CAS: 1123-54-2; 8-Azaadenine

该化合物是热循环化合物,其特征是其结合的三联苯和火利米丁环,有助于其独特的化学特性;该化合物的特点是三联苯环7位置上的一个氨基组,增强了其氢结合和反振动的潜力;它通常是晶状固体,在极溶剂中表现出中等溶解性,在许多含氮的乙基循环中很常见;多氮原子在其结构中的存在往往具有基本性,使其得以参与各种化学反应,包括核循环医学替代以及与金属离子的协调;该化合物由于其潜在的生物活动,包括抗微生物和抗扰动特性,对医药化学具有兴趣;此外,其结构特征使得有可能进一步修改其药理学特征;

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CAS号118-70-7 4,5,6-三氨基嘧啶 | CAS号1004-39-3 4,6-二氨基-2-巯基嘧啶水合物 | CAS号77022-74-3 4H-1,2,3-Triazo... | CAS号6312-55-6 3H-1,2,3-Triazo... | CAS号4229-57-6 5-(5-amino-2,4,...

合成工艺路线路线简述

    4,5,6-三氨基嘧啶置于溶剂黄146,Sodium Nitrite体系中,化学反应生成8-氮杂腺嘌呤
    参考文献:Studies In Chemotherapy. Viii. Methionine And Purine Antagonists And Their Relation To The Sulfonamides1
    标题:Studies In Chemotherapy. Viii. Methionine And Purine Antagonists And Their Relation To The Sulfonamides1
    摘要:
    Doi:10.1021/ja01218A043

    专利信息


    专利号:US-2004242897-A1
    优先权日:2002-07-31
    标题 :Universal support media for synthesis of oligomeric compounds
    发明人:GUZAEV ANDREI P; MANOHARAN MUTHIAH
    摘要:Compounds for the synthesis of oligomeric compounds, particularly oligonucleotides and oligonucleotide mimetics, are provided. In addition, methods for functionalizing a support medium with a first monomeric subunit and methods for the synthesis of oligomeric compounds utilizing the novel compounds bound to support media are provided.

    专利号:US-2024092821-A1
    优先权日:2020-03-31
    标题:Synthesis of oligonucleotides and related compounds
    发明人:ZHONG MINGHONG; JIN YI; GALA DINESH; PRHAVC MARIJA
    权利人:JANSSEN BIOPHARMA INC
    摘要:Methods of synthesizing oligonucleotides via new intermediates on a cleavable support having an azidomethyl moiety are disclosed. The method comprises multiple reaction cycles, each of which comprises sequential coupling a nucleoside or oligonucleotide subunit on a cleavable support having an azidomethyl moiety and a nucleoside phosphoramidite or an oligonucleotide phosphoramidite, capping, oxidation/thiolation and deblocking; followed by orthogonal cleavage of the azidomethyl support while keeping all other protecting groups intact. The method can be used in combination with a support moiety for either solid phase or liquid phase oligo synthesis. The soluble support facilitates homogeneous reactions and efficient separations by simple precipitation. The methods also provide novel intermediates useful in the synthesis of oligonucleotide conjugates.

    专利号:US-10751419-B2
    优先权日:2014-05-01
    标题:Method for synthesis of reactive conjugate clusters
    发明人:MIGAWA MICHAEL T; YU JINGHUA; WAN W BRAD; PATEL SAYTEN P; VASQUEZ GUILLERMO; KINBERGER GARTH A; PRAKASH THAZHA P; SETH PUNIT P; SWAYZE ERIC E
    权利人:IONIS PHARMACEUTICALS INC
    摘要:Provided herein are improved methods for the synthesis of reactive conjugate clusters and intermediates used in such methods. In particular, improvements are provided that enhance the synthesis of reactive conjugate clusters by reducing the number of synthetic steps required. The reactive conjugate clusters prepared using the improved methods don't include any transacylation impurities that are formed using existing methods. The improved methods also provide an increase in overall yield and a cost benefit over existing methods.

    专利号:WO-2004011474-A1
    优先权日:2002-07-31
    标题:Universal support media for synthesis of oligomeric compounds
    发明人:GUZAEV ANDREI P; MANOHARAN MUTHIAH; RAVIKUMAR VASULINGA T; KUMAR RAJU K
    权利人:ISIS PHARMACEUTICALS INC; GUZAEV ANDREI P; MANOHARAN MUTHIAH; RAVIKUMAR VASULINGA T; KUMAR RAJU K
    摘要:Compounds for the synthesis of oligomeric compounds, particularly oligonucleotide and oligonucleotide mimetics, are provided. In addition, methods for functionalizing a support medium with a first monomeric subunit and methods for the synthesis of oligomeric compounds utilizing the novel compounds bound to support media are provided.

    专利号:US-6653468-B1
    优先权日:2002-07-31
    标 题 :Universal support media for synthesis of oligomeric compounds
    发明人:GUZAEV ANDREI P; MANOHARAN MUTHIAH
    权利人:ISIS PHARMACEUTICALS INC
    摘要:Compounds for the synthesis of oligomeric compounds, particularly oligonucleotides and oligonucleotide mimetics, are provided. In addition, methods for functionalizing a support medium with a first monomeric subunit and methods for the synthesis of oligomeric compounds utilizing the novel compounds bound to support media are provided.

    专利号:WO-2023039068-A1
    优先权日:2021-09-08
    标题:Compositions and methods for synthesis of peptide nucleic acid intermediates
    发明人:COULL JAMES M; GILDEA BRIAN D
    权利人:NEUBASE THERAPEUTICS INC
    摘要:The present disclosure provides intermediates for the synthesis of peptide nucleic acid (PNA) backbones and monomers, such as cyclic intermediates, and methods of making the same.
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    主要参考文献


    1: Minton JA, Rapp M, Stoffer AJ, Schultes NP, Mourad GS. Heterologous complementation studies reveal the solute transport profiles of a two-member nucleobase cation symporter 1 (NCS1) family in Physcomitrella patens. Plant Physiol Biochem. 2016 Mar;100:12-17. doi: 10.1016/j.plaphy.2015.12.014. Epub 2015 Dec 29. doi: 10.3390/molecules21010044. doi: 10.1021/acs.jpcb.5b06861. Epub 2015 Oct 1. doi: 10.1016/j.niox.2013.04.005. Epub 2013 Apr 26. doi: 10.1021/jp3091599. Epub 2012 Nov 19. doi: 10.1107/S0108270110043088. Epub 2010 Oct 26. doi: 10.1007/s00299-010-0906-9. Epub 2010 Aug 6. doi: 10.1021/jp905433s. doi: 10.1016/j.febslet.2008.12.048. Epub 2008 Dec 31. doi: 10.1111/j.1472-765X.2008.02456.x. doi: 10.1155/MBD.2000.313.
    13: Gómez-Coca RB, Holý A, Vilaplana RA, González-Vílchez F, Sigel H. Nickel(II), copper(II) and zinc(II) complexes of 9-[2- (phosphonomethoxy)ethyl]-8-azaadenine (9,8aPMEA), the 8-aza derivative of the antiviral nucleotide analogue 9-[2-(phosphonomethoxy)ethyl] adenine (PMEA). Quantification of four isomeric species in aqueous solution. Bioinorg Chem Appl.
    2004:331-52. doi: 10.1155/S1565363304000202.

    合成参考文献


    摘要:A. Albert and K. Tratt. J. Chem. Soc., C 1968, 344.
    参考文献:10.1007/bf01560724
    摘要:Mehta KD, Gupta RS. Novel mutants of CHO cells resistant to adenosine analogs and containing biochemically altered form of adenosine kinase in cell extracts. Somatic Cell and Molecular Genetics. 1986 Jan;12(1):21–31. doi: 10.1007/bf01560724.
    参考文献:10.1016/0006-2952(95)02070-5
    摘要:Naguib FN, Iltzsch MH, el Kouni MM, Panzica RP, el Kouni MH. Structure-activity relationships for the binding of ligands to xanthine or guanine phosphoribosyl-transferase from Toxoplasma gondii. Biochem Pharmacol. 1995 Nov 09;50(10):1685–93. doi: 10.1016/0006-2952(95)02070-5.
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