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US 2019/0314372 A1Published application
Pyrimidine compounds containing acidic groups
AssigneeApros Therapeutics, Inc.
InventorTom Yao-Hsiang WU
Life of this patent
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Abstract
The present disclosure relates to a class of pyrimidine derivatives having immunomodulating properties that act via TLR7 which are useful in the treatment of viral infections and cancers.
Claims55
A compound having the structure of Formula (1), or a pharmaceutically acceptable salt thereof,
- wherein
- R1a is selected from the group consisting of H, C1-C4 alkyl, —NH2, —NHAc, —COOH, —SO2CH3, —SCH3, —OCH3, and
- wherein the alkyl is optionally substituted with —OH, —NH2, —NHAc, —COOH, —SO2CH3, —SCH3, —OCH3,
- or A;
- R1b is C2-C5 alkyl;
- X is selected from the group consisting of H and C1-C4 alkyl, wherein the alkyl is optionally substituted with A, —OH, or —C(CH3)2OH;
- L1 is selected from the group consisting of a bond, —CH2—, —CF2—,
- —O—, —S—, —SO2—, —NH—, and —CH2CH2—;
- Y is selected from the group consisting of C1-C3 alkyl, aryl, and heteroaryl, wherein the alkyl, aryl, and heteroaryl are optionally substituted with 1-5 substituents that are independently selected from A, C1-C3 alkyl, and C1-C3 alkoxy;
- A is selected from the group consisting of
- L2 is selected from the group consisting of a bond, —(CH2)n—, —C(O)NH(CH2)n,
- —[O(CH2CH2)]n—, —[O(C1-C4 alkylene)]-, —[O(CH2CH2)]n—OCH2CH2CF2—;
- —C(O)NHCH2CH2—[O(CH2CH2)]m—;
- and —C(O)NHCH2CH2—[O(CH2CH2)]m—OCH2CH2CF2—;
- m is an integer from zero to four;
- n is an integer from one to four;
- wherein the compound is substituted with at least one A;
- and
- when X is —CH3;
- L1 is —CH2—;
- Y is aryl substituted with A;
- and L2 is —CH2—;
- then A is not -L2-COOH, except when R1a comprises —COOH or —SO2CH3;
- and
- when X is —CH3;
- L1 is —CH2—;
- Y is aryl substituted with A;
- L2 is —CH2—, —O—(CH2)2—O(CH2)2—, or —O—(CH2)2—O(CH2)2(CF2)—;
- and A is
- then A and L1 are not in a para position with respect to each other.
27 more elements
(canceled)
A compound, or a pharmaceutically acceptable salt, selected from the group consisting of:
50-54. (canceled)
Dependencies are inferred from the claim text.