1,3-bis(isothiocyanatomethyl)cyclohexane

• 分子结构分类: 有机化合物 - 有机硫化合物 - 异硫氰酸盐
• 英文名称: 1,3-bis(isothiocyanatomethyl)cyclohexane
• 化学式: C₁₀H₁₄N₂S₂
• 分子量: 226.367
• InChiKey: GIPMNZCHEOHCGK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  14
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  88.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-乙酰-L-半胱氨酸 、 1,3-bis(isothiocyanatomethyl)cyclohexane 在 碳酸氢钠 作用下， 以 水 、 异丙醇 为溶剂， 以29%的产率得到1,3-bis[N-[(N-acetyl-L-cystein-S-yl)thiocarbamoyl]methyl]cyclohexane
  参考文献：
  名称：

  Synthesis and biological activity of diisothiocyanate-derived mercapturic acids

  摘要：

  This Letter deals with new non-natural diisothiocyanates, their mercapturic acid derivatives-conjugated with N-acetylcysteine as well as their antiproliferative activity towards human colon cancer cell lines and their inhibitory potency towards histone deacetylase activity. The activity of analysed isothio-cyanates is not significantly different than their N-acetylcysteine conjugates. In comparison to simple mono-isothiocyanate analogues, aliphatic diisothiocyanates and their conjugates are much more active than the simple presence of two isothiocyanate functionalities could indicate. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.045
• 作为产物：
  描述：

  1,3-环己二甲胺 在 4-二甲氨基吡啶 、 二碳酸二叔丁酯 、 三乙胺 作用下， 反应 0.5h， 生成 1,3-bis(isothiocyanatomethyl)cyclohexane
  参考文献：
  名称：

  NSCLC Structure-activity Relationship (SAR) Study of Diisothiocyanates for Antiproliferative Activity on A549 Human Non-small Cell Lung Carcinoma (NSCLC)

  摘要：

  异硫氰酸酯官能团（-N=C=S）被广泛认为是天然异硫氰酸酯化合物（ITCs）的抗癌效应中的重要部分。在这里，合成了一系列双异硫氰酸酯（diITCs）衍生物，并在A549人类非小细胞肺癌和IMR90人类胎肺细胞系上进行了抗增殖实验，以进行结构-活性关系（SAR）和癌细胞选择性研究。结果表明，脂肪族和苄基双异硫氰酸酯对A549细胞的细胞毒性比天然的ITCs（苄基异硫氰酸酯（BITC）和苯基异硫氰酸酯（PITC））以及目前可用的抗癌药物依托泊苷更高。芳香族双异硫氰酸酯则不太活跃。值得注意的是，本研究报道的大多数diITCs对抑制癌细胞（A549）的增殖比正常细胞（IMR90）具有更高的选择性，这为修改diITCs的化学结构以获得抗非小细胞肺癌药物提供了指导。

  DOI：

  10.2174/1570178615666181011145219

文献信息

• COMPOSITION FOR OPTICAL MATERIAL
  申请人：MITSUBISHI GAS CHEMICAL COMPANY, INC.

  公开号：EP1319966A1

  公开（公告）日：2003-06-18

  The composition for optical materials of the present invention contains at least one compound represented by the following Formula 1: wherein R1, R2 and R3 are each independently C1-C10 hydrocarbyl or hydrogen; X1, X2 and X3 are each independently S, Se or Te; Y1, Y2 and Y3 are each independently -Sa-[(CH2)bS]cH, a is an integer from 0 to 2, b is an integer from 0 to 4, and c is an integer from 0 to 2, and a compound reactive to the compound of Formula 1. A resin produced by curing a composition containing the compound of Formula 1 by polymerization has a high refractive index, and suitable as various optical materials.

  本发明的光学材料组合物含有至少一种由下式 1 表示的化合物： 其中R1、R2和R3各自独立地为C1-C10烃基或氢；X1、X2和X3各自独立地为S、Se或Te；Y1、Y2和Y3各自独立地为-Sa-[(CH2)bS]cH，a为0至2的整数，b为0至4的整数，c为0至2的整数，以及与式1化合物反应的化合物。通过聚合固化含有式 1 化合物的组合物而产生的树脂具有高折射率，适合用作各种光学材料。
• POLYMERIZATION CATALYST FOR POLYTHIOURETHANE OPTICAL MATERIAL, POLYMERIZABLE COMPOSITION CONTAINING THE CATALYST, POLYTHIOURETHANE RESIN OBTAINED FROM THE COMPOSITION, AND METHOD FOR PRODUCING THE RESIN
  申请人：Mitsui Chemicals, Inc.

  公开号：EP2065414A1

  公开（公告）日：2009-06-03

  By using an amine hydrochloride represented by the formula (1) as a catalyst, a polythiourethane resin which is suitably used for a transparent resin for optical use, can be obtained without using an organotin compound which has been conventionally used as a catalyst for polythiourethane resins and without being affected by the acidity of an additive: wherein R1, R2 and R3 independently represent a monovalent or higher valent linear aliphatic, branched aliphatic, cyclic aliphatic or aromatic organic residue which may have a hydroxyl group or an amino group; and R1, R2 and R3 may be arbitrarily bonded to each other to form a ring.

  使用由式（1）表示的胺盐酸盐作为催化剂，可以获得一种适合用于光学用透明树脂 的聚硫氨酸树脂，而无需使用传统上用作聚硫氨酸树脂催化剂的有机锡化合物，也不会 受到添加剂酸性的影响： 其中 R1、R2 和 R3 独立地代表一价或更高价的线性脂肪族、支链脂肪族、环状脂肪族或芳香族有机残基，可带有羟基或氨基；R1、R2 和 R3 可任意地相互键合以形成环。
• METHOD FOR PRODUCING INTERNAL MOLD RELEASE AGENT FOR OPTICAL MATERIAL, INTERNAL MOLD RELEASE AGENT FOR OPTICAL MATERIAL, AND POLYMERIZABLE COMPOSITION INCLUDING THE SAME
  申请人：Mitsui Chemicals, Inc.

  公开号：EP2497791A1

  公开（公告）日：2012-09-12

  The process for producing an internal mold release agent for an optical material of the present invention includes a step of heating, to a range of 80°C to 140°C, a composition including (a) a phosphoric ester compound, and (b) an alcohol compound containing an aliphatic alcohol having 1 to 10 carbon atoms and/or aromatic alcohol, when the total amount of (a) and (b) is 100% by weight, the alcohol compound (b) is included in an amount equal to or more than 2.5% by weight.

  本发明的光学材料内脱模剂的生产工艺包括以下步骤：将包括(a) 磷酸酯化合物和(b) 含有 1 至 10 个碳原子的脂肪醇和/或芳香醇的醇类化合物的组合物加热至 80°C 至 140°C，当(a)和(b)的总量为 100%（按重量计）时，醇类化合物(b)的含量等于或大于 2.5%（按重量计）。
• RESIN AND SURFACE PROTECTION PLATE OR AUTOMOTIVE MATERIAL
  申请人：Sumitomo Chemical Company, Ltd.

  公开号：EP3327052A1

  公开（公告）日：2018-05-30

  Provided is a resin including both a structural unit derived from a monomer having a carbon-carbon double bond at a terminal thereof and a structural unit derived from a polyrotaxane compound, wherein the polyrotaxane compound is a compound substituted with a (meth)acryloyl group or a group containing a (meth)acryloyl group, the polyrotaxane includes optionally substituted cyclodextrin, a linear molecule clathrated in the optionally substituted cyclodextrin in a skewer shape, and a capping group for preventing the optionally substituted cyclodextrin from leaving, the capping group being located at a terminal of the linear molecule clathrated in the optionally substituted cyclodextrin in a skewer shape, and the weight average molecular weight of the linear molecule clathrated in the optionally substituted cyclodextrin in a skewer shape is greater than or equal to 21000 and less than or equal to 500000.

  本发明提供了一种树脂，该树脂包括衍生自末端具有碳碳双键的单体的结构单元和衍生自聚二十六烷化合物的结构单元，其中聚二十六烷化合物是被(甲基)丙烯酰基或含有(甲基)丙烯酰基的基团取代的化合物，聚二十六烷包括任选取代的环糊精、呈串状凝集在任选取代的环糊精中的线性分子以及用于防止任选取代的环糊精离开的封端基团，封端基团位于呈串状凝集在任选取代的环糊精中的线性分子的末端、和用于防止任选取代的环糊精离开的封端基团，封端基团位于呈串状包覆在任选取代的环糊精中的线性分子的末端，且呈串状包覆在任选取代的环糊精中的线性分子的重量平均分子量大于或等于 21000，小于或等于 500000。
• Resin and surface protective plate or automotive material
  申请人：SUMITOMO CHEMICAL COMPANY, LIMITED

  公开号：US10647784B2

  公开（公告）日：2020-05-12

  Provided is a resin including both a structural unit derived from a monomer having a carbon-carbon double bond at a terminal thereof and a structural unit derived from a polyrotaxane compound, wherein the polyrotaxane compound is a compound substituted with a (meth)acryloyl group or a group containing a (meth)acryloyl group, the polyrotaxane includes optionally substituted cyclodextrin, a linear molecule clathrated in the optionally substituted cyclodextrin in a skewer shape, and a capping group for preventing the optionally substituted cyclodextrin from leaving, the capping group being located at a terminal of the linear molecule clathrated in the optionally substituted cyclodextrin in a skewer shape, and the weight average molecular weight of the linear molecule clathrated in the optionally substituted cyclodextrin in a skewer shape is greater than or equal to 21000 and less than or equal to 500000.

  本发明提供了一种树脂，该树脂包括衍生自末端具有碳碳双键的单体的结构单元和衍生自聚二十六烷化合物的结构单元，其中聚二十六烷化合物是被(甲基)丙烯酰基或含有(甲基)丙烯酰基的基团取代的化合物，聚二十六烷包括任选取代的环糊精、呈串状凝集在任选取代的环糊精中的线性分子以及用于防止任选取代的环糊精离开的封端基团，封端基团位于呈串状凝集在任选取代的环糊精中的线性分子的末端、和用于防止任选取代的环糊精离开的封端基团，封端基团位于呈串状包覆在任选取代的环糊精中的线性分子的末端，且呈串状包覆在任选取代的环糊精中的线性分子的重量平均分子量大于或等于 21000，小于或等于 500000。