N-phenyl-(2R,5S)dimethylpiperazine derivative

• US 7,666,873 B2
• Filed: 09/26/2007
• Issued: 02/23/2010
• Est. Priority Date: 07/12/2002
• Status: Active Grant

• Current Assignee: Astellas Pharma Incorporated
• Original Assignee: Astellas Pharma Incorporated
• Inventors: Furutani, Takashi, Kinoyama, Isao, Kawaguchi, Kenichi, Kimura, Takenori, Imamura, Masakazu, Taniguchi, Nobuaki, Okada, Minoru, Hayakawa, Masahiko, Kaizawa, Hiroyuki
• Primary Examiner(s): Wilson; James O
• Assistant Examiner(s): Leeser; Erich A
• Application Number:
  US11/861,327
• Publication Number:
  US 20080214543A1
• Time in Patent Office: 881 Days
• Field of Search: 544/363, 514/253.06
• US Class Current: 514/253.06
• CPC Class Codes: A61P 13/00 Drugs for disorders of the urinary system
• CPC Class Codes: A61P 13/08 of the prostate
• CPC Class Codes: A61P 17/00 Drugs for dermatological disorders
• CPC Class Codes: A61P 17/08 Antiseborrheics
• CPC Class Codes: A61P 17/14 for baldness or alopecia
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: A61P 5/00 Drugs for disorders of the endocrine system
• CPC Class Codes: A61P 5/28 Antiandrogens
• CPC Class Codes: C07D 213/75 Amino or imino radicals, acylated by carboxylic or carbonic acids, or by sulfur or nitrogen analogues thereof, e.g. carbamates
• CPC Class Codes: C07D 213/84 Nitriles
• CPC Class Codes: C07D 239/42 One nitrogen atom nitro radicals C07D239/30
• CPC Class Codes: C07D 295/215 Radicals derived from nitrogen analogues of carbonic acid

Abstract

The present invention relates to a novel N-phenyl-(2R,5S)dimethylpiperazine derivatives useful as antiandrogenic agent which exhibits a sufficient prostate gland reducing effect as compared with conventional compounds and are excellent in oral activity. The compound of the present application is useful in preventing or treating prostate cancer, benign prostatic hyperplasia, and the like. The present invention also provides a novel intermediate useful in producing the compound of the present invention.

Claims

1. An N-phenyl-(2R,5S) dimethylpiperazine derivative represented by the following general formula (I) or a salt thereof:

2. The N-phenyl-(2R,5S)dimethylpiperazine derivative or salt thereof according to claim 1, wherein R² is H or F;

and R³ is H.

3. A pharmaceutical composition comprising the N-phenyl-(2R,5S) dimethylpiperazine derivative according to claim 1 or a pharmaceutically acceptable salt thereof as an active ingredient.