Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Having -c- – wherein x is chalcogen – bonded directly to...
Patent
1993-10-14
1996-02-06
Morris, Patricia L.
Drug, bio-affecting and body treating compositions
Designated organic active ingredient containing
Having -c-, wherein x is chalcogen, bonded directly to...
5482678, A61K 31415, C07D24908
Patent
active
054895979
DESCRIPTION:
BRIEF SUMMARY
TECHNICAL FIELD
The present invention relates to a novel azole derivative, a process for the production thereof, and a pharmaceutical composition containing the azole derivative as an active ingredient (more particularly, an antifungal agent or an aromatase inhibitor).
BACKGROUND ART
The recent development of pharmaceuticals and the advancement of medical techniques conquered many diseases. On the other hand, such treatment caused the depression in the immune systems. The depression became a major cause of the increase in patients susceptible to infection. These patients suffered at a high rate from deep-seated fungal diseases of opportunistic infections such as candidiasis, aspergillosis, and cryptococcosis. The measure to solve the problem became serious. Therefore, active research has been under way to develop drugs more superior than the conventional antifungal agents. For example, Japanese Unexamined Patent Publication (Kokai) No. 3-187464 discloses an azole derivative having a cyclohexanol ring and azole ring as basic structures. Such antifungal agents exhibit an antifungal activity by functioning on the cytochrome p450 in the fungus and inhibiting the production of ergosterol which is a constituent element of cell walls. Further, it is known that because the above antifungal agents function on the cytochrome p450, some of them exhibit an activity to inhibit aromarase [J. Med. Chem., 33 (11), 2933-2942 (1990)].
From the results of the research on azole derivatives having applicability to broader fields and exhibiting a more superior antimicrobial activity, the inventors of the present invention found a novel azole derivative which has a low toxicity, and which exhibits activity against many fungi, and activity to inhibit an aromarase. The present invention is based on the above findings.
DISCLOSURE OF THE INVENTION
Therefore, the present invention relates to a compound of the general formula (I): ##STR2## wherein R.sub.1 and R.sub.2 are, independently from each other, a hydrogen atom or an alkyl group having 1 to 4 carbon atoms, X.sub.1 and X.sub.2 are, independently from each other, a hydrogen or halogen atom, or hydroxyl, cyano or trifluoromethyl group, and Y is CH or a nitrogen atom, or a salt thereof. In the above general formula (I), preferably, R.sub.1 and R.sub.2 are, independently from each other, a hydrogen atom or an alkyl group having 1 to 2 carbon atoms, X.sub.1 and X.sub.2 are, independently from each other, a hydrogen or halogen atom, or hydroxyl group, and Y is CH or a nitrogen atom.
Further, the present invention relates to a compound of the general formula (III): ##STR3## wherein R.sub.1, R.sub.2, X.sub.1, and X.sub.2 have the same meanings as above, or a salt thereof.
Further, the present invention relates to a compound of the general formula (IV): ##STR4## wherein R.sub.1, R.sub.2, X.sub.1, and X.sub.2 have the same meanings as above, or a salt thereof.
Still further, the present invention relates to a process for the production of a compound of the general formula (I) characterized by reducing a compound of the general formula (V): ##STR5## wherein R.sub.1, R.sub.2, X.sub.1, and X.sub.2 have the same meanings as above, to obtain the compound of the general formula (IV), reacting the resulting compound of the general formula (IV) and an S-ylide compound to obtain the compound of the general formula (III), and reacting the resulting compound of the general formula (III) and a compound of the general formula (II): ##STR6## wherein M is a metal ion and Y has the same meaning as above.
Still further, the present invention relates to a pharmaceutical composition, particularly, an antifungal agent or an aromarase inhibitor, characterized by containing a compound of the general formula (I) or a salt thereof.
BEST MODE FOR CARRYING OUT THE INVENTION
In the general formulae (I), (III), (IV), or (V), the alkyl group of 1 to 4 carbon atoms as the group R.sub.1 or R.sub.2 is a methyl, ethyl, straight-chain or branched propyl, or straight-chain or branched butyl group. The halogen ato
REFERENCES:
patent: 5256683 (1993-10-01), Hutt et al.
Ando Takao
Ikeda Yuko
Niimura Koichi
Nitta Toyohiko
Kureha Chemical Industry Co. Ltd.
Morris Patricia L.
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