Fluorine derivatives of vitamin D.sub.3 and process for producin

Details Fluorine derivatives of vitamin D.sub.3 and process for producin Fluorine derivatives of vitamin D.sub.3 and process for producin

1990-04-24

1991-07-09

Friedman, Stanley J.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

9,10-seco- cyclopentanohydrophenanthrene ring system doai

552502, 514825, A01N 4500

Patent

active

050306260

ABSTRACT:
There are disclosed herein novel derivatives of 26,26,26,27,27,27-hexafluorovitamin D.sub.3 providing excellent pharmacological effects, and a process for the preparation thereof. These novel compounds are represented by the general formula ##STR1## wherein R.sub.1 and R.sub.2 each denotes a hydrogen atom or a protecting group for the hydroxyl group; R.sub.3 and R.sub.4 each denotes a hydrogen atom, a hydroxyl group or a protected hydroxyl group and R.sub.4 ' and R.sub.5 ' each denotes a hydrogen atom, or alternatively R.sub.3 and R.sub.3 ' together or R.sub.4 and R.sub.4 ' together denote an oxo group; provided that R.sub.3, R.sub.3 ', R.sub.4 and R.sub.4 ' cannot denote hydrogen atoms simultaneously. The process for the preparation comprises subjecting a previtamin D.sub.3 derivative represented by the formula ##STR2## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.3 ', R.sub.4 and R.sub.4 ' are as defined above, to thermal isomerization to give a vitamin D.sub.3 derivative represented by the general formula ##STR3## wherein R.sub.1, R.sub.2, R.sub.3, R.sub.3 ', R.sub.4 and R.sub.4 ' are as defined above, and optionally subjecting it to a deprotection reaction.

REFERENCES:
patent: 4248791 (1981-02-01), De Luca
patent: 4358406 (1982-11-01), De Luca
patent: 4411833 (1983-10-01), DeLuca et al.
patent: 4495181 (1985-01-01), Norman et al.
patent: 4521410 (1985-06-01), Holick et al.
patent: 4594432 (1986-06-01), Baggiolini et al.
Chemical Abstracts, vol. 106, No. 19, May 11, 1987, p. 4, ref. no. 156774y.
Chemical Abstracts, vol. 106, No. 11, Mar. 16, 1987, p. 643, ref no. 84955h.
Proceeding of the National Academy of Sciences, vol. 80, Jan. 1983, pp. 201-204.
Chemical Abstracts, vol. 102, No. 1, Jan. 1985; p. 549, Abstract No. 6060r.
Chemical Abstracts, vol. 103, No. 15, Oct. 1985, p. 83, Abstract No. 116282t.
Chemical Abstracts, vol. 104, No. 20, May 1986, p. 391, Abstract No. 174664a.
J. Biol. Chem., 248, 6691-6695 (1973).
Biochemistry 23, 3973-3979 (1984).
Archives of Biochemistry and Biophysics, vol. 229, No. 1, (1984), pp. 348-354.
Biological Activity Assessment of the Vitamin D Metabolites, Mayer et al., Archives of Biochemistry and Physics, vol. 224 (1983), pp. 671-676.
Studies on Organic Fluorine Compounds. XXXIX, Kobayashi et al., Chem. Pharm. Bull., vol. 30 (1982), pp. 4297-4303.

Affiliated with

Also associated with

Rating

Fluorine derivatives of vitamin D.sub.3 and process for producin does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with Fluorine derivatives of vitamin D.sub.3 and process for producin, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Fluorine derivatives of vitamin D.sub.3 and process for producin will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-618329