(20S)-1α-hydroxy-2α-methyl and...

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – 9,10-seco- cyclopentanohydrophenanthrene ring system doai

Reexamination Certificate

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C552S653000

Reexamination Certificate

active

10762911

ABSTRACT:
This invention discloses (20S)-1α-hydroxy-2α-methyl-19-nor-vitamin D3and (20S)-1α-hydroxy-2β-methyl-19-nor-vitamin D3and pharmaceutical uses therefor. These compounds exhibit 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. These compounds also have very significant calcemic activity and therefore may be used to treat immune disorders in humans as well as metabolic bone diseases such as osteoporosis.

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Sicinski et al, “New 1Alpha-25-Dihydroxy-19-Norvitamin D3 Compounds of High Biological Activity: Synthesis and Biological Evaluation of 2-Hydroxymethyl, 2-Methyl, and 2-Methylene Analogues,” Journal of Medicinal Chemistry, American Chemical Society, Oct. 22, 1998, pp. 4662-4674, vol. 41, XP002105465.
Bouillon et al, “Structure-Function Relationships in the Vitamin D Endocrine System,” Endocrine Reviews, Apr. 1995, pp. 200-257, vol. 16, No. 2, XP002247361.
Castedo et al, Palladium-Catalyzed Synthesis of Dienynes Related to Vitamin D from Enol Triflates, Tetrahedron Letters, 1986, pp. 1523-1526, vol. 27, No. 13, XP009013726.

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