KR940019690A - Novel quinolone carboxylic acid derivatives and preparation method thereof - Google Patents

Novel quinolone carboxylic acid derivatives and preparation method thereof Download PDF

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Publication number
KR940019690A
KR940019690A KR1019930002572A KR930002572A KR940019690A KR 940019690 A KR940019690 A KR 940019690A KR 1019930002572 A KR1019930002572 A KR 1019930002572A KR 930002572 A KR930002572 A KR 930002572A KR 940019690 A KR940019690 A KR 940019690A
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South Korea
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carboxylic acid
following general
general formula
acid derivative
halogen atom
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KR1019930002572A
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Korean (ko)
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KR960001919B1 (en
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김성진
정점양
김남기
이상용
김백중
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한승수
제일약품 주식회사
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D215/00—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems
    • C07D215/02—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom
    • C07D215/16—Heterocyclic compounds containing quinoline or hydrogenated quinoline ring systems having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen atoms or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
    • C07D215/48—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen
    • C07D215/54—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3
    • C07D215/56—Carbon atoms having three bonds to hetero atoms with at the most one bond to halogen attached in position 3 with oxygen atoms in position 4

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  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Plural Heterocyclic Compounds (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)

Abstract

본 발명은 다음 일반식(I)로 표시되는 신규한 퀴놀린 카르복실산 유도체와 그의 제조방법에 관한 것으로서, 더욱 상세하게는 그람 양성균과 음성균에 대하여 우수한 항균력을 가지며 특히 그람 양성균에 대하여는 기존의 약제보다 우수한 항균작용을 갖는 신규한 퀴놀린 카르복실산 유도체와 그 염 및 그의 제조방법에 관한 것이다.The present invention relates to a novel quinoline carboxylic acid derivative represented by the following general formula (I) and a preparation method thereof, and more particularly, has excellent antimicrobial activity against Gram-positive bacteria and negative bacteria, and in particular, against Gram-positive bacteria, A novel quinoline carboxylic acid derivative having excellent antibacterial activity, a salt thereof, and a method for preparing the same.

상기식에서, R1은 2-아미노-4-플루오로페닐기이고, R2는 할로겐 원자, 또는 질소나 산소를 함유하는 헤테로 싸이크릭 화합물이고, R3는 수소 또는 할로겐 원자이다.In the above formula, R 1 is a 2-amino-4-fluorophenyl group, R 2 is a halogen atom or a heterocyclic compound containing nitrogen or oxygen, and R 3 is hydrogen or a halogen atom.

Description

신규한 퀴놀론 카르복실산 유도체와 그의 제조방법Novel quinolone carboxylic acid derivatives and preparation method thereof

본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음Since this is an open matter, no full text was included.

Claims (4)

다음 일반식(I)로 표시되는 신규한 퀴놀린 카르복실산 유도체와 그 염.The novel quinoline carboxylic acid derivative represented by the following general formula (I) and its salt. 상기식에서, R1은 2-아미노-4-플루오로페닐기이고, R2는 할로겐 원자, 또는 질소나 산소를 함유하는 헤테로 싸이크릭 화합물이고, R3는 수소 또는 할로겐 원자이다.In the above formula, R 1 is a 2-amino-4-fluorophenyl group, R 2 is a halogen atom or a heterocyclic compound containing nitrogen or oxygen, and R 3 is hydrogen or a halogen atom. 제1항에 있어서, 상기 일반식중, R2는 플루오르원자, 피페라진, 3-메틸피페라진, 4-메틸피페라진, 모포린, 피롤리딘, 3-하이드록시피롤리딘, 피페리딘, 1,2,3,6-테트라하이드로피리딘 또는 4-메틸피페리딘인 것을 특징으로 하는 신규한 퀴놀론 카르복실산 유도체.The compound of claim 1, wherein R 2 represents a fluorine atom, piperazine, 3-methylpiperazine, 4-methylpiperazine, morpholine, pyrrolidine, 3-hydroxypyrrolidine, piperidine , Quinolone carboxylic acid derivative, characterized in that 1,2,3,6-tetrahydropyridine or 4-methylpiperidine. 다음 일반식(II)로 표시되는 에틸-(2,3,4,5-테트라 플루오르벤조일)-3-에톡시 아크릴레이트 또는 다음 일반식(III)으로 표시되는 에틸-(5-플루오로-2,4-디할로벤조일)-3-에톡시 아크릴레이트에 2-니트로-4-플루오로아닐린을 알콜 용매하에서 반응시킨 후 다시 디메틸포름아미드 용매하에서 탄산칼륨과 반응시켜 폐환하고 이를 산가수분해한 후 염화주석 또는 주석으로 환원하여 다음 일반식(I)로 표시되는 신규한 퀴놀론 카르복실산 유도체를 제조하는 방법.Ethyl- (2,3,4,5-tetrafluorobenzoyl) -3-ethoxy acrylate represented by the following general formula (II) or ethyl- (5-fluoro-2) represented by the following general formula (III) 2-nitro-4-fluoroaniline was reacted with, 4-dihalobenzoyl) -3-ethoxy acrylate in an alcohol solvent, and then reacted with potassium carbonate in a dimethylformamide solvent to ring-close and acid hydrolyzed it. A method for producing a novel quinolone carboxylic acid derivative represented by the following general formula (I) by reduction with tin chloride or tin. 상기식에서, X는 할로겐원자이고, R1, R2및 R3는 상기 청구범위 제1항에서 정의한 바와 같다.Wherein X is a halogen atom and R 1 , R 2 and R 3 are as defined in claim 1 above. 다음 일반식(I)로 표시되는 퀴놀론 카르복실산 유도체를 유효성분으로 함유하는 항균제 조성물.The antimicrobial composition containing the quinolone carboxylic acid derivative represented by following General formula (I) as an active ingredient. 상기식에서, R1, R2및 R3는 상기 청구범위 제1항에서 정의한 바와 같다.Wherein R 1 , R 2 and R 3 are as defined in claim 1 above. ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019930002572A 1993-02-24 1993-02-24 Novel quinolone carboxylic acid derivatives and its KR960001919B1 (en)

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KR940019690A true KR940019690A (en) 1994-09-14
KR960001919B1 KR960001919B1 (en) 1996-02-06

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KR100589429B1 (en) * 2004-08-31 2006-06-14 한국화학연구원 Process for preparation of quinolone derivatives substituted by aminopyridyl moieties at n-1 site

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