2-[2-(2-苯氧基乙氧基)乙氧基]-乙醇 | 7204-16-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 2-[2-(2-苯氧基乙氧基)乙氧基]-乙醇
• 中文别名: 三乙二醇单苯醚
• 英文名称: 2-(2-(2-phenoxyethoxy)ethoxy)ethan-1-ol
• 英文别名: triethylene glycol phenyl ether；bis[2-(2-hydroxyethoxy)ethoxy]benzene；2-[2-(2-phenoxy-ethoxy)-ethoxy]-ethanol；2-[2-(2-Phenoxy-aethoxy)-aethoxy]-aethanol；[2-(2-Hydroxy-aethoxy)-aethyl]-(2-phenoxy-aethyl)-aether；2-(2-Hydroxy-aethoxy)-1-(2-phenoxy-aethoxy)-aethan；8-phenoxy-3,6-dioxa-1-octanol；Triethylene glycol monophenyl ether；2-[2-(2-phenoxyethoxy)ethoxy]ethanol
• CAS: 7204-16-2
• 化学式: C₁₂H₁₈O₄
• 分子量: 226.273
• InChiKey: IDHKBOHEOJFNNS-UHFFFAOYSA-N

物化性质

• 沸点：
  74-77 °C(Press: 0.05 Torr)
• 密度：
  1.097±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  16
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  47.9
• 氢给体数：
  1
• 氢受体数：
  4

安全信息

• 储存条件：
  存储条件：2-8°C，干燥且密封。

制备方法与用途

Ph-PEG3是一种PROTAC链接体，属于PEG类化合物，可用于合成PROTAC分子。

反应信息

• 作为反应物：
  描述：

  2-[2-(2-苯氧基乙氧基)乙氧基]-乙醇 在 溴 、 十六烷基三甲基溴化铵 、 sodium 、 三溴化磷 作用下， 以 吡啶 、 甲醇 、 水 为溶剂， 反应 50.0h， 生成 1-bromo-4-(2-(2-(2-methoxyethoxy)ethoxy)ethoxy)benzene
  参考文献：
  名称：

  Selective bromination of the aromatic ring in ω-phenylpolyoxaalkanes and alkanols in micelles

  摘要：

  DOI：

  10.1016/s0040-4020(01)85934-2
• 作为产物：
  描述：

  2-(2-苯氧基乙氧基)乙醇 在 氢氧化钾 、 三溴化磷 作用下， 以 吡啶 、 水 为溶剂， 反应 2.0h， 生成 2-[2-(2-苯氧基乙氧基)乙氧基]-乙醇
  参考文献：
  名称：

  Selective bromination of the aromatic ring in ω-phenylpolyoxaalkanes and alkanols in micelles

  摘要：

  DOI：

  10.1016/s0040-4020(01)85934-2

文献信息

• BRM TARGETING COMPOUNDS AND ASSOCIATED METHODS OF USE
  申请人：Arvinas Operations, Inc.

  公开号：US20190300521A1

  公开（公告）日：2019-10-03

  The present disclosure relates to bifunctional compounds, which find utility as modulators of SMARCA2 or BRM (target protein). In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a ligand that binds to the Von Hippel-Lindau E3 ubiquitin ligase, and on the other end a moiety which binds the target protein, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of target protein. Diseases or disorders that result from aggregation or accumulation of the target protein are treated or prevented with compounds and compositions of the present disclosure.

  本公开涉及双功能化合物，其作为SMARCA2或BRM（靶蛋白）的调节剂具有实用性。具体而言，本公开涉及包含一端结合Von Hippel-Lindau E3泛素连接酶的配体，另一端结合靶蛋白的双功能化合物，使得靶蛋白与泛素连接酶靠近以实现靶蛋白的降解（和抑制）。本公开展示了与靶蛋白降解/抑制相关的广泛药理活性。本公开的化合物和组合物用于治疗或预防由靶蛋白聚集或积累导致的疾病或紊乱。
• Goldilocks Effect of Base Strength on Site Selectivity in Acylation of Amphiphilic Diols
  作者：Moshe Portnoy、Reut Fallek、Natali Ashush、Amit Fallek

  DOI：10.1055/a-1631-1885

  日期：2021.11

  shift of the substrate selectivity towards the polar substrate, compared to the base-free acylation, which favors that of the apolar one. The extraordinarily strong change in the substrate selectivity in favor of the polar substrate was induced, however, by aliphatic tertiary amine bases, DIPEA and Et3N, of ‘Goldilocks’ moderate base strength, which strongly accelerate the acylation of the polar substrate

  使用极性和非极性醇底物进行的两个系列竞争性酰化实验，模拟两亲性二醇的两部分，研究了不同强度的碱对底物选择性的影响。虽然弱碱性 2,4,6-可力丁仅轻微加速极性底物的酰化而不影响非极性底物的酰化，但强碱性 DBU 大大加速了两种底物的酰化。在这两种情况下，与无碱酰化相比，底物选择性向极性底物发生了显着的但不是压倒性的转变，后者有利于非极性的酰化。然而，由具有中等碱强度的“金发姑娘”的脂肪族叔胺碱 DIPEA 和 Et3N 诱导了底物选择性的异常强烈变化，有利于极性底物，强烈加速极性底物的酰化，同时几乎不影响非极性底物的酰化。碱基对底物选择性的这些影响反映在模型二醇两亲物酰化中观察到的位点选择性趋势中。
• Base- and Catalyst-Induced Orthogonal Site Selectivities in Acylation of Amphiphilic Diols
  作者：Natali Ashush、Reut Fallek、Amit Fallek、Roman Dobrovetsky、Moshe Portnoy

  DOI：10.1021/acs.orglett.0c00830

  日期：2020.5.15

  Seeking to selectively functionalize natural and synthetic amphiphiles, we explored acylation of model amphiphilic diols. The use of a nucleophilic catalyst enabled a remarkable shift of the site selectivity from the polar site, preferred in background noncatalyzed or base-promoted reactions, to the apolar site. This tendency was significantly enhanced for organocatalysts comprising an imidazole active

  为了选择性地功能化天然和合成两亲物，我们探索了模型两亲性二醇的酰化作用。亲核催化剂的使用使位点选择性从极性位点显着转移，极性位点是背景非催化或碱促进的反应中优选的极性位点，而转移到非极性位点。对于包含被长/分支尾部包围的咪唑活性位点的有机催化剂，这种趋势得到了显着增强。一元醇底物的竞争性实验支持了对这些选择性正交模式的解释。
• Softener composition
  申请人：Ushio Noriaki

  公开号：US20050090423A1

  公开（公告）日：2005-04-28

  A softener composition that can impart a high softening effect to clothes irrespective of the state of rinsing water, which contains (a) a compound of formula (1) below, (b) a compound of formula (3) below, and (c) a specific anionic surfactant, wherein the mole ratios between the components (a), (b) and (c) satisfy the following relationship: [(a)+(b)]/(c)=9/1 to 4/6; and wherein R 1 represents a C 13-36 alkyl group or the like, R 10 and R 12 respectively represent a C 8-36 alkyl group or the like, R 2 , R 11 and R 13 respectively represent a C 1-6 alkylene group, R 3 , R 4 , and R 14 respectively represent a C 1-3 alkyl group or the like, A, D and E respectively represent —COO—, —CONH— or the like, and “a”, “c” and “d” respectively denote 0 or 1.

  一种软化剂组合物，可以在漂洗水的状态不同的情况下赋予衣物高度的柔软效果，该组合物包含以下的化合物：(a) 下式的化合物，(b) 下式的化合物，以及(c) 特定的阴离子表面活性剂，其中组分(a)、(b)和(c)之间的摩尔比满足以下关系：[(a)+(b)]/(c)=9/1至4/6；其中R1代表C13-36烷基基团或类似物，R10和R12分别代表C8-36烷基基团或类似物，R2、R11和R13分别代表C1-6烷基烯基基团，R3、R4和R14分别代表C1-3烷基基团或类似物，A、D和E分别代表—COO—、—CONH—或类似物，“a”、“c”和“d”分别表示0或1。
• COMPOUNDS AND METHODS FOR THE TARGETED DEGRADATION OF ENHANCER OF ZESTE HOMOLOG 2 POLYPEPTIDE
  申请人：Arvinas, Inc.

  公开号：US20180177750A1

  公开（公告）日：2018-06-28

  The present disclosure relates to bifunctional compounds, which find utility as modulators of enhancer of zeste homolog 2 (target protein). In particular, the present disclosure is directed to bifunctional compounds, which contain on one end a Von Hippel-Lindau, cereblon, Inhibitors of Apotosis Proteins or mouse double-minute homolog 2 ligand which binds to the respective E3 ubiquitin ligase and on the other end a moiety which binds the target protein, such that the target protein is placed in proximity to the ubiquitin ligase to effect degradation (and inhibition) of target protein. The present disclosure exhibits a broad range of pharmacological activities associated with degradation/inhibition of target protein. Diseases or disorders that result from aggregation or accumulation of the target protein are treated or prevented with compounds and compositions of the present disclosure.

  本公开涉及双功能化合物，其作为增强子锁定同源2的调节剂而发挥作用。具体而言，本公开涉及包含一端为Von Hippel-Lindau、cereblon、凋亡抑制蛋白或鼠双分子同源2配体的双功能化合物，该配体与相应的E3泛素连接酶结合，另一端含有结合目标蛋白的基团，使目标蛋白靠近泛素连接酶以实现目标蛋白的降解（和抑制）。本公开展示了与目标蛋白的降解/抑制相关的广泛药理活性范围。本公开的化合物和组合物用于治疗或预防由目标蛋白聚集或积累导致的疾病或紊乱。