CAS: 86-38-4; 6,9-Dichloro-2-Methoxyacridine

该化合物是一种环环乙烷化合物,其6和9个位置上以氯原子取代了丙烯核心,2个位置上以氯原子取代了甲氧基,这一结构具有独特的电子和消毒特性,在合成化学和材料科学中具有价值.二氯替代品增强了其在交叉反应中的回弹性,而甲氧基组则有助于溶解性和稳定性.它因其僵硬的平板框架和可金枪鱼光物理特征,而成为药物,农用化学品和荧光染料的多种中间体.其高纯度和明确界定的结构确保了研究和工业应用的再生性,特别是在生物活性分子和光电子材料的开发方面.

结构式图片

物理性质

MSDS等安全信息

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

6-Chloro-2-Methoxyacridone 13161-87-0

合成工艺路线路线简述

  • 50-84-0 = 86-38-4
    反应条件:1.1 Reagents: Potassium Carbonate,Copper Solvents: Dimethylformamide; 4 H,130 °C2.1 Reagents: Phosphorus Oxychloride; 2 H,105 °C
    标题:Design,Synthesis And Biological Evaluation Of Novel Phthalazinone Acridine Derivatives As Dual Parp And Topo Inhibitors For Potential Anticancer Agents
    作者:Dai,Qiuzi; Et Al
    参考文献:Chinese Chemical Letters 日期:2020 卷标:31(2) 页码:404-408]

    = 86-38-4
    反应条件:1.1 Reagents: Phosphorus Oxychloride; 3 H,130 °C
    标题:Novel Synthetic 9-Benzyloxyacridine Analogue As Both Tyrosine Kinase And Topoisomerase I Inhibitor
    作者:Lang,Xu-Liang; Et Al
    参考文献:Chinese Chemical Letters 日期:2013 卷标:24(8) 页码:677-680]

    91-38-3 = 86-38-4
    反应条件:1.1 Reagents: Phosphorus Oxychloride; 3 H,130 °C
    标题:Exploration Of Acridine Scaffold As A Potentially Interesting Scaffold For Discovering Novel Multi-Target Vegfr-2 And Src Kinase Inhibitors
    作者:Luan,Xudong; Et Al
    参考文献:Bioorganic & Medicinal Chemistry 日期:2011 卷标:19(11) 页码:3312-3319]

    50-84-0 = 86-38-4
    反应条件:1.1 Reagents: Potassium Carbonate Catalysts: Copper Solvents: Dimethylformamide; Overnight,130 °C1.2 Reagents: Phosphorus Oxychloride Solvents: Dimethylformamide; 3 - 5 H,Reflux; Reflux -> Rt1.3 Reagents: Sodium Hydroxide Solvents: Water; Ph 8,Cooled
    标题:Design,Synthesis And Biological Research Of Novel N-Phenylbenzamide-4-Methylamine Acridine Derivatives As Potential Topoisomerase I/ii And Apoptosis-Inducing Agents
    作者:Zhang,Bin; Et Al
    参考文献:Bioorganic & Medicinal Chemistry Letters 日期:2019 卷标:29(23)]

    50-84-0 = 86-38-4
    反应条件:1.1 Reagents: Pyridine,Potassium Carbonate Catalysts: Copper Solvents: 1-Pentanol; Overnight,130 °C; 130 °C -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; < Ph 5,Rt2.1 Reagents: Phosphorus Oxychloride; 5 H,120 °C
    标题:A Scalable Process For The Synthesis Of Key Intermediates Novoldiamine & Hydroxynovaldiamine And Their Utility In Chloroquine,Hydroxychloroquine And Mepacrine Synthesis
    作者:Chouhan,N. K.; Et Al
    参考文献:Synthetic Communications 日期:2022 卷标:52(7) 页码:1004-1011]

    212892-02-9 = 86-38-4
    反应条件:1.1 Reagents: Binap Catalysts: Palladium Diacetate1.2 Reagents: Barium Hydroxide,Octahydrate Solvents: Methanol; Rt -> 80 °C; 2 H,80 °C1.3 Reagents: Phosphorus Oxychloride
    标题:A Convenient Procedure For Parallel Ester Hydrolysis
    作者:Anderson,Marc O.; Et Al
    参考文献:Synlett 日期:2004 卷标:(13) 页码:2391-2393]

    2735-04-8 + 2516-96-3 = 86-38-4
    反应条件:1.1 Reagents: Pyridine,Potassium Carbonate Catalysts: Bronze Solvents: 1-Pentanol; 5 H,Reflux; Reflux -> Rt1.2 Reagents: Hydrochloric Acid Solvents: Water; < Ph 7,Rt2.1 Solvents: Phosphorus Oxychloride; 6 H,Reflux; Reflux -> Rt2.2 Reagents: Ammonia Solvents: Chloroform,Water; Ph 8
    标题:Convenient Access To Substituted Acridines By A Buchwald-Hartwig Amination
    作者:Csuk,Rene; Et Al
    参考文献:Tetrahedron 日期:2004 卷标:60(27) 页码:5737-5750
📜2,4-二氯苯甲酸置于铜,Potassium Carbonate,三氯氧磷体系中,用 N,N-二甲基甲酰胺 作为反应溶剂,化学反应 3.0H,反应生成 6,9-二氯-2-甲氧基吖啶
参考文献:探索cr啶支架作为发现新型多靶标vegfr-2和src激酶抑制剂的潜在有趣支架
标题:探索cr啶支架作为发现新型多靶标vegfr-2和src激酶抑制剂的潜在有趣支架
摘要:Vegfr-2和src激酶均在癌症中发挥重要作用.在某些癌症中,Src与vegfr-2协同作用以促进其激活.针对vegfr-2和src的多靶点药物的开发具有针对这些癌症的治疗优势.通过使用分子对接和svm虚拟筛选方法,并基于随后的合成和生物测定研究,我们确定了带有an啶支架的9-氨基ac啶衍生物可能是有趣的新型vegfr-2和src双重抑制剂.cr啶支架在历史上一直用于衍生拓扑异构酶抑制剂,但在现有的vegfr-2抑制剂和src抑制剂中尚未发现.合成了一系列21种a啶衍生物,并评估了其对k562,Hepg-2和mcf-7细胞的抗增殖活性.这些化合物中的一些在体外显示出比伊马替尼更好的抗k562细胞活性.分析了这些化合物的构效关系(sar).化合物之一(7R)显示出对k562和hepg-2癌细胞系的低μm活性,并且在50μm下分别以44%和8%的抑制率抑制了vegfr-2和src,而没有抑制
DOI:10.1016/j.Bmc.2011.04.053

海关参考信息

专利信息


专利号:US-5414077-A
优先权日:1990-02-20
标题 :Non-nucleoside linkers for convenient attachment of labels to oligonucleotides using standard synthetic methods
发明人：LIN KUEI-YING; MATTEUCCI MARK
权利人:GILEAD SCIENCES
摘要:Pseudonucleosides and pseudonucleotides are useful in the synthesis of oligomers which contain these components as a means to derivatize the resulting oligonucleotide to useful substituents such as chelators, intercalators, or lipophilic compounds. In general, these pseudonucleotide components are of the formula: (1) wherein each Y is independently O or S; each X is independently H, PO3-2, an activated nucleotide synthesis coupling moiety, a protecting group, a nucleoside, a nucleotide or a nucleotide sequence, or comprises a solid support; F is a functional group capable of linking an additional moiety or said group already reacted to effect the binding of said additional moiety; &squ& is an organic backbone which does not contain additional F or Y-X substituents and which is either achiral even when the Y-X substituents are different, or is a single enantiomer of a chiral compound; with the proviso that at least one X is a nucleoside, nucleotide, nucleotide sequence, an activated nucleotide synthesis coupling moiety, or comprises a solid support, or F represents said functional group already reacted with an additional group. Oligonucleotides having the pseudonucleoside at the 3' terminus are particularly stable in vivo.

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主要参考文献

参考标题:Microwave-Assisted Synthesis Of 4-Quinolylhydrazines Followed By Nickel Boride Reduction: A Convenient Approach To 4-Aminoquinolines And Derivatives
作者:Sandra Gemma,Gagan Kukreja,Pierangela Tripaldi,Maria Altarelli,Matteo Bernetti,Silvia Franceschini,Luisa Savini,Giuseppe Campiani,Caterina Fattorusso,Stefania Butini |发布日期:2008.3
摘要:Nickel(II) Chloride/sodium Borohydride Combination Was Employed For The Reduction Of 4-Hydrazinoquinoline Derivatives To The Corresponding Anilines. This Reductive Protocol Was Efficiently Applied For The Reductive Cleavage Of Monosubstituted Hydrazines. We Described Herein The Microwave-Assisted Synthesis Of 4-Hydrazinoquinolines, Which Furnished A High Yielding And Rapid Two-Step Procedure For The

合成参考文献


摘要:Wang, L.; Liu, M.; Cheng, J., Science of Synthesis: Knowledge Updates, (2024) 1, 179.
参考文献:10.1016/s1734-1140(11)70499-6
摘要:Cholewiński G, Dzierzbicka K, Kołodziejczyk AM. Natural and synthetic acridines/acridones as antitumor agents: their biological activities and methods of synthesis. Pharmacol Rep. 2011;63(2):305–36. doi: 10.1016/s1734-1140(11)70499-6.
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