IP Library Granted Patent US 10,301,273
Granted Patent B2
US 10,301,273 · App. 15/502,301 · Granted May 28, 2019

Compounds and methods for treating cancer

Inventors: John A. Copland, III (Ponte Vedra Beach, FL); Han W. Tun (Jacksonville, FL); Thomas R. Caulfield (Jacksonville, FL); Christina Von Roemeling (Jacksonville, FL); Laura Ann Marlow (Jacksonville, FL)
Assignee: Mayo Foundation for Medical Education and Research
C07D295/192A61K31/44A61K31/495A61K31/496A61K45/06C07D211/64C07D211/66C07D213/64C07D213/75
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Quick Facts
Patent No.
US 10,301,273
App. No.
15/502,301
Granted
May 28, 2019
Kind
B2
Abstract

This document provides compounds, compositions, and methods for treating cancers including renal cancer (e.g., renal cell carcinoma) as well as ovarian, breast, prostate, colon, pancreatic, bladder, liver, lung, and thyroid cancers and melanoma. For example, compounds, compositions, and methods for using one or more inhibitors of SCD1 to treat renal cell carcinoma (e.g., clear cell renal cell carcinoma (ccRCC)), thyroid cancer, or liver cancer; or to increase the efficacy of treatment for the same.

Claims (47)

1. A method for treating a cancer in a human subject in need thereof, the method comprising administering to the subject a therapeutically effective amount of a compound according to Formula (II):

or a pharmaceutically acceptable salt thereof,

wherein

R 1 is halo,

X is —(C═O)NR 4 —;

Y is

and

R 2 , R 3 , and R 4 are each independently H or an unsubstituted C 1-6 alkyl,

wherein the cancer is selected from the group consisting of a kidney cancer, a liver cancer, a breast cancer, a lung cancer, a pancreatic cancer, a bladder cancer, a colon cancer, a melanoma, a thyroid cancer, an ovarian cancer, and a prostate cancer, and

wherein the kidney cancer is clear cell renal cell carcinoma; and the bladder cancer is selected from the group consisting of: transitional cell carcinoma, urothelial carcinoma, papillary carcinoma, flat carcinoma, squamous cell carcinoma, adenocarcinoma, small-cell carcinoma, and sarcoma.

2. A method of treating a cancer in a subject in need thereof, the method comprising administering to the subject a therapeutically effective amount of a compound according to Formula (II):

or a pharmaceutically acceptable salt thereof,

wherein

R 1 is halo;

X is —(C═O)NR 4 —;

Y is

and

R 2 , R 3 , and R 4 are each independently H or an unsubstituted C 1-6 alkyl,

and an mTor inhibitor, or a pharmaceutically acceptable salt thereof, wherein the cancer is selected from the group consisting of: a kidney cancer, a liver cancer, a breast cancer, a lung cancer, a pancreatic cancer, a bladder cancer, a colon cancer, a melanoma, a thyroid cancer, an ovarian cancer, and a prostate cancer.

3. The method of claim 2 , wherein the mode of administration of the compound and the mTor inhibitor is selected from the group consisting of:

i) the compound and the mTor inhibitor are admixed prior to administration;

ii) the compound and the mTor inhibitor are administered concurrently;

iii) the compound and the mTor inhibitor are administered sequentially;

iv) the compound is administered prior to the administration of the mTor inhibitor; and

v) the mTor inhibitor is administered prior to the administration of the compound.

4. The method of claim 2 or 3 , wherein the mTOR inhibitor is selected from sirolimus, temsirolimus, everolimus, and ridaforolimus, or a pharmaceutically acceptable salt thereof.

5. The method of claim 4 , wherein the mTOR inhibitor is temsirolimus, or a pharmaceutically acceptable salt thereof.

6. The method of claim 1 or 2 , wherein the compound according to Formula (II) has the structure of Formula (IIa):

or a pharmaceutically acceptable salt thereof; and

wherein R 1 is Cl.

7. The method of claim 1 or 1 , wherein the compound according to Formula (II) has the structure of Formula (IIa):

or a pharmaceutically acceptable salt thereof; and

wherein R 4 is H; R 2 is H; and R 3 is CH 3 .

8. The method of claim 1 , wherein the compound according to Formula (II) is

or a pharmaceutically acceptable salt thereof.

9. The method of claim 2 , wherein the compound according to Formula (II) is

or a pharmaceutically acceptable salt thereof.

10. The method of claim 9 , wherein the mode of administration of the compound and the mTor inhibitor is selected from the group consisting of:

i) the compound and the mTor inhibitor are admixed prior to administration;

ii) the compound and the mTor inhibitor are administered concurrently;

iii) the compound and the mTor inhibitor are administered sequentially;

iv) the compound is administered prior to the administration of the mTor inhibitor; and

v) the mTor inhibitor is administered prior to the administration of the compound.

11. The method of claim 9 or 10 , wherein the mTOR inhibitor is selected from sirolimus, temsirolimus, everolimus, and ridaforolimus, or a pharmaceutically acceptable salt thereof.

12. The method of claim 11 , wherein the mTOR inhibitor is temsirolimus, or a pharmaceutically acceptable salt thereof.

13. The method of claim 1 , wherein the cancer is clear cell renal cell carcinoma.

14. The method of claim 1 , wherein the cancer is bladder cancer selected from transitional cell carcinoma, urothelial carcinoma, papillary carcinoma, flat carcinoma, squamous cell carcinoma, adenocarcinoma, small-cell carcinoma, and sarcoma.

Assignments (1)
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded Feb 22, 2019
From: COPLAND, JOHN A., III; TUN, HAN W.; CAULFIELD, THOMAS R.; VON ROEMELING, CHRISTINA; MARLOW, LAURA ANN
To: MAYO FOUNDATION FOR MEDICAL EDUCATION AND RESEARCH
Reel/Frame 048404/0403 →
Continuity (2)
Provisional Application 62034429 · Aug 7, 2014
Related Publication 20170226073A1 · Aug 10, 2017
Cited By (1)
US 12,286,413