Ketonitrile derivatives and antibacterial agent and drugs contai

Drug – bio-affecting and body treating compositions – Designated organic active ingredient containing – Ester doai

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Details

514525, 558404, 558405, C07C25540, C07C25541, A61K 31275

Patent

active

059689773

DESCRIPTION:

BRIEF SUMMARY
TECHNICAL FIELD

The present invention relates to ketonitrile derivatives and drugs containing the derivatives. More particularly, the invention relates to compounds having antibacterial activities against gram-negative and gram-positive bacteria and to antibacterial agents and drugs containing the compounds.


BACKGROUND ART

In infectious diseases of humans, cattle, poultry, and fish caused by causal bacteria such as Staphylococcus aureus, hemolytic Streptococci, Bacillus anthracis and Clostridium tetani, antibiotics or synthetic antibacterial agents including penicillins, tetracyclines, macrolides, cephalosporins, and cephems have conventionally been used.
Prolonged terms of use or a large amount of use of these conventional antibiotics or synthetic antibacterial agents, however, causes drug resistance to the aforementioned causal bacteria. Especially, methicillin-resistant Staphylococcus aureus (MRSA), which causes a high death rate due to its strong toxicity, has become a big social problem, for it exhibits resistance to multiple drugs and makes therapy difficult.
The object of the present invention is to solve the aforementioned problem and to provide a compound having enhanced antibacterial activities against gram-negative bacteria and gram-positive bacteria, inter alia, gram-positive bacteria--such as Staphylococci--which have acquired drug resistance, as well as antibacterial compositions and drugs containing the compound.
The present inventors conducted extensive research to attain the above object, and found that certain ketonitrile derivatives having the below-described structure exhibit high antibacterial activities against gram-positive bacteria such as Staphylococci and Streptococci, as well as gram-negative bacteria, and that the derivatives are useful as drugs for the therapeutic treatment or prevention of a variety of infectious diseases and as antibacterial agents for diversified materials such as fibers, leading to completion of the invention.


DISCLOSURE OF THE INVENTION

The present invention provides a ketonitrile derivative represented by the following formula (1) or a salt thereof: ##STR2## (wherein R.sup.1 is a hydrogen atom or a lower alkyl group; each of R.sup.2, R.sup.3, R.sup.4, and R.sup.5, which may be identical to or different from each other, is a hydrogen atom, a halogen atom, a nitro group, a lower alkyl group, a lower alkoxyl group, or a substituted or unsubstituted phenoxy group; X is a substituted or unsubstituted aromatic hydrocarbon group or a substituted or unsubstituted heterocyclic group; Y is a substituted or unsubstituted aromatic hydrocarbon group, a substituted or unsubstituted heterocyclic group, a carbonyl group that has been substituted by a substituted or unsubstituted aromatic hydrocarbon group, a carbonyl group that has been substituted by a substituted or unsubstituted heterocyclic group, an N,N-di-substituted carbamoyl group, or an alkyl group that has been substituted by a heterocyclic group).
The present invention also provides a pharmaceutical composition and an antibacterial composition containing the above-described ketonitrile derivative (1) or a salt thereof and a carrier therefor.
The present invention also provides use, as a drug or an antibacterial agent, of the above-described ketonitrile derivative or a salt thereof.
The present invention further provides a method for the prevention and treatment of infectious diseases, characterized by administering an effective amount of the above-described ketonitrile derivative or a salt thereof.
The present invention still further provides an antibacterial construct to which the above-described ketonitrile derivative or a salt thereof is incorporated.


BEST MODES FOR CARRYING OUT THE INVENTION

In the present invention, the term "lower" generally indicates that the carbon number is from 1 to 5. Also, the carbon number of alkyl, alkoxyl, alkylthio, alkenyl, etc. is generally from 1 to 12 and preferably from 1 to 5.
In formula (1), examples of the lower alkyl groups represented by R.sup.1 include line

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