CAS: 35231-44-8; 4-(Bromomethyl)-7-Methoxy-2H-Chromen-2-One

该化合物是属于科马林家族的合成有机化合物,其特点是独特的结构特征,包括溴甲基混合物和甲基氧替代成分,该化合物一般呈现黄色至浅褐色表面,在乙醇和二甲基硫氧化物等有机溶剂中可溶解,但在水中可产生有限的溶解性,因其荧光特性而闻名,在各种应用中,包括在生物化学实验中作为荧光探针很有用处,该溴甲基组的存在可促进进一步的化学改造,提高其在有机合成中的效用.此外,对科马因衍生物的潜在生物活动,包括抗微生物和抗癌特性,经常进行研究,但在处理该化合物时,应注意安全,因为它可能构成健康风险,包括皮肤和呼吸刺激.总体而言,4-Bromomomo甲基-7-Hethoxycoumarin是一种多用途化合物,对研究和工业应用都有重大影响.

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CAS号2555-28-4 7-甲氧基-4-甲基香豆素 | CAS号150-19-6 3-甲氧基苯酚 | CAS号13176-46-0 4-溴乙酰乙酸乙酯 | CAS号108-46-3 间苯二酚 | CAS号161798-25-0 4-(bromomethyl)... | CAS号77-78-1 硫酸二甲酯 | CAS号108154-52-5 7-methoxy-4-(5-... | CAS号108154-54-7 4-(5-chloro-1-b... | CAS号239136-56-2 4-(aminomethyl)... | CAS号69716-05-8 2-(6-甲氧基-1-苯并呋喃... | CAS号72433-26-2 4-(羟甲基)-7-甲氧基-2... | CAS号75671-18-0 4-ethenyl-7-met... | CAS号60951-30-6 (7-methoxy-2-ox...

合成工艺路线路线简述

    📜7-甲氧基-4-甲基香豆素置于n-溴代丁二酰亚胺(Nbs),过氧化苯甲酰体系中,用 四氯化碳 作为反应溶剂,化学反应 8.0H,以73%的收率获得产物4-溴甲基-7-甲氧基香豆素
    参考文献:Design,Synthesis And Anticancer Activities Of Stilbene-Coumarin Hybrid Compounds: Identification Of Novel Proapoptotic Agents
    标题:Design,Synthesis And Anticancer Activities Of Stilbene-Coumarin Hybrid Compounds: Identification Of Novel Proapoptotic Agents
    摘要:The Naturally occurring Coumarins And Resveratrol,Attract Great Attention Due To Their Wide Range Of Biological Properties,Including Anticancer,Antileukemic,Antibacterial And Anti-Inflammatory Activities; Moreover,Their Cancer Chemopreventive Property Have Been Recently Emphasized. A Novel Class Of Hybrid Compounds,Obtained By Introducing A Substituted Trans-Vinylbenzene Moiety On A Coumarin Backbone,Was Synthesized And Evaluated For The Antitumor Profile. A Number Of Derivatives Showed A Good Antiproliferative Activity,In Some Cases Higher To That Of The Reference Compound Resveratrol. The Most Promising Compounds In This Series Were 14 And 17,Endowed With Excellent Antiproliferative And Proapoptotic Activities. The Present Study Suggests That The 7-Methoxycoumarin Nucleus,Together With The 3,5-Disubstitution Pattern Of The Trans-Vinylbenzene Moiety,Are Likely Promising Structural Features To Obtain Excellent Antitumor Compounds Endowed With A Apoptosis-Inducing Capability. (C) 2010 Elsevier Ltd. All Rights Reserved.
    DOI:10.1016/j.Bmc.2010.03.069

    海关参考信息

    专利信息


    专利号:US-5247099-A
    优先权日:1989-08-17
    标题:Process for synthesis of 7-hydroxy coumarins having substitutions in the 4-position
    发明人:CELEBUSKI JOSEPH E
    权利人:ABBOTT LAB
    摘要:A process for synthesis of a compound of the formula: said process comprising the steps of (a) reacting 4-bromomethyl-7-methoxy coumarin with a malonic ester under conditions sufficient to achieve condensation of the ester to give the monoalkylated (2-bis(carbalkoxy)-2-R1-1-ethyl) derivative; (b) removing one of the carbalkoxy groups from the product of step (a); (c) demethylation of the product of step (b) to give the 7-hydroxycoumarin compound; and (d) chemically modifying the remaining ester to yield a desired R2.

    专利号:US-2007191395-A1
    优先权日:2004-02-16
    标题 :Heterocyclic compounds having antifungal activity
    发明人:KAWAKAMI KATSUHIRO; KANAI KAZUO; FUJISAWA TETSUNORI; MORITA CHIKANORI; SUZUKI TAKASHI
    权利人:KAWAKAMI KATSUHIRO; KANAI KAZUO; FUJISAWA TETSUNORI; MORITA CHIKANORI; SUZUKI TAKASHI
    摘要:A compound which can specifically or selectively expresses an antifungal activity with a broad spectrum, based on the functional mechanism of 1,6-β-glucan synthesis inhibition, is provided, and an antifungal agent which comprises such a compound, a salt thereof or a solvate thereof is provided. A compound represented by the following formula (I), a salt thereof or a solvate thereof.

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    主要参考文献

    参考标题:Synthesis Of Optically Active 2,7-Disubstituted Naphthalene Derivatives And Evaluation Of Their Enantioselective Recognition Ability
    作者:A. S. Malysheva,A. V. Shaferov,A. D. Averin,O. K. Grigorova,O. A. Maloshitskaya,V. A. Roznyatovsky,I. P. Beletskaya |发布日期:2020.7
    摘要:These Compounds As Fluorescent Detectors For Optically Active Compounds And Metals Was Examined. In The Presence Of (S)-Leucinol, The Diquinoline Derivative Showed Enhanced Emission With A Maximum At Shorter Wavelengths, Which Is Not Typical Of Its (R) Isomer. This Fact Can Be Used For The Recognition Of These Enantiomers. A Number Of Naphthalene Derivatives Can Be Considered As Potential Fluorescent

    合成参考文献


    摘要:McKenna, C. E.; Kashemirov, B. A.; Błażewska, K. M., Science of Synthesis, (2009) 42, 833.
    参考文献:10.1016/j.talanta.2007.11.019
    摘要:Zacharis CK, Raikos N, Giouvalakis N, Tsoukali-Papadopoulou H, Theodoridis GA. A new method for the HPLC determination of gamma-hydroxybutyric acid (GHB) following derivatization with a coumarin analogue and fluorescence detection: application in the analysis of biological fluids. Talanta. 2008 Apr 15;75(2):356–61. doi: 10.1016/j.talanta.2007.11.019.
    参考文献:10.1007/bf02630734|10.1007/s004200050109
    摘要:Liu JJY, Bai C, Williamson AM, Qu S, Hamdan H, Stacey NH. Individual serum bile acids in apprentice spray painters in association with solvent exposure. International Archives of Occupational and Environmental Health. 1996 Nov 01;69(1):21–6. doi: 10.1007/s004200050109.
    参考文献:10.1007/978-1-60327-299-5_24
    摘要:Fields GB. Using fluorogenic peptide substrates to assay matrix metalloproteinases. Methods Mol Biol. 2010;622():393–433. doi: 10.1007/978-1-60327-299-5_24.
    参考文献:10.1016/j.jpba.2010.01.026
    摘要:Liu K, Zhong D, Zou H, Chen X. Determination of tegafur, 5-fluorouracil, gimeracil and oxonic acid in human plasma using liquid chromatography–tandem mass spectrometry. Journal of Pharmaceutical and Biomedical Analysis. 2010 Aug;52(4):550–6. doi: 10.1016/j.jpba.2010.01.026.
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