4-(methylthio)indole | 82173-74-8

• 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: 4-(methylthio)indole
• 英文别名: 4-(Methylthio)-1H-indole；4-methylsulfanyl-1H-indole
• CAS: 82173-74-8
• 化学式: C₉H₉NS
• 分子量: 163.243
• InChiKey: ZVVSPJZIPZPMPS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  41.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(methylthio)indole 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 1.5h， 生成 4-甲硫基二甲基色胺
  参考文献：
  名称：

  Structure-activity relationships in potentially hallucinogenic N,N-dialkyltryptamines substituted in the benzene moiety

  摘要：

  A series of N,N-dialkyltryptamines with methylthio or methylenedioxy substituents in the 4, 5, and 6 positions and methyl or isopropyl on the side-chain nitrogen has been synthesized. The behavioral pharmacology of these compounds showed them to possess Bovet-Gatti profiles characteristic of hallucinogens, and the 5-methylthio congener was the most potent. Binding studies at [3H]LSD and [3H]5-HT sites demonstrated that no single structural feature correlated with binding or behavioral changes and suggest a complex mode of action for these potential hallucinogenic agents.

  DOI：

  10.1021/jm00350a005
• 作为产物：
  描述：

  4-thioxo-4,5,6,7-tetrahydroindole 生成 4-(methylthio)indole
  参考文献：
  名称：

  MURASE, MASAYUKI;HOSAKA, TOSHIHIRO;TOBINAGA, SEISHO, HETEROCYCLES, 30,(1990) N, C. 905-908

  摘要：

  DOI：

文献信息

• JNK modulators
  申请人：Dunn James Patrick

  公开号：US20080146565A1

  公开（公告）日：2008-06-19

  Compounds of formula I modulate JNK: wherein the variables are as defined herein.

  式I的化合物调节JNK： 其中变量的定义如本文所述。
• Revisiting the Cu^II-Catalyzed Asymmetric Friedel–Crafts Reaction of Indole with Trifluoropyruvate
  作者：Thien Phuc Le、Kazuyuki Higashita、Shinji Tanaka、Masahiro Yoshimura、Masato Kitamura

  DOI：10.1021/acs.orglett.8b03086

  日期：2018.11.16

  the Friedel-Crafts (FC) reaction of indole with trifluoropyruvate with high generality, yielding the highly enantiomerically enriched FC adduct. Electron-rich indoles have high reactivity due to a dual activation mechanism showing second-order kinetics for CuII, whereas indoles with a soft substituent at C(4) proceed at a rate that is three orders of magnitude lower via a coordination mechanism, which

  二am基配体LS的CuII络合物具有较高的通用性，可催化吲哚与三氟丙酮酸盐的Friedel-Crafts（FC）反应，从而得到高度对映体富集的FC加合物。富含电子的吲哚具有高反应性，这是由于双重激活机制显示了CuII的二级动力学，而在C（4）处具有软取代基的吲哚通过配位机制以低三个数量级的速率进行反应，这反过来对映选择性的感觉。
• [EN] HIGHLY ACTIVE SELF-SUFFICIENT NITRATION BIOCATALYSTS<br/>[FR] BIOCATALYSEURS DE NITRATION AUTO-SUFFISANTS HAUTEMENT ACTIFS
  申请人：UNIV FLORIDA

  公开号：WO2018081456A1

  公开（公告）日：2018-05-03

  The disclosure relates to the field of fusion proteins. In some aspects, the disclosure relates to artificial fusion proteins comprising cytochrome P450 enzymes linked to reductase enzymes and uses thereof. In some aspects, the disclosure relates to compounds produced by artificial cytochrome P450 enzymes.

  该披露涉及融合蛋白的领域。在某些方面，该披露涉及人工融合蛋白，其中包括与还原酶酶相连的细胞色素P450酶，并其用途。在某些方面，该披露涉及由人工细胞色素P450酶产生的化合物。
• Artificial self-sufficient cytochrome P450s
  申请人：University of Florida Research Foundation, Incorporated

  公开号：US10138205B2

  公开（公告）日：2018-11-27

  The disclosure relates to the field of fusion proteins. In some aspects, the invention relates to artificial fusion proteins comprising cytochrome P450 enzymes linked to reductase enzymes and uses thereof. In some aspects, the disclosure relates to compounds produced by artificial cytochrome P450 enzymes.

  本发明涉及融合蛋白领域。 在某些方面，本发明涉及由与还原酶连接的细胞色素 P450 酶组成的人工融合蛋白及其用途。 在某些方面，本发明涉及由人工细胞色素P450酶产生的化合物。
• Bromodomain inhibitors
  申请人：CELGENE QUANTICEL RESEARCH, INC.

  公开号：US10807982B2

  公开（公告）日：2020-10-20

  The present invention relates to substituted heterocyclic derivative compounds, compositions comprising said compounds, and the use of said compounds and compositions for epigenetic regulation by inhibition of bromodomain-mediated recognition of acetyl lysine regions of proteins, such as histones. Said compositions and methods are useful for the treatment of cancer and neoplastic disease.

  本发明涉及取代的杂环衍生物化合物、包含所述化合物的组合物，以及所述化合物和组合物通过抑制溴域介导的对蛋白质（如组蛋白）乙酰赖氨酸区的识别来进行表观遗传调控的用途。所述组合物和方法可用于治疗癌症和肿瘤性疾病。