CAS: 1004-40-6; 6-Amino-2-Thioxo-2,3-Dihydropyrimidin-4(1H)-One

该化合物是具有氨基和硫磷功能组的三环化合物,其核心为基,具有氨基和硫磷功能组.这种结构具有独特的反应性,使它在有机合成和制药应用中成为有价值的中间体. 存在核阴性(氨基)和电光性(硫磷)场地,可以多功能地衍生,从而能够建造复杂的异性循环. 它在温和条件下的稳定性,与普通试剂的兼容性增强了其在药用化学中的用途,特别是在生物活性分子的开发方面. 化合物定义明确的晶状形式确保了一贯的纯度,有利于在研究和工业过程中产生可复制的结果. 它的平衡溶性特征进一步支持了多种合成应用.

结构式图片

相似化合物

100643-27-4 873-83-6 1122-67-4

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合成工艺路线路线简述

    6-Amino-1-Benzyl-2-Thioxo-4(3H)-Pyrimidinone置于氨,Sodium体系中,用81%的收率获得6-氨基-2-硫脲嘧啶
    参考文献:通过化学酶促策略合成 [1',2',5',2-13C4]-2'-Deoxy-D-腺苷,以标记 215 种碳 13 和氮 15 同位素中的任何一种
    标题:通过化学酶促策略合成 [1',2',5',2-13C4]-2'-Deoxy-D-腺苷,以标记 215 种碳 13 和氮 15 同位素中的任何一种
    摘要:已选择酶促反式-N-糖基化作为将[13C1]-腺嘌呤与[13C3]-2-脱氧-D-核糖偶联的首选方法.标记腺嘌呤碱基的酶促戊糖基化是在两步/一锅反应中实现的,从标记在糖环中的胸苷开始,而不是在胸腺嘧啶碱基处.这种胸苷磷酸化酶催化(tp 催化)和嘌呤核苷磷酸化酶催化(pnp 催化)转氨反应的效率通过所得 [1',2',5',2-13C4]-2'-脱氧-D-腺苷.为了验证腺嘌呤和糖中的所有碳和氮位置以及位置组合都可以以最低成本被 13C 和 15N 取代,每个步骤都经过优化,以尽可能定量地转化市售和同位素高度富集 (99%) 的合成子(乙醛,乙酸,氨,苄胺,甲酸,甲胺,氰化钾,硫氰酸钾和亚硝酸钠).(© Wiley-Vch Verlag Gmbh,69451 Weinheim,Germany,2002)
    Doi:10.1002/1099-0690(200207)2002:14<2356::Aid-Ejoc2356>3.0.Co;2-S

    专利信息


    专利号:US-6818633-B2
    优先权日:2001-06-29
    标题:Antiviral compounds and methods for synthesis and therapy
    发明人:BALZARINI JAN M R; DE CLERCQ ERIK D A; HOLY ANTONIN
    权利人:ACAD OF SCIENCE CZECH REPUBLIC; REGA STICHTING
    摘要:Novel compounds are provided having formula (I)whereR1, R2, R3, R4, Z, X and * are defined herein. Also provided are antiviral methods for use and processes for synthesis of the compounds of formula (I).

    专利号:US-4849513-A
    优先权日:1983-12-20
    标 题 :Deoxyribonucleoside phosphoramidites in which an aliphatic amino group is attached to the sugar ring and their use for the preparation of oligonucleotides containing aliphatic amino groups
    发明人:SMITH LLOYD M; FUNG STEVEN; KAISER ROBERT J
    权利人:CALIFORNIA INST OF TECHN
    摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

    专利号:US-5118802-A
    优先权日:1983-12-20
    标 题:DNA-reporter conjugates linked via the 2' or 5'-primary amino group of the 5'-terminal nucleoside
    发明人:SMITH LLOYD M; FUNG STEVEN; KAISER JR ROBERT J
    权利人:CALIFORNIA INST OF TECHN
    摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

    专利号:US-5118800-A
    优先权日:1983-12-20
    标 题 :Oligonucleotides possessing a primary amino group in the terminal nucleotide
    发明人:SMITH LLOYD M; FUNG STEVEN; KAISER JR ROBERT J
    权利人:CALIFORNIA INST OF TECHN
    摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieties may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

    专利号:US-5015733-A
    优先权日:1983-12-20
    标题 :Nucleosides possessing blocked aliphatic amino groups
    发明人:SMITH LLOYD M; FUND STEVEN; KAISER JR ROBERT J
    权利人:CALIFORNIA INST OF TECHN
    摘要:The invention consists of compounds and methods for the synthesis of oligonucleotides which contain one or more free aliphatic amino groups attached to the sugar moieties of the nucleoside subunits. The synthetic method is versatile and general, permitting amino groups to be selectively placed at any position on oligonucleotides of any composition or length which is attainable by current DNA synthetic methods. Fluorescent dyes or other detectable moieites may be covalently attached to the amino groups to yield the corresponding modified oligonucleotide.

    专利号:US-2017275287-A1
    优先权日:2014-08-22
    标 题 :Novel n2, n4, n7, 6-tetrasubstituted pteridine-2,4,7-triamine and 2, 4, 6, 7-tetrasubstituted pteridine compounds and methods of synthesis and use thereof
    发明人:LIPFORD GRAYSON B; ZEPP CHARLES M
    权利人:JANUS BIOTHERAPEUTICS INC
    摘要:Compounds as immune system modulators bearing a pteridine core are described. A pharmaceutical composition comprising the same, methods of making the same, and a method for treating or preventing autoimmunity disease using the same are described.
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    合成参考文献


    摘要:Kwiecień, H., Science of Synthesis Knowledge Updates, (2018) 3, 167.
    摘要:von Angerer, S., Science of Synthesis Knowledge Updates, (2011) 1, 164.
    摘要:von Angerer, S., Science of Synthesis Knowledge Updates, (2011) 1, 318.
    摘要:von Angerer, S., Science of Synthesis Knowledge Updates, (2011) 1, 460.
    摘要:T. Okano and S. Kojima. J. Pharm. Soc. (Japan) 86, 547 (1966).
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