1-chloro-4-isocyanato-2,5-dimethoxybenzene

• 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: 1-chloro-4-isocyanato-2,5-dimethoxybenzene
• 化学式: C₉H₈ClNO₃
• 分子量: 213.62
• InChiKey: YQKZQPHETLYOQI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  47.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-chloro-4-isocyanato-2,5-dimethoxybenzene 在 二茂铁 、 tetrabutylammonium tetrafluoroborate 、 sodium carbonate 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 反应 52.0h， 生成 10-chloro-8,11-dimethoxy-5-methyl-12-phenylindolo[1,2-c]quinazolin-6(5H)-one
  参考文献：
  名称：

  用于合成高度官能化（Aza）吲哚的电化学CH / NH功能化

  摘要：

  吲哚和氮杂吲哚由于其在自然界中的普遍性及其在制药工业中的广泛应用而成为最重要的杂环。本文报道了一种前所未有的无贵金属，无氧化剂的电化学方法，用于将（杂）芳基胺与链状炔烃偶联，以合成高度官能化的吲哚以及更具挑战性的氮吲哚。

  DOI：

  10.1002/anie.201602616
• 作为产物：
  描述：

  4-氯-2,5-二甲氧基苯胺 以 氯仿 为溶剂， 反应 4.5h， 生成 1-chloro-4-isocyanato-2,5-dimethoxybenzene
  参考文献：
  名称：

  Structure–activity relationship studies of 1-(4-chloro-2,5-dimethoxyphenyl)-3-(3-propoxypropyl)thiourea, a non-nucleoside reverse transcriptase inhibitor of human immunodeficiency virus type-1

  摘要：

  The reverse transcriptase (RT) of the human immunodeficiency virus type-1 (HIV-1) is still a prime target for drug development due to the continuing need to block drug-resistant RT mutants by new inhibitors. We have previously identified 1-(4-chloro-2,5-dimethoxyphenyl)-3-(3-propoxypropyl)thiourea, compound 1, as a potent RI inhibitor from an available chemical library. Here, we further modified this compound to study structure activity relationships when replacing various groups in the molecule. Different functional groups were systematically introduced on the aromatic ring and the aliphatic chain of the compound was modified. The effect of these modifications on viral infectivity was then evaluated. The most potent compound found was propyl 4-(amino-N-(4-chloro-2,5-dimethoxyphenyl)methanethioamino)butanoate, 45c, which inhibited infectivity with a calculated IC50 of about 1.1 mu M. Docking studies identified potential important interactions between the top scoring ligands and HIV-1 RT, and the predicted relative affinity of the ligands was found to be in agreement with the experimental results. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.11.003

文献信息

• DE2041986
  申请人：——

  公开号：——

  公开（公告）日：——
• FR2335497
  申请人：——

  公开号：——

  公开（公告）日：——
• FR1531794
  申请人：——

  公开号：——

  公开（公告）日：——
• [EN] NOVEL REVERSE TRANSCRIPTASE INHIBITORS<br/>[FR] NOUVEAUX INHIBITEURS DE TRANSCRIPTASE INVERSE
  申请人：UNIV RAMOT

  公开号：WO2009069132A2

  公开（公告）日：2009-06-04

  Compounds that are capable of inhibiting an activity of a reverse transcriptase are disclosed. Further disclosed are pharmaceutical compositions containing these compounds, and methods of inhibiting an activity of reverse transcriptase and/or of a mutant thereof and of treating an infection caused by a retrovirus, utilizing these compounds. The disclosed compounds are either identified by computational means or are designed and newly prepared based on structural features identified, at least in part, by computational means. Thus, further disclosed is a method of identifying candidate compounds for inhibiting an activity of a wild type reverse transcriptase and/or for treating a viral infection caused by a retrovirus.
• 10.1021/acschemneuro.4c00154
  作者：Soren, Kalyani、Bollikanda, Rakesh K.、Das, Tapatee、Patel, Shashikant、Gnaneshwari, Kodi、Malakar, Pankaj、Kumar, Arvind、Kantevari, Srinivas、Chakravarty, Sumana

  DOI：10.1021/acschemneuro.4c00154

  日期：——