Hydrazone, hydrazine and thiosemicarbazone derivatives as...

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

Reexamination Certificate

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Details

C544S405000, C544S408000, C544S409000, C544S410000, C514S255060

Reexamination Certificate

active

06329378

ABSTRACT:

FIELD OF THE INVENTION
The present invention is directed in part to novel aryl or heteroaryl substituted hydrazone, hydrazine and thiosemicarbazone compounds. The present invention is also directed to pharmaceutical compositions containing aryl and heteroaryl substituted hydrazone, hydrazine and thiosemicarbazone derivatives, and to methods of using them to alleviate fungal infections.
BACKGROUND OF THE INVENTION
New classes of antifungal agents are needed to address the growing resistance of fungi to present therapies. Desirable characteristics for new antifungal products include activity against drug resistant organisms, reduced propensity for resistance development, greater biological half-life in humans, reduced liability for allergic reactions, and broad spectrum anti-fungal activity.
Screening and counterscreening of a small molecule chemical library have produced a number of antifungal agents. Certain of these compounds are rapidly fungicidal, with broad spectrum antifungal activity in vitro. The aryl and heteroaryl hydrazone, hydrazine and thiosemicarbazone derivatives of the invention have been found to have potent antifungal activity.
OBJECTS OF THE INVENTION
One object of the present invention is to provide novel compounds which are capable of inhibiting fungal growth in a subject, including a human subject, an animal or in plants.
Another object of the invention is to provide compounds which are fungistatic or fungicidal against a broad spectrum of fungi.
A further object of the invention is to provide methods of inhibiting fungal growth using said novel compounds, either alone or in combination with synergistic agents.
A further object of the invention is to provide methods of treating subjects suffering from fungal infections using the novel compounds disclosed herein, either alone or in combination with synergistic agents such as amphotericin B.
SUMMARY OF THE INVENTION
The invention is directed to certain novel aryl or hcteroaryl substituted hydrazone or hydrazine derivatives, comprising a compound of formula (I), pharmaceutical compositions comprising compounds of formula (I), and methods of treatment comprising the administration of compounds of formula (I). The invention is also directed to certain novel aryl or heteroaryl substituted thiosemicarbazone derivatives of formula (II), pharmaceutical compositions comprising compounds of formula (II), and methods of treatment comprising the administration of compounds of formula (II).


REFERENCES:
Konishi et al. Fungicidal activity of heteroaromatic aldehyde and ketone pyrimidinylhydrazones, Nippon Noyaku Gakkaishi, 14: 295-3000.*
Schilt et al. New chromogens of the ferroin type-IX 2-pyridyl and pyrazinylhydrazones of some pyridyl, pyrazinyl and pyridazinyl ketones and of isatin and phenylglyoxal, Talanta, 26: 373-6.

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