Cholenic acid amides and pharmaceutical compositions thereof

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Heterocyclic carbon compounds containing a hetero ring...

Reexamination Certificate

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C514S231200, C544S099000, C544S106000, C540S098000, C540S099000

Reexamination Certificate

active

09630546

ABSTRACT:
Novel sterol derivatives of formula (I), in which: R1represents a hydroxyl group or protected hydroxyl group, R2represents a hydrogen atom and a double bond is present at c, or R1and R2together represent an oxo group and a double bond is present at b or double bonds are present at a and b; R3represents a methyl group having α- or β-configuration; R4and R5, which may be the same or different, are selected from hydrogen atoms and aliphatic, cycloaliphatic, araliphatic and aryl groups, or together with the nitrogen atom to which they are attached form a heterocyclic group; and X represents a polymethylene group containing 2–5 carbon atoms, an oxa group-containing analogue thereof in which a methylene group other than that attached to the —CO.NR4R5moiety is replaced by an oxygen atom, or an unsaturated analogue thereof containing up to two double bonds. Active compounds of the invention exhibit potent effects on the modulation of cell growth and differentiation and possess an advantageous therapeutic ratio by virtue of their low levels of calcaemic activity.

REFERENCES:
patent: 3291690 (1966-12-01), Bertin et al.
patent: 4172076 (1979-10-01), Hirsch et al.
patent: 4217288 (1980-08-01), Deluca et al.
patent: 28 14 347 (1978-10-01), None
patent: 0 562 849 (1993-09-01), None
patent: 0 619 304 (1994-10-01), None
patent: 1 512 326 (1968-04-01), None
patent: 2021115 (1979-11-01), None
patent: 0 200 859 (1986-11-01), None
patent: WO 93 09093 (1993-05-01), None
patent: WO 94 26707 (1994-11-01), None
patent: WO 9742215 (1997-11-01), None
patent: WO 98 32444 (1998-07-01), None
Iwasaki, Shigeo (DN 87:23607, HCAPLUS, abstract of Helv. Chem. Acta (1976), 59(8), 2753-64).
DeLuca et al. (DN 90:87748, HCAPLUS, abstract of DE 2812741).
Shigeo Iwasaki; Photochemical Reactions. Part 92.; 1976, Helvetica Chimica Acta, 59(8), 2753-64.
Sheets J.J. et al., “Active site-directed inhibitors of cytochrome P-450scc. Structural and mechanistic implications of a side chain-substituted series of amino-steroids” J. of Biol. Chem., 1983, XP002104638.
Murato K. et al., “Photochemical reactions. Part 108. Photochemistry of N-acylazoles. VI. Photoreactivities of 1-acyl-1,2,4-triazoles and of 2-acyltetrazoles”, Helvetica Chimica Acta., 1980, XP002104639.
Chemical Abstracts, Jun. 21, 1982, Sklar L. A. et al., “Fluorescent cholesteryl esters in the core of low density lipoprotein”, 1982, XP002104646.
Iwasaki S., “Photochemical reactions. Part 92. Photochemistry of imidazolides. II. C2-C3 cleavage of carboxylic acid chains. A convenient new method for the side-chain degradation of bile acids and of lanosterol”, Helvetica Chimica Acta., 1976, XP002104640.
D.F. Louw et al., “Delta-5-Steroids and Provitamins D with Branched Side Chains. III. Preparation and Reduction of Some delta-5-Steroid-omega-amides”, Recueil Des Travaux Chimiques Des Pays-Bas., 1954, XP002104641.
R.H. Levin et al., “Steroid Acids and their Transformation Products. IV. Epimeric 24-Phenyl-5-cholen-3(beta),24-diols and Related Compounds”, J. Amer. Chem. Soc., 1948, XP002104642.
A.F. Chaplin et al., “The Steroid Series. Part IV. Some Basic Derivatives”, J. of Chem. Soc., 1959, XP002104643.
Ruan B. et al., “An alternative synthesis of 4,4-Dimethyl-5alpha-cholesta-8,14,24-trien-3beta-ol, an intermediate in sterol biosynthesis and a reported activator of meiosis and of nuclear orphan receptor LXRalpha”, Bioorgan. & Med. Chem. Letters., 1998, XP004136854.
Janowski, Bethany A. et al., “An oxysterol signalling pathway mediated by the nuclear receptor LXR.alpha.”, Nature, 1996, XP002104644.
Janowski, Bethany A. et al., “Structural requirements of ligands for the oxysterol liver X receptors LXR.alpha. And LXR.beta.” Proc. of Nat'l Acad. of Sciences of USA, 1999, XP002104645.

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