N-(indan-2-yl)-S-methyldithiocarbamate

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: N-(indan-2-yl)-S-methyldithiocarbamate
• 英文别名: Brassinin derivative, 5；methyl N-(2,3-dihydro-1H-inden-2-yl)carbamodithioate
• 化学式: C₁₁H₁₃NS₂
• 分子量: 223.363
• InChiKey: AWRSIUAOACBAOQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  69.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  二硫化碳 、 2-氨基茚满盐酸盐 、 碘甲烷 在 吡啶 、 三乙胺 作用下， 反应 0.5h， 以74%的产率得到N-(indan-2-yl)-S-methyldithiocarbamate
  参考文献：
  名称：

  Structure−Activity Study of Brassinin Derivatives as Indoleamine 2,3-Dioxygenase Inhibitors

  摘要：

  A screen of indole-based structures revealed the natural product brassinin to be a moderate inhibitor of indoleamine 2,3-dioxygenase (IDO), a new cancer immunosuppression target. A structure-activity study was undertaken to determine which elements of the brassinin structure could be modified to enhance potency. Three important discoveries have been made, which will impact future IDO inhibitor development: (i) The dithiocarbamate portion of the brassinin lead is a crucial moiety, which may be binding to the heme iron of IDO; (ii) an indole ring is not necessary for IDO inhibition; and (iii) substitution of the S-methyl group of brassinin with large aromatic groups provides inhibitors that are three times more potent in vitro than the most commonly used IDO inhibitor, 1-methyl-tryptophan.

  DOI：

  10.1021/jm0508888

文献信息

• Novel IDO inhibitors and methods of use thereof
  申请人：Prendergast C. George

  公开号：US20070105907A1

  公开（公告）日：2007-05-10

  Novel indoleamine 2,3-dioxygenase (IDO) inhibitors, compositions comprising the same, and methods of use thereof are disclosed.

  披露了新型的吲哚胺2,3-双加氧酶（IDO）抑制剂，包含该抑制剂的组合物以及使用它们的方法。
• Novel IDO Inhibitors and Methods of Use Thereof
  申请人：Prendergast George C.

  公开号：US20100166881A1

  公开（公告）日：2010-07-01

  Novel indoleamine 2,3-dioxygenase (IDO) inhibitors, compositions comprising the same, and methods of use thereof are disclosed.

  本发明揭示了新型的色氨酸2,3-双加氧酶（IDO）抑制剂、包含该抑制剂的组合物以及其使用方法。
• NOVEL IDO INHIBITORS AND METHODS OF USE THEREOF
  申请人：Lankenau Institute for Medical Research

  公开号：EP1940787A1

  公开（公告）日：2008-07-09
• EP1940787A4
  申请人：——

  公开号：EP1940787A4

  公开（公告）日：2009-07-01
• INDOLEAMINE 2,3-DIOXYGENASE PATHWAYS IN THE GENERATION OF REGULATORY T CELLS
  申请人：Chen Wei

  公开号：US20090155311A1

  公开（公告）日：2009-06-18

  The present invention provides methods for the control of the generation of regulatory T cells (Tregs) and uses thereof.