4-(2-氯乙氧基)二苯甲酮 | 3439-73-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-(2-氯乙氧基)二苯甲酮
• 英文名称: 4-(2-chloroethoxy)benzophenone
• 英文别名: 4-(2-Chlor-aethoxy)-benzophenon；[4-(2-chloroethoxy)phenyl]-phenylmethanone
• CAS: 3439-73-4
• 化学式: C₁₅H₁₃ClO₂
• mdl: MFCD11537422
• 分子量: 260.72
• InChiKey: JDXBAJHRIRDYNV-UHFFFAOYSA-N

物化性质

• 溶解度：
  可溶于丙酮、二氯甲烷、乙酸乙酯

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  4-(2-氯乙氧基)二苯甲酮 在 三氯化钛 、 锌 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 74.0h， 生成 他莫昔芬
  参考文献：
  名称：

  Coe, Paul L.; Scriven, Clare E., Journal of the Chemical Society. Perkin transactions I, 1986, p. 475 - 478

  摘要：

  DOI：
• 作为产物：
  描述：

  1-溴-2-氯乙烷 、 4-羟基-二苯甲酮 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 8.0h， 以70%的产率得到4-(2-氯乙氧基)二苯甲酮
  参考文献：
  名称：

  一种基于聚集诱导效应的钙离子荧光探针及 其制备方法和用途

  摘要：

  本发明提出了一种可溶性的对Ca2+表现出高选择性荧光检测且不受其它金属离子干扰的结构式（I）所示的四苯乙烯基荧光探针。该探针可适用pH范围较宽，水溶性好，灵敏度较高，可应用于环境和生物样品中Ca2+的选择性检测，对Ca2+相关疾病的诊断具有一定的应用前景。

  公开号：

  CN108048075B

文献信息

• Highly selective catalytic Friedel–Crafts acylation and sulfonylation of activated aromatic compounds using indium metal
  作者：Doo Ok Jang、Kyung Soo Moon、Dae Hyan Cho、Joong-Gon Kim

  DOI：10.1016/j.tetlet.2006.06.099

  日期：2006.8

  Friedel–Crafts acylation of activated benzenes with various aromatic and aliphatic acid chlorides was studied in the presence of indium metal. The reaction was accomplished in high isolated yields under solvent or solvent-less conditions. The method is also applicable for preparing diaryl sulfones from aromatic compounds and aryl sulfonyl chlorides.

  在存在铟金属的情况下，研究了用各种芳香族和脂肪族酰氯对活性苯的弗里德尔-克来福特酰化反应。该反应在溶剂或无溶剂条件下以高分离收率完成。该方法还适用于由芳族化合物和芳基磺酰氯制备二芳基砜。
• Synthesis of Tamoxifen‐Artemisinin and Estrogen‐Artemisinin Hybrids Highly Potent Against Breast and Prostate Cancer
  作者：Tony Fröhlich、Christina Mai、Roman P. Bogautdinov、Svetlana N. Morozkina、Alexander G. Shavva、Oliver Friedrich、Daniel F. Gilbert、Svetlana B. Tsogoeva

  DOI：10.1002/cmdc.202000174

  日期：2020.8.5

  for new and effective treatments of breast and prostate cancer, a series of hybrid compounds based on tamoxifen, estrogens, and artemisinin were successfully synthesized and analyzed for their in vitro activities against human prostate (PC‐3) and breast cancer (MCF‐7) cell lines. Most of the hybrid compounds exhibit a strong anticancer activity against both cancer cell lines – for example, EC50 (PC‐3)

  在寻找新的、有效的乳腺癌和前列腺癌治疗方法的过程中，成功合成了一系列基于他莫昔芬、雌激素和青蒿素的混合化合物，并分析了它们对人前列腺癌 (PC-3) 和乳腺癌 (MCF) 的体外活性。 ‐7) 细胞系。大多数杂化化合物对两种癌细胞系都表现出很强的抗癌活性——例如，EC 50 (PC-3) 低至 1.07 μM，EC 50 (MCF-7) 低至 2.08 μM——因此表现出比它们更高的活性。母体化合物 4-羟基他莫昔芬（阿莫昔芬，7；EC 50 =75.1 (PC-3) 和 19.3 μM (MCF-7)），二氢青蒿素 ( 2；EC 50 =263.6 (PC-3) 和 49.3 μM (MCF-7) ）和青蒿酸（3；EC 50 =195.1（PC-3）和32.0 μM（MCF-7））。最有效的化合物是抗前列腺癌的雌激素-青蒿素杂合体27和28（EC 50 = 1.18 和 1.07 μM），以及抗乳腺癌的杂合体23（EC
• Triaryl (Z)-olefins suitable for radiolabeling with iodine-124 or fluorine-18 radionuclides for positron emission tomography imaging of estrogen positive breast tumors
  作者：Khaled R.A. Abdellatif、Carlos A. Velázquez、Zhangjian Huang、Morshed A. Chowdhury、Edward E. Knaus

  DOI：10.1016/j.bmcl.2010.12.091

  日期：2011.2

  ring or the C-2 phenyl ring, or a [18F]OCH2CH2F substituent at the para-position of the C-2 phenyl ring. These [124I] and [18F] radiotracers are designed as potential radiopharmaceuticals to image estrogen positive breast tumors using positron emission tomography (PET).

  A组（ż）-1,2-二苯基-1- [4- [2-（4-甲基哌嗪-1-基）乙氧基]苯基]丁-1-烯烃，使用方法，将允许的掺入[合成C-1苯环或C-2苯环对位的124 I]碘取代基，或C-2苯环对位的[ 18 F] OCH 2 CH 2 F取代基。这些[ 124 I]和[ 18 F]放射性示踪剂被设计为使用正电子发射断层扫描（PET）对雌激素阳性乳腺肿瘤成像的潜在放射性药物。
• Stereoselectivity of Methyl Aryldiazoacetate Cyclopropanations of 1,1-Diarylethylene. Asymmetric Synthesis of a Cyclopropyl Analogue of Tamoxifen
  作者：Huw M. L. Davies、Tadamichi Nagashima、James L. Klino

  DOI：10.1021/ol005563u

  日期：2000.3.1

  Dirhodium tetrakis(S(N-dodecylbenzenesulfonyl)prolinate) (Rh-2(S-DOSP)(4))-catalyzed decomposition of methyl phenyldiazoacetate in the presence of 1,1-diarylethylenes results in intermolecular cyclopropanation with high enantioselectivity (up to 99% ee) and moderate diastereoselectivity (up to 80% de). The reaction was applied to the asymmetric synthesis of a cyclopropyl analogue of tamoxifen.
• Design, synthesis and biological evaluation of novel triaryl (Z)-olefins as tamoxifen analogues
  作者：Khaled R.A. Abdellatif、Amany Belal、Hany A. Omar

  DOI：10.1016/j.bmcl.2013.06.056

  日期：2013.9

  Tamoxifen (TAM) is used for the treatment and prevention of estrogen receptor positive breast cancer. However, the limited activity, toxicity and the development of resistance raised the current need for new potent nontoxic antiestrogen. Six novel TAM analogues 5a-f were synthesized using McMurry olefination reaction. Replacement of the dimethylamino group in TAM by piperidino, piperazino or N-methyl piperazino, substituting the phenyl ring with florine atom at p-position and changing the ethyl group by methyl, afforded compounds showing comparable activity to TAM (1). Compounds 5c and 5e showed significant increase in antiproliferative activity in two breast cancer cell lines (MCF-7 and MDA-MB-231) compared to tamoxifen, while other compounds showed similar activity. The increased anticancer activity of compounds 5c and 5e was attributed to their ability to induce ER-independent cell death. (C) 2013 Elsevier Ltd. All rights reserved.