2-(N-substituted-aminoalkyl)-5-(E)-alkylidene cyclopentanones, 2

Details 2-(N-substituted-aminoalkyl)-5-(E)-alkylidene cyclopentanones, 2 2-(N-substituted-aminoalkyl)-5-(E)-alkylidene cyclopentanones, 2

1992-04-03

1993-10-05

Raymond, Richard L.

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

Organic compounds

Amino nitrogen containing

544173, 546237, 548400, 549437, 560 42, 560121, 564305, 564315, 564443, C07C21125

Patent

active

052507351

ABSTRACT:
Novel 2-(N-substituted-aminoalkyl)-5-(E)-alkylidene cyclopentanones, 2-(N-substituted-aminoalkyl)-5-(E)-arylalkylidene cyclopentanones, and derivatives thereof having the formula ##STR1## wherein x is methylene or ethylene; R.sub.1 is dimethylamino, diethylamino, 1-pyrrolidinyl, 1-piperidinyl, 4-morpholinyl, anilino or substituted anilino; R.sub.2 is hydrogen, straight or branched alkyl of 1 to 9 carbon atoms, aryl or arylalkyl; R.sub.3 is hydrogen, straight or branched alkyl of 1 to 9 carbon atoms, aryl or arylalkyl; and R.sub.4 is hydrogen, methyl, ethyl, allyl, benzyl, substituted benzyl, cyclopentyl, substituted cyclopentyl, cyclopenten-1-yl, or substituted cyclopenten-1-yl; and wherein aryl is phenyl or phenyl substituted with one or more methoxyl, hydroxyl, methylenedioxy, chloro, bromo, fluoro, ethoxycarbonylmethoxy, benzoxy, alkyl group, or their combination, possess anti-inflammatory, analgesic and anticancer properties. The methods of using these compounds to treat inflammation, pain and cancer in mammals and to resist or substantially prevent inflammation and pain in mammals are also disclosed.

REFERENCES:
patent: 3269942 (1966-08-01), Wilks
patent: 3852296 (1974-12-01), Viterbo et al.
patent: 4766147 (1988-08-01), Noyori et al.
patent: 4904640 (1990-02-01), Markert et al.
Chen et al, Chemical Abstracts, vol. 115 (1991) 114092p.
Zhou et al, Chemical Abstracts, vol. 115 (1991) 114040m.
K. H. Lee et al., "Cytotoxicity of Sesquiterpene Lactones", Cancer Research, vol. 31, 1649-1654, Nov. 1971.
S. M. Kupchan et al., "Tumor Inhibitors. 69. Structure-Cytotoxicity Relationships among the Sesquiterpene Lactones", Journal of Medicinal Chemistry, vol. 14, No. 12, 1147-1152, Dec. 1971.
G. A. Howie et al., "Potential Antitumor Agents. Synthesis of Bifunctional .alpha.-Methylene-.gamma.-butyrolactones", Journ. of Med. Chem., vol. 19, No. 2, 309-313, 1976.
J. M. Cassady et al., "Potential Antitumor Agents. Synthesis, Reactivity, and Cytotoxicity of .alpha.-Methylene Carbonyl Compounds", Journ. Med. Chem., vol. 21, No. 8, pp. 815-819, 1978.
K. H. Lee et al., "Antitumor Agents. 32. Synthesis and Antitumor Activity of Cyclopentenone Derivatives Related to Helenalin", Journ. Med. Chem., vol. 21, No. 8, pp. 819-822, 1978.
T. G. Waddell et al., "Antitumor Agents: Structure-Activity Relationships in Tenulin Series", Journ. Pharm. Sci., vol. 68, No. 6, pp. 715-718, Jun. 1979.
I. H. Hall et al., "Mode of Action of Sesquiterpene Lactones as Anti-Inflammatory Agents", Journ. Pharm. Sci., vol. 69, No. 5, pp. 537-543, May 1980.
W. Huapu et al., "Anti-inflammation of MB-2 and its Irritating Effects on Gastrointestinal Tract", Bengbu Medical College Journal, pp. 234-237, Oct. 15, 1991.

Affiliated with

Also associated with

Rating

2-(N-substituted-aminoalkyl)-5-(E)-alkylidene cyclopentanones, 2 does not yet have a rating. At this time, there are no reviews or comments for this patent.

If you have personal experience with 2-(N-substituted-aminoalkyl)-5-(E)-alkylidene cyclopentanones, 2, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and 2-(N-substituted-aminoalkyl)-5-(E)-alkylidene cyclopentanones, 2 will most certainly appreciate the feedback.

Rate now

Comments { 0 }

Profile ID: LFUS-PAI-O-1005806