CAS: 76823-93-3; 2-(4-(((2-Cyanoethyl)Thio)Methyl)Thiazol-2-yl)Guanidine

该化合物是一种化学化合物,其特性为独特的硫诺和guanidine功能组,该物质通常具有与硫卓和guanidine有关的特性,例如潜在的生物活动和极地溶剂中的溶解性.西诺乙基奥组的存在表明它可能参与核分裂反应,从而引起对合成有机化学的兴趣.其结构表明它有可能在制药中应用,特别是在研制抗微生物或抗硫酸性制剂方面.此外,该化合物由于其具有形成氢结合的能力,因此可能表现出与生物目标的具体互动.然而,有必要对其毒性,稳定性和特定再活性进行详细研究,以充分了解其特性和在各个领域的潜在应用,包括医药化学和农用化学.

结构式图片

物理性质

MSDS等安全信息

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统一分类与标签REACH注册ECHA物质工作场所安全标识要求ECHA物质C&L通报REACH预注册废弃物危险特性清单

上下游产品

3-(2-Aminothiazol-4-Yl-Methylthio)Propionitrile 76823-89-7
2-(4-(氯甲基)噻唑-2-基)胍 94/2007B 81152-53-6
3-<<(2-Thioureido-4-Thiazolyl)Methyl>Thio>Propionitrile 76823-91-1

合成工艺路线路线简述

    📜3-<<<2-(S-Methylisithioureido)-4-Thiazolyl>Methyl>Thio>Propionitrile Hydroiodide置于氨,氯化铵体系中,用 甲醇 作为反应溶剂,化学反应 15.0H,以51.45%的收率获得产物3-(2-胍基-噻唑-4-基甲硫)-丙腈
    参考文献:组胺h2受体拮抗剂.1. N-氰基和n-氨基甲酰基am衍生物的合成及其生物学活性.
    标题:组胺h2受体拮抗剂.1. N-氰基和n-氨基甲酰基am衍生物的合成及其生物学活性.
    摘要:制备了大量的n-氰基am衍生物作为潜在的组胺h2受体拮抗剂,并评估了它们对组胺刺激豚鼠离体右心房变时反应的抑制作用.评价了几种选择的化合物作为组胺在麻醉狗中诱导的胃酸分泌的抑制剂.这些化合物中,呋喃(8C)和[(二氨基亚甲基)氨基]噻唑衍生物(16C)在两种测定中均比西咪替丁更有效.与胍系列相反,在氰基am的末端氮上的甲基取代对活性是有害的.此外,氰基am的酸水解得到氨基甲酰基am,其被证明比氰基am具有更高的活性,与胍的情况相反.
    DOI:10.1021/jm00373A007

    海关参考信息

    专利信息


    专利号:US-5856500-A
    优先权日:1997-03-11
    标题:Synthesis of thiazole derivatives
    发明人：MATTHEWS MICHAEL D; MALCOLM ARCELIO J
    权利人:ALBEMARLE CORP
    摘要:N- 4-(Cyanoethylthiomethyl)-2-thiazolyl!guanidine, is prepared by (a) mixing 1,3-dihaloacetone and 2-imino-4-thiobiuret in a suitable polar organic solvent at initial temperatures of about -10° to about 25° C., and agitating the mixture at about -10° to about 60° C. for at least about 1 hour; (b) heating the resultant mixture at about 40° to about 60° C. for at least about 0.5 hour; (c) mixing with the mixture from (b), thiourea and then water at about 40° to about 60° C. for a period of at least about 1 hour; (d) removing liquid polar solvent from the mixture of (c); and (e) mixing with the mixture from (d), 3-halopropionitrile and water-soluble alcohol, ether, or ether-alcohol, followed by aqueous alkali metal hydroxide while maintaining the temperature at below about 20° C., to form N- 4-(cyanoethylthiomethyl)-2-thiazolyl!guanidine. The process avoids isolating and purifying any of the intermediates, and can be conducted in the same vessel, as a 'one-pot' synthesis.

    专利号:WO-9840367-A1
    优先权日:1997-03-11
    标题:Novel thiazole derivatives and their preparation
    发明人：RAMACHANDRAN VENKATARAMAN; MALCOLM ARCELIO J
    权利人:ALBEMARLE CORP
    摘要:1-(4-Bromomethyl-2-thiazolyl)guanidine, and its acid addition salts, especially 1-(4-bromomethyl-2-thiazolyl)guanidine hydrobromide are novel compounds useful as starting materials for the synthesis of famotidine. These compounds can be produced without need for prolonged reaction periods at extremely low temperatures by mixing 1,3-dibromoacetone and 2-imino-4-thiobiuret in a suitable reaction medium. Moreover, the novel compounds can be selectively synthesized in good yield and purity from a raw material containing a combination of structurally similar analogs of 1,3-dibromoacetone.

    专利号:WO-9840368-A1
    优先权日:1997-03-11
    标题 :Synthesis of thiazole derivatives

    专利号:WO-9840369-A1
    优先权日:1997-03-11
    标题 :Synthesis of thiazole derivatives

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    合成参考文献


    摘要:Kleemann, A.; Engel, J.; Kutscher, B.; Reichert, D., Pharmaceutical Substances[Online], Thieme: Stuttgart, (2003).
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