2,4-dichloro-6-((trimethylsilyl)ethynyl)-1,3,5-triazine | 38180-90-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 2,4-dichloro-6-((trimethylsilyl)ethynyl)-1,3,5-triazine
• 英文别名: 2,4-Dichloro-6-[2-(trimethylsilyl)ethynyl]-1,3,5-triazine；2-(4,6-dichloro-1,3,5-triazin-2-yl)ethynyl-trimethylsilane
• CAS: 38180-90-4
• 化学式: C₈H₉Cl₂N₃Si
• 分子量: 246.171
• InChiKey: MFMUBMBOPYZCAT-UHFFFAOYSA-N

物化性质

• 沸点：
  352.2±25.0 °C(Predicted)
• 密度：
  1.28±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.41
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  38.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,4-dichloro-6-((trimethylsilyl)ethynyl)-1,3,5-triazine 在 四丁基氟化铵 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 49.0h， 生成 6-ethynyl-N²,N⁴-diisopentyl-1,3,5-triazine-2,4-diamine
  参考文献：
  名称：

  1,2,3-Triazole-based inhibitors of Porphyromonas gingivalis adherence to oral streptococci and biofilm formation

  摘要：

  The development and use of small-molecule inhibitors of the adherence of Porphyromonas gingivalis to oral streptococci represents a potential therapy for the treatment of periodontal disease as these organisms work in tandem to colonize the oral cavity. Earlier work from these laboratories demonstrated that a small synthetic peptide was an effective inhibitor of the interaction between P. gingivalis and Streptococcus gordonii and that a small-molecule peptidomimetic would provide a more stable, less expensive and more effective inhibitor. An array of 2-(azidomethyl)- and 2-(azidophenyl)-4,5-diaryloxazoles having a full range of hydrophobic groups were prepared and reacted with substituted arylacetylenes to afford the corresponding 'click' products. The title compounds were evaluated for their ability to inhibit P. gingivalis' adherence to oral streptococci and several were found to be inhibitory in the range of (IC50) 5.3-67 mu M. (C) 2016 The Authors. Published by Elsevier Ltd. This is an open access article under the CC BY-NC-ND license (http://creativecommons.orgilicensesiby-nc-nd/4.0/).

  DOI：

  10.1016/j.bmc.2016.08.059
• 作为产物：
  描述：

  三聚氯氰 、 三甲基乙炔基硅 在 正丁基锂 、 zinc(II) chloride 、 四(三苯基膦)钯 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以20%的产率得到2,4-dichloro-6-((trimethylsilyl)ethynyl)-1,3,5-triazine
  参考文献：
  名称：

  氢键合酞菁-per二酰亚胺组装体的合成及其光物理性质。

  摘要：

  超分子酞菁-per二酰亚胺供体-受体阵列已通过使用三聚氰胺/ per二酰亚胺基序进行组装。ylene二酰亚胺组分的光激发提供了单重态激发态能量向能量较低的酞菁的转导。

  DOI：

  10.1039/b921363e

文献信息

• [EN] ANTI-BIOFILM COMPOUNDS<br/>[FR] COMPOSÉS ANTI-BIOFILM
  申请人：UNIV LOUISVILLE RES FOUND

  公开号：WO2013016206A1

  公开（公告）日：2013-01-31

  The present invention provides non-peptide compounds of formula (I) wherein: X is -(C1-C8)allcyl-, aryl or -aryl(C1-C8)alkyl-; Y is -(C1-C8)alkyl- or absent; W is heteroaryl, (C3-C7)carbocycle or aryl, wherein any heteroaryl, (C3-C7)carbocycle or, aryl of W is optionally substituted with one or more (e.g. 1, 2, 3, 4 or 5) Z1 groups; R1 is (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl or aryl, wherein aryl is optionally substituted with one or more (e.g. 1, 2, 3, 4 or 5) groups selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, halo(C1-C3)alkyl, -CN, NO2, halogen, -ORa, -SRa, -S(O)2NRbRc, -NRbRc, -NRaCORd, -C(O)Ra, -C(O)ORa, and -C(O)NRbRc; R2 is (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)Jalkynyl or aryl, wherein aryl is optionally substituted with one or more (e.g. 1, 2, 3, 4 or 5) groups selected from (C1-C8)alkyl, (C2-C8)alkenyl, (C2-C8)alkynyl, (C3-C7)carbocycle, halo(C1-C3)alkyl, -CN, NO2, halogen, -ORe, -SRe, -S(O)2NRfRg, -NRfRg -NReCORh, -C(O)Re, -C(O)ORe and -C(O)NRfRg; I that mimic the streptococcal; SspB Adherence Region (BAR) and function as inhibitors of P. gingivalis adherence to streptococci. The invention also provides methods of making and using the inhibitors.

  本发明提供了式(I)的非肽化合物，其中：X为-(C1-C8)烷基，芳基或-芳基(C1-C8)烷基-；Y为-(C1-C8)烷基或不存在；W为杂环芳基，(C3-C7)碳环或芳基，其中W的任何杂环芳基，(C3-C7)碳环或芳基可以选择性地用一个或多个(Z1)基团取代；R1为(C1-C8)烷基，(C2-C8)烯基，(C2-C8)炔基或芳基，其中芳基可以选择性地用一个或多个(C1-C8)烷基，(C2-C8)烯基，(C2-C8)炔基，(C3-C7)碳环，卤代(C1-C3)烷基，-CN，NO2，卤素，-ORa，-SRa，-S(O)2NRbRc，-NRbRc，-NRaCORd，-C(O)Ra，-C(O)ORa和-C(O)NRbRc基团中的一个或多个取代；R2为(C1-C8)烷基，(C2-C8)烯基，(C2-C8)炔基或芳基，其中芳基可以选择性地用一个或多个(C1-C8)烷基，(C2-C8)烯基，(C2-C8)炔基，(C3-C7)碳环，卤代(C1-C3)烷基，-CN， ，卤素，-ORe，-SRe，-S(O)2NRfRg，-NRfRg，-NReCORh，-C(O)Re，-C(O)ORe和-C(O)NRfRg基团中的一个或多个取代；I模拟链球菌SspB粘附区（BAR）并作为P. gingivalis粘附于链球菌的抑制剂。该发明还提供了制备和使用这些抑制剂的方法。
• ‘Second-generation’ 1,2,3-triazole-based inhibitors of <i>Porphyromonas gingivalis</i> adherence to oral streptococci and biofilm formation
  作者：Pravin C. Patil、Jinlian Tan、Donald R. Demuth、Frederick A. Luzzio

  DOI：10.1039/c8md00405f

  日期：——

  This study details the design, synthesis and bioassay of ‘click’ peptidomimetic compounds which inhibit the adherence of P. gingivalis to S. gordonii, a primary step toward pathogenic colonization of the subgingival pocket.

  这项研究详细介绍了设计、合成和生物测定“点击”肽类模拟化合物，这些化合物抑制了牙龈脓毒性链球菌（P. gingivalis）附着到戈登氏链球菌（S. gordonii），这是病原体在龈下袋中定植的主要步骤。
• Synthesis and liquid crystalline properties of new triazine-basedπ-conjugated macromolecules with chiral side groups
  作者：Nihat AKKURT、Mohammed Hadi Ali AL-JUMAILI、Hale OCAK、Fatih ÇAKAR、Lokman TORUN

  DOI：10.3906/kim-1912-51

  日期：——

  this study, we reported the synthesis of a new tribranched macromolecule liquid crystal with triazine in the centre. The central triazine core is bonded via sequences of Sonigashira coupling to 3 triazine unites through acetylenic bridges. The triazines at the periphery are substituted with 2 chiral citronellyloxy side groups. The salt of the resulting star-shaped macromolecule, which was oily at room

  在这项研究中，我们报道了一种以三嗪为中心的新型三支化高分子液晶的合成。中心三嗪核心通过 Sonigashira 偶联序列与通过乙炔桥连接的 3 个三嗪结合。外围的三嗪被2个手性香茅氧基侧基取代。所得星形高分子与4-十二烷氧基苯甲酸以1:1的比例形成的盐在室温下为油状，呈现出近晶C（SmC）中间相。使用 DSC（差示扫描量热法）和 POM（偏光光学显微镜）研究有机盐的液晶性质。