1α-hydroxy-2-methylene-19-nor-homopregnacalciferol and its uses

• US 6,579,861 B2
• Filed: 06/07/2002
• Issued: 06/17/2003
• Est. Priority Date: 09/08/2000
• Status: Expired due to Term

• Current Assignee: Wisconsin Alumni Research Foundation (University of Wisconsin System)
• Original Assignee: Wisconsin Alumni Research Foundation (University of Wisconsin System)
• Inventors: Plum, Lori A., DeLuca, Hector F., Gowlugari, Sumithra, Clagett-Dame, Margaret, Sicinski, Rafal R.
• Primary Examiner(s): QAZI, SABIHA NAIM
• Application Number:
  US10/165,123
• Publication Number:
  US 20020183289A1
• Time in Patent Office: 375 Days
• Field of Search: 514/167, 552/653
• US Class Current: 514/167
• CPC Class Codes: A61K 31/59 Compounds containing 9, 10- seco- cyclopenta[a]hydrophenanthrene ring systems
• CPC Class Codes: A61K 8/345 containing more than one hydroxy group
• CPC Class Codes: A61K 8/67 Vitamins
• CPC Class Codes: A61P 1/04 for ulcers, gastritis or reflux esophagitis, e.g. antacids, inhibitors of acid secretion, mucosal protectants
• CPC Class Codes: A61P 11/06 Antiasthmatics
• CPC Class Codes: A61P 17/06 Antipsoriatics
• CPC Class Codes: A61P 17/16 Emollients or protectives, e.g. against radiation
• CPC Class Codes: A61P 19/02 for joint disorders, e.g. arthritis, arthrosis
• CPC Class Codes: A61P 19/08 for bone diseases, e.g. rachitism, Paget's disease
• CPC Class Codes: A61P 25/00 Drugs for disorders of the nervous system
• CPC Class Codes: A61P 29/00 Non-central analgesic, antipyretic or antiinflammatory agents, e.g. antirheumatic agents; Non-steroidal antiinflammatory drugs [NSAID]
• CPC Class Codes: A61P 3/10 for hyperglycaemia, e.g. antidiabetics
• CPC Class Codes: A61P 35/00 Antineoplastic agents
• CPC Class Codes: A61P 35/02 specific for leukemia
• CPC Class Codes: A61P 37/00 Drugs for immunological or allergic disorders
• CPC Class Codes: A61P 37/06 Immunosuppressants, e.g. drugs for graft rejection
• CPC Class Codes: A61Q 19/007 Preparations for dry skin
• CPC Class Codes: A61Q 19/08 Anti-ageing preparations
• 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

This invention discloses 1α-hydroxy-2-methylene-19-nor-homopregnacalciferol and pharmaceutical uses therefor. This compound exhibits pronounced activity in arresting the proliferation of undifferentiated cells and inducing their differentiation to the monocyte thus evidencing use as an anti-cancer agent and for the treatment of skin diseases such as psoriasis as well as skin conditions such as wrinkles, slack skin, dry skin and insufficient sebum secretion. This compound also has little, if any, calcemic activity and therefore may be used to treat immune disorders in humans as well as renal osteodystrophy.

Claims

1. A method of treating psoriasis comprising administering to a patient with psoriasis an effective amount of 1α

-hydroxy-2-methylene-19-nor-homopregnacalciferol having the formula;

2. The method of claim 1 wherein 1α

-hydroxy-2-methylene-19-nor-homopregnacalciferol is administered orally.

3. The method of claim 1 wherein 1α

-hydroxy-2-methylene-19-nor-homopregnacalciferol is administered parenterally.

4. The method of claim 1 wherein 1α

-hydroxy-2-methylene-19-nor-homopregnacalciferol is administered transdermally.

5. The method of claim 1 wherein 1α

-hydroxy-2-methylene-19-nor-homopregnacalciferol is administered topically.

6. The method of claim 1 wherein 1α

-hydroxy-2-methylene-19-nor-homopregnacalciferol is administered in a dosage of from about 0.01 μ

g/day to about 100 μ

g/day.

7. 1α

-hydroxy-2-methylene-19-nor-homopregnacalciferol having the formula;