CAS: 580-18-7; 3-Hydroxyquinoline

该化合物是一种杂交有机化合物,在quinoline scafold 的三处放置,由一组氢氧基环有机化合物组成.这种结构具有独特的化学特性,使它成为制药和农用化学合成中有价值的中间体.它的芳香系统和功能组允许多功能性反应,包括切热和参加电益替代反应. 基诺林-3-ol 衍生物常常因其生物活动而被探索,特别是在抗微生物和抗癌研究中.该化合物的稳定性和溶解性剖面提高了其在有机合成和协调化学中的效用.建议谨慎处理,因为可能具有对光和水分的敏感性.

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148-24-3 315228-46-7 6931-17-5

欧盟法规

ECHA物质C&L通报REACH预注册

上下游产品

3-aminoquinoline 3-hydroxyquinoline-4-carboxylic acid quinoline quinolin-3-yl benzoate orthoformic acid-[3]quinolyl ester-diphenyl ester quinolin-3-yl benzoate toluene-4-sulfonic acid quinolin-3-yl ester 1,2,3,4-tetrahydroquinolin-3-ol

合成工艺路线路线简述

    📜喹啉置于tris-(Dibenzylideneacetone)Dipalladium(0),水,Potassium Hydroxide体系中,用 1,4-二氧六环 作为反应溶剂,化学反应 16.0H,以95%的收率获得产物3-羟基喹啉
    参考文献:Me3(Ome)Tbuxphos: A Surrogate Ligand For Me4Tbuxphos In Palladium-Catalyzed C-n And C-o Bond-Forming Reactions
    标题:Me3(Ome)Tbuxphos: A Surrogate Ligand For Me4Tbuxphos In Palladium-Catalyzed C-n And C-o Bond-Forming Reactions
    摘要:A New Biarylphosphine Ligand,Me-3(Ome)Tbuxphos (L3),Was Designed As A Surrogate For Me(4)Tbuxphos (L1). The Me-3(Ome)Tbuxphos Could Be Prepared In A Chromatography-Free Manner From Inexpensive And Readily Available 2,3,6-Trimethylphenol. Comparative Studies Demonstrated That A Catalyst Based On Me-3(Ome)Tbuxphos Displayed The Same Reactivity As A Catalyst Based On Me(4)Tbuxphos For Pd-Catalyzed C-N And C-O Bond-Forming Processes.
    DOI:10.1021/jo202537E

    海关参考信息

    专利信息


    专利号:US-5442065-A
    优先权日:1993-09-09
    标 题:Synthesis of tetrahydroquinoline enediyne core analogs of dynemicin
    发明人:MAGNUS PHILIP D; ILIADIS THEODORE; EISENBEIS SHANE A; FAIRHURST ROBIN A
    权利人:UNIV TEXAS
    摘要:A process is described for the preparation of the core azobicyclo[7.3.1]tridecaenediyne moiety of the antitumor antibiotic dynemicin. The synthesis allows efficient production of the enediyne as a stable, compound in good yield from the adamantyl N-protected azabicyclo[7.3.1]tridecadiyne. The adamantyl protecting group is employed in the starting material, N-adamantyl dihydroquinoline or N-adamantyl 6-methoxy quinoline. Also disclosed are process for the synthesis of 3-hydroxy-6-methoxyquinoline and several N-substituted derivatives of azobicyclo[7.3.1]tridecaenediyne. Solid tumor and leukemia assays were performed on the analogs of dynemicin. The results suggest a method that these compounds will useful in treating certain types of leukemias and solid tumors. The disclosed synthesis provides a route to new dynemicin intermediates and analogs which will allow development of second and third generation dynemicins.

    专利号:US-2006167025-A1
    优先权日:2004-12-22
    标 题:Tricyclic amino alcohols, processes for synthesis of same and use of same as anti-inflammatory drugs
    发明人:BERGER MARKUS; SCHMEES NORBERT; SCHAECKE HEIKE; BAURLE STEFAN; REHWINKEL HARTMUT; MENGEL ANNE; KROLIKIEWICZ KONRAD; GROSSBACH DANJA; VOIGTLAENDER DAVID
    权利人:BERGER MARKUS; SCHMEES NORBERT; SCHAECKE HEIKE; BAURLE STEFAN; REHWINKEL HARTMUT; MENGEL ANNE; KROLIKIEWICZ KONRAD; GROSSBACH DANJA; VOIGTLAENDER DAVID
    摘要:The invention relates to tricyclic amino alcohols of general formula (I) n nmethod for synthesis of same and use of same as anti-inflammatory agents.

    专利号:US-2004072738-A1
    优先权日:2000-12-21
    标 题 :Analogues of thiocoraline and be-22179
    发明人:BOGER DALE L
    摘要:A process for the total synthesis of thiocoraline and BE-22179 establishes the relative and absolute stereochemistry of these compounds and enables the construction and characterization of a series of related analogues. The mechanism for the bioactivity of thiocoraline, BE-22179 and their related analogues is charaterized. Thiocoraline, BE-22179, and their related analogues are disclosed to bind to DNA by high-affinity bisintercalation and are disclosed to exhibit exceptional cytotoxic activity.

    专利号:US-11390645-B2
    优先权日:2016-08-08
    标题:Process for the preparation of 3β-hydroxy-17-(1H-benzimidazol-1-YL) androsta-5,16-diene
    发明人:BARBIERI FRANCESCO; LENNA ROBERTO
    权利人:IND CHIMICA SRL
    摘要:A process for the synthesis of β-hydroxy 3-17-(1H-benzimidazol-1-yl)androsta-5,16-diene is described, a compound also known as Galeterone and used in the treatment of prostate cancer, having the formula (6).

    专利号:EP-0839807-A1
    优先权日:1996-10-30
    标题:Synthesis of benzo(f)quinolinones

    专利号:RU-2749134-C1
    优先权日:2016-08-08
    标 题:METHOD FOR SYNTHESIS OF 3β-HYDROXY-17-(1H-BENZIMIDAZOL-1-YL)ANDROSTA-5,16-DIENE

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    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    合成参考文献


    摘要:Pharmaceutical Chemistry Journal, 16(259), 1982
    摘要:A. Albert and J. N. Phillips. J. Chem. Soc. 1956, 1294.
    摘要:Harnying, W.; Berkessel, A., Science of Synthesis: Knowledge Updates, (2024) 1, 399.
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