2-氯乙酸萘-1-基 | 63508-66-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 中文名称: 2-氯乙酸萘-1-基
• 英文名称: α-naphthyl chloroacetate
• 英文别名: 1-naphthyl chloroacetate；chloro-acetic acid-[1]naphthyl ester；Chlor-essigsaeure-[1]naphthylester；1-Chloracetoxy-naphthalin；Chloressigsaeure-α-naphthylester；α-Naphthyl-chloracetat；Chloroacetic acid, 1-naphthyl ester；naphthalen-1-yl 2-chloroacetate
• CAS: 63508-66-7
• 化学式: C₁₂H₉ClO₂
• 分子量: 220.655
• InChiKey: DWBLFPDQJHUECH-UHFFFAOYSA-N

物化性质

• 熔点：
  46 °C
• 沸点：
  345.6±15.0 °C(Predicted)
• 密度：
  1.278±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 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-氯乙酸萘-1-基 在 disodium telluride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 以80%的产率得到萘酚
  参考文献：
  名称：

  Suzuki, Hitomi; Padmanabhan, Seetharamaiyer; Ogawa, Takuji, Chemistry Letters, 1989, p. 1017 - 1020

  摘要：

  DOI：
• 作为产物：
  描述：

  萘酚 、 氯乙酸 在 三氯氧磷 作用下， 生成 2-氯乙酸萘-1-基
  参考文献：
  名称：

  Ullmann,G., Chemische Berichte, 1897, vol. 30, p. 1470

  摘要：

  DOI：

文献信息

• Design, synthesis, and biological evaluation with molecular dynamics study of novel pyrazolo[3,4-<i>d</i>]pyrimidine derivatives as anti-cancer agents
  作者：Rania M. Shaban、Nermin Samir、Yassin M. Nissan、Khaled A. M. Abouzid

  DOI：10.1039/d3ra00446e

  日期：——

  In continuation of our efforts to discover new structural chemotypes with significant chemotherapeutic activities, a novel series of pyrazolo[3,4-d]pyrimidine-based compounds linked to a piperazine ring, bearing different aromatic moieties, through different linkages was designed and synthesized as FLT3 inhibitors. All of the newly synthesized compounds were evaluated for their cytotoxicity on 60-NCI

  我们继续努力发现具有显着化学治疗活性的新结构化学型，设计并合成了一系列新的基于吡唑并 [3,4- d ] 嘧啶的化合物，这些化合物通过不同的键连接到哌嗪环上，带有不同的芳香部分，如下所示： FLT3抑制剂。所有新合成的化合物都评估了它们对 60-NCI 细胞系的细胞毒性。具有哌嗪乙酰胺键XIIa-f和XVI 的化合物在所有受试化合物中均表现出显着的抗癌活性，尤其是针对非小细胞肺癌、黑色素瘤、白血病和肾癌模型。此外，化合物XVI(NSC no – 833644) 在九个子面板上通过 5 剂量测定进一步筛选，并显示 GI 50在 1.17 和 18.40 μM 之间。另一方面，进行了分子对接和动力学研究以预测新合成的化合物在FLT3结合域中的结合模式。最后，通过预测动力学研究，计算了几个 ADME 描述符。
• Design, synthesis, biological evaluation and molecular modeling study of new thieno[2,3-d]pyrimidines with anti-proliferative activity on pancreatic cancer cell lines
  作者：Mohamed S.H. Salem、Yasmine M. Abdel Aziz、Mohamed S. Elgawish、Mohamed M. Said、Khaled A.M. Abouzid

  DOI：10.1016/j.bioorg.2019.103472

  日期：2020.1

  Pancreatic cancer is one of the most challenging diseases with seven months only as median survival time due to its poor prognosis. Several enzymes are blamed for the progress of pancreatic cancer especially, platelet-derived growth factor receptors (PDGFRs) this in turn makes them promising targets for its treatment. In this study, twenty eight new compounds based on thieno[2,3-d]pyrimidine scaffold were synthesized as anti-pancreatic cancer agents mimicking the benzofuro[3,2-d]pyrimidine derivative, amuvatinib. Various linkers including amides, esters, ketones, urea and thiourea derivatives were utilized to study their effect on the anti-proliferative activity of these compounds. Most of the tested compounds revealed good cytotoxic activities against pancreatic carcinoma cell line PANG-1. Compound 9d showed the highest cytotoxicity with an IC50 value of 5.4 mu M. Furthermore, 9d showed excellent platelet derived growth factor receptor (PDGFR-alpha) inhibitory activity, with IC50 value 0.155 mu M. Docking study was carried out into PDGFR-alpha active site which showed comparable binding mode to that of FDA approved PDGFR-alpha inhibitor, imatinib. 3D-Quantitative structure activity relationship (QSAR) model was built up with five-featured pharmacophore which could be implemented for emerging effective lead structures. These compounds could serve as a new chemotype for discovering new agents for pancreatic cancer therapy.
• Grove; Bovington, Annals of Applied Biology, 1947, vol. 34, p. 115,116,119
  作者：Grove、Bovington

  DOI：——

  日期：——
• Substrate specificity in ester hydrolysis by a new water-soluble heterocyclophane
  作者：Iwao Tabushi、Yoshio Kimura、Kazuo Yamamura

  DOI：10.1021/ja00411a037

  日期：1981.10
• SUZUKI, HITOMI;PADMANABHAN, SEETHARAMAIYER;OGAWA, TAKUJI, CHEM. LETT.,(1989) N, C. 1017-1020
  作者：SUZUKI, HITOMI、PADMANABHAN, SEETHARAMAIYER、OGAWA, TAKUJI

  DOI：——

  日期：——