ethyl 2-(4-acetylphenoxy)butanoate | 174884-09-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2-(4-acetylphenoxy)butanoate
• 英文别名: ethyl 4-(4-acetylphenoxy)butanoate
• CAS: 174884-09-4
• 化学式: C₁₄H₁₈O₄
• 分子量: 250.295
• InChiKey: VIBMSNLNURQOFL-UHFFFAOYSA-N

物化性质

• 沸点：
  379.4±22.0 °C(Predicted)
• 密度：
  1.083±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  ethyl 2-(4-acetylphenoxy)butanoate 在 三氟乙酸 作用下， 以 水 为溶剂， 反应 3.0h， 以89%的产率得到4-(4-乙酰基-苯氧基)-丁酸
  参考文献：
  名称：

  Targeting cancer cells with folic acid–iminoboronate fluorescent conjugates

  摘要：

  在此我们展示了荧光2-乙酰基苯硼酸的合成，这些化合物与溶菌酶和N-(2-氨基乙基)叶酸（EDA-FA）发生B-N促进的缔合，生成的缔合物可被过度表达叶酸受体的癌细胞特异性识别和内化。

  DOI：

  10.1039/c3cc47534d
• 作为产物：
  描述：

  对羟基苯乙酮 、 alkaline earth salt of/the/ methylsulfuric acid 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 ethyl 2-(4-acetylphenoxy)butanoate
  参考文献：
  名称：

  Design, Synthesis, Biological Evaluation and Inhibition Mechanism of 3-/4-Alkoxy Phenylethylidenethiosemicarbazides as New, Potent and Safe Tyrosinase Inhibitors

  摘要：

  酪氨酸酶在多种与疾病相关的过程中扮演重要角色，其抑制剂的研发在生物技术领域尤为重要。本研究基于结构导向的分子设计，合成了39种新颖的3-/4-烷氧基苯乙烯基二唑半卡巴唑类化合物作为酪氨酸酶抑制剂。我们的实验结果显示，其中31种化合物的酪氨酸酶抑制活性显著，IC50值低于1µM，且5a、6e、6g和6t在1000µmol/L浓度下对293T细胞系无毒性。根据抑制活性，选取了若干化合物详细研究了构效关系、酶抑制机制、抑制动力学及细胞毒性。特别是，基于这些化合物的结构特征，详细考虑并讨论了所选抑制剂与酪氨酸酶活性中心的相互作用。综上所述，本研究结果表明，新设计的化合物是治疗与酪氨酸酶相关疾病的潜在候选药物，其进一步开发可能对生物医学科学产生重大贡献。

  DOI：

  10.1248/cpb.c19-00949

文献信息

• Regioselective Copper-Catalyzed Oxidative Coupling of α-Alkylated Styrenes with Tertiary Alkyl Radicals
  作者：Cong Wang、Rui-Hua Liu、Ming-Qing Tian、Xu-Hong Hu、Teck-Peng Loh

  DOI：10.1021/acs.orglett.8b01600

  日期：2018.7.6

  A radical-mediated oxidative cross-coupling of readily accessible α-alkylated styrenes with 1,3-dicarbonyl compounds utilizing a combination of Cu(OAc)2 and air as a catalytic system is described. Rather than requiring α-halocarbonyl compounds, this efficient approach enables direct installation of tertiary functionalized alkyl motifs to olefins with simple carbonyl derivatives. The novel protocol

  描述了利用Cu（OAc）2和空气的组合作为催化体系的易获得的α-烷基化苯乙烯与1,3-二羰基化合物的自由基介导的氧化交叉偶联。不需要α-卤代羰基化合物，这种有效的方法能够将叔官能化的烷基基序直接安装到具有简单羰基衍生物的烯烃上。该新方案的特征是通过竞争性的β-H消除具有很高的烯丙基选择性。自由基钟和捕获实验都为α-酮碳中心自由基的中间体提供了明确的证据。
• MnBr2 catalyzed regiospecific oxidative Mizoroki-Heck type reaction
  作者：Xiang Chen、Zhihong Zhu、Shanshan Liu、Yi-Hung Chen、Xiao Shen

  DOI：10.1016/j.cclet.2021.10.083

  日期：2022.5

  Herein, we report an unprecedented regiospecific oxidative Mizoroki-Heck type reaction for the synthesis of α-difluoromethyl homoallylic alcohols. The reaction shows broad substrate scopes and high functional group tolerance. Late-stage functionalization of complex biologically active molecules demonstrates the synthetic potential of this transformation. Mechanistic study supports the involvement of

  在此，我们报道了一种前所未有的区域特异性氧化 Mizoroki-Heck 型反应，用于合成α-二氟甲基高烯丙醇。该反应显示出广泛的底物范围和高官能团耐受性。复杂生物活性分子的后期功能化证明了这种转化的合成潜力。机理研究支持 MnBr 2催化自由基 1,2-甲硅烷基转移的参与。
• Enediyne derivatives useful for the synthesis of conjugates of
  申请人：American Cyanamid Company

  公开号：US05739116A1

  公开（公告）日：1998-04-14

  This invention describes carrier-drug conjugates prepared from disulfide analogs of the calicheamicin family of potent antitumor antibiotics and their derivatives, as well as similar analogs from related antitumor antibiotics such as the esperamicins. The carrier can be an antibody, growth factor, or steroid which targets an undesired population of cells, such as those of a tumor. Whole protein carriers as well as their antigen-recognizing fragments and their chemically or genetically manipulated counterparts are useful for the targeting portion of the conjugates. This invention includes compounds required for the synthesis of these conjugates, appropriate pharmaceutical compositions of the carrier-drug conjugates, and their method of use.

  本发明描述了由卡利切阿霉素家族的二硫键类似物及其衍生物制备的载体-药物共轭物，以及来自相关抗肿瘤抗生素如埃斯佩拉霉素的类似物。载体可以是抗体、生长因子或类固醇，其针对不需要的细胞群体，例如肿瘤细胞。整个蛋白质载体以及其抗原识别片段及其化学或基因操作的对应物对该共轭物的靶向部分非常有用。本发明包括合成这些共轭物所需的化合物、载体-药物共轭物的适当制药组合物以及它们的使用方法。
• Conjugates of methyltrithio antitumor agents and intermediates for their
  申请人：American Cyanamid Company

  公开号：US05773001A1

  公开（公告）日：1998-06-30

  This invention describes carrier-drug conjugates prepared from disulfide analogs of the calicheamicin family of potent antitumor antibiotics and their derivatives, as well as similar analogs from related antitumor antibiotics such as the esperamicins. The carrier can be an antibody, growth factor, or steroid which targets an undesired population of cells, such as those of a tumor. Whole protein carriers as well as their antigen-recognizing fragments and their chemically or genetically manipulated counterparts are useful for the targeting portion of the conjugates. This invention includes compounds required for the synthesis of these conjugates, appropriate pharmaceutical compositions of the carrier-drug conjugates, and their method of use.

  本发明描述了由卡利奇阿霉素家族的二硫化物类似物及其衍生物制备的载体-药物共轭物，以及来自相关抗肿瘤抗生素（如埃斯佩拉霉素）的类似物。载体可以是抗体、生长因子或类固醇，其靶向不需要的细胞群体，如肿瘤细胞。整个蛋白质载体以及其抗原识别片段和其化学或基因操作的对应物对共轭物的靶向部分都有用。本发明包括合成这些共轭物所需的化合物、载体-药物共轭物的适当药物组成以及它们的使用方法。
• Linkers useful for the synthesis of conjugates of methyltrithio
  申请人：American Cyanamid Company

  公开号：US05767285A1

  公开（公告）日：1998-06-16

  This invention describes carrier-drug conjugates prepared from disulfide analogs of the calicheamicin family of potent antitumor antibiotics and their derivatives, as well as similar analogs from related antitumor antibiotics such as the esperamicins. The carrier can be an antibody, growth factor, or steroid which targets an undesired population of cells, such as those of a tumor. Whole protein carriers as well as their antigen-recognizing fragments and their chemically or genetically manipulated counterparts are useful for the targeting portion of the conjugates. This invention includes compounds required for the synthesis of these conjugates, appropriate pharmaceutical compositions of the carrier-drug conjugates, and their method of use.

  本发明描述了由强效抗肿瘤抗生素calicheamicin家族的二硫键类似物及其衍生物以及类似的esperamicins的类似物制备的载体-药物共轭物，载体可以是抗体、生长因子或类固醇，其针对不需要的细胞群体，例如肿瘤细胞。整个蛋白质载体以及它们的抗原识别片段和它们的化学或基因操作的对应物对于共轭物的靶向部分是有用的。本发明包括用于这些共轭物的合成所需的化合物，载体-药物共轭物的适当药物组成以及它们的使用方法。