1-benzylindole-3-thiol | 80167-65-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-benzylindole-3-thiol
• 英文别名: 1-Benzyl-1H-indole-3-thiol
• CAS: 80167-65-3
• 化学式: C₁₅H₁₃NS
• 分子量: 239.341
• InChiKey: PBUONYSUTAZMDR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  17
• 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：
  5.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (tetra-n-butylammonium)2 [Fe4S4(SC4H9)4] 、 1-benzylindole-3-thiol 以 N,N-二甲基甲酰胺 为溶剂， 以99%的产率得到(n-Bu4N)2[Fe4S4(S-3-C8H5N-1-CH2C6H5)4]
  参考文献：
  名称：

  N-Substituted indole-3-thiolate [4Fe–4S] clusters with a unique and tunable combination of spectral and redox properties

  摘要：

  A series of N-substituted indole-3-thiols, synthesized by sequential alkylation, thiouronium salt formation, and hydrolysis, are used to generate a novel family of [4Fe-4S] clusters. The redox transitions of the clusters deviate from those of other [4Fe-4S] cluster families, with half-wave potentials lying in a range midway between those of [4Fe-4S] clusters bound by aliphatic thiolate ligands and those bound by thiophenolate-based ligands. In UV-vis spectroscopy, the new cluster family shows absorption maxima that are among the most red-shifted reported thus far in [4Fe-4S] cluster chemistry. The indole-3-thiolate ligand thus leads to a highly specific and uncommon combination of [4Fe-4S] cluster properties, which can be fine-tuned by facile derivatization at the indole nitrogen atom. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2007.09.021

文献信息

• Tetrahydrothiopyrano(3,2-b)indole derivatives, process for their preparation and pharmaceutical composition containing these compounds
  申请人：SHIONOGI & CO., LTD.

  公开号：EP0035259A1

  公开（公告）日：1981-09-09

  Tetrahydrothiopyrano[3,2-b]indole derivatives represented by the formula I: wherein R1 is hydrogen, Ci-6 alkyl, C2-6 alkenyl, C2-6 alkynyl, C7-12 aralkyl, C2-11 acyl, or wherein Y is C1-4 alkylene or C1-4 oxoalkylene and R5 and R6 each is hydrogen or C1-6 alkyl; R2 is hydrogen or C1-6 alkyl; R3 is hydrogen, C1-6 alkyl or wherein Y, R5 and R6 each is as defined above; is pyrrolidino, piperidinyl, piperazinyl, 4-C1-4 alkylpiperazinyl or morpholino; R4 is hydrogen or C1-6 alkyl; and n is an integer of 0, 1 or 2 and the pharmaceutically acceptable salts being useful as analgesic, anti-inflammatory and anti-depressant agents.

  由式 I 代表的四氢噻喃并[3,2-b]吲哚衍生物： 其中 R1是氢、Ci-6烷基、C2-6烯基、C2-6炔基、C7-12芳基、C2-11酰基，或 其中 Y 为 C1-4 亚烷基或 C1-4 氧代亚烷基，R5 和 R6 各为氢或 C1-6 烷基； R2 是氢或 C1-6 烷基 R3是氢、C1-6烷基或 其中 Y、R5 和 R6 各自如上定义； 是吡咯烷基、哌啶基、哌嗪基、4-C1-4 烷基哌嗪基或吗啉基； R4 是氢或 C1-6 烷基；以及 n 是 0、1 或 2 的整数 这些药学上可接受的盐类可用作镇痛剂、消炎剂和抗抑郁剂。
• 3-INDOLYL THIOACETATE DERIVATIVES
  申请人：MERRELL DOW PHARMACEUTICALS INC.

  公开号：EP0526478B1

  公开（公告）日：1995-03-15
• US4910318A
  申请人：——

  公开号：US4910318A

  公开（公告）日：1990-03-20
• [EN] AGENT FOR TREATING TUMORAL DISEASES, A METHOD FOR THE PRODUCTION THEREOF AND A METHOD FOR TREATING TUMORAL DISEASES<br/>[FR] AGENT POUR TRAITER DES MALADIES TUMORALES, PROCEDE DE FABRICATION CORRESPONDANT ET PROCEDE POUR TRAITER DES MALADIES TUMORALES
  申请人：LIMONOV VICTOR LVOVOCH

  公开号：WO2007073231A1

  公开（公告）日：2007-06-28

  [EN] The invention relates to pharmaceutics and medicine, in particular to an agent for treating tumoral diseases which is embodied in the form of a triethanolammonium salt of 1-bensyl-indolyl-3-yl-sulphanyl acetic acid, to a method for the production thereof and to a method for treating tumoral diseases by prescribing for a patient said agent alone or in the combination thereof with cisplatin.
  [FR] L'invention appartient aux domaines de la pharmaceutique et de la médecine et concerne notamment un agent pour traiter des maladies tumorales, qui se présente comme un sel triéthanolammonium d'acide acétique 1-benzyl-indolyl-3-yl-sulphanyle, un procédé de fabrication correspondant et un procédé pour traiter des maladies tumorales par l'administration au patient dudit agent pris isolément ou en combinaison avec cisplatine.
• N-Substituted indole-3-thiolate [4Fe–4S] clusters with a unique and tunable combination of spectral and redox properties
  作者：Erwin P.L. van der Geer、Qian Li、Gerard van Koten、Robertus J.M. Klein Gebbink、Bart Hessen

  DOI：10.1016/j.ica.2007.09.021

  日期：2008.5

  A series of N-substituted indole-3-thiols, synthesized by sequential alkylation, thiouronium salt formation, and hydrolysis, are used to generate a novel family of [4Fe-4S] clusters. The redox transitions of the clusters deviate from those of other [4Fe-4S] cluster families, with half-wave potentials lying in a range midway between those of [4Fe-4S] clusters bound by aliphatic thiolate ligands and those bound by thiophenolate-based ligands. In UV-vis spectroscopy, the new cluster family shows absorption maxima that are among the most red-shifted reported thus far in [4Fe-4S] cluster chemistry. The indole-3-thiolate ligand thus leads to a highly specific and uncommon combination of [4Fe-4S] cluster properties, which can be fine-tuned by facile derivatization at the indole nitrogen atom. (c) 2007 Elsevier B.V. All rights reserved.