2-(cyclohexyldisulfanyl)pyridine | 24367-43-9

• 分子结构分类: 有机化合物 - 有机金属化合物 - 有机类金属化合物
• 英文名称: 2-(cyclohexyldisulfanyl)pyridine
• 英文别名: 2-(cyclohexyldisulfaneyl)pyridine；Cyclohexyl-pyridyl-(2)-disulfid
• CAS: 24367-43-9
• 化学式: C₁₁H₁₅NS₂
• 分子量: 225.379
• InChiKey: MMPSGZVNSOGZCG-UHFFFAOYSA-N

物化性质

• 沸点：
  339.8±24.0 °C(Predicted)
• 密度：
  1.17±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  63.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  环己硫醇 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 2-(cyclohexyldisulfanyl)pyridine
  参考文献：
  名称：

  Conversion of Hydroxyl Groups in Alcohols to Other Functional Groups withN-Hydroxy-2-thiopyridone, and Its Application to Dialkylamines and Thiols

  摘要：

  对由醇、草酰氯和N-羟基-2-噻吩酮反应制备的N-烷氧基草酰氧基-2-噻吩酮的还原脱羧反应进行了研究，无论是在没有还是有烯烃化合物存在的情况下。同样，与烯醇和炔醇的反应得到了相应的内酯衍生物。另一方面，通过与脂肪族硫醇的相同反应得到了不对称的烷基-2-吡啶基二硫化物。

  DOI：

  10.1246/bcsj.64.57

文献信息

• [EN] POLYNUCLEOTIDE CONSTRUCTS HAVING DISULFIDE GROUPS<br/>[FR] CONSTRUCTIONS POLYNUCLÉOTIDIQUES CONTENANT DES GROUPES DISULFURE
  申请人：SOLSTICE BIOLOG LTD

  公开号：WO2015069932A1

  公开（公告）日：2015-05-14

  The invention features polynucleotide constructs containing one or more components (i) containing a disulfide linkage, where each of the one or more components is attached to an internudeotide bridging group or a terminal group of the polynucleotide construct, and each of the one or more components (i) contains one or more bulky groups proximal to the disulfide group. The invention also features polynucleotide constructs containing one or more components (i) containing a disulfide linkage, where each of the one or more components (i) is attached to an internudeotide bridging group or a terminal group of the polynucleotide construct, and each of the one or more components (i) contains at least 4 atoms in a chain between the disulfide linkage and the phosphorus atom of the internudeotide bridging group or the terminal group; and where the chain does not contain a phosphate, an amide, an ester, or an alkenylene. The invention also features methods of delivering a polynucleotide to a cell using the polynucleotide constructs of the invention.

  该发明涉及包含一个或多个组分（i）的聚核苷酸构造，其中每个一个或多个组分连接到聚核苷酸构造的一个核苷酸桥连基团或末端基团上，每个一个或多个组分（i）包含靠近二硫键的一个或多个臃肿基团。该发明还涉及包含一个或多个组分（i）的聚核苷酸构造，其中每个一个或多个组分（i）连接到聚核苷酸构造的一个核苷酸桥连基团或末端基团上，每个一个或多个组分（i）在二硫键和核苷酸桥连基团或末端基团的磷原子之间的链中至少包含4个原子；并且该链不包含磷酸酯、酰胺、酯或烯基烃。该发明还涉及使用该发明的聚核苷酸构造将聚核苷酸传递到细胞的方法。
• Disulfide metathesis <i>via</i> sulfur⋯iodine interaction and photoswitchability
  作者：Ashis Mathuri、Milan Pramanik、Amarchand Parida、Prasenjit Mal

  DOI：10.1039/d1ob01581h

  日期：——

  The idea of constitutional dynamic chemistry (CDC) and dynamic combinatorial chemistry (DCC) is widespread in the literature using the chemistry of disulfides. The synthesis of unsymmetrical diaryl disulfides is challenging due to the presence of a weak S–S bond. We report herein the synthesis of unsymmetrical diaryl disulfides from two symmetrical disulfides via a cross-metathesis reaction which was

  组成动态化学 (CDC) 和动态组合化学 (DCC) 的想法在使用二硫化物化学的文献中很普遍。由于存在弱 S-S 键，不对称二芳基二硫化物的合成具有挑战性。我们在此报告了通过由弱硫⋯碘 (S⋯I) 相互作用控制的交叉复分解反应从两个对称二硫化物合成不对称二芳基二硫化物。在N-碘代琥珀酰亚胺 (NIS)存在下，不对称二硫化物在乙腈溶液中是稳定的，并且发现在可见光照射下可可逆地光转换为对称二硫化物。
• Allicin-inspired pyridyl disulfides as antimicrobial agents for multidrug-resistant Staphylococcus aureus
  作者：Jordan G. Sheppard、Jeremy P. McAleer、Pushkar Saralkar、Werner J. Geldenhuys、Timothy E. Long

  DOI：10.1016/j.ejmech.2017.10.018

  日期：2018.1

  S-alkyl chains of 7–9 carbons in length. Further biological studies revealed that the disulfides display synergy with vancomycin against VRSA, cause dispersal of S. aureus biofilms, exhibit low cytotoxicity, and decelerate S. aureus metabolism. In final analysis, pyridyl disulfides represent a novel class of mechanism-based antibacterial agents that have a potential application as antibiotic adjuvants in

  评估了由19种合成的吡啶基二硫化物组成的化学文库，这些化合物模拟了大蒜素（大蒜）的化学反应性，从而对一组病原菌具有抗菌活性。革兰氏阳性菌种（包括万古霉素中间体和耐万古霉素的金黄色葡萄球菌（VISA，VRSA））对具有7–9个碳原子的S-烷基链类似物的敏感性最高。进一步的生物学研究表明，二硫化物显示出与万古霉素抗VRSA的协同作用，引起金黄色葡萄球菌生物膜的散布，细胞毒性低，并使金黄色葡萄球菌减速。代谢。归根结底，吡啶基二硫化物代表了一类新型的基于机理的抗菌剂，它们在抗菌药物中具有潜在的应用，可在万古霉素敏感性降低的金黄色葡萄球菌感染的联合治疗中应用。
• Phototropin-Inspired Chemoselective Synthesis of Unsymmetrical Disulfides: Aerobic Oxidative Heterocoupling of Thiols Using Flavin Photocatalysis
  作者：Marina Oka、Daichi Katsube、Takeshi Tsuji、Hiroki Iida

  DOI：10.1021/acs.orglett.0c03458

  日期：2020.12.4

  Inspired by the photochemical mechanism of a plant blue-light receptor, a unique flavin-based photocatalytic system was developed for the chemoselective heterocoupling of two different thiols, which enabled the facile synthesis of unsymmetrical disulfides. Owing to the redox- and photo-organocatalysis of flavin, the coupling reaction took place under mild metal-free conditions and visible light irradiation

  受植物蓝光受体光化学机理的启发，开发了一种独特的基于黄素的光催化系统，用于两种不同硫醇的化学选择性杂化，从而可以轻松合成不对称的二硫化物。由于黄素的氧化还原和光有机催化作用，偶联反应在温和的无金属条件下和可见光照射下通过空气进行，这被认为是理想的绿色氧化剂。
• POLYNUCLEOTIDE CONSTRUCTS HAVING DISULFIDE GROUPS
  申请人：BRADSHAW Curt W.

  公开号：US20160257961A1

  公开（公告）日：2016-09-08

  The invention features polynucleotide constructs containing one or more components (i) containing a disulfide linkage, where each of the one or more components is attached to an internucleotide bridging group or a terminal group of the polynucleotide construct, and each of the one or more components (i) contains one or more bulky groups proximal to the disulfide group. The invention also features polynucleotide constructs containing one or more components (i) containing a disulfide linkage, where each of the one or more components (i) is attached to an internucleotide bridging group or a terminal group of the polynucleotide construct, and each of the one or more components (i) contains at least 4 atoms in a chain between the disulfide linkage and the phosphorus atom of the internucleotide bridging group or the terminal group; and where the chain does not contain a phosphate, an amide, an ester, or an alkenylene. The invention also features methods of delivering a polynucleotide to a cell using the polynucleotide constructs of the invention.

  本发明涉及一种聚核苷酸构建物，其包含一个或多个组分（i），该组分包含一个二硫键，其中每个组分中的一个或多个组分连接到聚核苷酸构建物的核苷酸桥接基团或末端基团上，并且每个组分（i）在二硫键附近包含一个或多个笨重基团。本发明还涉及一种聚核苷酸构建物，其包含一个或多个组分（i），该组分包含一个二硫键，其中每个组分中的一个或多个组分连接到聚核苷酸构建物的核苷酸桥接基团或末端基团上，并且每个组分（i）在二硫键和核苷酸桥接基团或末端基团的磷原子之间的链中至少含有4个原子；并且链中不含有磷酸盐、酰胺、酯或烯基烃。本发明还涉及使用本发明的聚核苷酸构建物向细胞传递聚核苷酸的方法。