, Tourette's, tumors, or trigeminal neuralgia.

8. A method of treating a disease associated with cannabinoid receptor in a subject in need thereof, the method comprising administering to the subject a therapeutically effective amount of a pharmaceutical composition according to claim 2 .

9. The method according to claim 8 , wherein the cannabinoid receptor is one or more of CB1, CB2, 5HT1A, 5HT2A, GPR18, GPR55, GPR119, TRPV1, TPRV2, PPARγ or a μ-opioid receptor.

10. The method according to claim 9 , wherein the cannabinoid receptor is CB1 or CB2.

Assignments (6)
SECURITY INTEREST Recorded Jan 20, 2026
From: CANOPY GROWTH CORPORATION; TWEED INC.
To: JGB COLLATERAL LLC
Reel/Frame 073521/0250 →
RELEASE OF SECURITY INTEREST IN PATENT INTELLECTUAL PROPERTY Recorded Jan 9, 2026
From: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
To: CANOPY GROWTH CORPORATION
Reel/Frame 074281/0925 →
NOTICE OF GRANT OF SECURITY INTEREST Recorded Aug 15, 2024
From: CANOPY GROWTH CORPORATION
To: WILMINGTON TRUST, NATIONAL ASSOCIATION, AS COLLATERAL AGENT
Reel/Frame 068654/0264 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 10, 2023
From: OMEARA, JEFFREY ALAN; PAULS, HEINZ WERNER
To: DALRIADA DRUG DISCOVERY INC.
Reel/Frame 063599/0096 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 10, 2023
From: DALRIADA DRUG DISCOVERY INC.
To: 10607410 CANADA INC.
Reel/Frame 063599/0247 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 10, 2023
From: 10607410 CANADA INC.
To: CANOPY GROWTH CORPORATION
Reel/Frame 063599/0281 →
Continuity (3)
Provisional Application 62873562 · Jul 12, 2019
Provisional Application 62934937 · Nov 13, 2019
Related Publication 20220259233A1 · Aug 18, 2022
References Cited (49)
US 4391827A · Harbert et al. · 1983 [cited by applicant]
US 5205852A · Broadhurst · 1993 [cited by examiner]
US 20220242844A1 · Omeara et al. · 2022 [cited by applicant]
US 20220242856A1 · Ahmar et al. · 2022 [cited by applicant]
US 20220259221A1 · Omeara et al. · 2022 [cited by applicant]
US 20220267239A1 · Omeara et al. · 2022 [cited by applicant]
US 20220324806A1 · Ahmar et al. · 2022 [cited by applicant]
US 20220340582A1 · Ahmar et al. · 2022 [cited by applicant]
US 20220348586A1 · Ahmar et al. · 2022 [cited by applicant]
US 20230024212A1 · Gunning et al. · 2023 [cited by applicant]
US 20230059582A1 · Omeara et al. · 2023 [cited by applicant]
US 20230122510A1 · Ahmar et al. · 2023 [cited by applicant]
US 20230134776A1 · Ahmar et al. · 2023 [cited by applicant]
US 20230150927A1 · Ahmar et al. · 2023 [cited by applicant]
CA 2899763 · 2014 [cited by applicant]
CN 107082789 · 2017 [cited by applicant]
DE 2839836 · 1979 [cited by applicant]
EP 1925622 · 2008 [cited by applicant]
EP 4088723 · 2022 [cited by applicant]
JP 2008044895 · 2008 [cited by applicant]
WO WO2011026144 · 2011 [cited by applicant]
WO WO2016076327A1 · 2016 [cited by examiner]
WO WO2017185038 · 2017 [cited by applicant]
WO WO2018096504 · 2018 [cited by applicant]
WO WO2018096504A1 · 2018 [cited by examiner]
WO WO2020263888 · 2020 [cited by applicant]
WO WO2020263888A1 · 2020 [cited by examiner]
PubChem CID 7017, National Center for Biotechnology Information. PubChem Compound Summary for CID 7017, 2-Phenylphenol. https://pubchem.ncbi.nlm.nih.gov/compound/2-Phenylphenol. Accessed Mar. 24, 2023, create date Sep. … [cited by examiner]
Knaus et al., Journal of Chromatographic Science (1976), 14(11), pp. 525-530. (Year: 1976). [cited by examiner]
Chemical Abstracts Registry No. 719261-57-1, indexed in the Registry file on STN CAS Online Jul. 30, 2004. (Year: 2004). [cited by examiner]
An English translation of WO 2016/076327 A1 to Miyoshi et al., 2016. (Year: 2016). [cited by examiner]
Cremlyn et al., International Biodeterioration Bulletin, 1974, 10(1), pp. 25-28. (Year: 1974). [cited by examiner]
Okamoto et al., Heteroatom Chemistry (1996), 7(4), pp. 257-261. (Year: 1996). [cited by examiner]
Chemical Abstracts Registry No. 1431299-61-4, indexed in the Registry file on STN CAS Online May 14, 2013. (Year: 2013). [cited by examiner]
Chemical Abstracts Registry No. 61595-82-2, indexed in the Registry file on STN CAS Online Nov. 16, 1984. (Year: 1984). [cited by examiner]
Jeon, W. H. et al. “Palladium(II)-catalyzed ortho-arylation via phosphate-group-directed C—H activation” Tetrahedron, 2013, pp. 5152-5159, vol. 69. [cited by applicant]
Chan, L. Y. et al. “Pd(II)-Catalyzed ortho-Arylation of Aryl Phosphates and Aryl Hydrogen Phosphates with Diaryliodonium Triflates” Organic Letters, 2013, pp. 2186-2189, vol. 15, No. 9. [cited by applicant]
Cremlyn, R. J. W. et al. “Studies of Organophosphorochloridates. Some Derivatives of o-Biphenylyl and p-Cumenylphenyl Phosphorodichloridates” [cited by applicant]
Cremlyn, R. J. W. et al. “Studies of Organophosphorochloridates. The Preparation of Some Bisaryl Phosphorochloridates Derived from o-Biphenol and o-Cyclohexylphenol” [cited by applicant]
Cremlyn, R. J. W. “The Synthesis and Fungicidal Activity of Derivatives of o- and p-Cyclohexylphenyl Phosphorodichloridates and Dichloridophosphorothioates” [cited by applicant]
Okamoto, Y. “Photolysis of Triphenyl Phosphate in Aqueous Methanol” [cited by applicant]
Chan, L. Y. et al. “Palladium-catalyzed ortho-alkenylation of aryl hydrogen phosphates using a new mono-phosphoric acid directing group” [cited by applicant]
Written Opinion in International Application No. PCT/CA2020/050968, Oct. 14, 2020, pp. 1-6. [cited by applicant]
Claims as filed for U.S. Appl. No. 17/780,052, filed May 26, 2022, pp. 1-12. [cited by applicant]
Knaus, E.E. et al. “The Separation, Identification, and Quantification of Cannabinoids and Their t-Butyldimethylsilyl, Trimethylsilylacetate, and Diethylphosphate Derivatives Using High-Pressure Liquid Chromatography, G… [cited by applicant]
CAPLUS, Database accession No. 2018:1030172, May 31, 2015 pp. 1-2. [cited by applicant]
CAPLUS, Database accession No. 2020:2709436, Apr. 27, 2022, pp. 1-6. [cited by applicant]
CAPLUS, Database accession No. 2021:1518827, Nov. 16, 2022, pp. 1-28. [cited by applicant]
CAPLUS Database accession No. 1977:38182, 1976, p. 1. [cited by applicant]