N-substituted carbamoyloxyalkyl-azolium derivatives

Details N-substituted carbamoyloxyalkyl-azolium derivatives N-substituted carbamoyloxyalkyl-azolium derivatives

2000-10-31

2004-11-02

Morris, Patricia L. (Department: 1625)

Drug, bio-affecting and body treating compositions

Designated organic active ingredient containing

Having -c-, wherein x is chalcogen, bonded directly to...

C514S365000, C546S269700, C548S205000

Reexamination Certificate

active

06812238

ABSTRACT:

BACKGROUND OF THE INVENTION
Although several azole compounds are currently used for systemic mycoses, none of them completely fulfills the necessary clinical requirements of efficacy against major systemic mycoses including disseminated aspergillosis, safety, and availability in oral or parenteral formulations. Demand for parenterally formulated azole compounds for the treatment of serious systemic mycoses is increasing. Most of the azole compounds on the market as well as under development are highly lipophilic molecules that make parenteral formulation difficult.
SUMMARY OF THE INVENTION
The present invention relates to novel water soluble azole compounds useful for the treatment of systemic mycoses and suitable for both oral and particularly parenteral administration, a process for their manufacture, antifungal compositions containing them and a method for treating mycoses.
More particularly, the present invention refers to compounds of formula (I),
wherein
Q is a 3H-imidazole or 1,2,4-triazole derivative with antifungal activity which is linked to the remainder of the compound of formula (I) by a nitrogen in the azole;
R
1
is hydrogen or alkyl;
R
2
is hydrogen, alkyl, alkylcarbonyloxyalkyl, alkoxycarbonyl, alkylcarbonyl, mono- or dialkylaminoalkylcarbonyloxyalkyl;
R
3
is alkylaminoalkyl, alkylcarbonyl, alkylcarbonyloxyalkyl, alkylaminoalkylcarbonyloxyalkyl, hydrogen, acylalkylaminoalkyl, alkyl, hydroxyalkyl, aminoalkyl, alkylcarbonylaminoalkyl, alkylcarbonylalkylaminoallkyl, alkoxycarbonylalkylaminoalkyl, alkoxycarbonylaminoalkyl, optionally substituted phenyl, optionally substituted pyridin-2-yl or optionally substituted 5-or 6-membered cycloalkyl, acylaminoalkyl, alkylaminoalkylacyloxyalkyl or
the group (R
2
, R
3
)N— may form an optionally substituted pyrrolidine, pyrrolidone or piperidine; and
X
−
is a pharmaceutically acceptable anion,
as well as pharmaceutically acceptable salts, hydrates or solvates of the compounds of formula (I).


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