KR930006017A - New quinoline-3-carboxylic acid derivatives and preparation method thereof - Google Patents

New quinoline-3-carboxylic acid derivatives and preparation method thereof Download PDF

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KR930006017A
KR930006017A KR1019910015940A KR910015940A KR930006017A KR 930006017 A KR930006017 A KR 930006017A KR 1019910015940 A KR1019910015940 A KR 1019910015940A KR 910015940 A KR910015940 A KR 910015940A KR 930006017 A KR930006017 A KR 930006017A
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South Korea
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formula
carbon atoms
following formula
phenyl
alkyl
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KR1019910015940A
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Korean (ko)
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안승호
최경업
조성환
조일환
신영준
김충섭
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김정순
제일제당 주식회사
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Publication of KR930006017A publication Critical patent/KR930006017A/en

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Abstract

신규한 하기 일반식(Ⅰ)의 퀴놀린 및 나프티리딘 카복실산 유도체 그 제조방법.Novel quinoline and naphthyridine carboxylic acid derivatives of general formula (I)

상기 식에서, R1은 메틸, 에틸, 프로필, 이소프로필, 시클로프로필, 비닐, 2-히드록시메틸, 2-플루오로 에틸, 메톡시, 아미노, 에틸아미노, 메틸아미노, 디메틸아미노, 페닐, 4-플루오로페닐, 또는 2, 4-디플루오로페닐이며, R2는 수소원자 또는 1-4개의 탄소원자를 갖는 저급알킬, R3는 수소원자, 아미노기, 또는 플루오로 원자이며, A는 탄소-X(X는 F, Cl, Br) 또는 질소원자이거나 R과 함께 구조식 -O-CH2CH-CH3와 함께 다리를 형성할 수 있다. R4와 R5는 서로 같거나 다르고 수소, 할로알킬, 페닐, 벤질, 그 밖에 탄소수가 1-10개의 직쇄 또는 측쇄알킬, 탄소수가 3-5개의 고리화 알킬을 나타내며, Q는 N, C, O, S임을 특징으로 하는 화합물을 나타낸다.Wherein R 1 is methyl, ethyl, propyl, isopropyl, cyclopropyl, vinyl, 2-hydroxymethyl, 2-fluoroethyl, methoxy, amino, ethylamino, methylamino, dimethylamino, phenyl, 4- Fluorophenyl, or 2,4-difluorophenyl, R 2 is a hydrogen atom or lower alkyl having 1-4 carbon atoms, R 3 is a hydrogen atom, an amino group, or a fluoro atom, and A is carbon-X (X is F, Cl, Br) or a nitrogen atom or together with R may form a bridge with the formula -O-CH 2 CH-CH 3 . R 4 and R 5 are the same or different and represent hydrogen, haloalkyl, phenyl, benzyl, other straight or branched chain alkyl of 1-10 carbon atoms, cyclic alkyl of 3-5 carbon atoms, Q is N, C, A compound characterized by O and S.

Description

새로운 퀴놀린-3-카르복실산 유도체 및 그의 제조방법New quinoline-3-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 (6)

하기식(Ⅰ)의 퀴놀린(나프타리딘)카르복실산 유도체와 그의 약학적으로 허용가능한 수화물 및 산부가물, 카르복실산의 알칼리금속염, 알칼리 토금속염, 은염 및 구아디니윰염.Quinoline (naphthridine) carboxylic acid derivatives of the following formula (I) and pharmaceutically acceptable hydrates and acid adducts thereof, alkali metal salts, alkaline earth metal salts, silver salts, and guanidium salts of carboxylic acids. 상기 식에서, R1은 메틸, 에틸, 프로필, 이소프로필, 시클로프로필, 비닐, 2-히드록시메틸, 2-플로오로에틸, 메톡시, 아미노, 에틸아미노, 메틸아미노, 디메틸아미노, 페닐, 4-플루오로페닐, 또는 2, 4-디플루오로페닐이며, R2는 수소원자 또는 1-4개의 탄소를 갖는 저급알킬, R3는 수소원자, 아미노기, 또는 플루오로 원자이며, A는 탄소-X(X는 F, Cl, Br) 또는 질소원자이거나 A는 R과 함께 구조식 -O-CH2CH-CH3와 다리를 형성할 수 있다. R4와 R5는 서로 같거나 다르고 수소, 할로알킬, 페닐, 벤질, 그 밖에 탄소수가 1-10개의 직쇄 또는 측쇄알킬, 탄소수가 3-5개의 고리화 알킬을 나타내며, X는 N, C, S,O 이다.Wherein R 1 is methyl, ethyl, propyl, isopropyl, cyclopropyl, vinyl, 2-hydroxymethyl, 2-fluoroethyl, methoxy, amino, ethylamino, methylamino, dimethylamino, phenyl, 4- Fluorophenyl, or 2,4-difluorophenyl, R 2 is a hydrogen atom or lower alkyl having 1-4 carbons, R 3 is a hydrogen atom, an amino group, or a fluoro atom, and A is carbon-X (X is F, Cl, Br) or a nitrogen atom or A together with R may form a bridge with the formula -O-CH 2 CH-CH 3 . R 4 and R 5 are the same or different and represent hydrogen, haloalkyl, phenyl, benzyl, other straight or branched chain alkyl of 1-10 carbon atoms, cyclic alkyl of 3-5 carbon atoms, X is N, C, S, O. 극성용매 조건하에서 하기 일반식(Ⅱ)의 화합물을 하기 일반식(Ⅲ) 화합물과 반응시켜 상기 일반식(Ⅰ)의 화합물을 제조하는 방법.A method for preparing a compound of formula (I) by reacting a compound of formula (II) with a compound of formula (III) below under polar solvent conditions. 상기 식중 R1, R2, R3, R4, R5및 A는 제4항에 정의한 바와 같고, Z는 할로겐(F, Cl 또는 Br) 또는 탄소수 1-4인 알킨설폰닐이고 Q는 N, C, O, S이다.Wherein R 1 , R 2 , R 3 , R 4 , R 5 and A are as defined in claim 4, Z is halogen (F, Cl or Br) or alkynesulfonyl having 1-4 carbon atoms and Q is N , C, O, S. 하기 일반식(Ⅱ)의 화합물 유도체 및 그의 염.Compound derivatives of the following general formula (II) and salts thereof. 상기 식(Ⅱ)에서 R4, R5는 서로 같거나 다르고 수소, 할로알킬, 알킬, 페닐, 벤질, 그 밖에 탄소수 1-10개의 직쇄 또는 측쇄의 저급알킬, 탄소수가 3-5개의 고리화 알킬이며, Q는 N, C, O, S이다.In formula (II), R 4 and R 5 are the same as or different from each other, hydrogen, haloalkyl, alkyl, phenyl, benzyl, other linear or branched lower alkyl having 1 to 10 carbon atoms, and cyclic alkyl having 3-5 carbon atoms. And Q is N, C, O, S. 하기 식(Ⅳ)을 하기 식(Ⅴ)과 반응시켜 하기 식(Ⅵ)을 제조하고, 다시 이를 환원시켜 하기 식(Ⅱ)을 얻는 방법.The following formula (IV) is made to react with following formula (V), the following formula (VI) is produced, and it is reduced to obtain following formula (II). 상기 식중 R4, R5는 서로 같거나 다르고 수소, 할로알킬, 페닐, 벤질, 그 밖에 탄소수 1-10개의 직쇄 또는 측쇄의 저급알킬, 탄소수가 3-5개의 고리화 알킬이며, Q는 N, C, O, S이다.Wherein R 4 , R 5 are the same as or different from each other, hydrogen, haloalkyl, phenyl, benzyl, other linear or branched lower alkyl of 1-10 carbon atoms, cyclic alkyl of 3-5 carbon atoms, Q is N, C, O, S. 하기 식(VII)을 이용하여 하기 식(VIII)을 제조하고 이를 환원시켜 하기 식(II)을 얻는 방법.A method of preparing the following formula (VIII) using the following formula (VII) and reducing the formula to obtain the following formula (II). 상기 식중 Q는 N,C,O,S이다. Wherein Q is N, C, O, S. 제1항에 있어서, 일반식(Ⅰ)의 퀴놀린(나프티리딘) 카르복실산 유도체를 함유함을 특징으로 하는 약학적 조성물.The pharmaceutical composition according to claim 1, which contains a quinoline (naphthyridine) carboxylic acid derivative of general formula (I). ※ 참고사항 : 최초출원 내용에 의하여 공개하는 것임.※ Note: The disclosure is based on the initial application.
KR1019910015940A 1991-09-12 1991-09-12 New quinoline-3-carboxylic acid derivatives and preparation method thereof KR930006017A (en)

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Cited By (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100761089B1 (en) * 2006-05-03 2007-10-04 이태성 Woman's panties contains bioceramic materials for alleviating menstrual pains and menstrual syndrom
KR102457234B1 (en) * 2022-02-23 2022-10-20 주식회사 미래인더스트리 Lower waterproof structure of water meter protection barrel

Cited By (3)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
KR100761089B1 (en) * 2006-05-03 2007-10-04 이태성 Woman's panties contains bioceramic materials for alleviating menstrual pains and menstrual syndrom
KR102457234B1 (en) * 2022-02-23 2022-10-20 주식회사 미래인더스트리 Lower waterproof structure of water meter protection barrel
KR102552139B1 (en) 2022-02-23 2023-07-06 주식회사 미래인더스트리 Lower waterproof structure of water meter protection barrel

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