(1-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)-1H-1,2,3-triazol-4-yl)methanol | 929200-08-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (1-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)-1H-1,2,3-triazol-4-yl)methanol
• 英文别名: 4-hydroxymethyl-1-(2-(perfluorohexyl)ethyl)-1H-1,2,3-triazole；((1-(2-perfluorohexyl)ethyl)-1H-1,2,3-triazol-4-yl)methanol；[1-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluoro-octyl)-1H-[1,2,3]triazol-4-yl]-methanol；[1-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)triazol-4-yl]methanol
• CAS: 929200-08-8
• 化学式: C₁₁H₈F₁₃N₃O
• 分子量: 445.183
• InChiKey: QJOLQHGSGWFXKX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  50.9
• 氢给体数：
  1
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  (1-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)-1H-1,2,3-triazol-4-yl)methanol 在 Jones reagent 、 碳酸氢钠 作用下， 以 乙醇 、 丙酮 为溶剂， 反应 0.58h， 生成 N-((1-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)-1H-1,2,3-triazol-4-yl)methylene)-1-phenylmethanamine oxide
  参考文献：
  名称：

  新型1,2,3-三唑取代的-N-烷基/芳基硝酮衍生物的合成，抗炎和抗癌活性

  摘要：

  分三个步骤制备了一系列新颖的1,2,3-三唑取代的N-苯基硝酮衍生物5a–e，该过程从1-取代的1,2,3-三唑-4-甲醛2开始，通过席夫碱的形成，然后还原通过氧化。同样，从化合物2开始，与N-烷基羟胺盐酸盐反应，即可一步制备1,2,3-三唑取代的N-烷基硝酮衍生物6a-p。筛选所有最终化合物针对各种癌细胞系的抗炎和抗癌活性。在测试的化合物中，化合物5a，5d，6a，图6b，6m和6o显示出对IL-1β分泌的显着抑制，作为抗炎活性的量度。化合物5b，5c，6h，6i和6o对所有细胞系（A549，COLO 205，MDA-MB 231和PC-3）表现出显着的活性，IC 50值小于15μM。

  DOI：

  10.1016/j.ejmech.2014.04.052
• 作为产物：
  描述：

  1-碘-1H,1H,2H,2H-全氟辛烷 在 sodium azide 、 copper(II) acetate monohydrate 作用下， 以 水 、 丙酮 、 叔丁醇 为溶剂， 反应 26.0h， 生成 (1-(3,3,4,4,5,5,6,6,7,7,8,8,8-tridecafluorooctyl)-1H-1,2,3-triazol-4-yl)methanol
  参考文献：
  名称：

  Synthesis of novel 1-substituted triazole linked 1,2-benzothiazine 1,1-dioxido propenone derivatives as potent anti-inflammatory agents and inhibitors of monocyte-to-macrophage differentiation

  摘要：

  化合物12g，12i和12l通过抑制单核细胞分化来调节促炎细胞因子的产生。

  DOI：

  10.1039/c5md00171d

文献信息

• Fluorous 1,2,3-Triazol-4-ylmethyl Amines and Amine Derivatives for Novel Surfactant Applications
  作者：Dominic V. Francis、Jason B. Harper、Roger W. Read

  DOI：10.1071/ch14458

  日期：——

  A series of fluorous surfactants with additional functionality were generated through the attachment of substituents at the amino nitrogen atom of the surfactant moiety. Examples of molecules containing one and two triazole ring systems were synthesized through N-alkylation and N-acylation strategies.

  通过在表面活性剂分子的氨基氮原子上连接取代基，产生了一系列具有附加功能的氟表面活性剂。通过 N-烷基化和 N-酰基化策略合成了含有一个和两个三唑环系统的分子。
• Titration characteristics of fluorous 1,2,3-triazol-4-ylmethyl ethers, bis(1,2,3-triazol-4-ylmethyl) ethers and bis(1,2,3-triazol-4-ylmethyl) amines
  作者：Dominic V. Francis、Jason B. Harper、Roger W. Read

  DOI：10.1016/j.jfluchem.2016.10.012

  日期：2016.12

  changes in chemical shift of the H5 triazolyl signals provide consistent information that support weak but evident cooperativity between the triazolyl rings in bis-triazolylmethyl ethers. This is overridden by replacement of the ether oxygen with a secondary amino group, but similar principles apply in subsequent protonation. An attempt is made to interpret the cooperative behavior.

  用1 H NMR光谱法检测了用樟脑磺酸滴定的一系列氟双（1,2,3-三唑-4-基甲基）分子，以研究质子化时可能发生的任何构象变化；设想该信息将有助于预测其作为配体的潜力。基于质子平衡常数和H5三唑基信号化学位移变化的结构活性关系提供了一致的信息，该信息支持双三唑基甲基醚中三唑基环之间的弱但明显的协同作用。这可以通过用仲氨基取代醚氧来取代，但是类似的原理适用于随后的质子化。试图解释合作行为。
• FLUOROSILANES
  申请人：Herzog Axel Hans-Joachim

  公开号：US20090143598A1

  公开（公告）日：2009-06-04

  Fluoroalkyl silanes are a class of compounds useful for various industrial purposes. For example, fluoroalkyl silanes which have hydrolysable groups (called hydrolysable fluoroalkyl silanes), are compounds useful as surface treatment agents which provide durable hydrophobic and oleophobic coatings. In general, hydrolysable fluoroalkyl silanes can be represented with the following formula: (RO—) 3 Si—R T wherein R is H or an alkyl; and R T is a monovalent organic compound terminated by a perfluoroalkyl group. When used to coat a surface, the (RO—) 3 moiety reacts (via hydrolysis) with various chemical groups of the surface (e.g., hydroxyl, amine, or other reactive groups) thereby bonding the fluoroalkyl silane to the surface The R T moiety comprises a divalent organic linking group which links the silicon atom to a terminal group rich in fluorine atoms whose unique electronic properties impart desirable hydrophobic and oleophobic properties in a surface coating. Modification of the R T moiety is useful in the engineering of fluoroalkyl silanes. The present invention provides for fluoroalkyl silanes having R T moieties which have not been heretofore considered.

  氟烷基硅烷是一类在各种工业用途中有用的化合物。例如，具有可水解基团（称为可水解氟烷基硅烷）的氟烷基硅烷是作为表面处理剂有用的化合物，可以提供耐久的疏水和疏油涂层。通常，可水解氟烷基硅烷可以用以下公式表示：(RO—)₃Si—RT，其中R为H或烷基；RT是以全氟烷基基团为末端的一价有机化合物。当用于涂覆表面时，(RO—)₃基团通过水解与表面的各种化学基团（如羟基、胺基或其他反应性基团）发生反应，从而将氟烷基硅烷与表面结合。RT基团包括一种双价有机连接基团，将硅原子与富含氟原子的末端基团连接起来，其独特的电子性质赋予涂层中理想的疏水和疏油性能。对RT基团的修改对于工程氟烷基硅烷是有用的。本发明提供了具有未被考虑过的RT基团的氟烷基硅烷。
• Triazole-containing fluorinated urethanes and ureas
  申请人：Acosta Jose Erick

  公开号：US20070066785A1

  公开（公告）日：2007-03-22

  A polymer having at least one urethane or urea linkage prepared by contacting (1) at least one diisocyanate, polyisocyanate, or mixture thereof, (2) at least one triazole-containing fluorinated alcohol or triazole-containing fluorinated amine, and then with (3) water or sufficient linking agent to react with all remaining isocyanate groups is disclosed.

  本发明揭示了一种至少具有一种脲或脲基的聚合物，其制备方法包括：(1)接触至少一种二异氰酸酯、多异氰酸酯或其混合物，(2)接触至少一种三唑含氟醇或三唑含氟胺，然后(3)与水或足够的连接剂接触以与所有剩余的异氰酸酯基反应。
• FLUOROALKYL SILANES
  申请人：Herzog Axel Hans-Joachim

  公开号：US20120022266A1

  公开（公告）日：2012-01-26

  The present invention is directed to a fluorosilane represented by (L) 3 -Si—(CH 2 ) n —(Z 1 ) a —[C(X 1 )] x —(Z 2 ) l -Q 1 -R f where each n is independently an integer from 1 to 12; L is independently chosen from a hydrolysable or non-hydrolysable monovalent group; R f is chosen from a C 2 -C 12 perfluoroalkyl provided that: i) one fluorine atom of the perfluoroalkyl can be optionally replaced by hydrogen, and/or ii) the perfluoroalkyl can be optionally interrupted by at least one oxygen, methylene, or ethylene; Q 1 is chosen from the group consisting of a C 2 -C 12 hydrocarbylene optionally interrupted by at least one divalent organic group; X 1 is chosen from O or S; —Z 2 is —NH— and Z 1 is from the group consisting of —O—, and —S—; each R 1 is independently chosen from hydrogen, phenyl, or a monovalent C 1 -C 8 alkyl optionally terminated by —C 6 H 5 , preferably H or CH 3 .

  本发明涉及一种氟硅烷，其表示为(L)3-Si—(CH2)n—(Z1)a—[C(X1)]x—(Z2)l-Q1-Rf，其中n独立地为1到12的整数；L独立地选择自可水解或不可水解的一价基团；Rf选择自C2-C12全氟烷基，条件是：i）全氟烷基的一个氟原子可选地被氢取代，和/或ii）全氟烷基可选地被至少一个氧、亚甲基或乙烯间隔；Q1选择自C2-C12烃基烷基，可选地被至少一个二价有机基团中断；X1选择自O或S；—Z2为—NH—，Z1选择自—O—和—S—；每个R1独立地选择自氢、苯基或一价C1-C8烷基，可选地终止于—C6H5，优选H或CH3。