1.alpha.-hydroxy vitamin D.sub.4 and novel intermediates and ana

Details 1.alpha.-hydroxy vitamin D.sub.4 and novel intermediates and ana 1.alpha.-hydroxy vitamin D.sub.4 and novel intermediates and ana

1994-08-24

1996-01-30

Richter, Johann

Organic compounds -- part of the class 532-570 series

Organic compounds

9,10-seco-cyclopentanohydrophenanthrene ring system or...

C07C40100

Patent

active

054881200

ABSTRACT:
Novel 1.alpha.-hydroxy Vitamin D.sub.4 and novel analogues, 1,25 dihydroxy Vitamin D.sub.4 and 1,24 dihydroxy Vitamin D.sub.4 which are useful for the treatment of disorders of calcium metabolism. Preparation of the novel 1.alpha.-hydroxy Vitamin D.sub.4 starts from ergosterol which is converted in six steps to 22,23-dihydroergosterol. 22,23-dihydroergosterol was irradiated to yield Vitamin D.sub.4 which was converted in four steps to 1.alpha.-hydroxy Vitamin D.sub.4 using a cyclovitamin procedure which produced the novel intermediates, Vitamin D.sub.4 tosylate, 3,5 cyclovitamin D.sub.4 and 1.alpha.-hydroxy cyclovitamin D.sub.4. 1,25 dihydroxy Vitamin D.sub.4 and 1,24 dihydroxy Vitamin D.sub.4 are isolated as biological products of the metabolism of novel 1.alpha.-hydroxy Vitamin D.sub.4 using cultured human liver cells.

REFERENCES:
patent: 2383446 (1941-06-01), Calcott et al.
patent: 4195027 (1980-03-01), DeLuca et al.
patent: 4202829 (1980-05-01), DeLuca et al.
patent: 4260549 (1981-04-01), DeLuca et al.
patent: 4362710 (1982-12-01), Watanabe
patent: 4661294 (1987-04-01), Holick et al.
patent: 4866048 (1989-09-01), Calverley et al.
patent: 5157135 (1992-10-01), Tsuji et al.
Harrison's Principals of Internal Medicine: Part Eleven, "Disorders of Bone and Mineral Metabolism" Chap. 335, in E. Braunwald, K. J. Isselbacher, R. G. Petersdorf, J. D. Wilson, J. B. Martin and H. S. Fauci (eds.), Calcium, Phosphorous and Bone Metabolism: Calcium Regulating Hormones, McGraw-Hill, New York, pp. 1860-1865 (1984).
DeLuca, H. F., Weller, M., et al., Arch Biochem. and Biophys., 124: 122-128 (1968).
Merck Index, S. Budavari (ed.), 11th ed., Merck & Lo., Rathway, N.J., (1989) pp. 1579, #930.
McDonald, F. G., J. Biol. Chem., 114:Ixv (1936).
Tsuji et al., "Synthesis of 22,23-Dihydro-1.alpha., 25-dihydroxyvitamin D.sub.2 and Its 24R-Epimer, New Vitamin D.sub.2 Derivatives", Bull. Chem. Soc. Jpn., 63, 2233-2238, Aug. 1990.
DeLuca, et al., "Synthesis, Biological Activity, and Metabolism of 22,23.sup.-3 H Vitamin D4," Arch. Biochem. Biophys. 124, pp. 122-128 (1968).

Affiliated with

Also associated with

Rating

1.alpha.-hydroxy vitamin D.sub.4 and novel intermediates and ana does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with 1.alpha.-hydroxy vitamin D.sub.4 and novel intermediates and ana, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and 1.alpha.-hydroxy vitamin D.sub.4 and novel intermediates and ana will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-157158