Mono-- or diketone tetracyclic derivatives and therapeutical use

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...

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546 70, 568328, C07D47100, C07D 49115, A61K 3141, A61K 31435

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059815442

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BRIEF SUMMARY
The present invention concerns the use of tetracyclic derivatives and their pharmaceutically acceptable salts for obtaining a medication for the treatment of diseases involving an alteration in the venous function and/or inflammatory edema, and concerns the new compounds obtained. More particularly, it concerns derivatives of tetracyclic compounds comprising a structural group, 1,4-dihydro-1,4-dioxonaphthalene, one of the ketones of which may be protected. The invention concerns the therapeutic application of all these compounds.
The document, Chem. Rev., 63, 279-296 (1963) by M. F. Sartori describes the synthesis of heterocyclic quinones from 2,3-dichloro-1,4-dihydro-1,4-dioxonaphthalene, in particular, naphthoimidazopyridines, diones, and their derivatives.
The article, J. Amer. Chem. Soc. 79, 5708-5710 (1957) by P. Truitt, J. E. Cooper, and F. M. Wood, Jr. describes a controversial synthesis of 6,11-dihydro-6,11-dioxonaphtho[2',3':4,5]imidazo[1,2-a] pyridine, while the document, J. Org. Chem., 24, 374-380 (1959), by W. L. Mosby and R. J. Boyle evokes the theoretical possibility of obtaining three types of compounds of different structures: 5,6-dihydro-5,6-dioxo-naphtho[1',2':4,5]imidazo[1,2-a]pyridine, 5,6-dihydro-5,6-dioxo-naphtho[1',2':4,5]-imidazo[2,3-a] pyridine, 6,11-dihydro-6,11-dioxo-naphtho-[2',3':4,5]imidazo[1,2-a]pyridine. The authors demonstrate the obtaining of the first type of structure. Concerning this same problem, the article J. Org Chem., 26, 1316-1318 (1961) by W. L. Mosby describes the possibility of obtaining two types of products with similar reactions: 5,6-dihydro-5,6-dioxo-naphtho[1',2':4,5]imidazo[1,2-a]pyridine (the so-called angular form) and 6,11-dihydro-6,11-dioxo-naphtho[2',3':4,5]imidazo[1,2-a]pyridine (the so-called linear form). The authors note that the formation of the linear structure is obtained less readily than the angular structure. More drastic conditions are thus required for the formation of this structure (reflux at elevated temperature). The "angular" structure of the family is demonstrated in the synthesis of 5,6-dihydro-5,6-dioxo-naphtho[1',2':4,5]imidazo[1,2-a]pyridine using a specific reagent of orthodiketones in the paper in J. Org. Chem., 28, 1019-1022 (1963) by J. A. Van Allan and G. A. Reynolds.
U.S. Pat. No. 2,970,146, Jan. 31, 1961 (Cl. 260-256.4) by R. J. Boyle, O. G. Birsten, and W. L. Mosby describes the synthesis of new heterocyclic orthoquinones. The paper in Indian J. Chemistry 18B, 236-239 (1979) by N. R. Ayyanger, A. G. Lugade, and B. D. Tilak describes the univocal synthesis of 6,11-dihydro-6,11-dioxo-naphtho-[2',3':4,5]imidazo[1,2'-a]pyridine.
The paper in J. Indian Chem. Soc. 68(9), 529-531 (1991) by A. S Yanni describes the synthesis and bactericidal and fungicidal activity of 6,11-dihydro-6,11-dioxo -pyrido[1',2':1,2]imidazo[5,4-g]quinoline. Finally, German patent No. 1,108,699 by C. W. Schellhammer and G. Domagk describes the cytostatic and bacteriostatic activity of derivatives of 5,6-dihydro-5,6-dioxo-pyrido[1',2':1,2]imidazo[4,5-f]quinoline.
The tetracyclic derivatives and their pharmaceutically acceptable salts according to the present invention have the general formula: ##STR2## in which, independently of each other: X is a carbon atom or a nitrogen atom, to C.sub.5, radical of C.sub.1 to C.sub.5, such that if n is equal to 1 then m is equal to 0 and if n is equal to 0 then m is equal to 1.
The invention also concerns the following new products: idine; yridine yridine idine yridine dine idine
The invention also concerns the following intermediate products:
The invention also concerns the use of tetracyclic derivatives and their pharmaceutically acceptable salts having the general formula (I) above for obtaining a specific medication: inflammations; arterial pressure, more particularly in states of septic shock.
Specifically, the compounds of the present invention have the general formula (I) illustrated below: ##STR3## where: n=0 or 1; m=0 or 1; T=C, N; X=C, N; R.sub.1 =H, CH.sub.3, Cl, Br, F;
The present invention also concerns t

REFERENCES:
patent: 5723451 (1998-03-01), Mjalli
CA 116:151679, 1991.
Chemical Abstracts 122:160618, 1994.
Chemical Abstracts 92:24218, 1979.
chemical Abstracts 92:58687, 1979.
Chemical Abstracts 124:232365, 1996.
Chemical Abstracts 96:162654, 1982.

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