Antifungal 4-substituted 5,6-dihydro-4H-pyrrolo...

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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C540S561000

Reexamination Certificate

active

07820650

ABSTRACT:
The present invention concerns compounds for use as a medicine having the formulathe N-oxide forms, the salts, the quaternary amines and stereochemically isomeric forms thereof, whereinR1represents hydrogen, C1-6alkyl, C1-4alkylthio, C1-4alkyloxy, or halo;R2represents hydrogen or C1-6alkyl;R3represents phenyl substituted with halo, cyano, C1-4alkyloxy, C1-4alkylthio, C1-6alkyl, haloC1-6alkyl; 2-thienyl; or 3-thienyl,R4represents hydrogen; or R2and R4form an extra bond,which are active against dermatophytes, and their preparation; it further relates to compositions comprising them, as well as their use as a medicine.

REFERENCES:
patent: 5006513 (1991-04-01), Hector et al.
Raines et al., Mannich Reactions. Synthesis of 4,5-Dihydropyrrolo[1,2-a]quinoxalines, 2,3,4,5-Tetrahydro-1H-pyrrolo[1,2- a][1,4]diazepines and 5,6-Dihydro-4H-pyrrolo[1,2-a][1,4]benzodiazepines, Journal of Heterocyclic Chemistry, vol. 13, No. 4, pp. 711-716, Aug. 1976.
Corelli, F. et al. “Sistemi Eterociclici”, Farmaco Ed. Sci. vol. 39, No. 8, 1984, pp. 707-717. XP001056116. see translation.
Corelli, F. et al. “Heterocyclic Systems”, Institute of Pharmaceutical Chemistry and Toxicology, 1984, pp. 707-717, Full English translation from Italian.
Cheeseman, G.W.H. et al. “Further Cyclisation Reactions of 1-Arylpyrroles”, J. Chem. Society. (C), 1971, pp. 2732-2734. XP000973984.
Vomero, S. et al. “Ricerche su Composti Eterociclici Azotati”, Farmaco Ed. Sci., vol. 35, No. 2, 1980, pp. 110-119. XP000973973. see translation.
Vomero, S. et al. “Research in Relation to Nitrogenated Heterocyclic Systems”, Institute of Pharmaceutical Chemistry and Toxicology, 1980, pp. 110-119, Full English translation from Italian.
Cheesman, G.W.H. et al. “Synthesis of 5,6-Dihydro-4H-pyrrolo[1,2- a]benzodiazepines”, J. Heterocyclic Chem., 16, 241 (1979), pp. 241-244.
Trinka, P. et al. A Convenient Synthesis of Ethyl (2-Amino-5,6-dichlorobenzyl)glycinate, J. Prakt. Chem. 338, (1996), pp. 675-678.
Odds, Frank C., “Antifungal Susceptibility Testing ofCandidaspp. By Relative Growth Measurement at Single Concentrations of Antifungal Agents”, Antimicrobial Agents and Chemotherapy, Aug. 1992, pp. 1727-1737.
Odds, Frank C. “Quantitative Microculture System with Standardized Inocula for Strain Typing, Susceptibility Testing, and Other Physiologic Measurements withCandida albicansand Other Yeasts”, Journal of Clinical Microbiology, Dec. 1991, pp. 2735-2740.
PCT Search Report, PCT/EP01/12287, Feb. 20, 2002.

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