CAS: 31891-06-2; Ethyl 2-Aminothiophene-3-Carboxylate

该化合物是一种有机化合物,其特点是其硫苯环结构,即五人组成的含有硫磺的芳香热循环循环,该化合物具有氨基氨基化合物(-NH2)和乙酯功能组的特点,有助于其活性及有机合成的潜在应用.以乙酯为形式的碳本体酸碱性动物的存在,增强了其在有机溶剂中的溶性,使其在各种化学反应中有用.该化合物一般在室温下是固体,在标准条件下可能具有中度稳定性.其独特的结构允许在制药,农用化学品和作为中间分子合成中的潜在应用.此外,氨基化合物可以参与氢联结,影响其物理特性和再活性.

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合成工艺路线路线简述

    1,4-Dithiane-2,5-Dithiol,氰乙酸乙酯置于吗啉,Sulfur,三乙胺体系中,用 乙醇,N,N-二甲基甲酰胺 用作溶剂,以71%的收率获得2-氨基噻吩-3-甲酸乙酯
    参考文献:Thieno[3,2-C]Pyran-4-One Based Novel Small Molecules: Their Synthesis,Crystal Structure Analysis And In Vitro Evaluation As Potential Anticancer Agents
    标题:Thieno[3,2-C]Pyran-4-One Based Novel Small Molecules: Their Synthesis,Crystal Structure Analysis And In Vitro Evaluation As Potential Anticancer Agents
    摘要:Novel Thieno[3,2-C]Pyran-4-One Based Small Molecules Were Designed As Potential Anticancer Agents. Expeditious Synthesis Of These Compounds Was Carried Out Via A Multi-Step Sequence Consisting Of Few Steps Such As Gewald Reaction,Sandmeyer Type Iodination,Sonogashira Type Coupling Followed By Iodocyclization And Then Pd-Mediated Various C-C Bond Forming Reactions. The Overall Strategy Involved The Construction Of Thiophene Ring Followed By The Fused Pyranone Moiety And Then Functionalization At C-7 Position Of The Resultant Thieno[3,2-C]Pyran-4-One Framework. Some Of The Compounds Synthesized Showed Selective Growth Inhibition Of Cancer Cells In Vitro Among Which Two Compounds For Example,5D And 6C Showed Ic50 Values In The Range Of 2.0-2.5 Mu M. The Crystal Structure Analysis Of An Active Compound Along With Hydrogen Bonding Patterns And Molecular Arrangement Present Within The Molecule Is Described. (C) 2012 Elsevier Ltd. All Rights Reserved.
    Doi:10.1016/j.Bmcl.2012.04.109

    海关参考信息

    专利信息


    专利号:US-8034895-B2
    优先权日:2004-02-04
    标题 :Conjugated thiophenes having conducting properties and synthesis of same
    发明人:SKENE WILLIAM G
    权利人:UNIV MONTREAL
    摘要:The present invention relates to conjugated oligomers and polymers comprising aromatic thiophene cores. The conjugated materials are obtained by simple and efficient condensation of an aryl diamine and an aryl dialdehyde or a bifunctional aryl moiety comprising both an aldehyde and an amine. Condensation of the complementary moieties at temperatures ranging from ambient to refluxing temperatures in various solvents resulted in conjugated oligomers and polymers that can subsequently be cast into thin films. Oligomerization and polymerization can be done under mild conditions with removal of the resulting water bi-product responsible for shifting the equilibrium in favor of the conjugated products. The resulting conjugated compounds can be made conducting with dopants affording electrically conducting materials of either p-type or n-type conductors depending on the dopant selected.

    专利号:US-2006084805-A1
    优先权日:2004-09-30
    标题:Synthesis of thienopyridinone compounds and related intermediates

    专利号:US-2007287842-A1
    优先权日:2004-02-04
    标题 :Conjugated Thiophenes Having Conducting Properties and Synthesis of Same

    专利号:US-2012004386-A1
    优先权日:2004-02-04
    标题 :Conjugated thiophenes having conducting properties and synthesis of same

    专利号:WO-2005073265-A1
    优先权日:2004-02-04
    标题 :Conjugated thiophenes having conducting properties and synthesis of same

    专利号:US-4670560-A
    优先权日:1986-04-28
    标 题:Thienopyrimidine-2,4-dione derivatives and intermediates thereof
    发明人:PRESS JEFFERY B; RUSSELL RONALD K
    权利人:ORTHO PHARMA CORP
    摘要:The synthesis of thienopyrimidine-2,4-dione derivatives and their urea intermediates is described. The novel urea intermediates and thienopyrimidine-2,4-dione derivatives are generally vasodilating agents and anti-hypertensive agents. The compounds are useful as cardiovascular agents.
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    合成参考文献


    摘要:Shen, Q.; Guo, F.; Hartwig, J. F., Science of Synthesis: Cross Coupling and Heck-Type Reactions, (2012) 2, 188.
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