IP Library › Granted Patent US 12,338,261
Granted Patent B2
US 12,338,261 · App. 17/314,896 · Granted Jun 24, 2025

Alvocidib prodrugs having increased bioavailability

Inventors: Adam Siddiqui-Jain (South Jordan, UT); David J. Bearss (Alpine, UT)
Assignee: Sumitomo Pharma Oncology, Inc.
C07F9/65586A61K31/38A61P35/02C07D311/22C07D311/30C07D405/04
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Quick Facts
Patent No.
US 12,338,261
App. No.
17/314,896
Granted
Jun 24, 2025
Kind
B2
Abstract

Compounds having the following structure (I): or a stereoisomer, tautomer or pharmaceutically acceptable salt thereof, wherein one of R 1 , R 2 or R 3 is —P(═O)(OH) 2 , and the other two of R 1 , R 2 and R 3 are each H, are provided. Pharmaceutical compositions comprising the compounds, and methods for use of the compounds for treating diseases associated with overexpression of a cyclin-dependent kinase (CDK) are also provided.

Claims (13)

1. A method for preparing a compound of structure (I):

or a stereoisomer, tautomer or pharmaceutically acceptable salt thereof, wherein:

one of R 1 , R 2 or R 3 is —P(═O)(OH) 2 , and the other two of R 1 , R 2 and R 3 are each H,

the method comprising adding a phosphate group to one of three free hydroxyls of alvocidib, or a salt or solvate thereof.

2. The method of claim 1 , wherein the compound has the following structure (I′):

3. The method of claim 1 , wherein the compound has the following structure (IA):

4. The method of claim 3 , wherein the compound has the following structure (IA′):

5. The method of claim 1 , wherein the compound has the following structure (IB):

6. The method of claim 5 , wherein the compound has the following structure (IB′):

7. The method of claim 1 , wherein the compound has the following structure (IC):

8. The method of claim 7 , wherein the compound has the following structure (IC′):

9. The method of claim 1 , further comprising treating the compound of structure (I) with an inorganic or organic base or acid to convert the compound of structure (I) to a pharmaceutically acceptable salt of the compound of structure (I).

10. The method of claim 1 , further comprising converting a salt of the compound of structure (I) to its free base or acid form.

Assignments (4)
CHANGE OF NAME Recorded Apr 27, 2022
From: SUMITOMO DAINIPPON PHARMA ONCOLOGY, INC.
To: SUMITOMO PHARMA ONCOLOGY, INC.
Reel/Frame 059809/0557 →
ASSIGNMENT OF ASSIGNOR'S INTEREST Recorded May 12, 2021
From: SIDDIQUI-JAIN, ADAM; BEARSS, DAVID J.
To: TOLERO PHARMACEUTICALS, INC.
Reel/Frame 056212/0532 →
MERGER Recorded May 12, 2021
From: TOLERO PHARMACEUTICALS, INC.
To: BOSTON BIOMEDICAL, INC.
Reel/Frame 056212/0715 →
CHANGE OF NAME Recorded May 12, 2021
From: BOSTON BIOMEDICAL, INC.
To: SUMITOMO DAINIPPON PHARMA ONCOLOGY, INC.
Reel/Frame 056216/0386 →
Continuity (6)
Continuation 16727693 · Dec 26, 2019
Continuation 16279958 · Feb 19, 2019
Division 15673213 · Aug 9, 2017
Division 15158206 · May 18, 2016
Provisional Application 62163188 · May 18, 2015
Related Publication 20210261585A1 · Aug 26, 2021
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