5-吡啶-4-噻吩-2-甲醛 | 129770-69-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 5-吡啶-4-噻吩-2-甲醛
• 英文名称: 5-(pyridin-4-yl)thiophene-2-carbaldehyde
• 英文别名: 5-pyridin-4-ylthiophene-2-carbaldehyde
• CAS: 129770-69-0
• 化学式: C₁₀H₇NOS
• mdl: MFCD06802777
• 分子量: 189.238
• InChiKey: SZPFXOQATCPCET-UHFFFAOYSA-N

物化性质

• 熔点：
  132.5-134°C
• 沸点：
  352.1±32.0 °C(Predicted)
• 密度：
  1.269±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  5-吡啶-4-噻吩-2-甲醛 在 manganese(IV) oxide 、 异丙基氯化镁 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 13.08h， 生成
  参考文献：
  名称：

  直接取代的芳炔基甲醇可提供各种末端乙炔结构单元

  摘要：

  为了开发用于抗甲氧苄啶的细菌的下一代抗叶酸药物，需要合成方法来制备在炔丙基位置具有各种取代基的3-芳基丙炔的不同阵列。寻求直接途径，其中将乙炔亲核加成至芳基甲醛中，然后还原或取代所得炔丙醇。这些容易获得的醇类的直接还原，甲基化和二甲基化可有效利用这种罕见的功能阵列。另外，在炔丙基醇的还原中观察到不寻常的硅烷交换反应。

  DOI：

  10.1021/acs.orglett.6b03438
• 作为产物：
  描述：

  4-溴吡啶 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride lithium diisopropyl amide 作用下， 以 乙醚 为溶剂， 反应 6.0h， 生成 5-吡啶-4-噻吩-2-甲醛
  参考文献：
  名称：

  Facile, Regioselective Synthesis of Highly Solvatochromic Thiophene-Spaced N-Alkylpyridinium Dicyanomethanides for Second-Harmonic Generation

  摘要：

  The facile and clean synthesis of a navel class of highly solvatochromic chromophores 1 is reported. Compounds 1 are push-pull systems containing a negatively charged dicyanomethanide as a donor group and a positively charged N-alkylpyridinium as an acceptor group. The terminal polar functions are spaced by a thiophene-based moiety containing one or two heterocyclic rings and none, one, or two ethylene bridges. Chromophores 1 have been obtained through a general synthetic scheme involving, as the last step, the 100% regioselective alkylation of the precursor bidentate anions 2, where two competing nucleophilic sites, one neutral at the pyridic nitrogen and one anionic at the carbanionic carbon of the dicyanomethanide group, are present. The unprecedented highly regioselective attack of the alkylating agent onto the neutral pyridic nitrogen rather than the highly charged carbanionic carbon has been also confirmed in the case of the intermolecular competition. Multinuclear (C-13 and N-15) NMR spectroscopy has been used to investigate the structure and the extent of intramolecular charge transfer in 1, which are shown to exist in the ground state as highly charge-separated zwitterionic systems. Experimental results are discussed and compared with semiempirical (PM3) computations. The solvatochromic response of compounds 1, among the highest ever reported in the literature for similar systems, candidates this class of compounds as very attractive active components of nonlinear optical materials.

  DOI：

  10.1021/jo970059x

文献信息

• COMPOUND USED AS AUTOPHAGY REGULATOR, AND PREPARATION METHOD THEREFOR AND USES THEREOF
  申请人：WIGEN BIOMEDICINE TECHNOLOGY (SHANGHAI) CO., LTD.

  公开号：US20200190066A1

  公开（公告）日：2020-06-18

  It is related to compounds used as autophagy modulators and a method for preparing and using the same, specifically providing a compound of general formula (I), or pharmaceutically acceptable salts thereof, which is a type of autophagy modulators, particularly mammalian ATG8 homologues modulators.

  该内容涉及作为自噬调节剂的化合物及其制备和使用方法，具体提供了一类具有通用公式(I)的化合物，或其药用可接受盐，这是一种自噬调节剂，特别是哺乳动物ATG8同源物调节剂。
• [EN] COMPOUNDS, PREPARATIONS AND USES THEREOF<br/>[FR] COMPOSÉS, LEURS PRÉPARATIONS ET LEURS UTILISATIONS
  申请人：PETER MACCALLUM CANCER INST

  公开号：WO2011075784A1

  公开（公告）日：2011-06-30

  The present invention provides novel compounds of the Formula (I), pharmaceutical compositions comprising such compounds and methods for using such compounds as agents or drugs for inhibiting perforin activity and for treating a subject at risk of or susceptible to a disease or disorder, or having a disease or disorder associated with undesirable perforin activity.

  本发明提供了式（I）的新化合物，包括这些化合物的药物组合物以及使用这些化合物作为抑制穿孔素活性的药剂或药物，用于治疗患有与不良穿孔素活性相关的疾病或紊乱、或处于患有风险或易感染某种疾病或紊乱的受试者的方法。
• Synthesis and evaluation of thiophene-based guanylhydrazones (iminoguanidines) efficient against panel of voriconazole-resistant fungal isolates
  作者：Vladimir Ajdačić、Lidija Senerovic、Marija Vranić、Marina Pekmezovic、Valentina Arsic-Arsnijevic、Aleksandar Veselinovic、Jovana Veselinovic、Bogdan A. Šolaja、Jasmina Nikodinovic-Runic、Igor M. Opsenica

  DOI：10.1016/j.bmc.2016.01.058

  日期：2016.3

  inhibited C. albicans yeast to hyphal transition, essential for its biofilm formation, while 11 and 18 were able to disperse preformed Candida biofilms. All guanylhydrazones showed the equal potential to interact with genomic DNA of C. albicans in vitro, thus indicating a possible mechanism of their action, as well as possible mechanism of observed cytotoxic effects. Tested compounds did not have significant

  使用简单的两步程序以高收率合成了一系列新的基于噻吩的胍基hy​​dr（亚氨基胍）。与临床使用的药物伏立康唑相比，针对多种医学上重要的真菌菌株（包括酵母，霉菌和皮肤真菌）对化合物的抗真菌活性进行了评估。还使用人肺成纤维细胞系和溶血测定法测定了化合物的细胞毒性。所有鸟嘌呤showed均显示出对多种临床上重要的念珠菌，烟曲霉，尖孢镰刀菌，犬小孢子菌和毛癣菌的广谱活性。，在某些情况下与伏立康唑的活性相当或更好。更重要的是，化合物10，11，13，14，18和21表现出对耐伏立康唑，优异的活性白色念珠菌CA5具有非常低的最低抑菌浓度（MIC）值<2微克毫升-1。苯环上带有溴的衍生物14是最有效的化合物，MIC的范围为0.25至6.25μgmL -1。然而，双脒腙18在治疗指数值方面显示出更好的选择性。对斑马鱼的体内胚胎毒性（斑马鱼）显示的改进的毒性谱11，14和18相比，该伏立康唑。大多数胍hydr
• Effective bimetallic composite catalysts for the synthesis of arylated furans and thiophenes in aqueous media
  作者：Nikolay A. Bumagin、Sergey K. Petkevich、Alexey V. Kletskov、Roman S. Alekseyev、Vladimir I. Potkin

  DOI：10.1007/s10593-019-02492-8

  日期：2019.6

  heterogeneous catalysts Pd–Ni(Co)–B–L (Ni(Co):Pd = 9:1). The obtained composites were highly active as catalysts of Suzuki reaction in aqueous media, allowing to develop convenient methods for the synthesis of heterobiaryls containing furyl and thienyl rings.

  N-（4,6-二甲基嘧啶-2-基）-5-苯基异恶唑-3-羧酰胺被用作配体，以获得双金属含硼多相催化剂Pd-Ni（Co）-B-L（Ni（Co）： Pd = 9：1）。所获得的复合材料在水性介质中作为Suzuki反应的催化剂具有很高的活性，从而为开发含呋喃基和噻吩基环的杂二芳基化合物提供了便捷的方法。
• Bistable Solid-State Fluorescence Switching in Photoluminescent, Infinite Coordination Polymers
  作者：Jincheol Kim、Youngmin You、Seong-Jun Yoon、Jong H. Kim、Boseok Kang、Sang Kyu Park、Dong Ryeol Whang、Jangwon Seo、Kilwon Cho、Soo Young Park

  DOI：10.1002/chem.201701656

  日期：2017.7.26

  Photo-functional infinite coordinated polymers (ICPs) were synthesized that consist of the photochromic dithienylethene (DTE) and a luminescent bridging unit to give enhanced fluorescence in the solid state. We could fabricate well-ordered micropatterns of these ICPs by a soft-lithographic method, which repeatedly showed high contrast on–off fluorescence switching.

  合成了由光致变色二噻吩乙烯（DTE）和发光桥联单元组成的光功能性无限配位聚合物（ICPs），以增强固态荧光。我们可以通过软光刻方法制造这些ICP的有序微图案，该方法反复显示出高对比度的开-关荧光切换。