KR890011863A - 퀴놀린, 퀴나졸린 및 신놀린 유도체 - Google Patents

퀴놀린, 퀴나졸린 및 신놀린 유도체 Download PDF

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KR890011863A
KR890011863A KR1019890000871A KR890000871A KR890011863A KR 890011863 A KR890011863 A KR 890011863A KR 1019890000871 A KR1019890000871 A KR 1019890000871A KR 890000871 A KR890000871 A KR 890000871A KR 890011863 A KR890011863 A KR 890011863A
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죠셉 코글란 마이클
알렌 드라이코른 배리
죠지 슈르 로버트
필 죠르단 글렌
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마리 앤 터커
일라이 릴리 앤드 캄파니
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Abstract

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Description

퀴놀린, 퀴나졸린 및 신놀린 유도체
본 내용은 요부공개 건이므로 전문내용을 수록하지 않았음

Claims (11)

  1. 질량 구제량 및 식물학적으로 허용되는 양의 일반식(Ⅰ)의 화합물 또는 일반식(1)의 화합물의 산 부가염, 또는 Y가 CR5인 일반식(1) 화합물의 N-산화물을 식물 병원체에 적용시킴을 특징으로 하는 살균법.
    상기식에서 R1내지 R4는 독립적으로 수소, 할로, I, (C1-C4)알킬, 측쇄(C3-C4)알킬, 할로(C1-C4)알킬, (C1-C4)알콕시, 할로(C1-C4)알콕시, NO2, 또는 NH2이고 R1내지 R4중 둘이상은 H이면, X 및 Y중 하나는 N이고, 다른 하나는 CR5이거나, X 및 Y둘다 CR5이고, R5는 H, CH2, 또는 CI이고, Z은 O, NR6, S, SO, SO2, 또는 CR7R8이고 ; R6는 H, (C1-C4)알킬, 또는 (C2-C4)아실이고 ; R7및 R8은 독립적으로 H, (C1-C4)알킬, 측쇄(C3-C4)알킬, 또는 (C1-C4)아실이거나, R7및 R8은 결합하여 탄소수 4 내지 7의 포화 또는 불포화 카보사이클릭 환을 형성하거나, R7및 R8중 R9및 R10하나와 결하하여 이중 결합을 형성할 수 있고 ; R9및 R0은 독립적으로 H, (C1-C3)알킬, 페닐, 치환된 페닐, (C3-C8)사이클로알킬, 하이드록시, 할로, I, 또는 아세틸이거나, R9및 R10은 결합하여 탄소수 3 내지 7의 포화 또는 불포화 카보사이클릭 환을 형성하며 ; Ar은 (C3-C8)사이클로알킬 ; 치환된 (C3-C8)사이클로알킬 ; (C3-C8)사이클로알케닐 ; 나프틸 ; 디하이드로나프틸 ; 테트라하이드로나프틸 ; 데카하이드로나프틸 ; , 1,3-벤조디옥솔릴 ; 플루오레닐 ; 피리딜 ; 2,3-디하이드로-1,4-벤조디옥신-2-일 ; 할로, I, CF3, CN, NO2, (C1-C4)알킬, 측쇄(C3-C4)알킬,페닐 , 또는 (C1-C4)알콕시로 임의로 치환된 푸릴 ; 할로, I, CF3, CN, NO2, (C1-C4)알킬, 측킬,페닐, 측쇄(C3-C4)알킬 또는 (C1-C4)알콕시로 임의로 치환된 티에닐 ;
    일반식(2) 또는 (2a)의 그룹
    상기 식에서 R11은 H, 할로, I, CF3, CN, NO2, (C1-C4)알킬, 측쇄(C3-C4)알킬, 페닐, 또는 (C1-C4)알콕시이고, F는 N 또는 CH이고 G는 O, NR17, 또는 CH2인데, 단 F가 N일 경우 G는 NR17(여기에서 R17은 H, (C1-C4)알킬, (C1-C4)아실, 페닐설포닐, 또는 치환된 페닐설포닐이다)이다]또는,
    일반식(3)의 그룹
    상기식에서, R12내지 R16은 독립적으로 H, 할로, I, (C1-C10)알킬, 측쇄(C3-C6)알킬, 할로(C1-C4)알킬, (C1-C4)알콕시, 할로(C1-C4)알콕시, 펜옥시, 치환된 펜옥시, 페닐, 치환된 페닐, 페닐티오, 또는 치환된 페닐티오, NO2, NH2, 아세톡시, OH, CN, 또는 SiR17R18R19, 또는 OSiR17R18R19(여기에서, R17, R18및 R19는 독립적으로 C1-C4알킬, C1-C4측쇄 알킬, 페닐, 또는 치환된 페닐이다)인데, 단 R12내지 R16각각이 F, CH3, 또는 H인 경우 이외에는, R12내지 R16중 둘이상은 H이다]이고, 단, R1내지 R4가 모두 H이고, X가 CR5이고, Y가 N이며, Z가 NR6일 경우, Ar은 나프틸 이거나, R16내지 R6중 하나가 페닐, 치환된 페닐, 펜옥시, 치환된 펜옥시, 페닐티오, 또는 치환된 페닐티오, 할로(C1-C4)알킬, 또는 할로(C1-C4)알콕시인 일반식(3)의 그룹이다.
  2. 제2의 살균제와 결합된 제1항에서 정의한 바와같은 일반식(1)의 1중량% 이상을 함유하는 살균 결합물.
  3. 식물학적으로 허용되는 담체와 결합된 제1항에서 정의한 바와같은 일반식(1)의 화합물을 함유하는 살균조성물.
  4. (1) X 및 Y가 CR5이고 Z가 NR6일 경우, R4는 Cl또는 F 이거나, Ar은 일반식(3) (여기에서, R12내지 R16중 하나는 치환된 페닐, 펜옥시, 치환된 펜옥시, 페닐티오, 또는 치환된 페닐티오, 할로(C1-C4)알킬, 또는 할로(C1-C4)알콕시이다)의 그룹이고, (2) R1내지 R4가 모두 H이고, X가 CR5이고, Y가 N이며 Z가 NR6일 경우, Ar은 나프틸 또는 일반식(3) (여기에서, R12내지 R16중 하나는 페닐, 치환된 페닐, 펜옥시, 치환된 펜옥시, 페닐티오, 또는 치환된 페닐티오, 할로(C1-C4)알킬, 또는 할로(C1-C4)알콕시이다)의 그룹인 제1항에서 정의한 일반식(1)의 화합물.
  5. R1내지 R4는 독립적으로 수소, 할로, I, (C1-C4)알킬, 측쇄(C3-C4)알킬, 할로(C1-C4)알킬, (C1-C4)알콕시, NO2, 또는 NH2, R1내지 R4중 둘이상은 H이고, X 및 Y중 하나는 N이고 다른 하나는 CR4이거나, X 및 Y둘다 CR5이고, R는 H, CH2, 또는 Cl이고; Z는 O, NR6, 또는CR7R8이고; R6는 H, (C1-C4)알킬, 또는 아세틸이고; R7및 R8은 독립적으로 H, (C1-C4)알킬, 또는 (C1-C4)아실이거나 R7및 R8은 결합하여 탄소수 3 내지 7의 포화 또는 불포화 카보사이클릭 환을 형성하고; R9및 R10은 독립적으로 H, (C1-C3)알킬, 페닐, 치환된 페닐, (C3-C8)사이클로알킬, 하이드록시, 할로, I, 또는 아세틸이거나, R9및 R10은 결합하여 탄소수 3 내지 7의 포화 또는 불포화 카보사이클릭 환을 형성하며; Ar은 사이클로헥실(헥사하이드로페닐); 사이클로헥세닐(테트라하이드로페닐); 나프틸; 디하이드로나프틸; 테트라하이드로나프틸; 데카하이드로나프틸;,1,3-벤조디옥솔릴; 플루오레닐; 피리딜; 할로,I,CF3,CN, NO2, (C1-C4)알킬, 측쇄(C3-C4)알킬, 페닐, 또는 (C1-C4)알콕시로 임의로 치환된 푸릴; 할로, I, CF3, CN, NO2, (C1-C4)알킬, 페닐, 또는 (C1-C4)알콕시로 임의로 치환된 티에닐;
    일반식(2) 또는 (2a)의 그룹
    상기식에서 R11은 H, 할로, I, CF3, CF3, CN, NO2, (C1-C4)알킬, 측쇄(C3-C4)알킬, 페닐, 또는 (C1-C4)알콕시이고, F는 N 또는 CH이고 G는 O, NR17, 또는 CH2인데, 단 F가 N일 경우 G는 NR17(여기에서 R17은 H, (C1-C4)알킬, (C1-C4)아실, 페닐설포실, 또는 치환된 페닐설포닐이다)이다]또는,
    일반식(3)의 그룹
    상기식에서, R12내지 R16은 독립적으로 H, 할로, I, (C1-C10)알킬, 측쇄(C3-C6)알킬, 할로(C1-C4)알킬, (C1-C4)알콕시, 할로(C1-C4)알콕시, 펜옥시, 치환된 펜옥시, 페닐, 치환된 페닐, 페닐티오, 또는 치환된 페닐티오, NO2, OH, CN인데 단 R12내지 R16각각이 F, CH3, 또는 H인 경우 이외에는, R12내지 R16중 둘이상은 H이다]이고, 단, (1) X 및 Y가 CR5이고 Z가 NR6일 경우, R4는 Cl 또는 F 이거나, Ar은 일반식(3) (여기에서 R12내지 R16중 하나는 페닐, 치환된 페닐, 펜옥시, 치환된 펜옥시 할로(C1-C4)알킬, 또는 할로(C1-C4) 알콕시이다)의 그룹이고, (2) R1내지 R4가 모두 H이고, X가 CR5이고, Y가 N이며, Z가 NR6일 경우, Ar은 일반식(3)(여기서, R12내지 R16중 하나는 페닐, 치환된 페닐, 펜옥시, 치환된 펜옥시, 할로(C1-C4)알킬, 또는 할로(C1-C4) 알콕시이다)의 그룹인 제1항에서 정의한 일반식(1)의 화합물.
  6. 제5항에 있어서, X 및 Y가 CR5인 화합물.
  7. 제5항에 있어서, X가 CR5이고 Y가 N인 화합물.
  8. 제5항에 있어서, Z가 NR6인 화합물.
  9. 제5항에 있어서, Z가 O인 화합물.
  10. 제9항에 있어서, R3가 Cl인 화합물.
  11. (a) 일반식(4)의 화합물을 강염기 존재하에 일반식(5)의 알콜과 축합시켜 Z가 O인 일반식(1)의 화합물을 제조하거나,
    (b) 일반식(7)의 화합물을 디에틸 아조디카복실레이트 및 트리페닐포스핀 각각 1당량 존재하에 비양자성 용매중에서, 일반식(5)의 알콜과 반응시켜 Z가 O인 일반식(1)의 화합물을 제조하거나,
    (c) 일반식(4)의 화합물을 일반식(6)의 아민과 반응시켜 Z가 NR6′인 일반식(1)의 화합물을 제조하거나,
    (d) Z가 NH인 일반식(1)의 화합물을 (C2-C4)아실화제와 반응시켜 Z가 NR6(여기에서, R6는 (C2-C4)아릴이다)인 일반식(1)의 화합물을 제조하거나,
    (e) 일반식(4)의 화합물을 일반식(9)의 치환된 아세토니트릴의 나트륨염과 반응시킨 다음, 산 촉진 탈시안화 반응시켜 Z가 CR7R8인 일반식(1)의 화합물을 제조하거나,
    (f) 일반식(4)의 화합물을 강염기 존재하에 일반식(8)의 벤질 티올과 반응시켜 Z가 S인 일반식(1)의 화합물을 제조하거나,
    (g) Z가 S인 일반식(1)의 화합물을 통상적 방법을 사용하여 산화시켜 Z가 SO인 일반식(1)의 화합물을 제조하거나, (h) Z가 S인 일반식(1)의 화합물을 통상적 방법을 사용하여 산화시켜 Z가 SO2인 일반식(1)의 화합물을 제조하거나,
    (i) Y가 CR5인 일반식(1)의 화합물을 통상적 방법을 사용하여 산화시켜 상응하는 N-산화물을 제조하거나,
    (j) 일반식(10)의 화합물을 가수분해 및 탈카복실화 반응시켜 Z가 CR9R10인 일반식(1)의 화합물을 제조함을 특징으로 하여, 제4항에서 정의한 바와같은 일반식(1)의 화합물을 제조하는 방법.
    상기식에서 R1내지 R4, R9, R10, X, Y, 및 Ar은 일반식(1)에서 정의한 바와같고, R6′는 H 또는 (C1-C4)알킬이다.
    ※ 참고사항: 최초출원 내용에 의하여 공개하는 것임.
KR1019890000871A 1988-01-29 1989-01-27 퀴놀린, 퀴나졸린 및 신놀린 유도체 KR890011863A (ko)

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Families Citing this family (90)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
GT198900005A (es) * 1988-01-29 1990-07-17 Quinolinas y cinolinas substituidas.
IL89029A (en) * 1988-01-29 1993-01-31 Lilly Co Eli Fungicidal quinoline and cinnoline derivatives, compositions containing them, and fungicidal methods of using them
IL89027A (en) * 1988-01-29 1993-01-31 Lilly Co Eli Quinazoline derivatives, process for their preparation and fungicidal, insecticidal and miticidal compositions containing them
EP0365763A1 (en) * 1988-09-30 1990-05-02 Agouron Pharmaceuticals, Inc. Antiproliferative cyclic compounds
US5141941A (en) * 1988-11-21 1992-08-25 Ube Industries, Ltd. Aralkylamine derivatives, and fungicides containing the same
CA2011086A1 (en) * 1989-03-17 1990-09-17 Karl-Heinz Geiss 2-alkyl-4-arylmethylaminoquinolines, the use thereof and drugs prepared therefrom
DE3917233A1 (de) * 1989-05-26 1990-11-29 Basf Ag 8-substituierte 4-(heterocyclylmethylamino)-chinoline, ihre verwendung und daraus hergestellte arzneimittel
AT394045B (de) * 1989-07-05 1992-01-27 Chem Pharm Forsch Gmbh Neue sulfamoyl-thiophene, verfahren zu ihrer herstellung und ihre verwendung
JPH0791277B2 (ja) * 1989-08-04 1995-10-04 宇部興産株式会社 アラルキルアミン誘導体、その製法及び殺菌剤
DE69016125T2 (de) * 1989-08-11 1995-06-01 Zeneca Ltd Chinolin-Derivate, Verfahren zu ihrer Herstellung und ihre Anwendung als Arzneimittel.
GB2234748B (en) * 1989-08-11 1993-06-30 Ici Plc Quinoline derivatives, process for their preparation and their use as medicaments
EP0424125A3 (en) * 1989-10-18 1991-10-09 Ube Industries, Ltd. Aralkylamine derivatives, preparation method thereof and fungicides containing the same
GB9010394D0 (en) * 1990-05-09 1990-06-27 Ici Plc Heterocyclic compounds
US5378708A (en) * 1990-11-19 1995-01-03 E. I. Du Pont De Nemours And Company Insecticidal, acaricidal and fungicidal aminopyrimidines
GB9025123D0 (en) * 1990-11-19 1991-01-02 Ici Plc Nitrogen compounds
MX9200299A (es) * 1991-02-07 1992-12-01 Roussel Uclaf Nuevos derivados biciclicos nitrogenados, su procedimiento de preparacion los nuevos compuestos intermedios obtenidos su aplicacion como medicamentos y las composiciones farmaceuticas que los contienen.
GB9102804D0 (en) * 1991-02-11 1991-03-27 Ici Plc Heterocyclic derivatives
US5157040A (en) * 1991-04-05 1992-10-20 Merck & Co., Inc. Substituted quinolines as angiotensin ii antagonists
IL101860A0 (en) * 1991-05-31 1992-12-30 Ici Plc Heterocyclic derivatives
GB9113626D0 (en) * 1991-06-25 1991-08-14 Ici Plc Heterocyclic compounds
GB9113628D0 (en) * 1991-06-25 1991-08-14 Ici Plc Heterocyclic derivatives
US5399564A (en) * 1991-09-03 1995-03-21 Dowelanco N-(4-pyridyl or 4-quinolinyl) arylacetamide and 4-(aralkoxy or aralkylamino) pyridine pesticides
DE4208254A1 (de) 1992-03-14 1993-09-16 Hoechst Ag Substituierte pyrimidine, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel und fungizid
WO1994004527A1 (en) * 1992-08-19 1994-03-03 Dowelanco Pyridylethoxy-, pyridylethylamino-, and pyridylpropyl-derivatives of quinoline and quinazoline as insecticides and fungicides
DE4308014A1 (de) * 1993-03-13 1994-09-15 Hoechst Schering Agrevo Gmbh Kondensierte Stickstoffheterocyclen, Verfahren zu ihrer Herstellung und ihre Verwendung als Schädlingsbekämpfungsmittel und Fungizide
DE4321029A1 (de) * 1993-06-24 1995-01-05 Bayer Ag Aralkylaminochinazoline
US5614627A (en) * 1993-09-10 1997-03-25 Eisai Co., Ltd. Quinazoline compounds
DE4331178A1 (de) * 1993-09-14 1995-03-16 Hoechst Schering Agrevo Gmbh Substituierte Pyridine und Pyrimidine, Verfahren zu ihrer Herstellung und ihre Verwendung als Schädlingsbekämpfungsmittel und Fungizide
GB9510757D0 (en) * 1994-09-19 1995-07-19 Wellcome Found Therapeuticaly active compounds
DE4438807A1 (de) * 1994-10-31 1996-05-02 Hoechst Schering Agrevo Gmbh Heterocyclyl-amino- und Heterocyclyl-oxy-cycloalkenyl-Derivate, ihre Verwendung als Schädlingsbekämpfungsmittel und Fungizide
US5955473A (en) * 1995-09-12 1999-09-21 Basf Aktiengesellschaft Fungicidal quinolines
AU2769897A (en) * 1996-05-07 1997-11-26 Basf Aktiengesellschaft Imidazoquinazolines, agents containing them and their use to combat fungi and animal pests
GB9613021D0 (en) * 1996-06-21 1996-08-28 Pharmacia Spa Bicyclic 4-aralkylaminopyrimidine derivatives as tyrosine kinase inhibitors
CA2261903A1 (en) * 1996-07-30 1998-02-05 Hiroya Sasahara Quinoline sulfide derivatives
AU723758B2 (en) * 1996-08-01 2000-09-07 Dow Agrosciences Llc 4-substituted quinoline derivatives having fungicidal activity
WO1998005646A1 (en) * 1996-08-01 1998-02-12 Dow Agrosciences Llc 1,2-dihydroquinoline derivatives having fungicidal activity
AU3969697A (en) * 1996-08-01 1998-02-25 Dow Agrosciences Llc Quinolinium derivatives having fungicidal activity
AU4172197A (en) 1996-09-10 1998-04-02 Pharmacia & Upjohn Company 8-hydroxy-7-substituted quinolines as anti-viral agents
TW521072B (en) * 1997-06-02 2003-02-21 Meiji Seika Kaisha 4-quinolinol derivatives and fungicides containing the same as an active ingredient used for agriculture and horticulture
US6117884A (en) * 1997-07-31 2000-09-12 Daeuble; John 4-substituted quinoline derivatives having fungicidal activity
US6686366B1 (en) 1998-06-02 2004-02-03 Osi Pharmaceuticals, Inc. Compounds specific to adenosine A3 receptor and uses thereof
US6878716B1 (en) 1998-06-02 2005-04-12 Osi Pharmaceuticals, Inc. Compounds specific to adenosine A1 receptor and uses thereof
BR9911612A (pt) 1998-06-02 2001-02-06 Osi Pharm Inc Composições de pirrolo[2,3d]pirimidina e seus usos
US6184226B1 (en) 1998-08-28 2001-02-06 Scios Inc. Quinazoline derivatives as inhibitors of P-38 α
US7160890B2 (en) * 1999-12-02 2007-01-09 Osi Pharmaceuticals, Inc. Compounds specific to adenosine A3 receptor and uses thereof
US6576644B2 (en) * 2000-09-06 2003-06-10 Bristol-Myers Squibb Co. Quinoline inhibitors of cGMP phosphodiesterase
US6680324B2 (en) * 2000-12-01 2004-01-20 Osi Pharmaceuticals, Inc. Compounds specific to adenosine A1 receptors and uses thereof
US6602884B2 (en) * 2001-03-13 2003-08-05 Aventis Pharma S.A. Quinolylpropylpiperidine derivatives, their preparation, and compositions containing them
ES2312557T3 (es) * 2001-04-19 2009-03-01 Astrazeneca Ab Derivados de quinazolina.
KR100834965B1 (ko) * 2001-10-10 2008-06-03 에스케이케미칼주식회사 천연 살충 조성물
JP2005529062A (ja) * 2001-11-30 2005-09-29 オーエスアイ・ファーマスーティカルズ・インコーポレーテッド アデノシンａ１及びａ３受容体に特異的な化合物とその使用
EP1465631B1 (en) 2001-12-20 2010-02-24 OSI Pharmaceuticals, Inc. Pyrimidine a2b selective antagonist compounds, their synthesis and use
ATE429230T1 (de) * 2002-07-09 2009-05-15 Astrazeneca Ab Chinazoline derivative und ihre anwendung in der krebsbehandlung
FR2844268B1 (fr) * 2002-09-11 2004-10-22 Aventis Pharma Sa Derives de la quinolyl propyl piperidine, leurs procedes et intermediaires de preparation et les compositions qui les contiennent
WO2005033079A1 (ja) * 2003-09-30 2005-04-14 Eisai Co., Ltd. ヘテロ環化合物を含有する新規な抗真菌剤
US7388014B2 (en) 2004-02-19 2008-06-17 Rexahn Pharmaceuticals, Inc. Quinazoline derivatives and therapeutic use thereof
US20050241110A1 (en) * 2004-04-09 2005-11-03 Bruce Baker Ergonomic handles, especially for garden tools
WO2006004865A1 (en) 2004-06-29 2006-01-12 Rigel Pharmaceuticals, Inc. 2-substituted quinoline compounds and their uses as inhibitors of the ige receptor signaling cascade
ES2407813T3 (es) * 2004-08-04 2013-06-14 Meiji Seika Pharma Co., Ltd. Derivados de quinolina e insecticida que contienen los mismos como constituyente activo
JPWO2006016548A1 (ja) * 2004-08-09 2008-05-01 エーザイ・アール・アンド・ディー・マネジメント株式会社 ヘテロ環化合物を含有する新規な抗マラリア剤
WO2006089053A2 (en) * 2005-02-17 2006-08-24 Wyeth Cycloalkylfused indole, benzothiophene, benzofuran and indene derivatives
WO2006106711A1 (ja) 2005-03-30 2006-10-12 Eisai R & D Management Co., Ltd. ピリジン誘導体を含有する抗真菌剤
TWI385169B (zh) 2005-10-31 2013-02-11 Eisai R&D Man Co Ltd 經雜環取代之吡啶衍生物及含有彼之抗真菌劑
CA2643983A1 (en) * 2006-02-21 2007-08-30 Amgen, Inc. Cinnoline derivatives as phosphodiesterase 10 inhibitors
EP1996574A1 (en) * 2006-03-08 2008-12-03 Amgen Inc. Quinoline and isoquinoline derivatives as phosphodiesterase 10 inhibitors
US8183264B2 (en) 2006-09-21 2012-05-22 Eisai R&D Managment Co., Ltd. Pyridine derivative substituted by heteroaryl ring, and antifungal agent comprising the same
TW200841879A (en) 2007-04-27 2008-11-01 Eisai R&D Man Co Ltd Pyridine derivatives substituted by heterocyclic ring and phosphonoamino group, and anti-fungal agent containing same
CN102702185A (zh) 2007-04-27 2012-10-03 卫材R&D管理有限公司 杂环取代吡啶衍生物的盐的结晶
LT2166855T (lt) * 2007-06-07 2018-06-25 Bayer Animal Health Gmbh Kova su ektoparazitais
US8513287B2 (en) 2007-12-27 2013-08-20 Eisai R&D Management Co., Ltd. Heterocyclic ring and phosphonoxymethyl group substituted pyridine derivatives and antifungal agent containing same
US8268843B2 (en) 2008-08-29 2012-09-18 Dow Agrosciences, Llc. 5,8-difluoro-4-(2-(4-(heteroaryloxy)-phenyl)ethylamino)quinazolines and their use as agrochemicals
US8188119B2 (en) 2008-10-24 2012-05-29 Eisai R&D Management Co., Ltd Pyridine derivatives substituted with heterocyclic ring and γ-glutamylamino group, and antifungal agents containing same
PH12012500097A1 (en) * 2009-07-21 2011-01-27 Shanghai Inst Organic Chem Potent small molecule inhibitors of autophagy, and methods of use thereof
CN102843910A (zh) * 2010-04-15 2012-12-26 巴斯夫欧洲公司 包含喹唑啉类的杀真菌混合物i
CR20120543A (es) * 2010-04-15 2012-11-29 Basf Se Mezclas fungicidas ii que comprenden quinazolinas
US20140151548A1 (en) * 2011-07-08 2014-06-05 Mitsuru Shindo Matrix for maldi mass spectrometry and maldimass spectrometry method
CN103980209B (zh) * 2014-05-21 2016-03-09 贵州大学 一种4-n-取代-5-氯喹唑啉类化合物及制备方法及应用
CN106187883B (zh) * 2015-05-07 2020-07-07 浙江省化工研究院有限公司 一类含全氟烷基取代基的喹啉类化合物、其制备方法及应用
KR20180086187A (ko) 2015-10-05 2018-07-30 더 트러스티이스 오브 콜롬비아 유니버시티 인 더 시티 오브 뉴욕 자가포식 유동의 활성체 및 포스포리파제 d 및 타우를 포함하는 단백질 응집물의 클리어런스 및 단백질질환의 치료
CA3056970A1 (en) 2017-03-21 2018-09-27 Bayer Pharma Aktiengesellschaft 2-methyl-quinazolines
WO2019065516A1 (ja) * 2017-09-26 2019-04-04 日本曹達株式会社 キノリン化合物および農園芸用殺菌剤
CN108299315A (zh) * 2018-03-01 2018-07-20 杨子辉 一种杀螨剂喹螨醚的制备方法
EP3781565A1 (en) 2018-04-18 2021-02-24 Bayer Pharma Aktiengesellschaft 2-methyl-aza-quinazolines
WO2020128981A1 (en) * 2018-12-21 2020-06-25 University Of Notre Dame Du Lac Discovery of bd oxidase inhibitors for the treatment of mycobacterial diseases
CN109721554A (zh) * 2019-01-08 2019-05-07 贵州大学 一类4-氨基喹唑啉类化合物及其制备方法和应用
CN110194761B (zh) * 2019-07-05 2021-08-20 华东理工大学 喹唑啉基羧酸酯类衍生物及其抗菌用途
EP4214204A1 (en) 2020-09-18 2023-07-26 Bayer Aktiengesellschaft Pyrido[2,3-d]pyrimidin-4-amines as sos1 inhibitors
EP4074317A1 (en) 2021-04-14 2022-10-19 Bayer AG Phosphorus derivatives as novel sos1 inhibitors
CN115124462B (zh) * 2022-07-22 2023-08-22 浙江工业大学 2,3-二甲基-6,8-二氟喹啉-4-醚类化合物及其制备方法和应用
CN116003319A (zh) * 2022-12-02 2023-04-25 浙江工业大学 一种含硫的喹啉类化合物及其制备方法和应用

Family Cites Families (37)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
DE39934C (de) * P. A. MO-REAUX in Paris Kaffee - Filtrirapparat
US2530125A (en) * 1946-06-29 1950-11-14 Sterling Drug Inc 4-quinolyl amino compounds and method for their preparation
US2653940A (en) * 1951-01-27 1953-09-29 William S Johnson Process for preparing 4-quinolyl secondary amines
US2883382A (en) * 1957-08-29 1959-04-21 Parke Davis & Co Benzo-quinolylamino-2-[di(beta-chloroethyl)aminomethyl]-phenols
US3075981A (en) * 1958-04-03 1963-01-29 Sterling Drug Inc 1-[aromatic-(lower-alkyl)]-4-(aromaticimino)-1, 4-dihydroquinolines and their preparation
US3075984A (en) * 1958-05-09 1963-01-29 Sterling Drug Inc 1-[(lower-aromatic)-(lower-alkyl)]-4-[(lower-aromatic)-(lower-alkyl) imino]-1, 4-dihydroquinolines and their preparation
NL265777A (ko) * 1960-06-09
US3248292A (en) * 1963-02-06 1966-04-26 Mead Johnson & Co Pharmaceutically active dimethoxyquinazolines
CH492395A (de) * 1966-04-26 1970-06-30 Sandoz Ag Mittel zur Bekämpfung von Pflanzenschädlingen und Verwendung des Mittels
US3470182A (en) * 1967-02-09 1969-09-30 Sandoz Ag 4-amino-substituted quinazolines
DK123301B (da) * 1968-05-09 1972-06-05 Shionogi & Co Analogifremgangsmåde til fremstilling af substituerede 2-methyl-2,3-dihydrothieno[3,2-c]-quinoliner eller syreadditionssalte heraf.
US3800039A (en) * 1970-10-21 1974-03-26 Mead Johnson & Co Antithrombogenic process employing substituted 6,7-dialkoxyquinazolines
US3971783A (en) * 1973-03-07 1976-07-27 Pfizer Inc. 4-Aminoquinazoline derivatives as cardiac stimulants
GB1496371A (en) * 1975-08-18 1977-12-30 Serdex 4-amino-quinoline derivatives process for their preparation and therapeutic applications thereof
GB1582407A (en) * 1977-06-07 1981-01-07 Worcester Controls Uk Ltd Annular seals
JPS53103484A (en) * 1977-02-21 1978-09-08 Takeda Chem Ind Ltd Quinazoline derivatives, process for their preparation and nsecticedes and fungicides
JPS6054924B2 (ja) * 1977-06-07 1985-12-03 三共株式会社 農園芸用殺菌剤
JPS542327A (en) * 1977-06-07 1979-01-09 Sankyo Co Ltd Agricultural and horticultural pesticide
JPS542325A (en) * 1977-06-07 1979-01-09 Sankyo Co Ltd Agricultural and horticultural pesticide
JPS5576804A (en) * 1978-12-06 1980-06-10 Sankyo Co Ltd Agricultural and horticultural microbicide
JPS5576803A (en) * 1978-12-06 1980-06-10 Sankyo Co Ltd Agent for controlling noxious life
US4236912A (en) * 1979-03-05 1980-12-02 The Dow Chemical Company Quinolinyloxyphenoxy and quinolyinylthiophenoxy alkanoic acids and derivatives thereof and methods of herbicidal use
GB2043061B (en) * 1979-03-05 1983-05-11 Ici Ltd Thienopyrimidine and quinazoline derivatives
DE2918591A1 (de) * 1979-05-09 1980-11-20 Hoechst Ag Neue 4-substituierte 5,6,7,8-tetrahydrochinoline, ihre herstellung und verwendung
US4522945A (en) * 1979-10-12 1985-06-11 Janssen Pharmaceutica N.V. (Piperidinylalkyl) quinazoline derivatives
AU541697B2 (en) * 1979-11-19 1985-01-17 Ici Australia Limited Quinoline derivatives
DE3028387A1 (de) * 1980-07-26 1982-02-25 Hoechst Ag, 6000 Frankfurt Derivate des 1,2,4-triazols und imidazols, verfahren zu ihrer herstellung und ihre verwendung als schaedlingsbekaempfungsmittel
US4551474A (en) * 1981-02-19 1985-11-05 Hoechst-Roussel Pharmaceuticals Incorporated Methods of alleviating convulsions and pain employing 4-aryloxy-1,2,3,4 tetrahydroisoquinolines
GB2135887A (en) * 1983-03-08 1984-09-12 Sandoz Ltd 4-Alkylamino-quinazolines used as insecticides
JPS6165869A (ja) * 1984-09-07 1986-04-04 Kyowa Hakko Kogyo Co Ltd キノリン−ｎ−オキシド誘導体
NL8700083A (nl) * 1986-01-29 1987-08-17 Sandoz Ag Tegen schimmels werkende aminen, werkwijzen voor de bereiding daarvan en hun toepassing.
JPS646261A (en) * 1987-03-31 1989-01-10 Nisshin Flour Milling Co 4-thioquinazoline derivative, its production and antiulcer agent containing said derivative as active component
IL88507A (en) * 1987-12-03 1993-02-21 Smithkline Beckman Intercredit 2,4-diaminoquinazolines, process for their preparation and pharmaceutical compositions comprising them
IL89029A (en) * 1988-01-29 1993-01-31 Lilly Co Eli Fungicidal quinoline and cinnoline derivatives, compositions containing them, and fungicidal methods of using them
IL89027A (en) * 1988-01-29 1993-01-31 Lilly Co Eli Quinazoline derivatives, process for their preparation and fungicidal, insecticidal and miticidal compositions containing them
GT198900005A (es) * 1988-01-29 1990-07-17 Quinolinas y cinolinas substituidas.
CA2011086A1 (en) * 1989-03-17 1990-09-17 Karl-Heinz Geiss 2-alkyl-4-arylmethylaminoquinolines, the use thereof and drugs prepared therefrom

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NZ227734A (en) 1991-11-26
EP0326328A3 (en) 1990-08-22
BR8900355A (pt) 1989-09-19
GT198900008A (es) 1990-07-17
HU206950B (en) 1993-03-01
CN1034924A (zh) 1989-08-23

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