.gamma.-butyrolactone derivatives, process for preparing the sam

Details .gamma.-butyrolactone derivatives, process for preparing the sam .gamma.-butyrolactone derivatives, process for preparing the sam

1984-09-06

1986-09-23

Meyers, Albert T.

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

514462, 514471, 549323, 549330, A61K 31365, A61K 3134, C07D30710, C07D30726

Patent

active

046136134

ABSTRACT:
A .gamma.-butyrolactone derivative represented by the following formula: ##STR1## wherein R.sup.1 represents a hydrogen atom, a straight or branched alkyl group having 1-8 carbon atoms, a phenyl group; R.sup.2 and R.sup.3 may be the same or different and each represents a hydrogen atom, a straight or branched alkyl group having 1-8 carbon atoms, a cycloalkyl group having 3-10 carbon atoms, a benzyl group, a phenyl group, a phenyl group substituted with a substituent selected from the group consisting of a halogen atom, an alkoxy group, a nitro group, an amino group, an alkyl group having 1-4 carbon atoms, a nitrile group and an alkoxycarbonyl group; R.sup.2 and R.sup.3 may be linked to form an alkylene group having 4-6 carbon atoms; X represents a hydrogen atom, a straight or branched alkyl group having 1-8 carbon atoms, a cycloalkyl group having 3-10 carbon atoms, a benzyl group or a substituent represented by the formula ##STR2## (wherein R.sup.4 represents a straight or branched alkyl group having 1-8 carbon atoms, a cycloalkyl group having 3-10 carbon atoms, a benzyl group, a phenyl group or a phenyl group substituted with a substituent selected from the group consisting of a halogen atom, an alkoxy group, a nitro group, an alkylthio group, a nitrile group, an alkoxycarbonyl group and an alkyl group having 1-4 carbon atoms) or a salt thereof. The invention also provides an immunomodulating composition wherein the aforedescribed compound is the active component.

REFERENCES:
patent: 3328415 (1967-06-01), Surrey et al.
Corbit et al, CA 94 p. 635 #120815g 1981, Allegerics & Methylene-.gamma.-Lactones.
Fuchs, "Some 2- or 3-Mercapto Substituted .gamma.-Lactones Ark. Kemi., 26(10), pp. 111-116 (compounds (A) & (B) are disclosed).
Martin, "A New Approach to the Synthesis of .alpha.-Alkylidene-.gamma.-Butyrolactones and .DELTA..sup..alpha.,.beta. -Butenolides" Tetrahedron Letters, 1976(49), pp. 4459-4462 (compound (C) disclosed).
Ronald, "A New Method for Methyleneation of Butyrolactones" Tetrahedron Letters, 1973(39), pp. 3831-3834 (compound (D) disclosed).
Greico, "Blocking and Deblocking of .alpha.-Methylene-.gamma.-Butyrolactones" J. Org. Chem., 40(8), 1975, pp. 1181-1183 (compd. (E) disclosed).
Cassidy, "Potential Antitumor Agents, Synthesis, Reactivity, and Cytotoxicity of .alpha.-Methylene Carbonyl Compounds" J. Med. Chem., 21(8), 1978, pp. 815-819 (compds. (F) & (G) disclosed.
Klotz, "Sulfur-Containing Derivatives of Proteins" Biochim. Biophys. Acta., 100(1), (1965), pp. 104-110 (compd. (H) disclosed).

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