1-benzyloxy-4-bromo-2-methoxy-5-(methoxymethoxy)benzene | 1225441-54-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-benzyloxy-4-bromo-2-methoxy-5-(methoxymethoxy)benzene
• CAS: 1225441-54-2
• 化学式: C₁₆H₁₇BrO₄
• 分子量: 353.213
• InChiKey: QXVUPZUJDQSHAR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.02
• 重原子数：
  21.0
• 可旋转键数：
  7.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  36.92
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-benzyloxy-4-bromo-2-methoxy-5-(methoxymethoxy)benzene 在 盐酸 、 四(三苯基膦)钯 、 叔丁基锂 、 4-甲基苯磺酸吡啶 、 sodium carbonate 、 对甲苯磺酸 、 potassium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 25.5h， 生成 7-benzyloxy-3-[2-(3,4-dimethoxyphenyl)ethyl]-3,4-dihydro-8-methoxy-1-[4-methoxy-3-(methoxymethoxy)phenyl]-4-oxo-[1]benzopyrano[3,4-b]pyrrole-2-carboxylic acid
  参考文献：
  名称：

  Synthesis, structure–activity relationships, and mechanism of action of anti-HIV-1 lamellarin α 20-sulfate analogues

  摘要：

  Lamellarin a and six different types of lamellarin alpha 20-sulfate analogues were synthesized and their structure-activity relationships were investigated using a single round HIV-1 vector infection assay. All lamellarin sulfates having pentacyclic lamellarin core exhibited anti-HIV-1 activity at a 10 mu M concentration range regardless of the number and position of the sulfate group. On the other hand, non-sulfated lamellarin alpha and ring-opened lamellarin sulfate analogues did not affect HIV-1 vector infection in similar concentrations. The lamellarin sulfates utilized in this study did not exhibit unfavorable cytotoxic effect under the concentrations tested (IC50 > 100 mu M). Confocal laser scanning microscopic analysis indicated that hydrophilic lamellarin sulfates were hardly incorporated in the cell. HIV-1 Env-mediated cell-cell fusion was suppressed by lamellarin sulfates. These results suggested that lamellarin sulfates have a novel anti-HIV-1 activity besides the previously reported integrase activity inhibition, possibly at a viral entry step of HIV-1 replication. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.030
• 作为产物：
  描述：

  3-苄氧基-4-甲氧基苯酚 在 N-溴代丁二酰亚胺(NBS) 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 50.0h， 生成 1-benzyloxy-4-bromo-2-methoxy-5-(methoxymethoxy)benzene
  参考文献：
  名称：

  Synthesis, structure–activity relationships, and mechanism of action of anti-HIV-1 lamellarin α 20-sulfate analogues

  摘要：

  Lamellarin a and six different types of lamellarin alpha 20-sulfate analogues were synthesized and their structure-activity relationships were investigated using a single round HIV-1 vector infection assay. All lamellarin sulfates having pentacyclic lamellarin core exhibited anti-HIV-1 activity at a 10 mu M concentration range regardless of the number and position of the sulfate group. On the other hand, non-sulfated lamellarin alpha and ring-opened lamellarin sulfate analogues did not affect HIV-1 vector infection in similar concentrations. The lamellarin sulfates utilized in this study did not exhibit unfavorable cytotoxic effect under the concentrations tested (IC50 > 100 mu M). Confocal laser scanning microscopic analysis indicated that hydrophilic lamellarin sulfates were hardly incorporated in the cell. HIV-1 Env-mediated cell-cell fusion was suppressed by lamellarin sulfates. These results suggested that lamellarin sulfates have a novel anti-HIV-1 activity besides the previously reported integrase activity inhibition, possibly at a viral entry step of HIV-1 replication. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.030

文献信息

• FOURTH-GENERATION EGFR TYROSINE KINASE INHIBITOR
  申请人：NAGASAKI UNIVERSITY

  公开号：US20210122759A1

  公开（公告）日：2021-04-29

  Provided is a compound having a tyrosine kinase inhibitory activity specific to C797S resistant mutant EGFR (particularly C797S tertiary-resistant mutant EGFR) and is useful as a C797S resistant mutant EGFR (particularly C797S mutant tertiary-resistant EGFR) specific tyrosine kinase inhibitor, an agent for preventing and/or treating non-small cell lung cancer with resistance mutant EGFR and the like, and the like. A compound represented by the formula (I): wherein X is O or NH, R 1 and R 2 are each independently a hydrogen atom or an optionally substituted hydrocarbon group; R 3 and R 4 are each independently a hydrogen atom, a halogen atom or an optionally substituted hydrocarbon group, and R 5 and R 6 are each independently an optionally substituted hydrocarbon group, excluding the following compounds: or a salt thereof.

  提供一种具有特异性抑制C797S耐药突变EGFR的酪氨酸激酶抑制活性的化合物（特别是C797S三级耐药突变EGFR），并且可用作C797S耐药突变EGFR（特别是C797S突变三级耐药EGFR）特异性酪氨酸激酶抑制剂，用于预防和/或治疗具有耐药突变EGFR的非小细胞肺癌等药剂等。一种由以下式（I）表示的化合物：其中X为O或NH，R1和R2分别为氢原子或可选择取代的碳氢基团；R3和R4分别为氢原子、卤素原子或可选择取代的碳氢基团，而R5和R6分别为可选择取代的碳氢基团，但不包括以下化合物：或其盐。
• Divergent Synthesis of Lamellarin α 13-Sulfate, 20-Sulfate, and 13,20-Disulfate
  作者：Masatomo Iwao、Tsutomu Fukuda、Sho Saeki、Takeshi Ohta

  DOI：10.3987/com-09-s(s)100

  日期：——

  A divergent synthesis of three sulfate derivatives of lamellarin alpha, namely, lamellarin alpha 13-sulfate (2), 20-sulfate (1), and 13,20-disulfate (4) has been achieved via a common intermediate (6) in which 13-OH and 20-OH of the lamellarin core are differentially protected by MOM and benzyl groups, respectively. Compound (6) in turn was prepared using sequential Suzuki-Miyaura coupling of 3,4-dihydroxypyrrole bistriflate (7) as a key reaction.