Neuropathy improvers containing nitrogenous compounds as the active ingredient

A nitrogen-containing compound represented by Formula (2) shown below or a salt thereof:

• In Formula (2), the symbol represents a single bond or a double bond
• G represents one functional group chosen from the group consisting of the Formulae (G1), (G2), (G3), (G4) and (G5) shown below:
• (In Formula (G 1), Formula (G2), Formula (G3), Formula (G4) and Formula (G5), the symbol represents the site of linkage with A10;
• R4 represents a hydrogen atom, an acyl group having 2 to 10 carbon atoms, a tri(hydrocarbon group having 1 to 7 carbon atoms) silyl group or a functional group forming the acetal bond together with the oxygen atom bonded to R4;
• W represents a single bond, —CH2—, —(CH2)2—, —(CH2)3—, —CH═CH—, —CH═CHCH2—, —C═C—of —C═CCH2—;
• m may be either 0 or 1, however, when W is a single bond, m is equal to 1;
• R5 and R6 are either identical or different and, either represent one functional group chosen from the following items 1) to 4):
• 1) a hydrogen atom,
• 2) a substituted or an unsubstituted aliphatic hydrocarbon group having 1 to 10 carbon atoms, when the substituents are selected from the group consisting of:
• fluorine atom,
• chlorine atom,
• bromine atom,
• iodine atom,
• hydroxyl group,
• alkoxy group having 1 to 4 carbon atoms,
• aryloxy group having 6 to 10 carbon atoms,
• aralkoxy group having 7 to 9 carbon atoms,
• acyloxy group having 2 to 10 carbon atoms,
• sulfonyloxy group having 1 to 8 carbon atoms,
• oxo group,
• carboxyl group,
• alkoxycarbonyl group having 2 to 10 carbon atoms,
• carbamoyl group having 1 to 15 carbon atoms,
• amino group having 0 to 14 carbon atoms,
• acylamino group having 1 to 10 carbon atoms,
• sulfonylamino group having 1 to 8 carbon atoms,
• imino group having 1 to 10 carbon atoms,
• cyano group,
• nitro group,
• sulfide group having 1 to 6 carbon atoms,
• sulfinyl group having 1 to 6 carbon atoms, and
• sulfonyl group having 1 to 6 carbon atoms,
• substituted or unsubstituted alicyclic hydrocarbon group having 3 to 8 carbon atoms, wherein the substituents are selected from the group consisting of:
• aliphatic hydrocarbon group having 1 to 6 carbon atoms,
• fluorine atom,
• chlorine atom,
• bromine atom,
• iodine atom,
• hydroxyl group,
• alkoxy group having 1 to 4 carbon atoms,
• aryloxy group having 6 to 10 carbon atoms,
• aralkoxy group having 7 to 9 carbon atoms,
• acyloxy group having 2 to 10 carbon atoms,
• sulfonyloxy group having 1 to 8 carbon atoms,
• oxo group,
• acyl group having 1 to 10 carbon atoms,
• carboxyl group,
• alkoxycarbonyl group having 2 to 10 carbon atoms,
• carbamoyl group having 1 to 15 carbon atoms,
• amino group having 0 to 14 carbon atoms,
• acylamino group having 1 to 10 carbon atoms,
• sulfonylamino group having 1 to 8 carbon atoms,
• imino group having 1 to 10 carbon atoms,
• cyano group,
• nitro group,
• sulfide group having 1 to 6 carbon atoms,
• sulfinyl group having 1 to 6 carbon atoms, and
• sulfonyl group having 1 to 6 carbon atoms, and
• substituted or unsubstituted aromatic hydrocarbon group having 6 to 10 carbon atoms, wherein the substituents are selected from the group consisting of:
• alkyl group having 1 to 4 carbon atoms,
• fluorine atom,
• chlorine atom,
• bromine atom,
• iodine atom,
• hydroxyl group,
• alkoxy group having 1 to 4 carbon atoms,
• aryloxy group having 6 to 10 carbon atoms,
• aralkoxy group having 7 to 9 carbon atoms,
• acyloxy group having 2 to 10 carbon atoms,
• sulfonyloxy group having 1 to 8 carbon atoms,
• acyl group having 1 to 10 carbon atoms,
• carboxyl group,
• alkoxycarbonyl group having 2 to 10 carbon atoms,
• carbamoyl group having 1 to 15 carbon atoms,
• amino group having 0 to 14 carbon atoms,
• acylamino group having 1 to 10 carbon atoms,
• sulfonylamino group having 1 to 8 carbon atoms,
• cyano group,
• nitro group,
• sulfide group having 1 to 6 carbon atoms,
• sulfinyl group having 1 to 6 carbon atoms, and
• sulfonyl group having 1 to 6 carbon atoms,
• 3) a substituted or an unsubstituted alicyclic hydrocarbon group having 3 to 8 carbon atoms wherein the substituents are selected from the group consisting of alkyl group having 1 to 4 carbon atoms, fluorine atom, chlorine atom, bromine atom, iodine atom, hydroxyl group, alkoxy group having 1 to 4 carbon atoms, aryloxy group having 6 to 10 carbon atoms, aralkoxy group having 7 to 9 carbon atoms, acyloxy group having 2 to 10 carbon atoms, sulfonyloxy group having 1 to 8 carbon atoms, oxo group, acyl group having 1 to 10 carbon atoms, carboxyl group, alkoxycarbonyl group having 2 to 10 carbon atoms, carbamoyl group having 1 to 15 carbon atoms, amino group having 0 to 14 carbon atoms, acylamino group having 1 to 10 carbon atoms, sulfonylamino group having 1 to 8 carbon atoms, imino group having 1 to 10 carbon atoms, cyano group, nitro group, sulfide group having 1 to 6 carbon atoms, sulfinyl group having 1 to 6 carbon atoms, and sulfonyl group having 1 to 6 carbon atoms,
• 4) a substituted or an unsubstituted aromatic hydrocarbon group having 6 to 10 carbon atoms, wherein the substituents are selected from the group consisting of alkyl group having 1 to 4 carbon atoms, fluorine atom, chlorine atom, bromine atom, iodine atom, hydroxyl group, alkoxy group having 1 to 4 carbon atoms, aryloxy group having 6 to 10 carbon atoms, aralkoxy group having 7 to 9 carbon atoms, acyloxy group having 2 to 10 carbon atoms, sulfonyloxy group having 1 to 8 carbon atoms, acyl group having 1 to 10 carbon atoms, carboxyl group, alkoxycarbonyl group having 2 to 10 carbon atoms, carbamoyl group having 1 to 15 carbon atoms, amino group having 0 to 14 carbon atoms, acylamino group having 1 to 10 carbon atoms, sulfonylamino group having 1 to 8 carbon atoms, cyano group, nitro group, sulfide group having 1 to 6 carbon atoms, sulfinyl group having 1 to 6 carbon atoms, and sulfonyl group having 1 to 6 carbon atoms,
• or, when R5 and R6 are bonded to each other, they represent a substituted or an unsubstituted alicyclic hydrocarbon chain having 4 to 7 carbon atoms wherein the substituents are selected from the group consisting of alkyl group having 1 to 4 carbon atoms, fluorine atom, chlorine atom, bromine atom, iodine atom, hydroxyl group, alkoxy group having 1 to 4 carbon atoms, aryloxy group having 6 to 10 carbon atoms, aralkoxy group having 7 to 9 carbon atoms, acyloxy group having 2 to 10 carbon atoms, sulfonyloxy group having 1 to 8 carbon atoms, oxo group, acyl group having 1 to 10 carbon atoms, carboxyl group, alkoxycarbonyl group having 2 to 10 carbon atoms, carbamoyl group having 1 to 15 carbon atoms, amino group having 0 to 14 carbon atoms, acylamino group having 1 to 10 carbon atoms, sulfonylamino group having 1 to 8 carbon atoms, imino group having 1 to 10 carbon atoms, cyano group, nitro group, sulfide group having 1 to 6 carbon atoms, sulfinyl group having 1 to 6 carbon atoms, and, sulfonyl group having 1 to 6 carbon atoms;
• R7 represents a hydrogen atom, an acyl group having 2 to 10 carbon atoms, a tri(hydrocarbon group having 1 to 7 carbon atoms) silyl group, an alkoxycarbonyl group having 2 to 5 carbon atoms, a sulfonyl group having 1 to 8 carbon atoms, a functional group forming the acetal bond together with the oxygen atom bound to R7, or, when R7 and R5 are bonded to each other, it represents one portion of the bond forming the carbonyl group together with the carbon atom bonded to R5 and the oxygen atom bonded to R7;
• A20 represents a single bond, a Formula (A2A) shown below, a Formula (A2B) shown below or a Formula (A2C) shown below:
• (in the formula, R3 represents a hydrogen atom, an alkyl group having 1 to 4 carbon atoms, or an acyl group having 1 to 10 carbon atoms)
• (in the formula, n represents 0, 1, or 2)
• A10 represents the items 1) or 2) below:
• 1) a single bond,
• 2) a functional group which bridges G and A20 through an identical atom or through different atoms, and chosen from:
• an aliphatic hydrocarbon group having 1 to 3 carbon atoms, an alicyclic hydrocarbon group having 3 to 8 carbon atoms, a heterocyclic group selected from the group consisting of morpholino, pyrrolidinyl, and piperidino, and a phenylene group;
• A30 represents the items 1) or 2) below:
• 1) a single bond,
• 2) a functional group which bridges A20 and A40 through an identical atom or through different atoms, and chosen from:
• an aliphatic hydrocarbon group having 1 to 3 carbon atoms, an alicyclic hydrocarbon group having 3 to 8 carbon atoms, a heterocyclic group selected from the group consisting of morpholino, pyrrolidinyl, and piperidino, and a phenylene group;
• A40 represents any of the items 1) to 3) below:
• 1) a single bond,
• 2) an aliphatic hydrocarbon group having 1 to 3 carbon atoms, which bridges the nitrogen atom, bonded to R10 and R20, and A30 through an identical atom or through different atoms;
• 3) when A40 and R10 are bonded to each other, a functional group forming a 5 to 8 membered ring together with the nitrogen atom they are bonded to (when A40 or R10 and the nitrogen atom they are bonded to are bonded through a double bond, R20 represents the bond between A40 or R10 and the nitrogen atom);
• however, in the combination of G, A10, A20, A30, and A40, when G represents the Formula (G1) and either of A10 or A30 is a phenylene group, A20 may not be a single bond and when A20 represents a single bond, then G and the nitrogen atom bonded to R10 and R20 must be bonded with more than two carbon atoms in between;
• in addition, when A20 represents one of the Formula (A2A), Formula (A2B) or Formula (A2C), A20 and the nitrogen atom bonded to R10 and R20 must be bonded with more than two carbon atoms in between;
• R10 and R20 are either identical or different, and either represents one functional group chosen from the following items 1) to 7):
• 1) a hydrogen atom (however, when R10 and R20 both represent a hydrogen atom, only in the case where G is equal to Formula (G1)),
• 2) a substituted or an unsubstituted alkyl group having 1 to 10 carbon atoms, wherein the substituents are selected from the group consisting of fluorine atom, chlorine atom, bromine atom, iodine atom, hydroxyl group, alkoxy group having 1 to 4 carbon atoms, aryloxy group having 6 to 10 carbon atoms, aralkoxy group having 7 to 9 carbon atoms, acyloxy group having 2 to 10 carbon atoms, sulfonyloxy group having 1 to 8 carbon atoms, oxo group, carboxyl group, alkoxycarbonyl group having 2 to 10 carbon atoms, carbamoyl group having 1 to 15 carbon atoms, amino group having 0 to 14 carbon atoms, acylamino group having 1 to 10 carbon atoms, sulfonylamino group having 1 to 8 carbon atoms, imino group having 1 to 10 carbon atoms, cyano group, nitro group, sulfide group having 1 to 6 carbon atoms, sulfinyl group having 1 to 6 carbon atoms, sulfonyl group having 1 to 6 carbon atoms, cycloalkyl group having 3 to 8 carbon atoms, and phenyl group,
• 3) a substituted or an unsubstituted cycloalkyl group having 3 to 8 carbon atoms, wherein the substituents are selected from the group consisting of alkyl group having 1 to 4 carbon atoms, fluorine atom, chlorine atom, bromine atom, iodine atom, hydroxyl group, alkoxy group having 1 to 4 carbon atoms, aryloxy group having 6 to 10 carbon atoms, aralkoxy group having 7 to 9 carbon atoms, acyloxy group having 2 to 10 carbon atoms, sulfonyloxy group having 1 to 8 carbon atoms, oxo group, an acyl group having 1 to 10 carbon atoms, carboxyl group, alkoxycarbonyl group having 2 to 10 carbon atoms, carbamoyl group having 1 to 15 carbon atoms, amino group having 0 to 14 carbon atoms, acylamino group having 1 to 10 carbon atoms, sulfonylamino group having 1 to 8 carbon atoms, imino group having 1 to 10 carbon atoms, cyano group, nitro group, sulfide group having 1 to 6 carbon atoms, sulfinyl group having 1 to 6 carbon atoms, and sulfonyl group having 1 to 6 carbon atoms,
• 4) a substituted or an unsubstituted phenyl group, wherein the substituents are selected from the group consisting of alkyl group having 1 to 4 carbon atoms, fluorine atom, chlorine atom, bromine atom, iodine atom, hydroxyl group, alkoxy group having 1 to 4 carbon atoms, aryloxy group having 6 to 10 carbon atoms, aralkoxy group having 7 to 9 carbon atoms, acyloxy group having 2 to 10 carbon atoms, sulfonyloxy group having 1 to 8 carbon atoms, acyl group having 1 to 10 carbon atoms, carboxyl group, alkoxycarbonyl group having 2 to 10 carbon atoms, carbamoyl group having 1 to 15 carbon atoms, amino group having 0 to 14 carbon atoms, acylamino group having 1 to 10 carbon atoms, sulfonylamino group having 1 to 8 carbon atoms, cyano group, nitro group, sulfide group having 1 to 6 carbon atoms, sulfinyl group having 1 to 6 carbon atoms, and sulfonyl group having 1 to 6 carbon atoms,
• 5) a substituted or an unsubstituted heterocyclic group selected from the group consisting of morpholino, pyrrolidinyl, and piperidino and, alkyl group having 1 to 4 carbon atoms, wherein the substituents are selected from the group consisting of fluorine atom, chlorine atom, bromine atom, iodine atom, hydroxyl group, alkoxy group having 1 to 4 carbon atoms, aryloxy group having 6 to 10 carbon atoms, aralkoxy group having 7 to 9 carbon atoms, acyloxy group having 2 to 10 carbon atoms, sulfonyloxy group having 1 to 8 carbon atoms, oxo group, acyl group having 1 to 10 carbon atoms, carboxyl group, alkoxycarbonyl group having 2 to 10 carbon atoms, carbamoyl group having 1 to 15 carbon atoms, amino group having 0 to 14 carbon atoms, acylamino group having 1 to 10 carbon atoms, sulfonylamino group having 1 to 8 carbon atoms, imino group having 1 to 10 carbon atoms, cyano group, nitro group, sulfide group having 1 to 6 carbon atoms, sulfinyl group having 1 to 6 carbon atoms, and sulfonyl group having 1 to 6 carbon atoms,
• 6) an acyl group having 1 to 10 carbon atoms,
• 7) a sulfonyl group having 1 to 8 carbon atoms;
• however, when either R10 or R20 represents a sulfonyl group having 1 to 8 carbon atoms, the other may neither be an acyl group having 1 to 10 carbon atoms nor a sulfonyl group having 1 to 8 carbon atoms,
• or, when R10 and R20 are bonded together, they represent a functional group forming a cyclic amino group having 4 to 8 carbon atoms together with the nitrogen atom they are bonded to, wherein said cyclic amino group having 4 to 8 carbon atoms may be substituted with one or more substituents selected from the group consisting of alkyl group having 1 to 4 carbon atoms, fluorine atom, chlorine atom, bromine atom, iodine atom, hydroxyl group, alkoxy group having 1 to 4 carbon atoms, aryloxy group having 6 to 10 carbon atoms, aralkoxy group having 7 to 9 carbon atoms, acyloxy group having 2 to 10 carbon atoms, sulfonyloxy group having 1 to 8 carbon atoms, oxo group, acyl group having 1 to 10 carbon atoms, carboxyl group, alkoxycarbonyl group having 2 to 10 carbon atoms, carbamoyl group having 1 to 15 carbon atoms, amino group having 0 to 14 carbon atoms, acylamino group having 1 to 10 carbon atoms, sulfonylamino group having 1 to 8 carbon atoms, imino group having 1 to 10 carbon atoms, cyano group, nitro group, sulfide group having 1 to 6 carbon atoms, sulfinyl group having 1 to 6 carbon atoms, and sulfonyl group having 1 to 6 carbon atoms.