1,12-diisothiocyanatododecane | 105214-58-2

• 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: 1,12-diisothiocyanatododecane
• 英文别名: 1,12-diisothiocyanatedodecane；1,12-isothiocyanate dodecane
• CAS: 105214-58-2
• 化学式: C₁₄H₂₄N₂S₂
• 分子量: 284.49
• InChiKey: VFHJZSHCDXOHJV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  18
• 可旋转键数：
  13
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  1,12-diisothiocyanatododecane 、 tert-butyl N-[(2R,3R,4R,5S,6S)-2-[(2S,3S,4R,5R)-2-(2-aminoethylsulfanylmethyl)-5-[(1R,2R,3S,5R,6S)-2-[(2R,3R,4R,5S,6R)-4,5-dihydroxy-3-[(2-methylpropan-2-yl)oxycarbonylamino]-6-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]oxan-2-yl]oxy-6-hydroxy-3,5-bis[(2-methylpropan-2-yl)oxycarbonylamino]cyclohexyl]oxy-4-hydroxyoxolan-3-yl]oxy-4,5-dihydroxy-6-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]oxan-3-yl]carbamate 在 吡啶 、 4-二甲氨基吡啶 作用下， 生成
  参考文献：
  名称：

  Influence of linker length in shape recognition of B∗ DNA by dimeric aminoglycosides

  摘要：

  DNA-protein recognition has shown us the importance of DNA shapes in the recognition process. Specific high-affinity targeting of DNA shapes by small molecules is desirable for many biological applications that involve regulation of DNA based processes. Here, the effect of linker length and rigidity on the affinity of a conjugated neomycin dimer for a specific DNA shape (B* form) AT-rich DNA was explored. Binding constants approximating 10(8) M (1) for optimal linker lengths of 18-19 atoms are reported herein. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.04.082
• 作为产物：
  描述：

  在 1,2,3,4,5,6,7,8-八硫杂环辛烷 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 反应 4.0h， 以80%的产率得到1,12-diisothiocyanatododecane
  参考文献：
  名称：

  通过胺催化异氰化物与元素硫的硫化来合成更可持续的异硫氰酸酯。

  摘要：

  异硫氰酸酯 (ITC) 通常使用胺和高毒性试剂（例如硫光气、其衍生物或 CS2）来制备。在这项工作中，对使用异氰化物、元素硫和胺的多组分反应 (MCR) 的研究表明，可以使用硫和催化量的胺碱，特别是 DBU（低至 2 mol%）将异氰化物转化为异硫氰酸盐。这种新的催化反应在可持续性方面进行了优化，特别是考虑到在适度加热 (40 °C) 下使用 Cyrene™ 或 γ-丁内酯 (GBL) 等良性溶剂。进一步优化柱色谱纯化，通过保持产品的高纯度来减少废物的产生。因此，E 因子低至 0.989，并且通过在催化条件下转化 20 种不同的异氰化物，同时获得中等到高产率 (34-95%)，显示了这种简单程序的多功能性。

  DOI：

  10.1039/d0ra10436a

文献信息

• Development of the First Oral Bioprecursors of Bis-alkylguanidine Antimalarial Drugs
  作者：Mélissa Degardin、Sharon Wein、Jean-Frédéric Duckert、Marjorie Maynadier、Alexandre Guy、Thierry Durand、Roger Escale、Henri Vial、Yen Vo-Hoang

  DOI：10.1002/cmdc.201300419

  日期：2014.2

  were performed on bis‐alkylguanidines. The introduction of N‐disubstituents on the guanidino motif improved both in vitro and in vivo activities. On the other hand, in vivo pharmacological evaluation in a mouse model showed that the N‐hydroxylated derivatives constitute the first oral bioprecursors in bis‐alkylguanidine series. This study paves the way for bis‐alkylguanidine‐based oral antimalarial

  恶性疟原虫是最严重的疟疾形式，因此，需要新的靶标和新型化学治疗支架来对抗这种寄生虫的新出现的多药耐药菌株。双烷基胍已被设计用来模拟胆碱，从而抑制了原生质体磷脂酰胆碱的生物合成。尽管有有效的体外抗疟原虫和体内抗疟疾活性，但是这些化合物用于进一步临床开发的主要缺点是它们的口服生物利用度低。为了解决这个问题，对双烷基胍进行了各种调节。在胍基基序上引入N-二取代基改善了体内和体外活性。另一方面，在小鼠模型中的体内药理学评估显示，N羟基化衍生物是双烷基胍系列中的第一个口服生物前体。这项研究为基于双烷基胍的口服抗疟药铺平了道路，该抗疟药可靶向血浆磷脂代谢。
• POLYTHIOUREA COMPOSITIONS AND METHODS OF USE
  申请人：EMPIRE TECHNOLOGY DEVELOPMENT LLC

  公开号：US20150344613A1

  公开（公告）日：2015-12-03

  Disclosed herein are compositions and methods of making polythiourea and polythiourethane foams and coatings. In one embodiment, a method of preparing a polythiourea composition involves combining at least one polyamine compound, at least one polyisothiocyanate compound, and at least one catalyst to form a reaction mixture, and mixing the reaction mixture to form the polythiourea composition. In some embodiments, the polyamine compound may have an amine functionality of two or more, and is present in an amount of about 14 wt % to about 40 wt % of the reaction mixture. In some embodiments, the polyisothiocyanate compound may have a functionality of two or more, and is present in an amount of about 60 wt % to about 86 wt % of the reaction mixture. In some embodiments, the catalyst may be present in an amount of about 0 wt % to about 5 wt % of the reaction mixture.

  本文公开了制备聚硫脲和聚硫脲酯泡沫和涂层的组合物和方法。在一种实施例中，制备聚硫脲组合物的方法包括将至少一种多胺化合物、至少一种多异硫氰酸酯化合物和至少一种催化剂组合形成反应混合物，并混合反应混合物以形成聚硫脲组合物。在一些实施例中，多胺化合物可能具有两种或更多的胺官能团，并且在反应混合物中的含量约为14重量％至约40重量％。在一些实施例中，多异硫氰酸酯化合物可能具有两种或更多的官能团，并且在反应混合物中的含量约为60重量％至约86重量％。在一些实施例中，催化剂可能在反应混合物中的含量约为0重量％至约5重量％。
• Sulfur-containing composition for golf equipment, and method of using same
  申请人：Kuntimaddi Manjari

  公开号：US20050256279A1

  公开（公告）日：2005-11-17

  This invention is directed to a sulfur-containing composition that can be used as golf items such as golf ball components and golf equipments. The sulfur-containing composition comprises the reaction product of four reactable components: (a) polyisocyanates and polyisothiocyanates; (b) polyols and polythiols; (c) epoxides and episulfides; and (d) amines and anilines; at least one of the four reactable components contains a sulfur atom. This invention also relates to a reaction injection molding process, a castable molding process and other methods using the sulfur-containing composition.

  本发明涉及一种可用作高尔夫球部件和高尔夫球设备等高尔夫用品的含硫组合物。该含硫组合物包括四种可反应成分的反应产物：(a) 多异氰酸酯和多异硫氰酸盐；(b) 多元醇和多硫醇；(c) 环氧化物和环硫化物；以及 (d) 氨基和苯胺；这四种可反应组分中至少有一种含有硫原子。本发明还涉及使用含硫组合物的反应注射成型工艺、浇注成型工艺和其他方法。
• Sulfur-Containing Composition for Golf Equipment and Method of Using Same
  申请人：Kuntimaddi Manjari

  公开号：US20060189787A1

  公开（公告）日：2006-08-24

  The present invention is directed to golf items formed from a sulfur-containing composition. The sulfur-containing composition comprises the reaction product of four reactable components: (a) polyisocyanates and polyisothiocyanates; (b) polyols and polythiols; (c) epoxides and episulfides; and (d) amines and anilines; wherein at least one of the four reactable components contains a sulfur atom. The present invention also relates to methods, e.g., reaction injection molding processes and castable molding processes, for forming such golf items.

  本发明涉及由含硫组合物制成的高尔夫用品。含硫组合物包括四种可反应成分的反应产物：(a) 多异氰酸酯和多异硫氰酸盐；(b) 多元醇和多硫醇；(c) 环氧化物和环硫化物；以及 (d) 氨基和苯胺；其中四种可反应组分中至少有一种含有硫原子。本发明还涉及形成此类高尔夫用品的方法，例如反应注射成型工艺和可浇注成型工艺。
• Potent Antimalarial Activity of 2-Aminopyridinium Salts, Amidines, and Guanidines
  作者：Michèle Calas、Mahama Ouattara、Gilles Piquet、Zyta Ziora、Y. Bordat、Marie L. Ancelin、Roger Escale、Henri Vial

  DOI：10.1021/jm0704752

  日期：2007.12.13

  We describe the design, synthesis, and antimalarial activity of 60 bis-tertiary amine, bis-2(1H)-imino-heterocycle, bis-amidine, and bis-guanidine series. Bis-tertiary amines with a linker from 12 to 16 methylene groups were active against the in vitro growth of Plasmodium falciparum within the 10(-6)-10(-7) M concentration range. IC50 decreased by 2 orders of magnitude for bis-2-aminopyridinium salts, bis-amidines, and bis-guanidines (27 compounds with IC50 < 10 nM). Increasing the alkyl chain length from 6 to 12 methylene groups led to increased activity, while beyond this antimalarial activity decreased. Antimalarial activities appear to be strictly related to the basicity of the cationic head with an optimal pK(a) over 12.5. Maximal activity occurs for bis-2-aminopyridinium, two C-duplicated bis-amidines, and three bis-guanidines, with IC50 values lower than 1 nM. In. comparison to similar quaternary ammonium salts, amidinium compounds have distinct structural requirements for antimalarial activity and likely additional binding opportunities on account of their hydrogen-bond-forming properties.