bis(N-methylcyclohexylaminothiocarbonyl) disulfide | 83073-97-6

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: bis(N-methylcyclohexylaminothiocarbonyl) disulfide
• 英文别名: bis(N-methylcyclohexylaminethiocarbonyl)disulfide；μ-disulfido-1,2-dithio-dicarbonic acid bis-(cyclohexyl-methyl-amide)；μ-Disulfido-1,2-dithio-dikohlensaeure-bis-(cyclohexyl-methyl-amid)；Bis-(methyl-cyclohexyl-thiocarbamoyl)-disulfid；[cyclohexyl(methyl)carbamothioyl]sulfanyl N-cyclohexyl-N-methylcarbamodithioate
• CAS: 83073-97-6
• 化学式: C₁₆H₂₈N₂S₄
• 分子量: 376.676
• InChiKey: WLRHCTHRECTLNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  121
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  吲哚 、 bis(N-methylcyclohexylaminothiocarbonyl) disulfide 在 potassium tert-butylate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 1.0h， 以79%的产率得到
  参考文献：
  名称：

  一种N-二硫代氨基甲酸酯吲哚类化合物的制 备方法

  摘要：

  本发明公开了一种N‑二硫代氨基甲酸酯吲哚类化合物的制备方法，包括：在DCE或甲苯溶剂中，用叔丁醇钾作碱，以吲哚类化合物与秋兰姆类化合物为底物，合成N‑二硫代氨基甲酸酯吲哚类化合物。本发明方法通过化学选择性的形成N‑S键首次合成了N‑二硫代氨基甲酸酯吲哚类化合物。本发明反应原料廉价易得，制备方法简单，用叔丁醇钾作碱，室温下反应，反应时间短，产率高，操作简单，适用于不同类型的N‑二硫代氨基甲酸酯吲哚类化合物的合成。本发明方法可用于合成一系列的N‑二硫代氨基甲酸酯吲哚类化合物，合成的产物不仅可作为中间化合物，用于进一步构筑复杂的活性化合物；同时该类化合物具有极大的药物活性潜力。

  公开号：

  CN109384702B
• 作为产物：
  描述：

  potassium cyclohexyl(methyl)carbamodithioate 在 盐酸 、 sodium nitrite 作用下， 以 甲醇 、 水 为溶剂， 生成 bis(N-methylcyclohexylaminothiocarbonyl) disulfide
  参考文献：
  名称：

  Bis(dialkylaminethiocarbonyl)disulfides as Potent and Selective Monoglyceride Lipase Inhibitors

  摘要：

  Monoglyceride lipase (MGL) inhibition may offer an approach in treating diseases in which higher 2-arachidonoyglycerol activity would be beneficial. We report here the synthesis and pharmacological evaluation of bis(dialkylaminethiocarbonyl)disulfide derivatives as irreversible MGL inhibitors. Inhibition occurs through interactions with MGL C208 and C242 residues, and these derivatives exhibit high inhibition selectivity over fatty acid amide hydrolase, another endocannabinoid-hydrolyzing enzyme.

  DOI：

  10.1021/jm901323s

文献信息

• Cerium ammonium nitrate-catalyzed aerobic oxidative coupling of dithiocarbamates: facile synthesis of thioureas and bis(aminothiocarbonyl)disulfides
  作者：Tian-Tian Li、Xiang-Hai Song、Mei-Shuang Wang、Ning Ma

  DOI：10.1039/c4ra04628e

  日期：——

  Diverse disubstituted and trisubstituted thioureas were synthesized by the condensation of dithiocarbamate TEA (or DABCO) salts and amines using cerium ammonium nitrate (CAN) as a catalyst in high yields at room temperature. It is a one-pot method and it is unnecessary to isolate isothiocyanates. This reaction probably took place through nucleophilic addition of amines to isothiocyanates, which were generated by oxidative coupling of dithiocarbamates and the following decomposition of bis(aminothiocarbonyl)disulfides. When secondary amines and CS2 served as the reactants, bis(aminothiocarbonyl)disulfides were obtained via tandem nucleophilic addition/oxidative coupling reactions in moderate to excellent yields. In all the coupling reactions, the oxidant was air and CAN possibly acted as an SET catalyst.

  多种二取代和三取代硫脲通过二硫代氨基甲酸TEA（或DABCO）盐与胺在室温下使用硝酸铈铵（CAN）作为催化剂进行缩合反应，以高产率合成。这是一种一步法，无需分离异硫氰酸酯。该反应可能涉及胺对异硫氰酸酯的亲核加成，异硫氰酸酯是由二硫代氨基甲酸盐的氧化偶联以及随后双(氨基硫羰基)二硫化物的分解产生的。当使用二级胺和CS2作为反应物时，通过串联的亲核加成/氧化偶联反应，以中等至优异的产率获得了双(氨基硫羰基)二硫化物。在所有偶联反应中，氧化剂为空气，CAN可能作为单电子转移催化剂发挥作用。
• Acrylic rubber composition
  申请人：JAPAN SYNTHETIC RUBBER CO., LTD.

  公开号：EP0811659A2

  公开（公告）日：1997-12-10

  A crosslinkable acrylic rubber composition exhibiting superior balance between the storage stability and cure rate, and having only minimal risk of corroding metals or being contaminated by metals. The cured products made from the composition have excellent tensile strength, permanent compression set, and water resistance. The composition which comprises (1) a halogen-containing acrylic rubber, (2) a triazine thiol compound, (3) a dithiocarbamine acid derivative or a thiuram sulfide compound, or both, (4) a hydrotalcite compound or an organotin compound, or both, (5) an aromatic carboxylic acid compound or an acid anhydride thereof, or both, (6) a white filler with a pH of 2-10, and (7) a silane coupling agent.

  一种可交联丙烯酸橡胶组合物，在贮存稳定性和固化速度之间表现出极佳的平衡，而且腐蚀金属或被金属污染的风险极低。由该组合物制成的固化产品具有优异的拉伸强度、永久压缩永久变形和防水性能。该组合物包括：(1) 含卤素丙烯酸橡胶；(2) 三嗪硫醇化合物；(3) 二硫代氨基甲酸衍生物或硫化秋兰姆化合物，或两者兼有；(4) 滑石粉化合物或有机锡化合物，或两者兼有；(5) 芳香族羧酸化合物或其酸酐，或两者兼有；(6) pH 值为 2-10 的白色填料；以及 (7) 硅烷偶联剂。
• ACRYLIC RUBBER AND CROSSLINKABLE COMPOSITION THEREOF
  申请人：Unimatec Co., Ltd.

  公开号：EP3805281A1

  公开（公告）日：2021-04-14

  An acrylic rubber that is a copolymer in which 1 to 4 wt.% of a reactive halogen group-containing vinyl monomer is copolymerized as a crosslinkable comonomer, wherein 45 to 65 wt.% of n-butyl acrylate, 10 to 35 wt.% of 2-methoxyethyl acrylate and 8 to 30 wt.% of ethoxyethoxyethyl acrylate are copolymerized in 100 wt.% of comonomers other than the crosslinkable comonomer. This ethoxyethoxyethyl acrylate-copolymerized acrylic rubber can suppress the reduction of oil resistance while improving cold resistance represented by a TR-10 value, and by compounding it with a vulcanizing agent corresponding to the crosslinkable group thereof, a crosslinkable composition is formed.

  一种丙烯酸橡胶，它是一种共聚物，其中 1 至 4 wt.%的含活性卤基乙烯基单体作为可交联共聚单体进行共聚，其中 45 至 65 wt.%的丙烯酸正丁酯、10 至 35 wt.%的丙烯酸 2-甲氧基乙酯和 8 至 30 wt.%的丙烯酸乙氧基乙氧基乙酯与 100 wt.%的可交联共聚单体以外的共聚单体进行共聚。这种乙氧基乙氧基乙基丙烯酸酯共聚丙烯酸橡胶可抑制耐油性的降低，同时提高以 TR-10 值表示的耐寒性，并通过与对应于其可交联基团的硫化剂共混，形成可交联组合物。
• Reduced Graphene Oxide as Recyclable Catalyst for Synthesis of Bis(aminothiocarbonyl)disulfides from Secondary Amines and Carbon Disulfide
  作者：Meishuang Wang、Xianghai Song、Ning Ma

  DOI：10.1007/s10562-014-1257-x

  日期：2014.7

  The reaction of secondary amines with CS2 under mild conditions using reduced graphene oxide (rGO) as a green catalyst was reported, which provided an efficient access to the one-pot synthesis of bis(aminothiocarbonyl)disulfides. The rGO can be recycled at least four times without any loss of catalytic activity. A plausible mechanism was proposed.
• Preparation of disulphides
  申请人：MONSANTO CHEMICALS

  公开号：US02375083A1

  公开（公告）日：1945-05-01