Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1999-07-29
2000-06-06
Rotman, Alan L.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
546122, 546123, 544180, 544242, A61K 314375, C07D47104
Patent
active
060719303
ABSTRACT:
The present invention provides compounds of Formula I: ##STR1## wherein A and R.sub.1 -R.sub.8 are defined herein. The compounds of Formula I inhibit the polymerization of tubulin and possess antimitotic activity. The compounds of Formula I may be useful for the treatment of psoriasis, gout, papiloma, warts, and a variety of tumors.
REFERENCES:
patent: 2713048 (1955-07-01), Weston
patent: 3681368 (1972-08-01), Winn
patent: 3929787 (1975-12-01), Yale
patent: 3962262 (1976-06-01), Williams et al.
patent: 4042765 (1977-08-01), Floyd et al.
patent: 4652567 (1987-03-01), Martin et al.
patent: 4657915 (1987-04-01), Lesher et al.
patent: 4697021 (1987-09-01), Lesher et al.
patent: 4786642 (1988-11-01), Teulon
L. Li et al.; Antitumor Agents. 2',3',4',5',6,7-Substituted 2-Phenyl-4-quinolones and Related Compounds: Their Synthesis, Cytotoxicity, and Inhibition of Tubulin Polymerization, J. Med. Chem. 97, No. 8: 1126-1135 (1994).
L. Li et al.; Antitumor Agents 155. Synthesis and Biological Evaluation of 3',6,7-Substituted 2-Phenyl-4-quinolones as Antimicrotubule Agents, J. Med. Chem. 37, No. 20:3400-3407 (1994).
S. Kuo et al.; Synthesis and Cytotoxicity of 1,6,7,8-Substituted 2-(4'-Substituted phenyl)-4-quinolones and Related Compounds: Identification as Antimitotic Agents Interacting with Tubulin, J. Med. Chem. 36, No. 9:1146-1156 (1993).
E. Rowinski et al.; The Clinical Pharmacology and Use of Antimicrotubule Agents in Cancer Chemotherapeutics, Pharmac. Ther. 52:35-84 (1991).
S. Hastie; Interactions of Colchicine with Tubulin, Pharmac. Ther. 51:377-401 (1991).
C. Lin et al.; Antimitotic Natural Products Combretastatin A-4 and Combretastatin A-2: Studies on the mechanism of Their Inhibition of the Binding of Colchicine to Tubulin, Biochem. 28:6984-6991 (1989).
C. Lin et al.; Interactions of Tubulin with Potent Natural and Synthetic Analogs of the Antimitotic Agent Combrestastatin: a Structure-Activity Study, Molecular Pharm. 34:200-208 (1988).
N. Katagiri et al.; . Reactions of Haloketenes with 2-Arylideneaminopyridines, Studies on Ketene and Its Derivatives, Part 119[1] 21:407-412 (1984).
C. Chandler et al.; The Synthesis of Macrocyclic Polyether-Diesters Incorporating 1,10-Phenanthrolino and 1,8-Naphthyridino Subunits, J. Heterocyclic Chem. 19:1017-1019 (1982).
R. Wang et al.; Antimitotic and Antitubulin Activity of the Tumor Inhibitor Steganacin, Cancer Res. 37:3071-3079 (1977).
M. Kelly et al.; The Biological Effects and the Chemical Composition of Podophyllin. A Review, J. of Natl. Cancer Inst. 14, No. 4:967-1010 (1954).
Kelly et al.; Bisubstrate Reaction Templates. Examination of the Consequences of Identical versus different Binding Sites; J. Am. Chem. Soc., 112: (1990), pp. 8024-8034.
N. Katagiri et al.: Studies on Ketene and Its Derivatives; J. Heterocycl. Chem., 21 (2) (1984), pp. 407-412.
P.L. Ferrarini et al.: Synthesis of Some Substituted Pyrido {1,2-a}pyrimidin-4-Ones And1,8-Naphthyridines; J. Heterocycl. Chem., 20 (4) (1983), pp. 1053-1057.
H.L. Yale, 9-Hydroxy-2-methyl-4H-pyrido [1,2-a]pyrimi din-4-One, 9-Methyl--2-phenyl 4H-pyrido [1,2-a]pyrimidi n-4-One, Ethyl 9-Hydroxy-4H-pyrido[1,2--1]pyrimidin-4-One-3-carboxylate And Their Derivatives; J. Heterocycl. Chem., 12(1975), pp. 427-431.
P.L. Ferrarini et al.: One Step Synthesis Of Pyrimido [1,2-a][1,8]Nnaphthyridinones, Pyrido [1,2-a]Pyrimidinones And 1,8-Naphthyridinones. Antihypertensive Agents. V; J. Heterocycle. Chem.., 27 (4) (1990), pp. 881-886.
A. Horvath, and I. Hermecz: Nitrogen Bridgehead Compounds; J. Heterocycle. Chem., 23 (5) (1986), pp. 1295-1298.
M. Shur, and S. S. Israelstam: The Reaction Of Amino Heterocycles With Reactive Esters. I. 2-Aminopyridines; J. Org. Chem., 33 (8) (1968), pp. 3015-3020.
R. Adams, and I. J. Pachter: Ultraviolet Spectra And Structures Of The Pyrido [1,2-a]Pyrimidones; J. Amer. Chem. Soc., 74 (1952), pp. 5491-5497.
I. A. Kaye et al., N,N-Dimethyl-N'-Benzohydryl-N'-(2-Pyridyl)-Ethylenediamine And Related Compounds As Histamine Antagonists; J. Amer. Chem. Soc., 74 (1952), pp. 403-407.
K. Feist, Uber einige Derivate des 2-amino-pyridins; Arch. Pharm (Weinheim Ger.), 272 (1934), pp. 101-113.
P. Cherubim et al., synthesis And Biological Evaluation Of Phenanthrene-Derived Carboxamides As Cytotoxic Agents; Anti--Cancer Drug Design, 8 (1993), pp. 429-438.
K. Chen et al., Antitumor Agents. 178. Synthesis And Biological Evaluation Of Substituted 2-Aryl--1,8-Naphthyridin--4 (1H) --Ones As A Antitumor Agents That Inhibit Tubulin Polymerization; J. Med. Chem., 40 (19) (1997), pp. 3049-3056.
I. A. Savich et al., Synthesis Of a Series Of Schiff Bases Formed From Aromatic Hydroxy Aldehyes And Heterocyclic Amines; Chemical Abstracts, Abstract No. 1334b vol. 52 (12) (1959).
Chen Ke
Kuo Sheng-Chu
Lee Kuo-Hsiung
Aulakh Charanjit S.
Rotman Alan L.
The University of North Carolina at Chapel Hill
LandOfFree
Method for treating tumors using 2-aryl-naphthyridin-4-ones does not yet have a rating. At this time, there are no reviews or comments for this patent.
If you have personal experience with Method for treating tumors using 2-aryl-naphthyridin-4-ones, we encourage you to share that experience with our LandOfFree.com community. Your opinion is very important and Method for treating tumors using 2-aryl-naphthyridin-4-ones will most certainly appreciate the feedback.
Profile ID: LFUS-PAI-O-2213923