3-((4-bromophenyl)thio)-1-methyl-1H-indole | 1415328-99-2

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 3-((4-bromophenyl)thio)-1-methyl-1H-indole
• 英文别名: 3-(4-Bromophenyl)sulfanyl-1-methylindole；3-(4-bromophenyl)sulfanyl-1-methylindole
• CAS: 1415328-99-2
• 化学式: C₁₅H₁₂BrNS
• 分子量: 318.237
• InChiKey: BWDIQCVYTUMMMT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  30.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-溴苯磺酰氯 在 三甲基氯硅烷 、 sodium hydrogensulfite 、 sodium sulfite 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 16.0h， 生成 3-((4-bromophenyl)thio)-1-methyl-1H-indole
  参考文献：
  名称：

  Switchable regioselection of C–H thiolation of indoles using different TMS counterions

  摘要：

  将TMS的对阴离子简单交换可在吲哚的C2和C3-H硫化中导致可切换的区域选择性。

  DOI：

  10.1039/c9cc05652a

文献信息

• Electrocatalytic Oxidant-Free Dehydrogenative C−H/S−H Cross-Coupling
  作者：Pan Wang、Shan Tang、Pengfei Huang、Aiwen Lei

  DOI：10.1002/anie.201700012

  日期：2017.3.6

  been developed for dehydrogenative C−H/S−H cross‐coupling. This method enabled C−S bond formation under catalyst‐ and oxidant‐free conditions. Under undivided electrolysis conditions, various aryl/heteroaryl thiols and electron‐rich arenes afforded the C−S bond‐formation products in 24–99 % yield. A preliminary mechanistic study indicated that the generation of aryl radical cation intermediates is key

  已经开发出一种环境友好的电催化方案，用于脱氢CH / SH交叉偶联。这种方法可以在无催化剂和无氧化剂的条件下形成CS键。在不可分割的电解条件下，各种芳基/杂芳基硫醇和富电子芳烃以24-99％的收率提供了C-S键形成的产物。初步的机理研究表明，芳基自由基阳离子中间体的产生是该转化成功的关键。
• Photocatalytic direct C–S bond formation: facile access to 3-sulfenylindoles via metal-free C-3 sulfenylation of indoles with thiophenols
  作者：Wei Guo、Wen Tan、Mingming Zhao、Kailiang Tao、Lv-Yin Zheng、Yongquan Wu、Deliang Chen、Xiao-Lin Fan

  DOI：10.1039/c7ra08086g

  日期：——

  An efficient and convenient photocatalytic direct C-3 sulfenylation of indoles with thiophenols has been developed for the construction of 3-sulfenylations. This protocol employs thiophenols as the sulfenylating agents, inexpensive rose bengal as the photocatalyst, and shows mild conditions, readily available starting materials, high atom and step atom economy, and environmental advantages. The representative

  已经开发了一种有效且方便的吲哚用硫酚的光催化直接C-3亚磺酰基化以构建3-亚磺酰基化的方法。该方案采用硫酚作为亚磺酰化剂，廉价的玫瑰红作为光催化剂，并显示出温和的条件，容易获得的起始原料，高原子和阶梯原子经济性以及环境优势。代表性方法为C–S键的形成提供了一种简单的方法，并在化学和制药行业中具有潜在的应用。
• Visible light-induced 3-sulfenylation of N-methylindoles with arylsulfonyl chlorides
  作者：Min Chen、Zhi-Tang Huang、Qi-Yu Zheng

  DOI：10.1039/c2cc36866h

  日期：——

  The synthesis of 1-methyl-3-(arylthio)-1H-indoles has been achieved by the photoredox reaction of N-methylindoles with readily available arylsulfonyl chlorides in moderate yields.

  1-甲基-3-（芳硫基）-1H-吲哚的合成已经通过N-甲基吲哚与容易获得的芳基磺酰氯的光还原反应以中等收率完成。
• ANTIMICROBIAL COMPOUNDS, COMPOSITIONS, AND ARTICLES OF MANUFACTURE FOR SELECTIVELY INHIBITING PATHOGENIC MICROBES
  申请人：CFD RESEARCH CORPORATION

  公开号：US20200399218A1

  公开（公告）日：2020-12-24

  A compound can have a structure of Formula A, or derivative thereof, salt thereof, or stereoisomer thereof, or having any chirality at any chiral center, or tautomer, polymorph, solvate, or combination thereof: wherein ring A is a phenyl, indolyl, naphthyl, or benzothiazolyl; X is S, SO, or SO 2 ; Y is a linker or bond; Z is CH, CR 2 , or N; Z 1 is C or N to form an imidazopyridine; each Z 2 , Z 3 , or Z 4 is independently CH, CR 2 , or N; each Z 5 or Z 6 is C or CH; each R 1 , R 2 , and R 3 is independently a substituent, and at least one of R 1 , R 2 , or R 3 is a substituent other than a hydrogen; m is 0, 1, 2, 3, or 4; and n is 0 or a positive integer. The compounds can have specific substituent patterns.

  一个化合物可以具有Formula A的结构，或其衍生物，盐，立体异构体，或在任何手性中心处具有任何手性，或互变异构体，多型体，溶剂合物，或它们的组合：其中环A是苯基，吲哚基，萘基或苯并噻唑基；X是S，SO或SO2；Y是连接剂或键；Z是CH，CR2或N；Z1是C或N以形成咪唑吡啶；每个Z2，Z3或Z4独立地是CH，CR2或N；每个Z5或Z6是C或CH；每个R1，R2和R3独立地是取代基，并且R1，R2或R3中至少有一个是除氢外的取代基；m为0，1，2，3或4；n为0或正整数。这些化合物可以具有特定的取代基模式。
• Methods and compositions for selectively inhibiting pathogenic microbes
  申请人：CFD RESEARCH CORPORATION

  公开号：US11180452B2

  公开（公告）日：2021-11-23

  A method of selectively inhibiting pathogenic microbes includes: providing a compound that is functional as a selective antimicrobial having a structure of Formula 1, or derivative thereof, salt thereof, or stereoisomer thereof, or having any chirality at any chiral center, or tautomer, polymorph, solvate, or combination thereof; and contacting a pathogenic microbe with the compound such that the pathogenic microbe is selectively inhibited; wherein: ring A is a cycloalkyl, heterocycloalkyl, aryl, heteroaryl, or polycycle combination thereof; X is S, SO, or SO2; Y is a linker or bond; Z is CH, CR2, or N; Z1 is C or N to form an imidazopyridine; each Z2, Z3, or Z4 is independently CH, CR2, or N; each Z5 or Z6 is C or CH; each R1, R2, R3 and/or R4 is independently a substituent; m is 0, 1, 2, 3, or 4; and n is zero or a positive integer.

  一种选择性抑制病原微生物的方法包括：提供一种具有选择性抗微生物功能的化合物，该化合物具有式 1 的结构，或其衍生物、盐或立体异构体，或在任何手性中心具有任何手性，或其同系物、多晶型、溶胶或其组合；以及将病原微生物与该化合物接触，从而选择性地抑制病原微生物； 其中环 A 是环烷基、杂环烷基、芳基、杂芳基或它们的多环组合；X 是 S、SO 或 SO2；Y 是连接剂或键；Z 是 CH、CR2 或 N；Z1 是 C 或 N，以形成咪唑并吡啶；每个 Z2、Z3 或 Z4 独立地是 CH、CR2 或 N；每个 Z5 或 Z6 是 C 或 CH；每个 R1、R2、R3 和/或 R4 独立地是取代基；m 是 0、1、2、3 或 4；n 是零或正整数。