3,6,9,12-四氧十四烷-1-醇 | 5650-20-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3,6,9,12-四氧十四烷-1-醇
• 英文名称: 3,6,9,12-tetraoxatetradecan-1-ol
• 英文别名: 2-(2-(2-(2-ethoxyethoxy)ethoxy)ethoxy)ethanol；tetra(ethylene glycol) monoethyl ether；tetraethylene glycol monoethyl ether；3,6,9,12-Tetraoxa-1-tetradecanol；tetraethylene glycol ethyl ether；3,6,9,12-Tetraoxatetradecanol；2-[2-[2-(2-ethoxyethoxy)ethoxy]ethoxy]ethanol
• CAS: 5650-20-4
• 化学式: C₁₀H₂₂O₅
• 分子量: 222.282
• InChiKey: GTAKOUPXIUWZIA-UHFFFAOYSA-N

物化性质

• 沸点：
  141-143 °C(Press: 1 Torr)
• 密度：
  1.0393 g/cm3
• 物理描述：
  Liquid
• 保留指数：
  1564.3;1463

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  15
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

ADMET

毒理性

• 副作用

神经毒素 - 急性溶剂综合症

Neurotoxin - Acute solvent syndrome

来源:Haz-Map, Information on Hazardous Chemicals and Occupational Diseases

安全信息

• 储存条件：
  -20°C，密封保存于干燥处

制备方法与用途

Ethyl-PEG4-alcohol 是一种PROTAC连接子，属于聚乙二醇类物质，可用来合成PROTAC分子。

反应信息

• 作为反应物：
  描述：

  3,6,9,12-四氧十四烷-1-醇 在 sodium hydroxide 、 盐酸羟胺 、 三溴化磷 、 potassium carbonate 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 4-(2-(2-(2-(2-ethoxyethoxy)ethoxy)ethoxy)ethoxy)phenylacetamidoxime
  参考文献：
  名称：

  Inhibition of secretory phospholipase A2. 2-Synthesis and structure–activity relationship studies of 4,5-dihydro-3-(4-tetradecyloxybenzyl)-1,2,4-4H-oxadiazol-5-one (PMS1062) derivatives specific for group II enzyme

  摘要：

  We have recently reported the discovery of a series of specific inhibitors of human group IIA phospholipase A(2) (hGIIA PLA(2)) to display promising in vitro and in vivo properties. Here we describe the influence of different structural modifications on the specificity and potency against hGIIA PLA(2) versus porcine group IB PLA(2). The SAR results, as well as the log P and pK(a) values of oxadiazolone determined in this work, provide important information towards the comprehension of the mode of action of this kind of compounds. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.01.016
• 作为产物：
  描述：

  二乙二醇乙醚 在 sodium hydride 、 三乙胺 作用下， 以 乙醚 、 N,N-二甲基甲酰胺 为溶剂， 反应 138.0h， 生成 3,6,9,12-四氧十四烷-1-醇
  参考文献：
  名称：

  Inhibition of secretory phospholipase A2. 2-Synthesis and structure–activity relationship studies of 4,5-dihydro-3-(4-tetradecyloxybenzyl)-1,2,4-4H-oxadiazol-5-one (PMS1062) derivatives specific for group II enzyme

  摘要：

  We have recently reported the discovery of a series of specific inhibitors of human group IIA phospholipase A(2) (hGIIA PLA(2)) to display promising in vitro and in vivo properties. Here we describe the influence of different structural modifications on the specificity and potency against hGIIA PLA(2) versus porcine group IB PLA(2). The SAR results, as well as the log P and pK(a) values of oxadiazolone determined in this work, provide important information towards the comprehension of the mode of action of this kind of compounds. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.01.016

文献信息

• Formation of Macrocyclic Ethers by Free Radical Cyclization:  Effects of Chain Length, Substituents, and Solvents
  作者：Annie Philippon、Marie Degueil-Castaing、Athelstan L. J. Beckwith、Bernard Maillard

  DOI：10.1021/jo980259o

  日期：1998.10.1

  Free radical reduction by tributylstannane of omega-iodopolyoxaalkyl acrylates derived from tri-, tetra-, penta-, hexa-, and heptaethylene glycols gives mixtures of uncyclized reduction products and macrocyclic ethers formed by endo cyclization. The rate constants for cyclization of the intermediate radicals at 80 degrees C in benzene were determined under carefully defined conditions to be 15 x 10(4)

  通过三丁基锡烷自由基还原衍生自三，四，五，五，六和七乙二醇的ω-碘多聚氧杂烷基丙烯酸酯，得到未环化还原产物和通过内环化形成的大环醚的混合物。在精心定义的条件下，确定80℃下苯中的中间体自由基环化的速率常数为15 x 10（4），13 x 10（4），5.1 x 10（4），10 x 10（4）和3.6 x 10（4）s（-）（1），分别用于形成12、15、18、21和24元环。这些值表明，与先前报道的烯基物质的环化相比，链中氧原子的存在使速率增加了10-30倍。苯在80摄氏度时的速率常数和甲基丙烯酸酯，巴豆酸酯，已经确定了8-碘-3,6-二氧杂辛醇的肉桂酸酯，马来酸酯和富马酸酯。在极性不同的溶剂中丙烯酸8-碘-3,6-二氧杂辛酯的还原表明环化速率具有相对较低的溶剂依赖性。
• Method for Chlorinating Alcohols
  申请人：Rohde Thorsten

  公开号：US20080228016A1

  公开（公告）日：2008-09-18

  A process for preparing organic chlorides in which the chlorine atom is bonded to a CH 2 group by reacting the corresponding alcohols with thionyl chloride in the presence of a triaylphosphine oxide at a temperature of from 20 to 200° C. and a pressure of from 0.01 to 10 MPa abs, which comprises using the triarylphosphine oxide in a molar ratio to the amount of OH groups to be chlorinated of from 0.0001 to 0.5.

  一种制备有机氯化物的方法，其中氯原子与一个CH2基团结合，通过在20至200°C温度和0.01至10兆帕绝对压力下，在三芳基膦氧化物存在下，将相应的醇与亚砜氯反应。该方法包括使用三芳基膦氧化物，其与待氯化的OH基团的摩尔比为0.0001至0.5。
• [EN] MACROCYCLIC MCL-1 INHIBITORS AND METHODS OF USE<br/>[FR] INHIBITEURS DE MCL-1 MACROCYCLIQUE ET PROCÉDÉS D'UTILISATION
  申请人：ABBVIE INC

  公开号：WO2019035927A1

  公开（公告）日：2019-02-21

  The present disclosure provides for compounds of Formula (I) wherein A2, A3, A4, A6, A7, A8, A15, RA, R5, R9, R10A, R10B, R11, R12, R13, R14, R16, W, X, and Y have any of the values defined in the specification, and pharmaceutically acceptable salts thereof, that are useful as agents in the treatment of diseases and conditions, including cancer. Also provided are pharmaceutical compositions comprising compounds of Formula (I).

  本公开提供了Formula (I)中A2、A3、A4、A6、A7、A8、A15、RA、R5、R9、R10A、R10B、R11、R12、R13、R14、R16、W、X和Y的化合物，这些化合物的任何值均在规范中定义，并且其药学上可接受的盐，可用作治疗疾病和病况，包括癌症的药物。还提供了包含Formula (I)中化合物的药物组合物。
• [EN] BIFUNCTIONAL MOLECULES CONTAINING AN E3 UBIQUITINE LIGASE BINDING MOIETY LINKED TO A BCL6 TARGETING MOIETY<br/>[FR] MOLÉCULES BIFONCTIONNELLES CONTENANT UNE FRACTION DE LIAISON À L'UBIQUITINE LIGASE E3 LIÉE À UNE FRACTION CIBLANT BCL6
  申请人：ARVINAS OPERATIONS INC

  公开号：WO2021077010A1

  公开（公告）日：2021-04-22

  Bifunctional compounds, which find utility as modulators of B-cell lymphoma 6 protein (BCL6; target protein), are described herein. In particular, the bifunctional compounds of the present disclosure contain on one end a Von Hippel-Lindau, cereblon, Inhibitors of Apotosis Proteins or mouse double-minute homolog 2 ligand that 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 bifunctional compounds of the present disclosure exhibit 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.

  本发明描述了双功能化合物，其作为B细胞淋巴瘤6蛋白（BCL6；靶蛋白）的调节剂。特别是，本发明中的双功能化合物一端含有与相应的E3泛素连接酶结合的Von Hippel-Lindau、cereblon、凋亡蛋白抑制剂或小鼠双分钟同源蛋白2的配体，另一端含有与靶蛋白结合的部分，使得靶蛋白被置于泛素连接酶附近，以促进靶蛋白的降解（和抑制）。本发明中的双功能化合物展示了与靶蛋白降解/抑制相关的广泛药理活性。可以通过本发明中的化合物和组合物治疗或预防由靶蛋白聚集或积累引起的疾病或失调。
• LOW VISCOSITY LOW VOLATILITY LUBRICATING OIL BASE STOCKS AND METHODS OF USE THEREOF
  申请人：ExxonMobil Research and Engineering Company

  公开号：US20170183595A1

  公开（公告）日：2017-06-29

  A lubricating oil base stock including one or more monoesters represented by the formula (I), (II), (III) and (IV) as defined herein. The lubricating oil base stock has a high temperature high shear (HTHS) viscosity of less than about 1.7 cP as determined by ASTM D4683, and a Noack volatility from about 15 to about 90 percent as determined by ASTM D5800. A lubricating oil containing the lubricating oil base stock including one or more monoesters represented by the formula (I), (II), (III) and (IV) as defined herein. A method for improving one or more of thermal and oxidative stability, solubility and dispersancy of polar additives, deposit control and traction control in a lubricating oil by using as the lubricating oil a formulated oil containing the lubricating oil base stock including one or more monoesters represented by the formula (I), (II), (III) and (IV) as defined herein.

  一种润滑油基础油，包括根据本文所定义的公式(I)、(II)、(III)和(IV)表示的一个或多个单酯。该润滑油基础油的高温高剪切（HTHS）粘度小于约1.7厘泊，由ASTM D4683确定，挥发性从约15%到约90%，由ASTM D5800确定。一种含有根据本文所定义的公式(I)、(II)、(III)和(IV)表示的一个或多个单酯的润滑油基础油的润滑油。一种通过使用包含根据本文所定义的公式(I)、(II)、(III)和(IV)表示的一个或多个单酯的润滑油基础油的配制油来改善润滑油中的热稳定性、氧化稳定性、溶解性和分散性、沉积控制和牵引控制的方法。

表征谱图