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US 11,730,810 B2Granted
Composition comprising an antigen and a substituted imidazo[1,2-a]pyrimidine for enhancing human immune response
AssigneesChildren's Medical Center Corporation, Dana-Farber Cancer Institute, Inc.
InventorsOfer Levy, David J. Dowling, Francesco Borriello, David A. Scott, Spencer E. Brightman, Frederic Feru
Life of this patent
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Abstract
Provided herein are imidazopyrimidine compounds, such as compounds of Formula (I), for use in enhancing human immune response and/or as adjuvants in vaccines.
Claims26
A composition comprising an antigen and a compound of Formula (I):
- or a pharmaceutically acceptable salt thereof,
- wherein:
- R1 is hydrogen, halogen, C1-6 alkyl, N(Ra1)2, or ORa;
- R1A is benzyl, phenyl, or 6-membered heteroaryl;
- wherein the —CH2— portion of the benzyl is optionally substituted with 1 or 2 substituents independently selected from the group consisting of halogen, C1-6 alkyl, N(Ra1)2, and ORa;
- wherein each C1-6 alkyl substituent of the —CH2— portion of the benzyl is optionally and independently substituted with 1, 2, or 3 independently selected ORa substituents;
- wherein the phenyl portion of the benzyl is optionally substituted with 1, 2, 3, 4, or 5 substituents independently selected from the group consisting of halogen, CN, NO2, alkyl, haloalkyl, alkenyl, alkynyl, C(O)Ra, C(O)N(Ra1)2, C(O)ORa, N(Ra1)2, ORa, SRa, carbocyclyl, heterocyclyl, aryl, and heteroaryl;
- and
- wherein the phenyl or 6-membered heteroaryl is optionally substituted with 1, 2, 3, 4, or 5 substituents independently selected from the group consisting of halogen, CN, NO2, alkyl, haloalkyl, alkenyl, alkynyl, C(O)Ra, C(O)N(Ra1)2, C(O)ORa, N(Ra1)2, ORa, SRa, carbocyclyl, heterocyclyl, aryl, and heteroaryl;
- each RA is independently halogen, CN, NO2, alkyl, alkenyl, alkynyl, C(O)Ra, C(O)N(Ra1)2, C(O)ORa, N(Ra1)2, ORa, SRa, carbocyclyl, heterocyclyl, aryl, or heteroaryl;
- each RB is independently halogen, CN, NO2, alkyl, alkenyl, alkynyl, C(O)Ra, C(O)N(Ra1)2, C(O)ORa, N(Ra1)2, ORa, SRa, carbocyclyl, heterocyclyl, aryl, or heteroaryl;
- each Ra is independently hydrogen, alkyl, alkenyl, alkynyl, acyl, carbocyclyl, heterocyclyl, aryl, or heteroaryl;
- each Ra1 is independently hydrogen, alkyl, alkenyl, alkynyl, acyl, carbocyclyl, heterocyclyl, aryl, or heteroaryl;
- or
- any two Ra1, together with the nitrogen atom to which they are attached, independently form a heterocyclyl or heteroaryl;
- a is 0, 1, 2, or 3;
- and
- b is 0, 1, 2, or 3.
15 more elements
Dependencies are inferred from the claim text.