1-(4-(3-hydroxypropoxy)phenyl)ethanone | 146274-23-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-(3-hydroxypropoxy)phenyl)ethanone
• 英文别名: 1-[4-(3-hydroxypropoxy)phenyl]ethanone
• CAS: 146274-23-9
• 化学式: C₁₁H₁₄O₃
• mdl: MFCD11204672
• 分子量: 194.23
• InChiKey: FCCLBYPNCOOTEW-UHFFFAOYSA-N

物化性质

• 熔点：
  34-41 °C
• 沸点：
  350.1±17.0 °C(Predicted)
• 密度：
  1.106±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-(3-hydroxypropoxy)phenyl)ethanone 在 copper(ll) bromide 作用下， 以 乙醇 、 氯仿 为溶剂， 反应 4.0h， 以15 g的产率得到2-bromo-1-(4-(3-hydroxypropoxy)phenyl)ethanone
  参考文献：
  名称：

  Substituted phenacyl molecules and photoresponsive polymers

  摘要：

  替代苯乙酰分子被提供并用于创造表现出光响应性的分子和聚合物/共聚物。在某些情况下，替代苯乙酰分子被并入聚合物/共聚物骨架中，对聚合物/共聚物进行光照会导致替代苯乙酰基团分解并使聚合物/共聚物发生降解。在其他情况下，替代苯乙酰分子作为侧链延伸自聚合物/共聚物骨架。在另一种情况下，替代苯乙酰分子作为侧链延伸自聚合物/共聚物骨架，并且药物或聚合物添加剂与光响应性替代苯乙酰基团连接在一起，使光照释放药物或添加剂。在另一种实施方式中，替代苯乙酰分子作为侧链延伸自聚合物/共聚物骨架，并用于连接聚合物/共聚物到另一个聚合物/共聚物骨架，光照会断开连接。

  公开号：

  US09353214B2
• 作为产物：
  描述：

  1-(4-(3-bromopropoxy)phenyl)ethan-1-one 在 sodium hydroxide 作用下， 以 甲醇 、 溶剂黄146 为溶剂， 反应 48.0h， 生成 1-(4-(3-hydroxypropoxy)phenyl)ethanone
  参考文献：
  名称：

  Besombes, J. L.; Cheminat, B.; Mousset, G., Bulletin de la Societe Chimique de France, 1992, # 5, p. 513 - 522

  摘要：

  DOI：

文献信息

• Ionic and Organometallic Reductions with N-Heterocyclic Carbene Boranes
  作者：Qianli Chu、Malika Makhlouf Brahmi、Andrey Solovyev、Shau-Hua Ueng、Dennis P. Curran、Max Malacria、Louis Fensterbank、Emmanuel Lacôte

  DOI：10.1002/chem.200902450

  日期：2009.12.7

  Surgical reduction: N‐Heterocyclic carbene–borane complexes such as depicted are neutral, organic soluble analogues of borohydride anions with a weak hydridic character, compatible with organometallic catalysis. They are applicable for surgical reductions in complex, multifunctional molecules.

  外科手术还原：如图所示，N-杂环卡宾-硼烷络合物是硼氢化物阴离子的中性有机可溶类似物，具有较弱的氢化特性，可与有机金属催化相容。它们适用于通过手术减少复杂的多功能分子。
• Photoinduced Copper‐Catalyzed Coupling of Terminal Alkynes and Alkyl Iodides
  作者：Avijit Hazra、Mitchell T. Lee、Justin F. Chiu、Gojko Lalic

  DOI：10.1002/anie.201801085

  日期：2018.5.4

  We have developed a photoinduced copper‐catalyzed alkylation of terminal alkynes with primary, secondary, or tertiary alkyl iodides as electrophiles. The reaction has a broad substrate scope and can be successfully performed in the presence of ester, nitrile, aryl halide, ketone, sulfonamide, epoxide, alcohol, and amide functional groups. The alkylation is promoted by blue light (λ≈450 nm) and proceeds

  我们已经开发出了以伯，仲或叔烷基碘为亲电试剂的末端炔烃的光诱导铜催化烷基化反应。该反应具有广泛的底物范围，并且可以在酯，腈，卤代芳基，酮，磺酰胺，环氧化物，醇和酰胺官能团的存在下成功进行。该烷基化是由蓝色光促进（λ ≈450nm）与在没有任何附加的金属催化剂的室温下进行。联吡啶配体的使用对于反应的成功至关重要，而且可以防止光诱导的铜催化原料的聚合。
• Design, Synthesis, Biological Evaluation and Inhibition Mechanism of 3-/4-Alkoxy Phenylethylidenethiosemicarbazides as New, Potent and Safe Tyrosinase Inhibitors
  作者：Senchuan Song、Yuliang Mai、Huahong Shi、Bing Liao、Fei Wang

  DOI：10.1248/cpb.c19-00949

  日期：2020.4.1

  Tyrosinase plays important roles in many different disease related processes, and the development of its inhibitors is particularly important in biotechnology. In this study, thirty-nine 3-/4-alkoxyphenylethylidenethiosemicarbazides were synthesized as novel tyrosinase inhibitors based on structure-based molecular design. Our experimental results demonstrated that thirty-one of them possess remarkable tyrosinase inhibitory activities with IC50 value below 1 µM, and 5a, 6e, 6g and 6t did not display any toxicity to 293T cell line at the concentration of 1000 µmol/L. According to the inhibitory activities, several compounds were selected for detail investigation on the structure–activity relationships (SARs), mechanisms of enzyme inhibition, inhibitory kinetics and cytotoxicity. In particular, the interaction between the selected inhibitors and the active center of tyrosinase was considered and discussed in detail based on their structural characteristics. Taken together, the results presented here demonstrated that the newly designed compounds are promising candidates for the treatment of tyrosinase-related disorders and further development of them may have significant contribution in biomedical science.

  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。
• 2-Sulfanyl-Benzoimidazol-1-Yl-Acetic Acid Derivatives as Crth2 Antagonists
  申请人：Fretz Heinz

  公开号：US20080108638A1

  公开（公告）日：2008-05-08

  The invention relates to 2-sulfanyl-benzoimidazol-1-yl-acetic acid derivatives and their use as potent “chemoattractant receptor-homologous molecule expressed on Th2 cells” antagonists in the treatment of prostaglandin mediated diseases, to pharmaceutical compositions containing these derivatives and to processes for their preparation.

  本发明涉及2-硫基苯并咪唑-1-基乙酸衍生物及其在治疗前列腺素介导的疾病中作为有效的“趋化因子受体同源分子表达在Th2细胞”拮抗剂的使用，以及含有这些衍生物的制药组合物和其制备过程。
• SUBSTITUTED PHENACYL MOLECULES AND PHOTORESPONSIVE POLYMERS
  申请人：The University of Akron

  公开号：US20140323664A1

  公开（公告）日：2014-10-30

  Substituted phenacyl molecules are provided and employed to create molecules and polymers/copolymers that exhibit photoresponsiveness. In some instances, the substituted phenacyl molecule is incorporated into the polymer/copolymer backbone, and photoirradiation of the polymer/copolymer causes the substituted phenacyl group to break down and the polymer/copolymer to undergo degradation. In other instances, the substituted phenacyl molecules extend as a side chain from the polymer/copolymer backbone. In yet other instances the substituted phenacyl molecules extend as a side chain from the polymer/copolymer backbone, and a drug or polymer additive is linked to the photoresponsive substituted phenacyl group such that photoirradiation releases the drug or additive. In yet other embodiments the substituted phenacyl molecules extend as a side chain from the polymer/copolymer backbone, and serve to link the polymer/copolymer to another polymer/copolymer backbone, and photoirradiation breaks the links.

  提供并使用取代苯乙酰基分子来创建具有光响应性的分子和聚合物/共聚物。在某些情况下，取代苯乙酰基分子被纳入到聚合物/共聚物的骨架中，聚合物/共聚物的光照射会导致取代苯乙酰基团分解并使聚合物/共聚物发生降解。在其他情况下，取代苯乙酰基分子作为侧链从聚合物/共聚物的骨架中延伸出来。在另一些情况下，将药物或聚合物添加剂与光响应性的取代苯乙酰基团链接在一起，使光照射释放药物或添加剂。在另一些实施方式中，取代苯乙酰基分子作为侧链从聚合物/共聚物的骨架中延伸出来，用于将聚合物/共聚物与另一个聚合物/共聚物的骨架连接起来，光照射会打断这些连接。