4-bromo-1-((2-methoxyethoxy)methoxy)-2-methylbenzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-bromo-1-((2-methoxyethoxy)methoxy)-2-methylbenzene
• 英文别名: 4-Bromo-1-(2-methoxyethoxymethoxy)-2-methylbenzene；4-bromo-1-(2-methoxyethoxymethoxy)-2-methylbenzene
• 化学式: C₁₁H₁₅BrO₃
• 分子量: 275.142
• InChiKey: RUYRXPJSZDXWQS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  15
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-bromo-1-((2-methoxyethoxy)methoxy)-2-methylbenzene 在 盐酸 、 lithium aluminium tetrahydride 、 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 乙醚 、 水 为溶剂， 反应 1.0h， 生成 4-(6-(hydroxymethyl)naphthalen-2-yl)-2-methylphenol
  参考文献：
  名称：

  Structure–Activity Relationship and Anticancer Profile of Second-Generation Anti-MRSA Synthetic Retinoids

  摘要：

  We previously reported the antibacterial activity of CD437, a known antitumor compound. It proved to be a potent antimicrobial agent effective against both growing and persister cells of methicillin-resistant Staphylococcus aureus (MRSA). Herein, we report the synthesis of a panel of analogs and their effect on both MRSA and cancer cells. The hydrophobic group of the parent compound was varied in steric bulk, and lipid-mimicking analogs were tested. Biological assessment confirmed that the adamantane moiety is the most effective substitution for antibacterial activity, and some preferential action in cancer over MRSA was achieved.

  DOI：

  10.1021/acsmedchemlett.9b00159
• 作为产物：
  描述：

  2-甲氧基乙氧基甲基氯 、 4-溴-2-甲基苯酚 在 sodium hydride 作用下， 以 四氢呋喃 、 mineral oil 为溶剂， 反应 2.5h， 以78%的产率得到4-bromo-1-((2-methoxyethoxy)methoxy)-2-methylbenzene
  参考文献：
  名称：

  Structure–Activity Relationship and Anticancer Profile of Second-Generation Anti-MRSA Synthetic Retinoids

  摘要：

  We previously reported the antibacterial activity of CD437, a known antitumor compound. It proved to be a potent antimicrobial agent effective against both growing and persister cells of methicillin-resistant Staphylococcus aureus (MRSA). Herein, we report the synthesis of a panel of analogs and their effect on both MRSA and cancer cells. The hydrophobic group of the parent compound was varied in steric bulk, and lipid-mimicking analogs were tested. Biological assessment confirmed that the adamantane moiety is the most effective substitution for antibacterial activity, and some preferential action in cancer over MRSA was achieved.

  DOI：

  10.1021/acsmedchemlett.9b00159

文献信息

• 1H-[1,2,3]TRIAZOLO[4,5-c]PYRIDINE-4-CARBONITRILE DERIVATIVES
  申请人：Cai Jiaqiang

  公开号：US20120283239A1

  公开（公告）日：2012-11-08

  The invention relates to 1H-[1,2,3]triazolo[4,5-c]pyridine-4-carbonitrile derived Cathepsin S inhibitors of Formula (I), wherein R 1 is H or (C 1-3 )alkyl; R 2 is halogen or (C 1-4 )alkyl, optionally substituted with one or more halogens; n is 1-3; X is O or CH 2 ; U, V and W are CH; or one of U, V and W is N; Y is a group capable of interacting with the S n . . . S 2 substites of the active site of Cathepsin S; or a pharmaceutically acceptable salt thereof, to pharmaceutical compositions comprising the same as well as to the use of these derivatives for the preparation of a medicament for the treatment of cathepsin S related diseases such as atherosclerosis, obesity, inflammation and immune disorders, such as rheumatoid arthritis, psoriasis, cancer, and chronic pain, such as neuropathic pain.

  本发明涉及公式（I）中的1H-[1,2,3]三唑并[4,5-c]吡啶-4-羧腈衍生的Cathepsin S抑制剂，其中R1为H或（C1-3）烷基；R2为卤素或（C1-4）烷基，可选地取代一个或多个卤素；n为1-3；X为O或CH2；U、V和W为CH；或其中之一为N；Y为能够与Cathepsin S活性位点的Sn...S2取代基相互作用的基团；或其药学上可接受的盐，以及包含它们的制药组合物，以及这些衍生物用于制备治疗Cathepsin S相关疾病的药物，例如动脉粥样硬化、肥胖症、炎症和免疫性疾病，如类风湿性关节炎、银屑病、癌症和慢性疼痛，如神经病理性疼痛。
• US9115126B2
  申请人：——

  公开号：US9115126B2

  公开（公告）日：2015-08-25