CAS: 487-21-8; Pteridine-2,4(1H,3H)-Dione

该化合物是一个环状循环化合物,其特征是双环结构,包括一个发烧的火利米丁和伊米达佐尔环,它是在水和酒精等极溶剂中溶解的无色的黄色晶状固态,无色可粉状的,可溶于水和酒精,Lumazine因其在Riboflavin(Vitamin B2)生物合成中的作用而著称,并参与了各种生物过程.化合物表现出了荧光性,使其对光化学应用以及与光吸收和排放有关的研究产生了兴趣.其化学公式为C7H6N4,其分子重量相对较低.Lumazine可以参与各种化学反应,包括凝聚和氧化,这可能导致形成更复杂的分子.由于其生物意义和独特的结构特性,所以在生物化学,药理学和材料科学等领域对乳油进行了研究.

结构式图片

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合成工艺路线路线简述

    📜2-氨基-4-羟基蝶啶置于高氯酸体系中,化学反应 0.42H,以46%的收率获得产物2,4-二羟基蝶啶
    参考文献:Lumazine 和黄嘌呤的一步合成:Lumazine 和高氯酸的第一个共晶体,具有独特的一水合氢离子 (H5O2+) 介导的 Lumazine 二聚体超分子组装
    标题:Lumazine 和黄嘌呤的一步合成:Lumazine 和高氯酸的第一个共晶体,具有独特的一水合氢离子 (H5O2+) 介导的 Lumazine 二聚体超分子组装
    摘要:高氯酸介导的一步合成 Lumazine 衍生物从蝶呤和黄嘌呤从鸟嘌呤合成.然而,蝶呤的 2-新戊酰氨基衍生物经过新戊酰氨基的简单水解,产生游离蝶呤化合物,但未获得 2-氧代衍生物,即 Lumazine 化合物.通过 H5O2+ 的独特氢键桥接 Lumazine 的两个氢键二聚体,与高氯酸水溶液形成共晶 21,构建了一种新型超分子组装体.相比之下,N2-Pivaloyl-6-Bromo-5-Deazapterin 被简单地水解形成质子化的 Deazapterin 22,它形成独特的六元环状氢键结构,导致反应生成聚合物超分子组装.(© Wiley-Vch Verlag Gmbh & Co. Kgaa,69451 Weinheim,Germany,2007)
    DOI:10.1002/ejoc.200700271

    专利信息


    专利号:US-9605019-B2
    优先权日:2011-07-19
    标 题:Methods for the synthesis of functionalized nucleic acids
    发明人:VERDINE GREGORY L; MEENA; IWAMOTO NAOKI; BUTLER DAVID CHARLES DONNELL
    权利人:VERDINE GREGORY L; MEENA; IWAMOTO NAOKI; BUTLER DAVID CHARLES DONNELL; WAVE LIFE SCIENCES LTD
    摘要:The present application, among other things, provides technologies, e.g., reagents, methods, etc. for preparing oligonucleotides comprising phosphorothiotriesters linkages, e.g., oligonucleotides having the structure of IIIa, IIIb or IIIc. In some embodiments, provided methods comprise reacting an H-phosphonate of structure Ia or Ib with a silylating reagent to provide a silyloxyphosphonate, and reacting the silyloxyphosphonate with a thiosulfonate reagent of structure IIa or IIb to provide an oligonucleotide of structure IIIa or IIIb. In some embodiments, provided methods comprise reacting an H-phosphonate of structure Ic with a silylating reagent to provide a silyloxyphosphonate, reacting the silyloxyphosphonate with a bis(thiosulfonate) reagent of structure IVc to provide a phosphorothiotriester comprising a thiosulfonate group of structure Vc, and then reacting the phosphorothiotriester comprising a thiosulfonate group of structure Vc with a nucleophile of structure VIc to provide an oligonucleotide of structure IIIc.

    专利号:US-9695211-B2
    优先权日:2008-12-02
    标题 :Method for the synthesis of phosphorus atom modified nucleic acids
    发明人:WADA TAKESHI; SHIMIZU MAMORU
    权利人:WAVE LIFE SCIENCES JAPAN INC
    摘要:Described herein are methods of syntheses of phosphorous atom-modified nucleic acids comprising chiral X-phosphonate moieties. The methods described herein provide backbone-modified nucleic acids in high diasteteomeric purity via an asymmetric reaction of an achiral molecule comprising a chemically stable H-phosphonate moiety with a nucleoside/nucleotide.

    专利号:US-12428442-B2
    优先权日:2017-06-21
    标题 :Compounds, compositions and methods for synthesis
    发明人:BUTLER DAVID CHARLES DONNELL; HENCKEN CHRISTOPHER P; IWAMOTO NAOKI; KANDASAMY PACHAMUTHU; LANAO ALVARO ANDRES; LU GENLIANG; SHIMIZU MAMORU; DIVAKARAMENON SETHUMADHAVAN; VARGEESE CHANDRA; BOMMINENI GOPAL REDDY; MARAPPAN SUBRAMANIAN
    权利人:WAVE LIFE SCIENCES LTD
    摘要:The present disclosure, among other things, provides technologies for synthesis, including reagents and methods for stereoselective synthesis. In some embodiments, the present disclosure provides compounds useful as chiral auxiliaries. In some embodiments, the present disclosure provides reagents and methods for oligonucleotide synthesis. In some embodiments, the present disclosure provides reagents and methods for chirally controlled preparation of oligonucleotides. In some embodiments, technologies of the present disclosure are particularly useful for constructing challenging internucleotidic linkages, providing high yields and stereoselectivity.

    专利号:WO-0044727-B1
    优先权日:1999-01-30
    标题:Inhibitors for the biosynthesis of vitamin b2 and method for producing same
    发明人:BACHER ADELBERT; CUSHMAN MARK S; KIS KLAUS; MIHALIC JEFFREY T; YANG DONGLAI; MAVANDADI FARAHNAZ; KUGELBREY KARL B
    权利人:BACHER ADELBERT; CUSHMAN MARK S; KIS KLAUS; MIHALIC JEFFREY T; YANG DONGLAI; MAVANDADI FARAHNAZ; KUGELBREY KARL B
    摘要:The invention relates to a class of inhibitors of general formula (I, II, III and IV) for the biosynthesis of vitamin B2. The invention also relates to a method for producing the same. The inhibitors are effective for inhibiting lumazine synthesis and/or riboflavin synthesis. They can be used as active agents in herbicides, fungicides or bactericides.

    专利号:US-2018222936-A1
    优先权日:2011-07-19
    标 题:Methods for the synthesis of functionalized nucleic acids

    专利号:US-11975061-B2
    优先权日:2018-09-05
    标题:Protective immunity enhanced Salmonella vaccine (PIESV) against Brucella spp
    发明人:CURTISS III ROY
    权利人:UNIV FLORIDA
    摘要:Bacterial pathogens have evolved means to succeed as pathogens by infecting without recognition by receptors triggering innate immunity, by suppressing induction of immunity and by inducing immune responses to antigens that confer no protectives immunity. Embodiments described herein circumvent these abilities in Salmonella so as to provide a vector system that induces maximal protective immune responses. Another major problem in using live attenuated bacterial vaccine vectors is the accumulation of attenuating mutations that confer a virulence and safety but which decrease the ability of the vaccine to invade cells in the MALT to colonize and persist in internal effector lymphoid tissues. The embodiments disclosed herein solve this problem in multiple ways by using regulated delayed in vivo shut off of virulence genes, regulated delayed synthesis of recombinant protective antigens and regulated delayed lysis in vivo to confer biological containment with no persistence of vaccine cells and no survival if excreted.

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    合成参考文献


    摘要:Chimica Therapeutica., 3(100), 1968
    摘要:W. Pfleiderer. Chem. Ber. 90, 2582 (1957).
    摘要:E. Lippert and H. Prigge. Z. Elektrochem. 64, 662 (1960).
    摘要:A. Albert, D. J. Brown and G. Cheeseman, J. Chem. Soc. 1951, 474.
    摘要:W. Pfleiderer, Chem. Ber. 90, 2582 (1957).
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