Back to results
US 11,691,981 B2Granted
Heterocyclic compounds, preparation methods therefor, and methods of uses thereof
AssigneeInventisbio Co., Ltd.
InventorsXing Dai, Yaolin Wang, Yueheng Jiang, Yanqin Liu, Haotao Niu, Zhenwu Wang, Zixing Han, Liangshan Tao, Jifang Weng, Zhe Shi
Life of this patent
Estimating the term…
Abstract
Provided herein are novel heterocyclic compounds, for example, compounds having Formula I. Also provided herein are methods of preparing the compounds and methods of using the same, for example, in inhibiting TGF-beta mediated signaling and/or for treating cancer.
Claims21
A compound of Formula I-1, or a pharmaceutically acceptable salt thereof:
- wherein:
- Z1 is CH or N;
- R1 and R2 are each independently hydrogen, halogen, —CN, —CO-G1, —SO2-G1, —NR10R11, —O—R20, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted C3-6 carbocyclic ring, an optionally substituted 5-8 membered heterocyclic ring, an optionally substituted phenyl, or an optionally substituted 5-10 membered heteroaryl;
- or R1 and R2 together form an optionally substituted phenyl, an optionally substituted heteroaryl, an optionally substituted 5-8 membered carbocyclic, or an optionally substituted 5-8 membered heterocyclic ring;
- R3 is hydrogen, a nitrogen protecting group, an optionally substituted alkyl, an optionally substituted C3-6 carbocyclic ring, an optionally substituted 5-8 membered heterocyclic ring, an optionally substituted phenyl, or an optionally substituted 5-10 membered heteroaryl;
- R5 is an optionally substituted 5-8 membered heterocyclic ring, an optionally substituted phenyl, or an optionally substituted 5-10 membered heteroaryl, wherein G1 at each occurrence is independently hydrogen, —NR10R11, —O—R20 an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted C3-6 carbocyclic ring, an optionally substituted 5-8 membered heterocyclic ring, an optionally substituted phenyl, or an optionally substituted 5-10 membered heteroaryl;
- wherein each of R10 and R11 at each occurrence is independently hydrogen, a nitrogen protecting group, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted C3-6 carbocyclic ring, an optionally substituted 5-8 membered heterocyclic ring, an optionally substituted phenyl, or an optionally substituted 5-10 membered heteroaryl;
- or R10 and R11 together form an optionally substituted 5-7 membered heterocyclic or an optionally substituted 5-10 membered heteroaryl;
- and
- wherein R20 at each occurrence is independently hydrogen, an oxygen protecting group, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted C3-6 carbocyclic ring, an optionally substituted 5-8 membered heterocyclic ring, an optionally substituted phenyl, or an optionally substituted 5-10 membered heteroaryl.
7 more elements
A compound of Formula II, or a pharmaceutically acceptable salt thereof:
- wherein:
- R1A is hydrogen, halogen, or an optionally substituted C1-4 alkyl,
- R2A is —CH2CF3, or C4-6 cycloalkyl, wherein the C4-6 cycloalkyl is optionally substituted with 1-3 substituents independently selected from fluorine and methyl;
- or R1A and R2A together form an optionally substituted heteroaryl, or an optionally substituted 5-8 membered heterocyclic ring;
- R3A is hydrogen, halogen, —CN, —CO-G1, —SO2-G1, —NR10R11, —O—R20, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted C3-6 carbocyclic ring, an optionally substituted 5-8 membered heterocyclic ring, an optionally substituted phenyl, or an optionally substituted 5-10 membered heteroaryl;
- Z1A is N or CH,
- R5A is hydrogen, a nitrogen protecting group, an optionally substituted alkyl, an optionally substituted C3-6 carbocyclic ring, an optionally substituted 5-8 membered heterocyclic ring, an optionally substituted phenyl, or an optionally substituted 5-10 membered heteroaryl;
- wherein G1 at each occurrence is independently hydrogen, —NR10R11, —O—R20 an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted C3-6 carbocyclic ring, an optionally substituted 5-8 membered heterocyclic ring, an optionally substituted phenyl, or an optionally substituted 5-10 membered heteroaryl;
- wherein each of R10 and R11 at each occurrence is independently hydrogen, a nitrogen protecting group, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted C3-6 carbocyclic ring, an optionally substituted 5-8 membered heterocyclic ring, an optionally substituted phenyl, or an optionally substituted 5-10 membered heteroaryl;
- or R10 and R11 together form an optionally substituted 5-7 membered heterocyclic or an optionally substituted 5-10 membered heteroaryl;
- and
- wherein R20 at each occurrence is independently hydrogen, an oxygen protecting group, an optionally substituted alkyl, an optionally substituted alkenyl, an optionally substituted alkynyl, an optionally substituted C3-6 carbocyclic ring, an optionally substituted 5-8 membered heterocyclic ring, an optionally substituted phenyl, or an optionally substituted 5-10 membered heteroaryl.
9 more elements
Dependencies are inferred from the claim text.