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US 2021/0347794 A1Published application
Phosphate Derivatives of Indole Compounds and Their Use
AssigneeAriagen, Inc.
InventorsGraham Johnson, David Douglas Manning
Life of this patent
Estimating the term…
Abstract
The present disclosure relates to phosphate derivatives of indole compounds and pharmaceutical compositions thereof, and their use in stimulating the immune system of patients such as cancer patients.
Claims30
A compound of Formula I:
- R12 is hydrogen, deuterium, halo, amino, hydroxy, thiol, cyano, formyl, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, acyl, acyloxy, alkoxy, haloalkoxy, thioalkoxy, halothioalkoxy, haloalkanoyl, thioalkanoyl, halothioalkanoyl, carboxy, carbonyloxy, halocarbonyloxy, carbonylthio, halocarbonylthio, thiocarbonyloxy, halothiocarbonyloxy, thiocarbonylthio, or halothiocarbonylthio,
- each of A1, A2, A3, A4, and A5, independently, is CR2 or N;
- L is —(CR2R3—O)n— or a bond;
- R2 is H or C1-C6 alkyl;
- R3 is H or C1-C6 alkyl;
- or, together, R2 and R3 form a C3-C8 cycloalkyl;
- n is 0, 1, 2, 3, 4, 5, or 6;
- y is 0, 1, 2, 3, or 4;
- each X, independently, is hydrogen, deuterium, halo, amino, hydroxy, thiol, cyano, formyl, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, acyl, acyloxy, alkoxy, haloalkoxy, thioalkoxy, halothioalkoxy, haloalkanoyl, thioalkanoyl, halothioalkanoyl, carboxy, carbonyloxy, halocarbonyloxy, carbonylthio, halocarbonylthio, thiocarbonyloxy, halothiocarbonyloxy, thiocarbonylthio, or halothiocarbonylthio;
- and
- Q1+ and Q2+ are each, independently, a monocation, or together are a dication or one or both of Q1+ or Q2+ is H, C1-C6 alkyl, allyl, benzyl, or —(CR2R3—O)—R23, and R23 is H or C1-C6 alkyl.
8 more elements
A compound of Formula VI:
- R10 is hydrogen, deuterium, halo, amino, hydroxy, thiol, cyano, formyl, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, acyl, acyloxy, alkoxy, haloalkoxy, thioalkoxy, halothioalkoxy, alkanoyl, haloalkanoyl, thioalkanoyl, halothioalkanoyl, carboxy, carbonyloxy, halocarbonyloxy, carbonylthio, halocarbonylthio, thiocarbonyloxy, halothiocarbonyloxy, thiocarbonylthio, or halothiocarbonylthio;
- R11 is hydrogen, deuterium, halo, amino, hydroxy, thiol, cyano, formyl, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, acyl, acyloxy, alkoxy, haloalkoxy, thioalkoxy, halothioalkoxy, alkanoyl, haloalkanoyl, thioalkanoyl, halothioalkanoyl, carboxy, carbonyloxy, halocarbonyloxy, carbonylthio, halocarbonylthio, thiocarbonyloxy, halothiocarbonyloxy, thiocarbonylthio, or halothiocarbonylthio, wherein one of R10 and R11 is H or C1-C6 alkyl;
- R2 is H or C1-C6 alkyl;
- R3 is H or C1-C6 alkyl;
- or, together, R2 and R3 form a C3-C8 cycloalkyl;
- y is 0, 1, 2, 3, or 4;
- each X, independently, is hydrogen, deuterium, halo, amino, hydroxy, thiol, cyano, formyl, alkyl, haloalkyl, alkenyl, haloalkenyl, alkynyl, haloalkynyl, acyl, acyloxy, alkoxy, haloalkoxy, thioalkoxy, halothioalkoxy, haloalkanoyl, thioalkanoyl, halothioalkanoyl, carboxy, carbonyloxy, halocarbonyloxy, carbonylthio, halocarbonylthio, thiocarbonyloxy, halothiocarbonyloxy, thiocarbonylthio, or halothiocarbonylthio;
- R20 and R30 each, independently, is H, C1-C6 alkyl, allyl, or benzyl, or one of R20 or R30 is H, C1-C6 alkyl, allyl, or benzyl and the other of R20 or R30 is a cation;
- and
- n is 0, 1, 2, 3, 4, 5, or 6.
7 more elements
Dependencies are inferred from the claim text.