20-methyl-substituted vitamin D derivatives

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

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552653, C07C40100

Patent

active

054460352

ABSTRACT:
New 20-methyl-substituted vitamin D derivatives of general formula I ##STR1## are described in which
R.sup.1 means a hydrogen atom, a hydroxy group or an alkanoyloxy group with 1 to 12 carbon atoms or a benzoyloxy group,
R.sup.2 means a hydrogen atom or an alkanoyl group with 1 to 12 carbon atoms or a benzoyl group and
R.sup.3 means a saturated or unsaturated, straight-chain or branched hydrocarbon radical with up to 18 C atoms, which optionally contains carbocyclic structures, optionally substituted with one or more hydroxy, oxo, amino group(s) and/or one or more halogen atom(s) as well as optionally exhibits one or more oxygen, sulfur and/or nitrogen atom(s) as a bridging link or links in the hydrocarbon radical, and a process for their production.
Relative to calcitriol, the new compounds exhibit a greatly improved induction of cell differentiation (HL-60) and are suitable for the production of pharmaceutical agents.

REFERENCES:
Brown et al., "New active analogues of vitamin D with low calcemic activity", Kidney International Supplement, vol. 38, Supplement 29 (1990), pp. S-22-S-27.
Norman et al., "Structure-Function Studies of the Side Chain of 25-Hydroxyvitamin D.sub.3 ", The Journal of Biological Chemistry, vol. 254, No. 22 (Nov. 25, 1979), pp. 1445-1449.
Johnson et al., "Studies on Vitamin D (Calciferol) and Its Analogues. 10. Side-Chain Analogues of 25-Hydroxyvitamin D.sub.3 ", Journal of Medicinal Chemistry, vol. 20, No. 1 (1977), pp. 5-11.

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