2,4-二甲氧基硫代苯甲酰胺 | 23822-07-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2,4-二甲氧基硫代苯甲酰胺
• 中文别名: 2,4-二甲氧基硫代苯胺
• 英文名称: 2,4-dimethoxy-thiobenzamide
• 英文别名: 2,4-Dimethoxy-thiobenzamid；2.4-Dimethoxy-thiobenzamid；2,4-Dimethoxythiobenzamide；2,4-dimethoxybenzenecarbothioamide
• CAS: 23822-07-3
• 化学式: C₉H₁₁NO₂S
• mdl: MFCD04973328
• 分子量: 197.258
• InChiKey: KYGPUPQKDUNOLW-UHFFFAOYSA-N

物化性质

• 沸点：
  342.8±52.0 °C(Predicted)
• 密度：
  1.202±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  76.6
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 安全说明：
  S26,S36/37/39
• 危险类别码：
  R36/37/38
• 海关编码：
  2930909090

反应信息

• 作为反应物：
  描述：

  2,4-二甲氧基硫代苯甲酰胺 、 3-溴-4-氧代-4-苯基丁酸 在 sodium carbonate 作用下， 以 异丙醇 为溶剂， 生成 [2-(2,4-dimethoxy-phenyl)-4-phenyl-thiazol-5-yl]-acetic acid
  参考文献：
  名称：

  非甾体抗炎药。1.2，4-二苯基噻唑-5-乙酸及相关化合物。

  摘要：

  DOI：

  10.1021/jm00257a010
• 作为产物：
  描述：

  间苯二甲醚 在 氢氟酸 作用下， 生成 2,4-二甲氧基硫代苯甲酰胺
  参考文献：
  名称：

  Process for the preparation of aromatic thiocarboxylic acid amides

  摘要：

  芳香硫代羧酸酰胺是通过芳香烃与硫氰酸氢或硫氰酸盐在至少90%的氢氟酸中反应制备的。该反应可以在单一操作中进行，无需使用Lewis酸或其他催化剂。得到的硫代羧酸酰胺已在文献中有所记载，可作为制备腈、酰胺、羧酸、杂环化合物以及植物保护剂和药物的初级产品。

  公开号：

  US04008264A1

文献信息

• Design of Cytochrome P450 1B1 Inhibitors <i>via</i> a Scaffold-Hopping Approach
  作者：Austin C. Hachey、Alexander D. Fenton、David K. Heidary、Edith C. Glazer

  DOI：10.1021/acs.jmedchem.2c01368

  日期：2023.1.12

  Cytochrome P450 1B1 (CYP1B1) is a potential drug target in cancer research that is overexpressed in several solid tumors but is present only at low levels in healthy tissues. Its expression is associated with resistance to common chemotherapeutics, while inhibitors restore efficacy to these drugs in model systems. The majority of CYP1B1 inhibitors are derived from a limited number of scaffolds, and

  细胞色素 P450 1B1 (CYP1B1) 是癌症研究中的潜在药物靶标，它在多种实体瘤中过度表达，但在健康组织中仅以低水平存在。它的表达与对常见化疗药物的耐药性有关，而抑制剂可在模型系统中恢复这些药物的疗效。大多数 CYP1B1 抑制剂都来自有限数量的支架，很少有对其他人类 CYP 具有出色的选择性，这可能会阻碍临床开发。本研究使用支架跳跃方法探索了 CYP1B1 抑制剂的新化学空间，并将 2,4-二芳基噻唑确立为有前景的进一步开发框架。从一个小图书馆，化合物15成为领先者，具有皮摩尔 CYP1B1 抑制作用，对其相对 CYP1A1 的选择性超过 19,000 倍。为了研究15的活性，采用了分子动力学、光谱学、点突变和传统的结构-活性关系，并揭示了对 CYP1B1 抑制剂的开发很重要的关键相互作用。
• Novel Thiazole Derivatives as Inhibitors of Superoxide Production by Human Neutrophils: Synthesis and Structure-Activity Relationships
  作者：Masatoshi Chihiro、Hisashi Nagamoto、Isao Takemura、Kazuyoshi Kitano、Hajime Komatsu、Kazuo Sekiguchi、Fujio Tabusa、Toyoki Mori、Michiaki Tominaga、Youichi Yabuuchi

  DOI：10.1021/jm00002a017

  日期：1995.1

  Neutrophils have an important role in the self-defense systems of organisms through the production of superoxide. On the other hand, it has been proposed that abnormal amounts of superoxide produced by neutrophils are a serious factor in tissue injury. A series of novel thiazole derivatives was prepared and evaluated inhibitory effect on superoxide production by human neutrophils in vitro. Among these compounds, 6-[2-(3,4-diethoxyphenyl)thiazol-4-yl]-pyridine-2-carboxylic acid (OPC-6535) was selected as one of the most promising compounds. The synthesis and structure-activity relationships of these compounds are reported herein.
• Discovery of novel P2 substituted 4-biaryl proline inhibitors of hepatitis C virus NS3 serine protease
  作者：Murray D. Bailey、Teddy Halmos、Christopher T. Lemke

  DOI：10.1016/j.bmcl.2013.05.046

  日期：2013.8

  Inhibitors of hepatitis C virus NS3 serine protease often incorporate a large P2 moiety to interact with the surface of the enzyme while shielding part of the catalytic triad. This feature is important in many inhibitors in order to have the necessary potency needed for efficacy. In this Letter we explore some new P2 motifs to further exploit this region of the enzyme. In a continuing effort to replace the often found 4-hydroxyproline P2 core found in the majority of inhibitors for this target, various directly attached aryl derivatives were evaluated. Of these, the 2,4-disubstituted thiazole core proved to be the most interesting. SAR around this motif has lead to compounds with K-i's in the high picomolar range and provided cellular potencies in the single digit nM range. (C) 2013 Elsevier Ltd. All rights reserved.
• SASTRY S.; KUDAV N. A., INDIAN J. CHEM., 1979, B18, NO 5, 455
  作者：SASTRY S.、 KUDAV N. A.

  DOI：——

  日期：——
• US4008264A
  申请人：——

  公开号：US4008264A

  公开（公告）日：1977-02-15