CAS: 24159-07-7; 3-(3-((2R,3S)-3-Hydroxypiperidin-2-yl)-2-Oxopropyl)Quinazolin-4(3H)-One

该化合物是一个化学化合物,其结构复杂,包括一个五氯硝基酮核心和一个管状松,具有各种疾病治疗的潜在作用.该化合物通常具有与其功能组有关的特性,例如由于存在氢氧基和安聚物,极地溶剂中的潜在溶解性.管状环有助于其基本性,而quinazolinone结构可能传播生物活动,使其对药用化学感兴趣.这种性质的化合物经常因其药理特性,包括作为酶抑制剂或治疗各种疾病的潜在作用而受到调查.由(2R,3S)配置显示的立体化学学表明可以影响化合物的生物相互作用和功效的具体空间安排.

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合成工艺路线路线简述

    📜(1R,2S,5S,7R)-7-[[tert-Butyl(Dimethyl)Silyl]Oxymethyl]-6,8-Dioxabicyclo[3.2.1]oct-3-En-2-Ol置于platinum(Iv) Oxide 吡啶,盐酸,氢氧化钾,Sodium Tetrahydroborate,四氧化锇,Lithium Aluminium Tetrahydride,Grubbs Catalyst First Generation,Sodium Azide,N-甲基吲哚酮,三丁基膦,四丁基氟化铵,氢气,双氧水,Sodium Hydride,Potassium Carbonate,溶剂黄146,三乙胺,Calcium Carbonate,Lithium Iodide,锌体系中,用 四氢呋喃,甲醇,二苯醚,乙醇,水,N,N-二甲基甲酰胺 用作溶剂,化学反应生成常山乙素
    参考文献:A Diastereocontrolled Synthesis Of (+)-Febrifugine: A Potent Antimalarial Piperidine Alkaloid
    标题:A Diastereocontrolled Synthesis Of (+)-Febrifugine: A Potent Antimalarial Piperidine Alkaloid
    摘要:[graphics]A Diastereocontrolled Synthesis Of (+)-Febrifugine,A Potent Antimalarial Piperidine Alkaloid,Has Been Achieved Using A Chiral Block Having A Bicyclo[3.2.1]octane Framework Which Exhibits Inherent Convex-Face Selectivity.
    Doi:10.1021/ol006384F

    海关参考信息

    专利信息


    专利号:US-6844350-B2
    优先权日:1999-03-01
    标题:Febrifugine, isofebrifugine and method for producing the same
    发明人:KOBAYASHI SHU; WATAYA YUSUKE; KIM HYE-SOOK
    权利人:JAPAN SCIENCE & TECH CORP
    摘要:A febrifugine represented by Formula (A): n n nand an isofebrifugine represented by Formula (B): n n nwhich exhibit extremely strong activities against tropical malarial protozoan are provided, together with a total synthesis route which enables efficient large scale synthesis of the same.

    专利号:CN-104557738-A
    优先权日:2014-12-23
    标 题 :A kind of green synthesis method of 4(3H)-quinazolinone

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    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Smullen S, McLaughlin NP, Evans P. Chemical synthesis of febrifugine and analogues. Bioorg Med Chem. 2018 May 15;26(9):2199-2220. doi: 10.1016/j.bmc.2018.04.027. Epub 2018 Apr 12. 22(7):1993-2004. doi: 10.1016/j.bmc.2014.02.040. Epub 2014 Mar 1.
    48:42. doi: 10.1186/s41182-020-00230-x.
    4: Pandey RK, Ojha R, Devender M, Sebastian P, Namdeo M, Kumbhar BV, Sundar S, Maurya R, Prajapati VK. Febrifugine dihydrochloride as a new oral chemotherapeutic agent against visceral leishmaniasis infection. Exp Parasitol. 2022 May-Jun;236-237:108250. doi: 10.1016/j.exppara.2022.108250. Epub 2022 Apr 4. 20(2):927-32. doi: 10.1016/j.bmc.2011.11.053. Epub 2011 Dec 2.

    合成参考文献


    摘要:Nature., 161(400), 1948
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