methyl 2-(methoxymethoxy)-4-methylbenzoate | 58402-71-4

• 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: methyl 2-(methoxymethoxy)-4-methylbenzoate
• 英文别名: 2-methoxymethoxy-4-methyl-benzoic acid methyl ester；2-Methoxymethoxy-4-methyl-benzoesaeure-methylester；methyl 2-methoxymethoxy-4-methylbenzoate
• CAS: 58402-71-4
• 化学式: C₁₁H₁₄O₄
• 分子量: 210.23
• InChiKey: LPJLPHJQMDSQOL-UHFFFAOYSA-N

物化性质

• 沸点：
  309.1±32.0 °C(Predicted)
• 密度：
  1.103±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  methyl 2-(methoxymethoxy)-4-methylbenzoate 在 吡啶 、 sodium hydroxide 、 氨 、 甲基磺酰氯 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 2-Methoxymethoxy-4-methyl-benzonitrile
  参考文献：
  名称：

  Antimicrobial effects of novel siderophores linked to β-lactam antibiotics

  摘要：

  As a strategy to increase the penetration of antibiotic drugs through the outer membrane of Gram-negative pathogens, facilitated transport through siderophore receptors has been frequently exploited. Hydroxamic acids, catechols, or very close isosteres of catechols, which are mimics of naturally occurring siderophores, have been used successfully as covalently linked escorting moieties, but a much wider diversity of iron binding motifs exists. This observation, coupled to the relative lack of specificity of siderophore receptors, prompted us to initiate a program to identify novel, noncatechol siderophoric structures. We screened over 300 compounds for their ability to (1) support growth in low iron medium of a Pseudomonas aeruginosa siderophore biosynthesis deletion mutant, or (2) compete with a bactericidal siderophore-antibiotic conjugate for siderophore receptor access. From these assays we identified a set of small molecules that fulfilled one or both of these criteria. We then synthesized these compounds with functional groups suitable for attachment to both monobactam and cephalosporin core structures. Siderophore-P-lactam conjugates then were tested against a panel of Escherichia coli, Pseudomonas aeruginosa, and Staphylococcus aureus strains. Although several of the resultant chimeric compounds had antimicrobial activity approaching that of ceftazidime, and most compounds demonstrated very potent activity against their cellular targets, only a single compound was obtained that had enhanced, siderophore-mediated antibacterial activity. Results with tonB mutants frequently showed increased rather than decreased susceptibilities, suggesting that multiple factors influenced the intracellular concentration of the drugs. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00261-8
• 作为产物：
  描述：

  4-甲基水杨酸 在 ethereal hydrochloric acid 作用下， 以 N-甲基乙酰胺 、 甲醇 、 乙醚 、 正己烷 为溶剂， 生成 methyl 2-(methoxymethoxy)-4-methylbenzoate
  参考文献：
  名称：

  Imidazolyl-alkenoic acids useful as angiotensin II receptor antagonists

  摘要：

  Angiotensin II受体拮抗剂具有以下结构式：##STR1##，可用于调节高血压，并用于治疗充血性心力衰竭、肾功能衰竭和青光眼，包括这些拮抗剂的药物组合物，以及使用这些化合物在哺乳动物中产生Angiotensin II受体拮抗作用的方法。

  公开号：

  US05185351A1

文献信息

• Synthesis and biological evaluation of matrine derivatives as anti-hepatocellular cancer agents
  作者：Lichuan Wu、Shuaibing Liu、Jinrui Wei、Dong Li、Xu Liu、Jianyi Wang、Lisheng Wang

  DOI：10.1016/j.bmcl.2016.07.045

  日期：2016.9

  We delineate herein the synthesis and anti-cancer effects of 15 matrine derivatives. The in vitro growth inhibitory assays showed that most of the prepared compounds exhibited improved anti-proliferative activities towards cancer cells with IC50 17–109 times lower than that of matrine. Compounds CH6 showed the most potent anti-proliferative activities in the four tested cancer cell lines. Moreover

  我们在本文中描述了15种苦参碱衍生物的合成和抗癌作用。体外生长抑制试验表明，大多数制备的化合物对癌细胞均表现出改善的抗增殖活性，其IC 50比苦参碱的IC 50低17-109倍。化合物CH6在四种测试的癌细胞系中显示出最有效的抗增殖活性。此外，化合物CH6可通过上调P21，P27和E-钙粘着蛋白并下调N-钙粘着蛋白来诱导人肝癌细胞Bel-7402和HepG2中的G1细胞周期停滞并抑制细胞迁移。
• Regioselective metallations of (methoxymethoxy)arenes
  作者：Robert C. Ronald、Mark R. Winkle

  DOI：10.1016/s0040-4020(01)91921-0

  日期：1983.1
• DE208886
  申请人：——

  公开号：——

  公开（公告）日：——
• DE209608
  申请人：——

  公开号：——

  公开（公告）日：——
• RONALD, R. C.;WINKLE, M. R., TETRAHEDRON, 1983, 39, N 12, 2031-2042
  作者：RONALD, R. C.、WINKLE, M. R.

  DOI：——

  日期：——