2-(噻唑-2-基亚甲基)丙二腈 | 771565-96-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-(噻唑-2-基亚甲基)丙二腈
• 英文名称: 2-(thiazol-2-ylmethylene)malononitrile
• 英文别名: (1,3-Thiazol-2-ylmethylene)malononitrile；2-(1,3-thiazol-2-ylmethylidene)propanedinitrile
• CAS: 771565-96-9
• 化学式: C₇H₃N₃S
• 分子量: 161.187
• InChiKey: QVHFIPMPSLSKPH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  88.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(噻唑-2-基亚甲基)丙二腈 在 甲醇 、 sodium tetrahydroborate 作用下， 反应 0.5h， 以57.9%的产率得到2-(thiazol-2-ylmethyl)malononitrile
  参考文献：
  名称：

  Fluoroalkane thioheterocyclic derivatives and their antitumor activity

  摘要：

  Two series of novel trifluorobutenyl derivatives of heterocyclic with convenient and efficient synthesis methods and their antitumor activity on three cell lines have been reported for the first time. The derivatives were synthesized by the nucleophilic substitution between 4-bromo-1,1,2-trifluorobutene-1-ene and commercially available nitrogen-containing heterocycles with sulfydryl or monosubstituted malononitrile. The twenty-four new compounds were characterized by (HNMR)-H-1, (CNMR)-C-13 and HR-MS. Totally, thirty-seven compounds were evaluated for the antitumor activity on three cancer cell lines (SH-SY5Y, MCF-7 and HepG2) using conventional MIT assay. The pharmacological results indicated that the compounds 3c, 3h, 4c, 8, 9, 10 and 11 showed potent to moderate antitumor activity against three cancer cell lines, with IC50 values ranging between 0.4 mu M and 41.5 mu M. Even though they had less active than the reference compound taxol against MCF-7 and HepG2 lines, but they were better than the reference compound noscapine against SH-SY5Y cells, especially the compound 3h with a IC50 value of 0.4 mu M. (C) 2015 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2015.02.031
• 作为产物：
  描述：

  2-醛基噻唑 、 丙二腈 在 alkyne tagged Zr/Co metal-organic framework 作用下， 以 乙醇 为溶剂， 反应 0.05h， 以92.4%的产率得到2-(噻唑-2-基亚甲基)丙二腈
  参考文献：
  名称：

  二炔标记的金属-有机框架的共价改性策略，以获得有效的多相催化剂以形成 C-C 键

  摘要：

  有机和无机构建块用于构建一类具有巨大化学可调性的金属有机框架 (MOF)。在这项研究中，通过溶剂热预合成获得了一种新型的带有二炔标记的锆基 MOF UiO-66-(炔) 2，它为合成后的修饰提供了潜在的共价结合位点。在此基础上，扩展了基于共价键的温和合成后改性策略，以引入多种金属，以及一系列同构定制材料（UiO-66-炔烃-Co、UiO-66-(炔烃-Co) 2和UiO- 66-(炔-Ni) 2 ) 与贱金属Ni 或Co 被成功设计和合成。其中，二炔标记为UiO-66-(alkyne-Co) 2据我们所知，作为 Knoevenagel 反应的多相催化剂，在室温下仅 5 分钟即可完全转化苯甲醛，比报道的 MOF 催化剂更快。此外，UiO-66-(alkyne-Co) 2在五次循环后仍保持较高的稳定性和功能性，并且在克级放大实验中也保持了催化活性，表明UiO-66-(alkyne-Co) 2具有在

  DOI：

  10.1039/d1nj04982h

文献信息

• Mixture of dyes for magenta dye donor for thermal color proofing
  申请人：EASTMAN KODAK COMPANY

  公开号：EP0486995A1

  公开（公告）日：1992-05-27

  A magenta dye-donor element for thermal dye transfer comprises a support having thereon a dye layer comprising a mixture of a yellow dye and a magenta dye dispersed in a polymeric binder, the magenta dye having the formula: wherein:    R¹ is hydrogen or a substituted or unsubstituted alkyl or allyl group of from 1 to 6 carbon atoms, with the proviso that R¹ is hydrogen when X is alkoxy;    X is R¹, an alkoxy group of from 1 to 4 carbon atoms or taken together with R² represents the atoms which form a 5- or 6-membered heterocyclic ring;    R² is a substituted or unsubstituted alkyl or allyl group of from 1 to 6 carbon atoms or can be combined with X as described above;    R³ is a substituted or unsubstituted alkyl group of from 1 to 6 carbon atoms or a substituted or unsubstituted aryl group of from 6 to 10 carbon atoms;    J is CO, CO₂, -SO₂- or CONR⁵-;    R⁴ is a substituted or unsubstituted alkyl or allyl group of from 1 to 6 carbon atoms, or a substituted or unsubstituted aryl group of from 6 to 10 carbon atoms; and    R⁵ is hydrogen or R³.

  一种用于热染料转移的洋红色染料捐赠元件包括一个支撑体，支撑体上有一个染料层，染料层由分散在聚合物粘合剂中的黄色染料和洋红色染料的混合物组成，洋红色染料的化学式为 其中 R¹为氢或1至6个碳原子的取代或未取代的烷基或烯丙基，但当X为烷氧基时，R¹为氢； X 是 R¹、1 至 4 个碳原子的烷氧基或与 R² 一起代表构成 5 或 6 元杂环的原子； R² 是 1 至 6 个碳原子的取代或未取代的烷基或烯丙基，或如上所述与 X 结合； R³ 是 1-6 个碳原子的取代或未取代的烷基或 6-10 个碳原子的取代或未取代的芳基； J 是 CO、CO₂、-SO₂- 或 CONR⁵-； R⁴ 是 1 至 6 个碳原子的取代或未取代的烷基或烯丙基，或 6 至 10 个碳原子的取代或未取代的芳基；以及 R⁵ 是氢或 R³。
• Mixture of cyan and yellow dyes to form a green hue for color filter array element
  申请人：EASTMAN KODAK COMPANY

  公开号：EP0518349A1

  公开（公告）日：1992-12-16

  A thermally-transferred color filter array element comprising a support having thereon a polymeric dye image-receiving layer containing a thermally-transferred image comprising a repeating pattern of colorants, one of the colorants being a mixture of a yellow dye and a cyan dye to form a green hue, said cyan dye having the formula: wherein:    R represents hydrogen; a substituted or unsubstituted alkyl group having from 1 to 8 carbon atoms; a cycloalkyl group having from 5 to 8 carbon atoms; a substituted or unsubstituted alkenyl group having from 2 to 8 carbon atoms; or a substituted or unsubstituted aralkyl group having from 7 to 14 carbon atoms;    R¹ represents R; a substituted or unsubstituted acyl group having from 2 to 9 carbon atoms; a substituted or unsubstituted aroyl group having from 7 to 18 carbon atoms; or a substituted or unsubstituted heteroaroyl group having from 2 to 10 carbon atoms;    each J independently represents hydrogen; halogen; or a substituted or unsubstituted alkyl or alkoxy group having from 1 to 6 carbon atoms; and    n is from 1 to 3.

  一种热转印彩色滤光片阵列元件，包括一个支架，支架上有一个聚合物染料图像接收层，该层含有热转印图像，该图像包括着色剂的重复图案，其中一种着色剂是黄色染料和青色染料的混合物，形成绿色色调，所述青色染料的化学式为 其中 R 代表氢；具有 1 至 8 个碳原子的取代或未取代的烷基；具有 5 至 8 个碳原子的环烷基；具有 2 至 8 个碳原子的取代或未取代的烯基；或具有 7 至 14 个碳原子的取代或未取代的芳烷基； R¹ 代表 R；具有 2 至 9 个碳原子的取代或未取代的酰基；具有 7 至 18 个碳原子的取代或未取代的芳基；或具有 2 至 10 个碳原子的取代或未取代的杂芳基； 每个 J 独立地代表氢；卤素；或具有 1 至 6 个碳原子的取代或未取代的烷基或 烷氧基；以及 n 为 1 至 3。
• Tandem C−C Bond-Forming Processes: Interception of the Pd-Catalyzed Decarboxylative Allylation of Allyl Diphenylglycinate Imines with Activated Olefins
  作者：Andrew A. Yeagley、Melissa A. Lowder、Jason J. Chruma

  DOI：10.1021/ol901745x

  日期：2009.9.3

  Interception of the Pd-catalyzed decarboxylative allylation of allyl diphenylglycinate Imines with appropriately functionalized Michael acceptors, followed by Heck cyclization, allows for the efficient construction of relatively complex organoamine frameworks in one reaction vessel. The initial intercepted decarboxylative allylation Is remarkably insensitive toward solvent and catalyst, typically proceeding under ambient conditions.
• US5061676A
  申请人：——

  公开号：US5061676A

  公开（公告）日：1991-10-29
• US5147844A
  申请人：——

  公开号：US5147844A

  公开（公告）日：1992-09-15