methyl 4-bromomethyl-2-methoxymethoxybenzoate | 149543-77-1

• 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 4-bromomethyl-2-methoxymethoxybenzoate
• 英文别名: methyl 4-(bromomethyl)-2-(methoxymethoxy)benzoate
• CAS: 149543-77-1
• 化学式: C₁₁H₁₃BrO₄
• 分子量: 289.126
• InChiKey: BITPTKKBOQIYHC-UHFFFAOYSA-N

物化性质

• 沸点：
  373.8±42.0 °C(Predicted)
• 密度：
  1.419±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  16
• 可旋转键数：
  6
• 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 4-bromomethyl-2-methoxymethoxybenzoate 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4,4',4''-{nitrilotris[2,1-ethanediyl(methylimino)methylene]}tris(2-methoxymethoxy-N-aminoethyl)-benzamide
  参考文献：
  名称：

  合成水杨酰胺和联吡啶的铁（II）和铁（III）配位体

  摘要：

  报道了潜在的铁螯合剂的合成和表征。两个单链结合了用于铁（II）为铁（III）的螯合的水杨酰胺和联吡啶配位体，以及三足系统已被合成。

  DOI：

  10.1016/0040-4020(96)00724-7
• 作为产物：
  描述：

  4-甲基水杨酸甲酯 在 N-溴代丁二酰亚胺(NBS) 、 偶氮二异丁腈 、 N,N-二异丙基乙胺 作用下， 以 四氯化碳 、 乙腈 为溶剂， 反应 16.0h， 生成 methyl 4-bromomethyl-2-methoxymethoxybenzoate
  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

文献信息

• Imidazolyl-alkenoic acids useful as angiotensin II receptor antagonists
  申请人：SmithKline Beecham Corporation

  公开号：US05185351A1

  公开（公告）日：1993-02-09

  Angiotensin II receptor antagonists having the formula: ##STR1## which are useful in regulating hypertension and in the treatment of congestive heart failure, renal failure, and glaucoma, pharmaceutical compositions including these antagonists, and methods of using these compounds to produce angiotensin II receptor antagonism in mammals.

  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。
• Potent nonpeptide angiotensin II receptor antagonists. 2. 1-(Carboxybenzyl)imidazole-5-acrylic acids
  作者：Richard M. Keenan、Joseph Weinstock、Joseph A. Finkelstein、Robert G. Franz、Dimitri E. Gaitanopoulos、Gerald R. Girard、David T. Hill、Tina M. Morgan、James M. Samanen

  DOI：10.1021/jm00065a011

  日期：1993.6

  studies of these potent antagonists revealed that the thienyl ring, the (E)-acrylic acid, and the imidazole ring in addition to the two acid groups were important for high potency. Also, overlay comparisons of the parent diacid with both angiotensin II and a representative biphenylyltetrazole nonpeptide angiotensin II receptor antagonist are presented. The parent diacid analog, SK&F 108566 or (E)-3-

  详细描述了非肽血管紧张素II受体拮抗剂的咪唑5-丙烯酸系列的进一步发展（关于第1部分，请参阅：J。Med。Chem。1992，35，3858）。为了模拟血管紧张素II的Tyr4残基，进行了N-苄基环取代的修饰。在N-苄基环上引入对羧酸导致发现了对受体具有纳摩尔摩尔亲和力和良好口服活性的化合物。这些有效拮抗剂的SAR研究表明，除了两个酸性基团以外，噻吩基环，（E）-丙烯酸和咪唑环对于高效力也很重要。另外，提出了母体二酸与血管紧张素II和代表性的联苯基四唑非肽血管紧张素II受体拮抗剂的叠加比较。母体二酸类似物SK＆
• Tripodal Dodecadentate Ligands with Salicylamide and bipyridine binding sites for iron(II) and iron(III) coordination
  作者：Andreas Lutz、Thomas R. Ward

  DOI：10.1002/hlca.19980810203

  日期：1998.2.4

  The synthesis and characterization of tripodal dodecadentate ligands with salicylamide and bipyridine binding sites for iron(II) and iron(III) are presented.

  介绍了具有水杨酰胺和联吡啶结合铁（II）和铁（III）的三脚架十二齿配体的合成和表征。
• US5185351A
  申请人：——

  公开号：US5185351A

  公开（公告）日：1993-02-09
• US5418250A
  申请人：——

  公开号：US5418250A

  公开（公告）日：1995-05-23