Methyl 2-iodobenzyl sulfide | 117760-02-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: Methyl 2-iodobenzyl sulfide
• 英文别名: 2-MeSCH2C6H4I；1-iodo-2-methylsulfanylmethyl-benzene；1-iodo-2-(methylsulfanylmethyl)benzene
• CAS: 117760-02-8
• 化学式: C₈H₉IS
• 分子量: 264.13
• InChiKey: NOPHGRWHUDXDOK-UHFFFAOYSA-N

物化性质

• 沸点：
  283.6±15.0 °C(Predicted)
• 密度：
  1.668±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  10
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  25.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  Methyl 2-iodobenzyl sulfide 、 4-苯基-3-丁炔-2-酮 生成 1H-2-S-Methyl-3-phenyl-4-acetylbenzothiopyrilium tetrafluoroborate
  参考文献：
  名称：

  Palladium-Mediated Intramolecular Formation of a C-S Bond: Application to the Selective Syntheses of Six- and Seven-Membered Sulfur-Containing Heterocycles

  摘要：

  Cyclopalladated complexes derived from benzylmethyl sulfide, o-iodo sulfides, or methyl-2-biphenyl sulfide react with alkynes to give stable organometallic compounds whereby the alkyne has inserted in the carbon-palladium bond. Activation of these complexes was effected by treatment with a silver salt, and resulting thermolysis led to a selective depalladation process, affording a series of both neutral and cationic 1H-2S-benzothiopyran derivatives. With dissymmetric alkynes this reaction displayed a high degree of regiocontrol. Under similar conditions, a new entry for the synthesis of derivatives of the rare family of dibenzo[bd]thiepins was acheived.

  DOI：

  10.1021/jo00109a036
• 作为产物：
  描述：

  2-(2-iodo-benzyl)-isothiourea 、 硫酸二甲酯 在 sodium hydroxide 作用下， 以 水 为溶剂， 反应 2.0h， 以89%的产率得到Methyl 2-iodobenzyl sulfide
  参考文献：
  名称：

  Biaryl-methanethio-, -sulphinyl- and sulphonyl derivatives

  摘要：

  本发明涉及化学组合物、其制备方法以及组合物的用途。特别是，本发明涉及包括式（I）的取代联苯基-甲磺酰基乙酰胺的组合物： 其中Ar、Y、R1、R2、R4、R5、q和x如本文所定义；以及它们在治疗疾病中的用途，包括治疗与嗜睡症、阻塞性睡眠呼吸暂停或倒班工作障碍相关的嗜睡症、帕金森病、阿尔茨海默病、注意力缺陷障碍、注意力缺陷多动障碍、抑郁症或与神经系统疾病相关的疲劳，以及促进清醒。

  公开号：

  EP1586559A1

文献信息

• Synthesis of<i>ortho</i>-Acylbenzylboronates via Cross-Coupling Reaction of (Dialkoxyboryl)methylzinc Reagents with Haloarenes. A Stable<i>ortho</i>-Quinodimethane Precursor
  作者：Gen Kanai、Norio Miyaura、Akira Suzuki

  DOI：10.1246/cl.1993.845

  日期：1993.5

  cross-coupling reaction of IZnCH2B(OCMe2) with iodoarenes in the presence of PdCl2(PPh3)2 produces the corresponding benzylic boronates in high yields. Among them, the benzylic boronates having an acyl group at the ortho position readily undergo the 1,5-rearrangement to the carbonyl oxygen producing the o-quinodimethane derivatives under thermal or photochemical conditions. The reaction provides benzo-fused

  IZnCH2B(OCMe2) 与碘芳烃在 PdCl2(PPh3)2 存在下的交叉偶联反应以高产率产生相应的苄基硼酸酯。其中，在邻位具有酰基的苄基硼酸酯在热或光化学条件下容易发生1,5-重排为羰基氧，产生邻醌二甲烷衍生物。该反应通过用亲二烯体捕获来提供苯并稠合的环烷烃。
• Thio-substituted biaryl-methanesulfinyl derivatives
  申请人：Bacon R. Edward

  公开号：US20050245747A1

  公开（公告）日：2005-11-03

  The present invention is related to chemical compositions, processes for the preparation thereof and uses of the composition. Particularly, the present invention relates to compositions that include substituted biaryl-methanesulfinyl acetamides of Formula (I): wherein Ar, Y, R 1 , R 2 , R 4 , R 5 , q and x are as defined herein; and their use in the treatment of diseases, including treatment of sleepiness associated with narcolepsy, obstructive sleep apnea, or shift work disorder; Parkinson's disease; Alzheimer's disease; attention deficit disorder; attention deficit hyperactivity disorder; depression; or fatigue associated with a neurological disease; as well as the promotion of wakefulness.

  本发明涉及化学组合物，其制备过程和组合物的用途。特别是，本发明涉及包括式（I）的取代双芳基甲烷磺酰基乙酰胺的组合物： 其中，Ar，Y，R1，R2，R4，R5，q和x如本文所定义的；以及它们在治疗疾病方面的应用，包括治疗与嗜睡症、阻塞性睡眠呼吸暂停或倒班工作障碍有关的嗜睡症状，帕金森病，阿尔茨海默病，注意力缺陷障碍，注意力缺陷/多动障碍，抑郁症或与神经系统疾病有关的疲劳，以及促进清醒。
• Novel compounds and compositions as protease inhibitors
  申请人：AXYS PHARMACEUTICALS, INC.

  公开号：US20030096796A1

  公开（公告）日：2003-05-22

  The present invention relates to novel N-cyanomethyl amides which are cysteine protease inhibitors, the pharmaceutically acceptable salts and N-oxides thereof, their uses as therapeutic agents and the methods of their making.

  本发明涉及新型N-氰甲基酰胺，其为半胱氨酸蛋白酶抑制剂，其药学上可接受的盐和N-氧化物，其作为治疗剂的用途以及其制备方法。
• NOVEL COMPOUNDS AND COMPOSITIONS AS PROTEASE INHIBITORS
  申请人：Bryant M. Clifford

  公开号：US20070015755A1

  公开（公告）日：2007-01-18

  The present invention relates to novel N-cyanomethyl amides which are cysteine protease inhibitors, the pharmaceutically acceptable salts and N-oxides thereof, their uses as therapeutic agents and the methods of their making.

  本发明涉及一种新型的N-氰甲基酰胺，它们是半胱氨酸蛋白酶抑制剂，其医药上可接受的盐和N-氧化物，以及它们作为治疗剂的用途和制造方法。
• Thio-Substituted Biarylmethanesulfinyl Derivatives
  申请人：Bacon Edward R.

  公开号：US20090062284A1

  公开（公告）日：2009-03-05

  The present invention is related to chemical compositions, processes for the preparation thereof and uses of the composition. Particularly, the present invention relates to compositions that include substituted biaryl-methanesulfinyl acetamides of Formula (I): wherein Ar, Y, R 1 , R 2 , R 4 , R 5 , q and x are as defined herein; and their use in the treatment of diseases, including treatment of sleepiness associated with narcolepsy, obstructive sleep apnea, or shift work disorder; Parkinson's disease; Alzheimer's disease; attention deficit disorder; attention deficit hyperactivity disorder; depression; or fatigue associated with a neurological disease; as well as the promotion of wakefulness.

  本发明涉及化学成分、其制备过程和成分的用途。特别地，本发明涉及包括式(I)中的取代的双芳基甲烷磺酰乙酰胺的组合物：其中Ar、Y、R1、R2、R4、R5、q和x如本文中所定义的；以及它们在治疗疾病中的应用，包括治疗与纳考雷普西、阻塞性睡眠呼吸暂停或轮班工作障碍相关的嗜睡症；帕金森病；阿尔茨海默病；注意力缺陷障碍；注意力缺陷多动障碍；抑郁症；或与神经疾病相关的疲劳，以及促进清醒。