CAS: 83012-13-9; 4-Chloro-2,8-Bis-Trifluoromethylquinoline

该化合物是一种合成有机化合物,其特点是基质脊柱,这是一种双环结构,含有苯环,并附着于一个丙烯环;在2和8位置的4位置和两个三氟甲基组存在氯原子,严重影响其化学特性,包括其反应性和极度;该化合物一般是一种在室内温度下固态,在水中表现出低溶解性,同时在有机溶剂中更易溶解;三氟甲基组增强其亲脂性,可以产生独特的电子特性,使其在各种应用中,包括制药和农用化学物中引起兴趣;此外,该化合物可能显示出生物活动,可归因于其结构特征;在处理时,应参考安全数据,因为卤化化合物可能对环境和健康造成危害.

结构式图片

相似化合物

1701-25-3 23779-97-7 1701-26-4

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CAS号35853-41-9 2,8-双(三氟甲基)-4-羟基喹啉 | CAS号35853-55-5 双[2,8-二(三氟甲基)喹啉... | CAS号83012-12-8 alpha,2-pyridyl...

合成工艺路线路线简述

  • 150785-70-9 = 83012-13-9
    反应条件:1.1 Reagents: Acetyl Chloride Solvents: Acetic Acid; 6 H,25 °C
    标题:Synthesis Of Quinoline Analogs. Search For Antimalarial Agents
    作者:Babu,Konda Ramesh; Et Al
    参考文献:Monatshefte Fuer Chemie 日期:2008 卷标:139(2) 页码:179-181]

    104-15-4 + 35853-41-9 = 83012-13-9
    反应条件:1.1 Reagents: Sodium Hydroxide Solvents: Acetone,Water; 30 Min,Ph 11,5 °C2.1 Reagents: Acetyl Chloride Solvents: Acetic Acid; 6 H,25 °C
    标题:Synthesis Of Quinoline Analogs. Search For Antimalarial Agents
    作者:Babu,Konda Ramesh; Et Al
    参考文献:Monatshefte Fuer Chemie 日期:2008 卷标:139(2) 页码:179-181]

    372-31-6 = 83012-13-9
    反应条件:1.1 3 H,120 °C1.2 Reagents: Water; Cooled2.1 Reagents: Phosphorus Oxychloride; 5 H,80 °C2.2 Reagents: Water; Cooled
    标题:Synthesis Of Novel Triazole-Linked Mefloquine Derivatives: Biological Evaluation Against Plasmodium Falciparum
    作者:Hamann,Anton R.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2014 卷标:24(23) 页码:5466-5469]

    35853-41-9 = 83012-13-9
    反应条件:1.1 Reagents: Phosphorus Oxychloride; 4 H,80 °C
    标题:New Hybrid Trifluoromethylquinolines As Antiplasmodium Agents
    作者:Da Silva,Renata M. R. J.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry 日期:2019 卷标:27(6) 页码:1002-1008]

    35853-41-9 = 83012-13-9
    反应条件:1.1 Reagents: Phosphorus Oxychloride
    标题:A Straightforward And High Yielding Synthesis Of Mefloquine. Ii
    作者:Adam,Solange
    参考文献:Tetrahedron 日期:1991 卷标:47(36) 页码:7609-14]

    372-31-6 = 83012-13-9
    反应条件:1.1 3 H,150 °C2.1 Reagents: Phosphorus Oxychloride; 4 H,80 °C
    标题:New Hybrid Trifluoromethylquinolines As Antiplasmodium Agents
    作者:Da Silva,Renata M. R. J.; Et Al
    参考文献:Bioorganic & Medicinal Chemistry 日期:2019 卷标:27(6) 页码:1002-1008]

    372-31-6 = 83012-13-9
    反应条件:1.1 150 °C2.1 Reagents: Phosphorus Oxychloride; Reflux
    标题:Investigations Into The Flexibility Of The 3D Structure And Rigid Backbone Of Quinoline By Fluorine Addition To Enhance Its Blue Emission
    作者:Alapour,S.; Et Al
    参考文献:Crystengcomm 日期:2018 卷标:20(16) 页码:2316-2323
📜邻氨基三氟甲苯置于magnesium Sulfate,溶剂黄146,三氯化磷体系中,用 乙醇 作为反应溶剂,化学反应 19.5H,反应生成 4-氯-2,8-双(三氟甲基)喹啉
参考文献:天然奎宁生物碱启发的新型喹啉衍生物的设计,合成和抗真菌评价
标题:天然奎宁生物碱启发的新型喹啉衍生物的设计,合成和抗真菌评价
摘要:受奎宁及其类似物的启发,我们设计,合成和评估了两个系列的喹啉小分子化合物(a和2A)和六个系列的喹啉衍生物(3A-F)的抗真菌活性.结果表明,化合物3E和3F系列表现出显着的杀真菌活性.值得注意的是,化合物3F-4(ec 50 = 0.41μg/ Ml)和3F-28(ec 50 = 0.55μg/ Ml)显示出优异的体外杀真菌活性和对菌核菌的有效体内治疗作用.初步机理研究表明,化合物3F-4和3F-28可能引起细胞膜通透性改变,活性氧的积累,线粒体膜电位的丧失以及有效抑制菌核菌的发芽和形成.这些结果表明,化合物3F-4和3F-28是对抗源自天然产物的核盘菌的新型潜在杀真菌剂.
DOI:10.1021/acs.Jafc.9B04224

海关参考信息

专利信息


专利号:US-6500955-B1
优先权日:2001-02-02
标 题:One pot synthesis of [2,8-Bis (trifluoromethyl)-4-quinolinyl]-2-pyridinylmethanone, a mefloquine intermediate
发明人:CHAWLA HARMANDER PAL SINGH; JOHAR PERMINDER SINGH; MITTAL ALKA; MEENA RAM AVTAR; NEGI VILLENDRA SINGH
权利人:NAT INST OF PHARMACEUTICAL EDU
摘要:The present invention provides a simple single step process for the preparation of [2,8-bis(trifluoromethyl)-4-quinolinyl]-2-pyridinylmethanone, comprising the step of condensing a halo-quinoline with an alpha-picolyl derivatives in the presence of a solvent, a base and a phase transfer catalyst at −10° C. to +90° C.

专利号:US-2012122923-A1
优先权日:2006-06-13
标 题:Dual molecules containing a peroxide derivative, their synthesis and therapeutic uses
发明人:COSLEDAN FREDERIC; MEUNIER BERNARD; PELLET ALAIN
权利人:COSLEDAN FREDERIC; MEUNIER BERNARD; PELLET ALAIN; SANOFI AVENTIS; PALUMED SA; CENTRE NAT RECH SCIENT
摘要:The invention concerns dual molecules corresponding to formula (I): in which: A represents a molecular residue with antimalarial activity of formula (IIa) or (IIIa) or a residue facilitating bioavailability; B represents a cycloalkyl group potentially substituted, or B represents a bi- or tricyclic group capable of being substituted, or B represents 2 cycloalkyl groups linked together through either a single bond or an alkylene chain; m and n represent independently of one another 0, 1 or 2; R 5 represents a hydrogen atom, an alkyl, cycloalkyl or C 1-3 -alkylene-cycloakyl group; Z 1 and Z 2 represent an alkyl radical, the group Z 1 +Z 2 +C i +C j representing a mono- or polycyclic structure, with one of the Z 1 or Z 2 being able to represent a single bond; R 1 and R 2 , identical or different, represent a hydrogen atom or a functional group capable of increasing hydrosolubility; R x and R y forming together a cyclic peroxide including 4 to 8 links and including 1 or 2 additional oxygen atoms in the cyclic structure, possibly substituted by one or more R 3 groups; as a base or a salt to be added to an acid, as a hydrate or solvate, in racemic form, isomers and their mixtures, in addition to their diasteroisomers and their mixtures. Preparation method and use as medications with antimalarial activity.

专利号:HU-P0401607-A2
优先权日:2004-08-10
标题 :Synthesis of aminoquinoline derivatives and of their starting materials

专利号:US-2002188129-A1
优先权日:2001-02-02
标题:One pot synthesis of [2, 8-bis (trifluoromethyl)-4- quinolinyl]2-pyridinylmethanone, a mefloquine intermediate

专利号:RU-2034842-C1
优先权日:1989-07-25
标题:Quinoline derivative and a method of its synthesis

供应商参考报价(招募中)

品牌试剂参考报价(招募中)

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主要参考文献

[参考文献]: Sumesh Eswaran, Et Al. New Quinoline Derivatives: Synthesis And Investigation Of Antibacterial And Antituberculosis Properties. Eur J Med Chem. 2010 Aug;45(8):3374-83.

合成参考文献


参考文献:10.1055/s-0031-1290992
摘要:Synthesis of (+)-erythro-Mefloquine Hydrochloride. Synfacts. 2012 May 16;8(06):0594. doi: 10.1055/s-0031-1290992.
参考文献:10.1007/s11030-020-10147-6
摘要:Perković I, Beus M, Schols D, Persoons L, Zorc B. Itaconic acid hybrids as potential anticancer agents. Molecular Diversity. 2020 Oct 11;26(1):1–14. doi: 10.1007/s11030-020-10147-6.
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