CAS: 481-42-5; 5-Hydroxy-2-Methylnaphthalene-1,4-Dione

该化合物是一种自然产生的环烷磺酮化合物,主要产自植物根部,特别是*布卢巴戈-泽伊拉尼卡*,其特点是黄色至橙色晶体外观,分子式为C11H8O3, 普鲁巴金呈现一系列生物活动,包括抗微生物,抗癌和抗氧化特性,这使药理研究感兴趣.该化合物已知与各种细胞途径相互作用,有可能影响聚虫病和细胞扩散.此外,对梅洛巴金进行了研究,以了解其抑制某些酶的能力及其在传统医学中的作用,其溶液在有机溶剂中一般高于水,而水是许多有机化合物的一个常见特征.然而,由于其反应性,李巴金可被氧化,其他化学变异,从而可能影响其在各种应用中的稳定性和功效.总的来说,梅洛巴金在天然产品化学和医学研究中都是一种重要的化合物.

结构式图片

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ECHA物质C&L通报REACH预注册

上下游产品

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合成工艺路线路线简述

    5-甲氧基甲氧基-2-甲基-1,4-萘醌置于盐酸体系中,用 甲醇 作为反应溶剂,化学反应 0.08H,以95%的收率获得产物兰雪醌
    参考文献:Reaction Of Lithiated Senecioamide And Related Compounds With Benzynes : Efficient Syntheses Of Naphthols And Naphthoquinones.
    标题:Reaction Of Lithiated Senecioamide And Related Compounds With Benzynes : Efficient Syntheses Of Naphthols And Naphthoquinones.
    摘要:锂化的n,N-二乙基硒次酰胺和n,N-二乙基-3-苯基异巴豆酰胺与甲氧基取代的苯炔反应,这些苯炔是通过甲氧基取代的卤代苯现场反应生成的,从而在一个锅中特异性地合成了各种3-甲基和3-苯基萘酚衍生物.由此获得的甲氧基取代的3-甲基-1-萘酚很容易转化为各种1,4-萘醌和1,2-萘醌,包括具有生物活性的天然产物,如白花丹素,白花丹素甲醚,5,6-二甲氧基-2-甲基-1,4-萘醌和8-甲氧基-3-甲基-1,2-萘醌.
    DOI:10.1248/cpb.34.2810

    海关参考信息

    专利信息


    专利号:EP-0113566-A1
    优先权日:1982-12-20
    标题:New intermediate compounds for synthesis of aklavinones and their preparation
    发明人:KISHI YOSHITO
    权利人:MEIJI SEIKA KAISHA
    摘要:A new compound of the formulan wherein R, is a hydrogen atom, a hydroxyl group or an alkoxyl group of 1-4 carbon atoms and R 2 is an alkyl group of 1-4 carbon atoms is now provided. This new compound is useful as intermediate for synthesis of aklavinones which may be coupled with sugars, for example, daunosamine to give anthracycline antibiotics. The new compound of this invention is produced by several reaction steps started from a 3-halo-5-substituted or unsubstituted naphthoquinone and a furan diene compound. This process involves new regiospecific Diels-Alder condensation and new asymmetric crossed aldol condensation.

    专利号:US-11851651-B2
    优先权日:2017-06-19
    标 题 :Automated methods for scalable, parallelized enzymatic biopolymer synthesis and modification using microfluidic devices
    发明人:BANAL JAMES; BERLEANT JOSEPH DON; SHEPHERD TYSON; BATHE MARK
    权利人:MASSACHUSETTS INST TECHNOLOGY
    摘要:Methods for the automated template-free synthesis of user-defined sequence controlled biopolymers using microfluidic devices are described. The methods facilitate simultaneous synthesis of up to thousands of uniquely addressed biopolymers from the controlled movement and combination of regents as fluid droplets using microfluidic and EWOD-based systems. In some forms, biopolymers including nucleic acids, peptides, carbohydrates, and lipids are synthesized from step-wise assembly of building blocks based on a user-defined sequence of droplet movements. In some forms, the methods synthesize uniquely addressed nucleic acids of up to 1,000 nucleotides in length. Methods for adding, removing and changing barcodes on biopolymers are also provided. Biopolymers synthesized according to the methods, and libraries and databases thereof are also described. Modified biopolymers, including chemically modified nucleotides and biopolymers conjugated to other molecules are described.

    专利号:US-2023406804-A1
    优先权日:2018-10-12
    标题:Protein kinase inhibitors
    发明人:SRIDHAR JAYALAKSHMI; JONES FRANK; STEVENS CHERYL
    权利人:XAVIER UNIV OF LOUISIANA; THE ADMINISTRATORS OF THE TULANE EDUCATIONAL FUND
    摘要:The present disclosure relates to compounds that act as protein kinase inhibitors, and the synthesis of the same. Further, the present disclosure teaches the utilization of such compounds in a treatment for proliferative diseases, including cancer, particularly breast cancer, and especially ER+ and/or HER2+ breast cancer.

    专利号:US-7226661-B2
    优先权日:2003-02-03
    标题:Synthesis of quinones and phenols on solid support
    发明人:MARTINEZ LUIS E
    权利人:UNIV TEXAS
    摘要:Generally, and in one form, the present invention is a method of making a benzene-modified compound on solid support that includes the steps of forming an (oxy)(aryl)carbene complex, esterifying the (oxy)(aryl)carbene complex to form an (ester)(aryl)carbene complex, and contacting the (ester)(aryl)carbene complex with a solid support such that the (ester)(aryl)carbene complex is bound to the solid support. In another form, the present invention includes compositions for the resulting (ester)(aryl)carbene complexes on solid support, such as any resulting solid support compounds formed after the initial coupling as well as those from any subsequent reaction, including those with linkers and on a solid support. The method and compositions of the present invention yield stable, durable, highly efficient and cost-effective as well as potentially biologically active lead compounds on solid support.

    专利号:US-8658711-B2
    优先权日:2010-09-29
    标题 :Process for the synthesis of methacrylate-derivatized type-1 collagen and derivatives thereof
    发明人:SHREIBER DAVID; GAUDET IAN
    权利人:SHREIBER DAVID; GAUDET IAN; UNIV RUTGERS
    摘要:Methods for synthesizing a methacrylate-derivatized type-I collagen in which methacrylic acid is reacted with a carboxylic acid activating reagent in the presence of a carbodiimide to form a methacrylic acid with an activated carboxylic acid group, which is then reacted with free amino groups on type-I collagen to form a collagen methacrylamide. Methacrylate-derivatized collagen, cross-linked collagens formed therefrom and products containing the cross-linked collagen are also disclosed.

    专利号:US-5097051-A
    优先权日:1989-02-10
    标题 :Cyclic triketone compounds and trimethylsilyloxy butadiene compounds and their use in the preparation of daunomycinone derivatives
    发明人:SCHEEREN JOHAN W; DEBIE JOANNES F M; DEVOS DIRK
    权利人:PHARMACHEMIE BV
    摘要:The invention provides novel cyclic triketone compounds of the formulae wherein S is H, alkyl or alkoxy and R* is a group of the formule wherein R<1> is methyl and R2 is an alkyl group containing at least 2 carbon atoms, or R<1> is an alkyl group having 1-4 carbon atoms and R<2> is an aryl group, a hetero aryl group, a -CH2OR min , a -CH2N @@ group, a -CH2SR sec group or a -CH2CH=CH2 group, wherein R min and R sec are alkyl groups having 1-4 carbon atoms. These compounds can be used for preparing daunomycinone and derivatives thereof. Daunomycinone is used for preparing daunomycin and adriamycin. By introducing chirality at C-1 of ring A in the preparation of said novel compounds by using a novel diene of formula (1) in a Diels-Alder reaction for said preparation, the chirality of C-3 is established in the subsequent reaction with LiC IDENTICAL CSi(CH3)3 in the synthesis of daunomycinone and derivatives thereof. This last reaction leads to the desired compound wherein OH at C-3 and OR at C-1 are in the cis-position with respect to each other.
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    参考文献:10.1371/journal.pone.0021922
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