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US 12,421,273 B2Granted
Ectonucleotidase inhibitors and methods of use thereof
AssigneeAntengene Therapeutics Limited
InventorsLijing Chen, Roland Joseph Billedeau, Jim Li
Life of this patent
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Abstract
The invention relates to novel heterocyclic compounds and pharmaceutical preparations thereof. The invention further relates to methods of treating or preventing cancer using the novel heterocyclic compounds of the invention.
Claims20
A compound having formula (IE):
- or a pharmaceutically acceptable salt and/or prodrug thereof, wherein
- Y is
- Het is selected from the group consisting of
- R1a is selected from H, halo, hydroxy, cyano, azido, amino, C1-6alkyl, hydroxyC1-6alkyl, amino-C1-6alkyl, —O—C(O)—O—C1-6alkyl, C1-6acyloxy, C1-6alkoxy, C2-6alkenyl, and C2-6alkynyl;
- R2a is selected from halo, hydroxy, cyano, azido, amino, C1-6alkyl, hydroxy-C1-6alkyl, amino-C1-6alkyl, C1-6acyloxy, —O—C(O)—O—C1-6alkyl, C1-6alkoxy, C2-6alkenyl, and C2-6alkynyl;
- R2b is C2-6alkynyl;
- R3 is selected from H and alkyl;
- R4 is selected from H, alkyl, CN, aryl, heteroaryl, —C(O)OR9, —C(O)NR11R12, —S(O)2R10, —P(O)(OR11)(OR12), and —P(O)(OR11)(NR13R14);
- R5 is selected from H, cyano, alkyl, cycloalkylalkyl, heterocyclylalkyl, aralkyl, heteroaralkyl, and —C(O)OR9;
- R6 is selected from —C(O)OR9, —C(O)NR16R17, and —P(O)(OR11)(OR12);
- R9 is independently selected from H, alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl, and heteroaralkyl;
- R10 is independently selected from alkyl, alkenyl, alkynyl, amino, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl, and heteroaralkyl;
- and
- each R11 and R12 is independently selected from H, alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl;
- or
- R11 and R12, together with the nitrogen atom to which they are attached, form a 5- to 7-membered heterocyclyl;
- R13 is, independently for each occurrence, H or alkyl;
- R14 is, independently for each occurrence, alkyl or aralkyl;
- each R16 and R17 is independently selected from H, hydroxy, alkyl, cycloalkyl, cycloalkylalkyl, heterocyclyl, heterocyclylalkyl, aryl, aralkyl, heteroaryl, heteroaralkyl;
- or
- R16 and R17, together with the nitrogen atom to which they are attached, form a 5- to 7-membered heterocyclyl.
18 more elements
Dependencies are inferred from the claim text.