Anti acid-fast bacterial agent containing pyridonecarboxylic acids as active ingredient

An anti acid-fast bacterial agent containing a compound represented by the following general formula (1), a salt thereof, or a hydrate thereof as an active ingredient.

• 47
• [wherein,
• R1 represents an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, a halogenoalkyl group having 1 to 6 carbon atoms, a cyclic alkyl group having 3 to 6 carbon atoms which may have substituent(s), an aryl group having 6 to 10 carbon atoms which may have substituent(s), a heteroaryl group which may have substituent(s) (the group being a 5- or 6-membered ring and containing 1 to 4 heteroatoms optionally selected from nitrogen atom, oxygen atom, and sulfur atom), an alkoxy group having 1 to 6 carbon atoms, or an alkylamino group having 1 to 6 carbon atoms,
• R2 represents hydrogen atom or an alkylthio group having 1 to 6 carbon atoms,
• the R1 and R2 may be combined so as to form a cyclic structure with including a part of the mother nucleus, and the ring may contain a sulfur atom as a ring-constituting atom, and further, the ring may have an alkyl group having 1 to 6 carbon atoms as a substituent.
• R3 represents hydrogen atom, amino group, thiol group, a halogenomethyl group, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an alkynyl group having 2 to 6 carbon atoms, or an alkoxy group having 1 to 6 carbon atoms,
• among them, the amino group may have one or more groups selected from formyl group, an alkyl group having 1 to 6 carbon atoms, and an acyl group having 2 to 5 carbon atoms as substituent(s).
• A1 represents nitrogen atom or a partial structure represented by the formula (2)
• 48
• (wherein,
• X2 represents hydrogen atom, amino group, a halogen atom, cyano group, a halogenomethyl group, a halogenomethoxy group, an alkyl group having 1 to 6 carbon atoms, an alkenyl group having 2 to 6 carbon atoms, an alkynyl group having 2 to 6 carbon atoms, or an alkoxy group having 1 to 6 carbon atoms,
• among them, the amino group may have one or more groups selected from formyl group, an alkyl group having 1 to 6 carbon atoms, and an acyl group having 2 to 5 carbon atoms as substituent(s);
• further, the X2 and the above R1 may be combined so as to form a cyclic structure with including a part of the mother nucleus, and the ring thus formed may contain oxygen atom, nitrogen atom, or sulfur atom as a ring-constituting atom, and moreover, the ring may have an alkyl group having 1 to 6 carbon atoms or a halogenoalkyl group having 1 to 6 carbon atoms as a substituent).
• A2 and A3 each represents nitrogen atom or carbon atom, and A1, A2 and A3 form a partial structure
• 49
• or a partial structure
• 50
• together with the carbon atoms which are combined therewith.
• X1 represents a halogen atom, hydrogen atom, or amino group,
• Y represents hydrogen atom, phenyl group, acetoxymethyl group, pivaloyloxymethyl group, ethoxycarbonyl group, choline group, dimethylaminoethyl group, 5-indanyl group, phthalidinyl group, a 5-alkyl-2-oxo-1,3-dioxol-4-ylmethyl group, 3-acetoxy-2-oxobutyl group, an alkyl group having 1 to 6 carbon atoms, an alkoxymethyl group having 2 to 7 carbon atoms, or a phenylalkyl group which is constituted by an alkylene group having 1 to 6 carbon atoms and phenyl group,
• Z represents a monocyclic, bicyclic, or tricyclic heterocyclic substituent, and the heterocyclic substituent is saturated, partially saturated or unsaturated one, may contain one or more heteroatoms selected from the group consisting of nitrogen atom, oxygen atom, and sulfur atom, and further, may form a bicyclo structure or a spiro structure.
• Further, the heterocyclic substituent may be substituted by one or more groups selected from the group consisting of a halogen atom, amino group, hydroxyl group, carbamoyl group, an alkyl group having 1 to 6 carbon atoms, an alkylamino group having 1 to 6 carbon atoms, an aryl group having 6 to 10 carbon atoms, a heteroaryl group (which is a 5- or 6-membered ring and contains 1 to 4 heteroatoms optionally selected from nitrogen atom, oxygen atom, and sulfur atom), an alkoxy group having 1 to 6 carbon atoms, an alkylthio group having 1 to 6 carbon atoms, a halogenoalkyl group having 1 to 6 carbon atoms, and an aminoalkyl group having 1 to 6 carbon atoms, and
• the alkyl group or the alkyl moiety of the alkylamino group, alkoxy group, alkylthio group, halogenoalkyl group, and aminoalkyl group may have a cyclic structure,
• further, may have one or more groups selected from the group consisting of a halogen atom, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an aryl group having 6 to 10 carbon atoms, and a heteroaryl group (which is a 5- or 6-membered ring and contains 1 to 4 heteroatoms optionally selected from nitrogen atom, oxygen atom, and sulfur atom) as substituent(s).
• The amino moiety of the amino group, aminoalkyl group, and alkylamino group may have one or two alkyl groups having 1 to 6 carbon atoms (the alkyl group may have a cyclic structure, and may have one or more groups selected from the group consisting of hydroxyl group, a halogen atom, an alkylthio group having 1 to 6 carbon atoms, and an alkoxy group having 1 to 6 carbon atoms as substituent(s))(when two alkyl groups are present, they may be the same or different), and the amino moiety may be protected by a protective group.
• All the above aryl groups and heteroaryl groups may have one or more groups selected from the group consisting of a halogen atom, hydroxyl group, thiol group, amino group, nitro group, cyano group, carboxyl group, carbamoyl group, phenyl group, an alkyl group having 1 to 6 carbon atoms, an alkoxy group having 1 to 6 carbon atoms, an alkylthio group having 1 to 6 carbon atoms, an alkoxycarbonyl group having 2 to 6 carbon atoms, an acyl group having 2 to 5 carbon atoms, and a heteroaryl group (which is a 5- or 6-membered ring and contains 1 to 4 heteroatoms optionally selected from nitrogen atom, oxygen atom, and sulfur atom) as substituent(s),
• these alkyl group, alkoxy group, alkylthio group, alkoxycarbonyl group, acyl group, phenyl group, and heteroaryl group (which is a 5- or 6-membered ring and contains 1 to 4 heteroatoms optionally selected from nitrogen atom, oxygen atom, and sulfur atom) may have one or more groups selected from the group consisting of a halogen atom, hydroxyl group, an alkoxy group having 1 to 6 carbon atoms, and an alkylthio group having 1 to 6 carbon atoms as substituent(s), and further, the amino group may have one or two groups selected from the group consisting of formyl group, an alkyl group having 1 to 6 carbon atoms, an acyl group having 2 to 5 carbon atoms, and an alkoxycarbonyl group having 2 to 5 carbon atoms as substituent(s).]