vitamin D.sub.3 derivatives having a substituent at 2-position

• US 4,666,634 A
• Filed: 11/20/1985
• Issued: 05/19/1987
• Est. Priority Date: 12/05/1984
• Status: Expired due to Term

• Current Assignee: Chugai Seiyaku Kabushiki Kaisha (Roche Holding AG)
• Original Assignee: Chugai Seiyaku Kabushiki Kaisha (Roche Holding AG)
• Inventors: Ochi, Kiyoshige, Kubodera, Noboru, Miyamoto, Katsuhito, Murayama, Eigoro, Matsunaga, Isao
• Primary Examiner(s): NOT, DEFINED
• Assistant Examiner(s): Lipovsky, Joseph A.
• Application Number:
  US06/800,320
• Time in Patent Office: 545 Days
• Field of Search: 260/397.2
• US Class Current: 552/653
• CPC Class Codes: A61P 3/00 Drugs for disorders of the metabolism of the blood or the extracellular fluid A61P7/00
• CPC Class Codes: A61P 3/02 Nutrients, e.g. vitamins, minerals
• CPC Class Codes: A61P 3/14 for calcium homeostasis vitamin D A61P3/02; parathyroid hormones A61P5/18; calcitonin A61P5/22; osteoporosis A61P19/10; bone metastasis A61P35/04
• 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
• CPC Class Codes: C07J 41/0011 Unsubstituted amino radicals
• CPC Class Codes: C07J 41/0027 Azides
• CPC Class Codes: C07J 71/001 Oxiranes
• CPC Class Codes: C07J 71/0042 Nitrogen only
• CPC Class Codes: C07J 9/00 Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of more than two carbon atoms, e.g. cholane, cholestane, coprostane

Abstract

A 1α-hydroxy vitamin D₃ derivative of the formula: ##STR1## where R₁ is a hydroxyl group, an amino group or the group: OR'"'"' (where R'"'"' is a lower alkyl group having 1 to 7 carbon atoms that may or may not be substituted by a hydroxyl group, a halogen atom, a cyano group, a lower alkoxy group having 1 to 3 carbon atoms, an amino group, or an acylamino group); R₂ is a hydrogen atom or a hydroxyl group), and a process for preparing the same are disclosed.

The compound represented by the formula above has the calcium control action and the ability to induce differentiation in tumor cells and, therefore, are useful as an antitumor agents and a medicine for treating calcium dysbolism-caused diseases.

Claims

1. A 1α

-hydroxy vitamin D₃ derivative of the formula;

##STR5## where R₁ is an amino group or the group;

OR'"'"' where R'"'"' is an unsubstituted lower alkyl group having 1 to 7 carbon atoms or loweralkyl substituted by a hydroxyl group, a halogen atom, a cyano group, a lower alkoxy group having 1 to 3 carbon atoms, an amino group, or an acylamino group;

R₂ is a hydrogen atom or a hydroxyl group.

2. A compound according to claim 1 which is represented by the formula:

##STR6## where R₂ and R'"'"' have the same meanings as defined in claim 1.

3. A compound according to claim 2 wherein R₂ is a hydrogen atom.

4. A compound according to claim 2 wherein R₂ is a hydroxyl group.

5. A compound according to claim 1 wherein R₂ is a hydroxyl group.

6. A compound according to claim 1 wherein R₂ is a hydrogen atom.

7. A compound which is represented by the formula:

##STR7## where R₂ is a hydrogen atom or hydroxyl group;

R₄ is a hydroxyl-substituted lower alkyl group having 1 to 7 carbon atoms.

8. A compound according to claim 7 wherein R₂ is a hydrogen atom.

9. A compound according to claim 7 wherein R₂ is a hydroxyl group.

10. A 1α

-hydroxy vitamin D₃ derivative of the formula;

##STR8## where R₁ is a hydroxyl group, an amino group or the group;

OR'"'"' where R'"'"' is a lower alkyl group having 1 to 7 carbon atoms that may or may not be substituted by a hydroxyl group, a halogen atom, a cyano group, a lower alkoxy group having 1 to 3 carbon atoms, an amino group, or an acylamino group.