Vitamin D derivative with substituent at the 2.beta.-position

• US 6,124,276 A
• Filed: 07/17/1998
• Issued: 09/26/2000
• Est. Priority Date: 02/10/1995
• Status: Expired due to Fees

• Current Assignee: Chugai Seiyaku Kabushiki Kaisha (Roche Holding AG)
• Original Assignee: Chugai Seiyaku Kabushiki Kaisha (Roche Holding AG)
• Inventors: Kubodera, Noboru, Miyamoto, Katsuhito
• Primary Examiner(s): Dees, Jose' G.
• Assistant Examiner(s): BADIO, BARBARA P
• Application Number:
  US09/116,999
• Time in Patent Office: 802 Days
• Field of Search: 552/653, 514/167
• US Class Current: 514/167
• CPC Class Codes: C07C 401/00 Irradiation products of cholesterol or its derivatives; Vitamin D derivatives, 9,10-seco cyclopenta[a]phenanthrene or analogues obtained by chemical preparation without irradiation

Abstract

1α-hydroxy-vitamin D derivatives represented by formula ##STR1## wherein R₁ represents a hydrogen atom or a hydroxyl group; and R₂ represents a straight-chain or branched C₂ -C₇ alkyl, C₂ -C₇ alkenyl, or C₂ -C₇ alkynyl group. The compounds exhibit calcium metabolism regulating activity and differentiation stimulating activity on tumor cells, and are useful as treating agents for diseases caused by abnormal calcium metabolism, such as osteoporosis and osteomalacia, or as antitumor agents.

Claims

1. A compound represented by formula (I):

##STR6## wherein R₁ represents a hydrogen atom or a hydroxyl group; and

R₂ represents a straight-chain or branched C₂ -C₇ alkyl, C₂ -C₇ alkenyl, or C₂ -C₇ alkenyl group, whereby R₂ is not n-butyl when R₁ is hydroxyl.

2. The compound according to claim 1, wherein R₂ represents a straight-chain or branched C₄ -C₅ alkyl, C₄ -C₅ alkenyl, or C₄ -C₅ alkynyl group.

3. 2β

-ethyl-1α

,3β

-dihydroxy-9,10-secocholesta-5,7,10(19)-triene.

4. 2β

-ethyl-1α

,3β

-25-trihydroxy-9,10-secocholesta-5,7,10(19)-triene.

5. 1α

,3β

-dihydroxy-2β

-(4-pentenyl)-9,10-secocholesta-5,7,10(19)-triene.

6. 2β

-(4-pentenyl)1α

,3β

,25-trihydroxy-9,10-secocholesta-5,7,10(19)-triene.

7. 2β

-butyl-1α

,3β

, dihydroxy-9,10-secocholesta-5,7-10(19)-triene.

8. 1α

,3β

-dihydroxy-2β

-pentyl-9,10-secocholesta-5,7-10(19) -triene.

9. 2.beta.-methyl-1α

,3β

-25-trihydroxy-9,10-secocholesta-5-7-10(19)-triene.

10. 1α

,3β

-dihydroxy-2β

-methyl-9,10-secocholesta-5,7,10(19)-triene.

11. A pharmaceutical composition comprising a pharmaceutically effective amount of a compound represented by ##STR7## wherein R₁ represents a hydrogen atom or a hydroxyl group;

and R₂ represents a straight-chain or branched C₂ -C₇ alkyl, C₂ -C₇ alkenyl, or C₂ -C₇ alkynyl group,

and a pharmaceutically acceptable carrier.