S-(naphthalen-1-yl) benzothioate | 110356-46-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: S-(naphthalen-1-yl) benzothioate
• 英文别名: thiobenzoic acid S-[1]naphthyl ester；Thiobenzoesaeure-S-[1]naphthylester；Monothiobenzoesaeure-S-α-naphthylester；1-naphthalenethiol, benzoate；S-naphthalen-1-yl benzenecarbothioate
• CAS: 110356-46-2
• 化学式: C₁₇H₁₂OS
• 分子量: 264.348
• InChiKey: VCDGGXKCBADBOE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42.4
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1-萘基溴化镁, 0.5M IN METHF 在 乙醚 、 sulfur 作用下， 生成 S-(naphthalen-1-yl) benzothioate
  参考文献：
  名称：

  Taboury, Comptes Rendus Hebdomadaires des Seances de l'Academie des Sciences, 1904, vol. 138, p. 983

  摘要：

  DOI：

文献信息

• Nickel-Catalyzed Thiocarbonylation of Arylboronic Acids with Sulfonyl Chlorides for the Synthesis of Thioesters
  作者：Xinxin Qi、Zhi-Peng Bao、Xin-Tong Yao、Xiao-Feng Wu

  DOI：10.1021/acs.orglett.0c02541

  日期：2020.8.21

  An interesting procedure for thioester synthesis via nickel-catalyzed thiocarbonylation of arylboronic acid with sulfonyl chlorides as the sulfur source has been explored. Using Mo(CO)6 as a solid CO surrogate and reductant, a broad range of thioesters were obtained in moderate to good yields with good functional group tolerance.

  已经探索了一种有趣的方法，该方法通过以磺酰氯为硫源的镍催化的芳基硼酸的硫代羰基化合成硫酯。使用Mo（CO）6作为固体CO替代物和还原剂，可以以中等至良好的收率获得具有良好官能团耐受性的各种硫酯。
• The reaction between arenediazonium tetrafluoroborates and alkaline thiocarboxylates in DMSO: A convenient access to aryl thiolesters and other aromatic sulfur derivatives.
  作者：Giovanni Petrillo、Marino Novi、Giacomo Garbarino、Marcos Filiberti

  DOI：10.1016/s0040-4020(01)89203-6

  日期：1989.1

  thiobenzoate and arenediazonium tetrafluoroborates in DMSO leads to the corresponding aryl thiolesters 1 which can either be isolated or further reacted providing a convenient one-pot access to a number of other aromatic sulfur derivatives.

  硫代乙酸钾或硫代苯甲酸钠之间的反应在芳基重氮DMSO引线四氟硼酸盐为相应的芳基thiolesters 1，其可以被分离或进一步反应提供了方便的一锅获得了多项其它芳族硫衍生物。
• Efficient copper-catalyzed coupling of aryl iodides and thiobenzoic acid
  作者：Naotaka Sawada、Takahiro Itoh、Nobuyoshi Yasuda

  DOI：10.1016/j.tetlet.2006.07.008

  日期：2006.9

  A highly efficient copper-catalyzed coupling reaction of aryl iodides and thiobenzoic acid, using 10 mol % of copper iodide, 20 mol % of 1,10-phenanthroline, and iPr2NEt in toluene, was developed. This methodology is applicable to a variety of aryl iodides.

  使用10 mol％的碘化铜，20 mol％的1,10-菲咯啉和i Pr 2 NEt在甲苯中，开发了一种高效的铜催化的芳基碘化物与硫代苯甲酸的偶联反应。该方法学适用于多种芳基碘化物。
• Taboury, Annales de Chimie (Cachan, France), 1908, vol. <8>15, p. 18,36,41
  作者：Taboury

  DOI：——

  日期：——
• Epidural naloxone reduces intestinal hypomotility but not analgesia of epidural morphine
  作者：Jaemin Lee、Jae Y. Shim、Jeong H. Choi、Eun S. Kim、Ou K. Kwon、Dong E. Moon、Jong H. Choi、Michael J. Bishop

  DOI：10.1007/bf03019815

  日期：2001.1

  Purpose: Epidural morphine is associated with decreased bowel motility and increased transit time, Low doses of intravenous naloxone reduce morphine-induced pruritus without reversing analgesia, but the effect of epidural naloxone on bowel motility has not been studied. Therefore we evaluated bowel motility and analgesia when naloxone was co-administered with morphine into the epidural space.Methods: Forty-three patients having combined thoracic epidural and general anesthesia for subtotal gastrectomy were randomly assigned to one of two study groups. All received a bolus dose of 3 mg epidural morphine at the beginning of surgery, followed by a continuous epidural infusion containing 3 mg morphine in 100 mi bupivacaine 0.125% with either no naloxone (control group, n = 18) or a calculated dose of 0.208 mug.kg(-1).hr(-1) of naloxone (experimental group, n = 25) for 48 hr. We measured the time to the first postoperative passage of flatus and feces to evaluate the restoration of bowel function, and visual analog scales (VAS) for pain during rest and movement. Scores were assessed at 2, 4, 8, 16, 24, 36 and 48 hr postoperatively.Results: The experimental group had a shorter time to the first postoperative passage of flatus (51.9 +/- 16.6 hr vs 87.0 +/- 19.5 hr, P < 0.001) and feces (95.3 +/- 25.0 hr vs 132.9 +/- 29.4 hr, P < 0.001). No differences were found in either resting or active VAS between the two groups.Conclusion: Epidural naloxone reduces epidural morphine-induced intestinal hypomotility without reversing its analgesic effects.