Third generation taxoids and methods of using same

Patent metadata

Field	Value
Publication number	US-10550093-B2
Application number	US-201615740859-A
Country	US
Kind code	B2
Filing date	Jul 1, 2016
Priority date	Jul 1, 2015
Publication date	Feb 4, 2020
Grant date	Feb 4, 2020

Abstract

The invention includes taxoid compounds represented by the formula:

wherein: R 1 represents a methyl group or a fluorine; R 2 represents an alkyl or alkenyl group having one to six carbon atoms; or a cycloalkyl or cycloalkenyl group having three to seven ring carbon atoms; R 3 represents an alkyl, alkenyl, dialkylamino, alkylamino, or alkoxy group having one to six carbon atoms; a cycloalkyl or cycloalkenyl group having three to seven ring carbon atoms; an aryl group having six to eighteen ring carbon atoms; or a heteroaryl group having three to seventeen ring carbon atoms; R 4 represents hydrogen or a methyl group; and X represents hydrogen or fluorine.

First claim

We claim:

1. A taxoid compound represented by the formula:

wherein:
R 1 represents a methyl group or a fluorine;
R 2 represents an alkyl or alkenyl group having one to six carbon atoms; or a cycloalkyl or cycloalkenyl group having three to seven ring carbon atoms;
R 3 represents an alkyl, alkenyl, dialkylamino, alkylamino, or alkoxy group having one to six carbon atoms; a cycloalkyl or cycloalkenyl group having three to seven ring carbon atoms; an aryl group having six to eighteen ring carbon atoms; acetyl, propanoyl, cyclopropanecarbonyl, N,N-dimethylcarbamoyl, or methoxycarbonyl;
R 4 represents hydrogen or a methyl group; and
X represents hydrogen or fluorine.

2. The taxoid compound according to claim 1 , wherein R 2 represents tert-butyl.

3. The taxoid compound according to claim 1 , wherein R 1 represents methyl, R 2 represents tert-butyl.

4. The taxoid compound according to claim 1 , wherein R 1 represents fluorine, R 2 represents tert-butyl.

5. The taxoid compound according to claim 1 , wherein R 1 represents methyl, R 2 represents tert-butyl, and X represents fluorine.

6. The taxoid compound according to claim 1 , wherein R 1 represents fluorine, R 2 represents tert-butyl, and X represents fluorine.

7. The taxoid compound according to claim 1 , wherein R 1 represents methyl, R 2 represents tert-butyl, and X represents hydrogen.

8. The taxoid compound according to claim 1 , wherein R 1 represents fluorine, R 2 represents tert-butyl, and X represents hydrogen.

9. A pharmaceutical composition comprising a taxoid compound according to claim 1 and a pharmaceutically acceptable carrier.

10. A method for inhibiting the growth of cancer cells in a mammal in need thereof, the method comprising administering to the mammal an effective amount of a taxoid compound according to claim 1 , wherein the cancer is breast, ovarian, colon or pancreatic cancer.

Assignees

• Univ New York State Res Found

Inventors

• Ojima Iwao
• Wang Changwei
• Wang Xin

Classifications

• C07D305/14 Primary

  condensed with carbocyclic rings or ring systems · CPC title

• A61P35/00

  Antineoplastic agents · CPC title