CAS: 1198-27-2; 1-Aminonaphthalen-2-Ol Hydrochloride

该化合物是一种精细的化学化合物,主要用作有机合成和染料制造的中间体,其主要优点包括高纯度,持续反应和在受控制条件下的稳定性,使其适合在制药,农用化学品和特殊染料中精确应用.盐酸形式在水溶液中增加溶解性,便利其在各种反应系统中的使用.该化合物因其在合成基于氯化萘的衍生物方面的作用而特别受到重视,因为其氨基和羟基功能组群可以进行多种用途的修改.建议适当处理和储存以保持其完整性,因为它可能对光和湿度十分敏感.

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550-60-7 5417-63-0 41772-23-0

欧盟法规

REACH注册ECHA物质C&L通报REACH预注册

上下游产品

sudan I 1-(pyridin-2-yl-azo)-2-naphthol orange II 1-benzylideneimino-2-naphthol 1-benzoylamino-2-benzoyloxy-naphthalene 1-benzamido-2-naphthol 2-phenyl-3H-naphtho[2,1-b][1,4]oxazin-3-one

合成工艺路线路线简述

    Orange Ii置于sodium Dithionite,盐酸,Tin(Ll) Chloride体系中,用 水 用作溶剂,化学反应生成1-氨基-2-萘酚盐酸盐
    参考文献:Synthesis,Characterization,In Vitro Anticancer Activity,And Docking Of Schiff Bases Of 4-Amino-1,2-Naphthoquinone
    标题:Synthesis,Characterization,In Vitro Anticancer Activity,And Docking Of Schiff Bases Of 4-Amino-1,2-Naphthoquinone
    摘要:A Series Of Schiff Bases Of 4-Amino-1,2-Naphthoquinone Were Synthesized,Purified,Characterized,And Evaluated For Cytotoxicity Against A Panel Of Human Cancer Cell Lines (Hep-G(2),Mg-63,And Mcf-7). The Cells Were Dosed With These Schiff Bases At Varying Concentrations,And Cell Viability Was Measured By A 3-(4,5-Dimethylthiazol-2-yl)-2,5-Diphenyltetrazolium Bromide (Mtt) Assay. Significant Anticancer Activities Were Observed In Vitro For Some Members Of The Series And Compounds 4-(3,4,5-Trimethoxybenzylideneamino)Naphthalene-1,2-Dione (S10) As Well As 4-(4-Hydroxy-3-Methoxybenzylideneamino)Naphthalene-1,2-Dione (S13) Are Active Cytotoxic Agents Against Different Cancer Cell Lines With Ic50 Values In The Range Of 5.91-9.98 Mu M. The Structures Of Synthesized Compounds Were Established By Spectroscopic (Ft-Ir,H-1 NMR,C-13 NMR) And Elemental Analysis. To Study The Molecular Basis Of Interaction And Affinity Of Binding Of The Target Molecules,All The Compounds Were Docked Into The Atpase Domain Of Topoisomerase-Ii (Tp-Ii) By Using Schrodinger Molecular Modeling Software Package. Docking Experiments Showed A Good Correlation Between Their Predicted Glide Scores And The Observed Ic50 Values Of Synthesized Compounds. Structure-Activity Relationships Indicated That Presence Of Electron Donating Groups On Phenyl Ring Of Schiff Bases Enhances The Activity But Schiff Base With Electron Withdrawing Substituents On Phenyl Ring Shows Diminished Activity.
    Doi:10.1007/s00044-012-0150-7

    海关参考信息

    专利信息


    专利号:US-7550510-B2
    优先权日:2001-07-06
    标 题 :Solid phase synthesis of arylretinamides
    发明人:CURLEY JR ROBERT W; MERSHON SERENA M; BARNETT DEREK W; CLAGETT-DAME MARGARET; CHAPMAN JASON S
    权利人:WISCONSIN ALUMNI RES FOUND
    摘要:A solid phase synthetic method for preparing arylretinamides is provided. The method comprises reacting hexachloroacetone with a solvent-suspended resin-bound triphenylphosphine to provide a suspension comprising an activated chlorinating reagent; reacting retinoic acid with the activated chlorinating reagent to provide retinoyl chloride; adding pyridine and a select arylamine to the resulting mixture; and stirring the resulting mixture for a time and at a temperature sufficient for the select arylamine to react with the retinoyl chloride and provide the arylretinamide. Also provided, are select arylretinamides that can be prepared by the present method, and methods of using such arylretinamides to induce apoptosis in cancer cells.

    专利号:US-2004102650-A1
    优先权日:2001-07-06
    标 题:Solid phase synthesis of arylretinamides

    专利号:WO-9940093-A2
    优先权日:1998-02-04
    标题 :Synthesis of quinobenzoxazine analogues with topoisomerase ii and quadruplex interactions for use as antineoplastic agents

    专利号:US-2003105164-A1
    优先权日:2001-07-06
    标 题 :Solid phase synthesis of arylretinamides

    专利号:WO-03003987-A2
    优先权日:2001-07-06
    标题:Solid phase synthesis of arylretinamides
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    ✅ COA系统入驻 | 共享模式

    主要参考文献

    [参考文献]: D Dillon, Et Al. Activation By Caecal Reduction Of The Azo Dye D & C Red No. 9 To A Bacterial Mutagen. Mutagenesis. 1994 Jul;9(4):295-9.
    [参考文献]: Haiyan Xu, Et Al. Anaerobic Metabolism Of 1-Amino-2-Naphthol-Based Azo Dyes (Sudan Dyes) By Human Intestinal Microflora. Appl Environ Microbiol. 2007 Dec;73(23):7759-62.
    [参考文献]: Hongmiao Pan, Et Al. Effects Of Orange Ii And Sudan Iii Azo Dyes And Their Metabolites On Staphylococcus Aureus. J Ind Microbiol Biotechnol. 2011 Oct;38(10):1729-38.
    [参考文献]: Hongmiao Pan, Et Al. Evaluation Of Impact Of Exposure Of Sudan Azo Dyes And Their Metabolites On Human Intestinal Bacteria. Anaerobe. 2012 Aug;18(4):445-53.
    [参考文献]: Yang Mu, Et Al. Decolorization Of Azo Dyes In Bioelectrochemical Systems. Environ Sci Technol. 2009 Jul 1;43(13):5137-43.

    合成参考文献


    摘要:Aitken, R. A.; Meehan, A., Science of Synthesis Knowledge Updates, (2014) 3, 164.
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