(2,6-二甲基苯氧基)乙酰氯 | 20143-48-0

• 物质功能分类: 化学试剂 - 有机试剂 - 酰卤
• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: (2,6-二甲基苯氧基)乙酰氯
• 中文别名: （2,6-二甲基苯氧基）-乙酰氯
• 英文名称: 2,6-dimethylphenoxyacetyl chloride
• 英文别名: (2,6-Dimethylphenoxy)acetyl Chloride；2-(2,6-dimethylphenoxy)acetyl chloride
• CAS: 20143-48-0
• 化学式: C₁₀H₁₁ClO₂
• mdl: MFCD09753506
• 分子量: 198.649
• InChiKey: MTOBBJCWGZMHGE-UHFFFAOYSA-N

物化性质

• 溶解度：
  可溶于丙酮、氯仿、二氯甲烷

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (2,6-二甲基苯氧基)乙酰氯 在 碳酸氢钠 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 水 、 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.5h， 生成 N-((S)-1-(((2S,4S,5S)-5-(2-(2,6-dimethylphenoxy)acetamido)-4-hydroxy-1,6-diphenylhexan-2-yl)amino)-3-methyl-1-oxobutan-2-yl)-3,5-diethoxybenzamide
  参考文献：
  名称：

  Molecular tools that block maturation of the nuclear lamin A and decelerate cancer cell migration

  摘要：

  Lamin A contributes to the structure of nuclei in all mammalian cells and plays an important role in cell division and migration. Mature lamin A is derived from a farnesylated precursor protein, known as prelamin A, which undergoes post-translational cleavage catalyzed by the zinc metalloprotease STE24 (ZPMSTE24). Accumulation of farnesylated prelamin A in the nuclear envelope compromises cell division, impairs mitosis and induces an increased expression of inflammatory gene products. ZMPSTE24 has been proposed as a potential therapeutic target in oncology. A library of peptidomimetic compounds were synthesized and screened for their ability to induce accumulation of prelamin A in cancer cells and block cell migration in pancreatic ductal adenocarcinoma cells. The results of this study suggest that inhibitors of lamin A maturation may interfere with cell migration, the biological process required for cancer metastasis.

  DOI：

  10.1016/j.bmc.2018.10.001
• 作为产物：
  描述：

  乙基2,6-二甲基苯氧基乙酸酯 在 氯化亚砜 、 N,N-二甲基甲酰胺 、 lithium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 反应 7.0h， 生成 (2,6-二甲基苯氧基)乙酰氯
  参考文献：
  名称：

  Molecular tools that block maturation of the nuclear lamin A and decelerate cancer cell migration

  摘要：

  Lamin A contributes to the structure of nuclei in all mammalian cells and plays an important role in cell division and migration. Mature lamin A is derived from a farnesylated precursor protein, known as prelamin A, which undergoes post-translational cleavage catalyzed by the zinc metalloprotease STE24 (ZPMSTE24). Accumulation of farnesylated prelamin A in the nuclear envelope compromises cell division, impairs mitosis and induces an increased expression of inflammatory gene products. ZMPSTE24 has been proposed as a potential therapeutic target in oncology. A library of peptidomimetic compounds were synthesized and screened for their ability to induce accumulation of prelamin A in cancer cells and block cell migration in pancreatic ductal adenocarcinoma cells. The results of this study suggest that inhibitors of lamin A maturation may interfere with cell migration, the biological process required for cancer metastasis.

  DOI：

  10.1016/j.bmc.2018.10.001

文献信息

• Retroviral protease inhibiting compounds
  申请人：Abbott Laboratories

  公开号：EP1170289A2

  公开（公告）日：2002-01-09

  A compound comprising a substituent of the formula (II) is disclosed as an HIV protease inhibitor. Intermediates for making such compounds and processes for making such intermediates are also disclosed.

  披露了一种包含公式（II）取代基的化合物，作为一种HIV蛋白酶抑制剂。还披露了用于制造此类化合物的中间体以及制造此类中间体的过程。
• Synthesis and Characterization of Novel Analogues of Lopinavir
  作者：Peketi Rajesh Reddy、Sivanadh Musunuri、D. Ramasekhara Reddy、V. Subrahmanyam Chittala、P.V.N.S. Murthy、K. Krishnamohan

  DOI：10.14233/ajchem.2021.22954

  日期：——

  The present work describes the identification, origin, synthesis, characterization and control of four novel analogues of lopinavir viz. leucine analogue of lopinavir, isoleucine analogue of lopinavir, methyl analogue of lopinavir and dihydroxy analogue of lopinavir.

  这项工作描述了四种洛匹那韦新颖类似物的鉴定、起源、合成、表征和控制，即洛匹那韦的亮氨酸类似物、异亮氨酸类似物、甲基类似物和二羟基类似物。
• Synthesis and anticonvulsant activity of phenoxyacetyl derivatives of amines, including aminoalkanols and amino acids
  作者：Katarzyna Pańczyk、Dorota Żelaszczyk、Paulina Koczurkiewicz、Karolina Słoczyńska、Elżbieta Pękala、Ewa Żesławska、Wojciech Nitek、Paweł Żmudzki、Henryk Marona、Anna Waszkielewicz

  DOI：10.1039/c8md00430g

  日期：——

  phenoxyalkyl and phenoxyacetyl derivatives of amines. The obtained compounds vary in an amide component, for example aminoalkanol or (un)modified amino acid moieties were introduced. The structures of selected products were confirmed by means of crystallographic methods. All 17 compounds were the subject of preliminary screening for potential anticonvulsant activity (MES, 6 Hz and/or scMET tests) and

  作为我们小组对胺的二取代和三取代苯氧基烷基和苯氧基乙酰衍生物的研究的延续，通过多步化学合成制备了一系列17种新的苯氧基乙酰胺。获得的化合物在酰胺组分方面有所不同，例如引入了氨基烷醇或（未）修饰的氨基酸部分。所选产品的结构通过晶体学方法确认。所有 17 种化合物都是在腹膜内给药后对小鼠的潜在抗惊厥活性（MES、6 Hz 和/或 scMET 测试）和神经毒性（旋转棒）进行初步筛选的主题，而随后在其他模型（例如MES 和旋转棒）中检查了几种活性化合物– 大鼠、po或ip，海马引火——老鼠，ip）。最后，对几种活性化合物进行了安全性研究（星形胶质细胞的细胞毒性和细胞增殖测定、代谢稳定性评估、致突变性评估），包括最有希望的一种（R -（-）-2-（2,6-二甲基苯氧基）-N -(1-羟基丙-2-基)乙酰胺，MES ED 50 = 12.00 mg/kg bw，大鼠，口服)。
• DERIVATIVES OF AMINOALKANOLS, METHOD OF OBTAINING OF AMINOALKANOLS AND THEIR USE
  申请人：Marona Henryk

  公开号：US20110028562A1

  公开（公告）日：2011-02-03

  The subject of the invention is a group of new derivatives of aminoalkaπols, more specifically [(phenoxy)alkyl]aminoalkanols and [(phenoxy)acyl)aminoalkanols, their method of obtaining and their use for production of a medicine which is used in the prophylaxis, prevention and/or treatment of diseases or symptoms having neurological background and for production of a medicine with anticonvulsant activity, which is used in seizures of various origin, also in the limbic system, in myoclonic or sound-induced seizures, in psychomotor epilepsy, as well as in relieving neuropathic or inflammatory pain.

  本发明涉及一组新的氨基烷醇衍生物，更具体地是[(苯氧基)烷基]氨基烷醇和[(苯氧基)酰基)氨基烷醇，它们的获取方法以及它们用于生产用于预防、预防和/或治疗具有神经学背景的疾病或症状的药物，以及用于生产具有抗惊厥活性的药物，用于各种起源的癫痫发作，也用于边缘系统、肌阵挛或声音诱发的癫痫发作、精神运动性癫痫，以及缓解神经病性或炎症性疼痛。
• [EN] AN IMPROVED PROCESS FOR PREPARATION OF LOPINAVIR AND ITS INTERMEDIATES THEREOF<br/>[FR] PROCÉDÉ AMÉLIORÉ DE PRÉPARATION DU LOPINAVIR ET DE SES INTERMÉDIAIRES
  申请人：LAURUS LABS LTD

  公开号：WO2019186522A1

  公开（公告）日：2019-10-03

  The present invention generally relates to an improved process for preparation of lopinavir and its intermediates through formation of tartrate salt of compound of Formula (III).

  本发明一般涉及通过形成化合物的酒石酸盐的改进过程，以制备洛匹那韦及其中间体。