KR970021079A - N- (2-fluorocyclopropyl) -substituted quinolinecarboxylic acid derivatives - Google Patents

Abstract

The present invention relates to quinolinecarboxylic acid derivatives useful as antibacterial agents and methods for their preparation. More specifically, the present invention provides a quinolinecarboxylic acid derivative represented by the following general formula (I) having a 2-fluorocyclopropyl group at position 1 of the fluoroquinolinecarboxylic acid and salts thereof, a method for preparing the same, and An antimicrobial composition containing these compounds as an active ingredient.

Wherein R ₁ represents a hydrogen atom, a halogen atom, an alkoxy group, a protected or unprotected hydroxyl group, a protected or unprotected amino group, a protected or unprotected lower alkylamino group, or a di-lower alkylamino group, A Represents a nitrogen atom or CR ₂ , wherein R ₂ represents a hydrogen atom, a halogen atom, an amino group, a lower alkyl group or a lower alkoxy group, and n represents an integer of 1 to 4.

Description

N- (2-fluorocyclopropyl) -substituted quinolinecarboxylic acid derivatives

Since this is an open matter, no full text was included.

Claims (13)

Quinolinecarboxylic acid derivatives of the general formula (I) and salts thereof: Wherein R ₁ represents a hydrogen atom, a halogen atom, an alkoxy group, a protected or unprotected hydroxyl group, a protected or unprotected amino group, a protected or unprotected lower alkylamino group, or a di-lower alkylamino group, A Represents a nitrogen atom or CR ₂ , wherein R ₂ represents a hydrogen atom, a halogen atom, an amino group, a lower alkyl group or an alkoxy group, and n represents an integer of 1 to 4. The compound of claim 1, wherein R ₁ represents a hydrogen atom, A represents CR ₂ , wherein R ₂ represents a hydrogen atom, an amino group or a lower alkoxy group. The compound of claim 2, wherein 7- (1-aminocyclopropyl) -1-[(1R ^* , 2S ^* )-2-fluorocycloclopropyl] -6-fluoro-8-methoxy-1.4-dihydro 4-oxo-3-quinolinecarboxylic acid. By oxidizing the compound of formula (10) or a salt thereof to produce a compound of formula (11) or a salt thereof, and performing a Hoffman potential reaction on the resulting compound of formula (11) or a salt thereof And a method for producing a quinolinecarboxylic acid derivative of formula (I) or a salt thereof. Wherein R ₁ , A and n are as defined in claim 1. The method according to claim 4, wherein the oxidation reaction is carried out using an inorganic acid. The method according to claim 5, wherein sulfuric acid or hydrochloric acid is used as the inorganic acid. 5. The method of claim 4, wherein the Hoffman dislocation reaction is carried out in the presence of sodium hypochloride or sodium hypobromide. An antimicrobial composition comprising a quinolinecarboxylic acid derivative of formula (I) according to claim 1 or a salt thereof as an active ingredient together with a pharmaceutically acceptable carrier. Compound of the following general formula (11): Wherein R ₁ , A and n are as defined in claim 1. Compound of the following general formula (10): Wherein R ₁ , A and n are as defined in claim 1. (1) reacting a compound of formula (7) with 2-fluorocyclopropylamine hydrochloride in the presence of a base to give a compound of formula (8); (2) closing the resulting compound of formula (8) in the presence of a base to prepare a compound of formula (9); (3) A process for preparing the compound of formula (10), characterized by hydrolyzing the compound of formula (9): Wherein R ₁ , A and n are as defined in claim 1 and X represents a halogen atom. Compound of the following general formula (9): Wherein R ₁ , A and n are as defined in claim 1. Compound of the following general formula (8): Wherein R ₁ , A and n are as defined in claim 1 and X represents a halogen atom. ※ Note: The disclosure is based on the initial application.