CAS: 90-52-8; 8-Amino-6-Methoxyquinoline

该化合物是一种环环环有机化合物,在6位置用甲氧基组替代一个奎诺基,在8位置用氨基组替代一个甲氧基,这种结构具有独特的反应性,使其成为制药和农用化学合成中有价值的中间体,其富电子芳香系统和功能组兼容性能够促成多种衍生,促进药物发现和材料科学的应用.复合物展示出常见有机溶剂的有利溶性,提高了其在合成工作流程中的效用.高纯度可用于达到严格的研究和工业标准,确保诸如交叉组合或循环功能化等复杂反应的一贯性.

结构式图片

相似化合物

85-81-4 7402-16-6 59665-93-9

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

6-Methoxy-8-Quinolyl Azide 57743-00-7
伯氨喹 Primaquine 90-34-6
6-甲氧基-8-硝基喹啉 6-Methoxy-8-Nitroquinoline 85-81-4
(6-Methoxy-[8]Quinolyl)-Carbamic Acid Ethyl Ester 59353-69-4
4-Hydroxy-6-Methoxy-8-Nitroquinoline 23432-47-5
4-氯-6-甲氧基-8-硝基喹啉 4-Chloro-6-Methoxy-8-Nitroquinoline 63457-03-4

合成工艺路线路线简述

  • 85-81-4 = 90-52-8
    反应条件:1.1 Reagents: Hydrochloric Acid,Stannous Chloride Solvents: Water; 4 H,Rt1.2 Reagents: Sodium Hydroxide Solvents: Water; 30 Min,Neutralized,Rt
    标题:Primacenes: Novel Non-Cytotoxic Primaquine-Ferrocene Conjugates With Anti-Pneumocystis Carinii Activity
    作者:Matos,Joana; Vale,Nuno; Collins,Margaret S.; Gut,Jiri; Rosenthal,Philip J.; Et Al
    参考文献:Medchemcomm 日期:2010 卷标:1(3) 页码:199-201]

    63457-03-4 = 90-52-8
    反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Ethanol; 1 H,25 °C
    标题:Synthesis And Biological Evaluation Of Benzhydryl-Based Antiplasmodial Agents Possessing Plasmodium Falciparum Chloroquine Resistance Transporter (Pfcrt) Inhibitory Activity
    作者:Relitti,Nicola; Federico,Stefano; Pozzetti,Luca; Butini,Stefania; Lamponi,Stefania; Et Al
    参考文献:European Journal Of Medicinal Chemistry 日期:2021 卷标:215]

    85-81-4 = 90-52-8
    反应条件:1.1 Reagents: Carbon,Hydrazine Hydrate (1:1) Catalysts: Iron Chloride (Fecl3) Solvents: Methanol; 12 H,80 °C
    标题:Uncatalyzed,On Water Oxygenative Cleavage Of Inert C-N Bond With Concomitant 8,7-Amino Shift In 8-Aminoquinoline Derivatives
    作者:Botla,Vinayak; Pilli,Navyasree; Malapaka,Chandrasekharam
    参考文献:Green Chemistry 日期:2019 卷标:21(7) 页码:1735-1742]

    85-81-4 = 90-52-8
    反应条件:1.1 Reagents: Stannous Chloride Solvents: Ethanol; 1 H,Reflux; Reflux -> Rt1.2 Reagents: Sodium Hydroxide Solvents: Ethyl Acetate,Water; Ph 11,Rt
    标题:Systematic Ligand Variation To Modulate The Electrochemical Properties Of Iron And Manganese Complexes
    作者:Rohner,Stefan S.; Kinzel,Niklas W.; Werle,Christophe; Leitner,Walter
    参考文献:Dalton Transactions 日期:2019 卷标:48(35) 页码:13205-13211]

    85-81-4 = 90-52-8
    反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol,Dichloromethane; 48 H,Rt
    标题:Influence Of Functionalized Substituents On The Electron-Transfer Abilities Of Copper Guanidinoquinoline Complexes
    作者:Stanek,Julia; Konrad,Marc; Mannsperger,Johannes; Hoffmann,Alexander; Herres-Pawlis,Sonja
    参考文献:European Journal Of Inorganic Chemistry 日期:2018 卷标:2018(46) 页码:4997-5006]

    85-81-4 = 90-52-8
    反应条件:1.1 Reagents: Hydrogen Catalysts: Nickel Solvents: Ethanol; 45 Min,45 Psi,Rt
    标题:Ring-Substituted Quinolines As Potential Anti-Tuberculosis Agents
    作者:Vangapandu,Suryanarayana; Jain,Meenakshi; Jain,Rahul; Kaur,Sukhraj; Singh,Prati Pal
    参考文献:Bioorganic & Medicinal Chemistry 日期:2004 卷标:12(10) 页码:2501-2508]

    85-81-4 = 90-52-8
    反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium Solvents: Methanol; Rt; 24 H,Rt
    标题:Novel Squaramides With In Vitro Liver Stage Antiplasmodial Activity
    作者:Ribeiro,Carlos J. A.; Espadinha,Margarida; Machado,Marta; Gut,Jiri; Goncalves,Lidia M.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry 日期:2016 卷标:24(8) 页码:1786-1792]

    = 90-52-8
    反应条件:1.1 Reagents: Hydrochloric Acid Solvents: Ethanol
    标题:Transition Metal Free Oxygenation Of 8-Aminoquinoline Amides In Water
    作者:Yao,Xinghui; Weng,Xin; Wang,Kaixuan; Xiang,Haifeng; Zhou,Xiangge
    参考文献:Green Chemistry 日期:2018 卷标:20(11) 页码:2472-2476]

    85-81-4 = 90-52-8
    反应条件:1.1 Solvents: Water
    标题:Reduction Of Heteroaromatic Nitro Compounds With Baker'S Yeast
    作者:Takeshita,Mitsuhiro; Yoshida,Sachiko
    参考文献:Heterocycles 日期:1990 卷标:31(12) 页码:2201-4]

    85-81-4 = 90-52-8
    反应条件:1.1 Reagents: L-Ascorbic Acid Catalysts: Tris(2,2′-Bipyridyl)Ruthenium(Ii) Chloride Solvents: Methanol,Water; 5 H,Rt1.2 Reagents: Triethylamine; Rt
    标题:Visible-Light-Photocatalyzed Reductions Of N-Heterocyclic Nitroaryls To Anilines Utilizing Ascorbic Acid Reductant
    作者:Todorov,Aleksandar R.; Aikonen,Santeri; Muuronen,Mikko; Helaja,Juho
    参考文献:Organic Letters 日期:2019 卷标:21(10) 页码:3764-3768]

    85-81-4 = 90-52-8
    反应条件:1.1 Reagents: Carbon,Hydrazine Hydrate (1:1) Catalysts: Iron Chloride (Fecl3) Solvents: Methanol; 12 H,80 °C
    标题:Visible Light-Promoted Photocatalytic C-5 Carboxylation Of 8-Aminoquinoline Amides And Sulfonamides Via A Single Electron Transfer Pathway
    作者:Sen,Chiranjit; Sahoo,Tapan; Singh,Harshvardhan; Suresh,Eringathodi; Ghosh,Subhash Chandra
    参考文献:Journal Of Organic Chemistry 日期:2019 卷标:84(16) 页码:9869-9896]

    85-81-4 = 90-52-8
    反应条件:1.1 Reagents: Iron Chloride (Fecl3),Hydrazine Hydrate (1:1) Solvents: Methanol; 12 H,80 °C
    标题:5-Position-Selective C-H Trifluoromethylation Of 8-Aminoquinoline Derivatives
    作者:Kuninobu,Yoichiro; Nishi,Mitsumi; Kanai,Motomu
    参考文献:Organic & Biomolecular Chemistry 日期:2016 卷标:14(34) 页码:8092-8100]

    85-81-4 = 90-52-8
    反应条件:1.1 Reagents: Hydrogen Catalysts: Palladium (Mof-74(Zn)-Supported),Titanium,Hexakis[μ-[1,4-Benzenedicarboxylato(2-)-Ko1:Ko′1]]Tetra-μ-Hydroxyocta-... Solvents: Water; 12 H,1 Atm,Rt
    标题:The Selective Hydrogenation Of Nitroarenes And Alkenes Catalyzed By Pd@mofs: The Role Of Electronic Interactions Between Pd Nanoparticles And Mofs On The Reaction
    作者:Xu,Jiaxian; Chen,Fei; Xu,Xuran; Lu,Guo-Ping
    参考文献:Molecular Catalysis 日期:2020 卷标:495]

    85-81-4 = 90-52-8
    反应条件:1.1 Reagents: Phenylsilane Catalysts: Dicobalt Octacarbonyl Solvents: Tetrahydrofuran; 3 H,100 °C
    标题:Cobalt Catalyzed Chemoselective Reduction Of Nitroarenes: Hydrosilylation Under Thermal And Photochemical Reaction Conditions
    作者:Panda,Surajit; Nanda,Amareshwar; Behera,Rakesh R.; Ghosh,Rahul; Bagh,Bidraha
    参考文献:Chemical Communications (Cambridge 日期:2023 卷标:59(30) 页码:4527-4530]

    90-34-6 = 90-52-8
    反应条件:1.1 Reagents: Piperidine Catalysts: (Oc-6-14)-[[2,3-Butanedione 2,3-Di(Oximato-Kn)](1-)][2,3-Butanedione 2,3-Di(Oxim...,Iridium(1+),[4,4′-Bis(1,1-Dimethylethyl)-2,2′-Bipyridine-Kn1,Kn1′]Bis[2-(2-Pyri... Solvents: Acetonitrile; Rt -> -78 °C; 72 H,-78 °C
    标题:Minimization Of Back-Electron Transfer Enables The Elusive Sp3 C-H Functionalization Of Secondary Anilines
    作者:Zhao,Huaibo; Leonori,Daniele
    参考文献:Angewandte Chemie 日期:2021 卷标:60(14) 页码:7669-7674
1,2-二硝基-4-甲氧基苯置于镍 Arsenic(V) Oxide,磷酸,氢气,铁粉,溶剂黄146体系中,20.0~118.0 °C,344.74 Kpa 条件下,反应 2.2H,反应生成 8-氨基-6-甲氧基喹啉
参考文献:8-Aminoquinolines As Anticoccidials-Part Iii
标题:8-Aminoquinolines As Anticoccidials-Part Iii
摘要:Analogues Of The Antimalarial Pentaquine,1,In Which The Nature Of The Side-Chain On The 8-Amino Position Was Varied,Were Prepared And Evaluated For Anticoccidial Activity Both In Vitro And In Vivo. Specifically,Both The Inter-Nitrogen Distance And The Nature Of The Terminal Amino Group Were Investigated. Novel Analogues Of Equal Or Improved Efficacy In Vitro And In Vivo To Pentaquine Were Discovered. (C) 1999 Elsevier Science Ltd. All Rights Reserved.
DOI:10.1016/s0960-894X(99)00393-5

海关参考信息

专利信息


专利号:US-7947701-B2
优先权日:2003-11-14
标题:Dual molecules containing peroxy derivative, the synthesis and therapeutic applications thereof
发明人:CAZELLES JEROME; COSLEDAN FREDERIC; MEUNIER BERNARD; PELLET ALAIN
权利人:SANOFI AVENTIS
摘要:The invention relates to dual molecule compounds containing a peroxide derivative, to processes for the synthesis of such compounds, to pharmaceutical compositions comprising such compounds, and to methods of treatment and prevention of malaria comprising administering such compounds and such pharmaceutical compositions.

专利号:US-5656634-A
优先权日:1991-03-21
标题 :N-aryl and N-heteroarylamide and urea derivatives as inhibitors of acyl coenzyme A: cholesterol acyl transferase (ACAT)
发明人:CHANG GEORGE; HAMANAKA ERNEST S; MCCARTHY PETER A; TRUONG THIEN V; WALKER FREDERICK J
权利人:PFIZER
摘要:Compounds of the formula ##STR1## the pharmaceutically acceptable salts thereof, wherein Q and R 1 are as defined below, and novel carboxylic acid and acid halide intermediates used in the synthesis of such compounds. The compounds of formula I are inhibitors of acyl coenzyme A: cholesterol acyltransferase (ACAT) and are useful as hypolipidemic and antiatherosclerosis agents.

专利号:ES-2367617-B2
优先权日:2010-04-19
标 题 :SYNTHESIS OF DERIVATIVES OF OXOISOAPORFINS AND THEIR USES AS ANTIMALARIAN AGENTS

专利号:US-2444536-A
优先权日:1946-05-14
标题 :Synthesis of nu-aryl-maleimides
发明人:EDWARD SEARLE NORMAN
权利人:DU PONT

专利号:ES-2367617-A1
优先权日:2010-04-19
标题 :Synthesis of oxoisoaporphine derivatives and the uses thereof as antimalarial agents

专利号:US-6939969-B2
优先权日:2001-04-02
标 题:Tri-and bidentate amido ligands prepared by palladium0 coupling and metallation thereof to form metal-amido catalysts
发明人:PETERS JONAS C; BROWN STEVEN D; HARKINS SETH B
权利人:CALIFORNIA INST OF TECHN
摘要:This invention provides an amido ligand and its synthesis. Use of the amide ligand in a variety of metal complexes, and transition metals in particular, is also provided.
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合成参考文献


摘要:National Technical Information Service., AD691-490
摘要:R. C. Elderfield and L. E. Rubin. J. Am. Chem. Soc. 75, 2963 (1953).
参考文献:10.1023/a:1018922425551
摘要:Portela MJ, Moreira R, Valente E, Constantino L, Iley J, Pinto J, Rosa R, Cravo P, do Rosário VE. Dipeptide derivatives of primaquine as transmission-blocking antimalarials: effect of aliphatic side-chain acylation on the gametocytocidal activity and on the formation of carboxyprimaquine in rat liver homogenates. Pharm Res. 1999 Jun;16(6):949–55. doi: 10.1023/a:1018922425551.
参考文献:10.1007/978-1-4939-6788-9_1
摘要:Peters AL, van Noorden CJ. Single Cell Cytochemistry Illustrated by the Demonstration of Glucose-6-Phosphate Dehydrogenase Deficiency in Erythrocytes. Methods Mol Biol. 2017;1560():3–13. doi: 10.1007/978-1-4939-6788-9_1.
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