3-chloro-1-(4-chlorophenyl)propan-1-ol | 25574-18-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-chloro-1-(4-chlorophenyl)propan-1-ol
• CAS: 25574-18-9
• 化学式: C₉H₁₀Cl₂O
• 分子量: 205.084
• InChiKey: AGUYFKWDURVWJS-UHFFFAOYSA-N

物化性质

• 沸点：
  331.4±27.0 °C(Predicted)
• 密度：
  1.278±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-chloro-1-(4-chlorophenyl)propan-1-ol 在 三溴化磷 作用下， 以 乙醚 为溶剂， 反应 2.0h， 以81%的产率得到1-bromo-1-(4-chlorophenyl)-3-chloropropane
  参考文献：
  名称：

  Imidazole Analogues of Fluoxetine, a Novel Class of Anti-Candida Agents

  摘要：

  Imidazole analogues of fluoxetine have been obtained by replacing the methylamino terminus of aminopropane chain with the imidazole ring. The newly designed imidazoles showed potent anti-Candida activity, superior to those of miconazole and other antifungal agents of clinical interest. 1-(4-Chlorophenyl)-1-(2,4-dichlorophenoxy)-3-(1H-imidazol-1-yl)propane (16), the most active among test imidazoles, was about 2-fold more active and as much less cytotoxic than miconazole. High increase of activity was observed with methyl, nitro, fluorine, and chlorine (Cl > F > CH3 > NO2 > CF3).

  DOI：

  10.1021/jm049856v
• 作为产物：
  描述：

  3,4'-二氯苯丙酮 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 生成 3-chloro-1-(4-chlorophenyl)propan-1-ol
  参考文献：
  名称：

  Schaal,C., Bulletin de la Societe Chimique de France, 1969, p. 3648 - 3652

  摘要：

  DOI：

文献信息

• CHEMOKINE RECEPTOR ANTAGONISTS AND METHODS OF USE THEREOF
  申请人：Millennium Pharmaceuticals, Inc.

  公开号：US20160031908A1

  公开（公告）日：2016-02-04

  Disclosed are novel compounds and a method of treating a disease associated with aberrant leukocyte recruitment and/or activation. The method comprises administering to a subject in need an effective amount of a compound represented by: or physiologically acceptable salt thereof.

  揭示了新颖的化合物以及治疗与异常白细胞召集和/或激活相关的疾病的方法。该方法包括向需要的受试者施用代表的化合物的有效量： 或其生理上可接受的盐。
• Electrocatalytic Activation of Donor–Acceptor Cyclopropanes and Cyclobutanes: An Alternative C(sp ³ )−C(sp ³ ) Cleavage Mode
  作者：Simon Kolb、Martin Petzold、Felix Brandt、Peter G. Jones、Christoph R. Jacob、Daniel B. Werz

  DOI：10.1002/anie.202101477

  日期：2021.7.12

  We describe the first electrochemical activation of D–A cyclopropanes and D–A cyclobutanes leading after C(sp3)−C(sp3) cleavage to the formation of highly reactive radical cations. This concept is utilized to formally insert molecular oxygen after direct or DDQ-assisted anodic oxidation of the strained carbocycles, delivering β- and γ-hydroxy ketones and 1,2-dioxanes electrocatalytically. Furthermore

  我们描述了 D-A 环丙烷和 D-A 环丁烷的首次电化学活化，导致 C(sp 3 )−C(sp 3 ) 裂解后形成高反应性自由基阳离子。这一概念用于在应变碳环直接或 DDQ 辅助阳极氧化后正式插入分子氧，以电催化方式提供 β- 和 γ-羟基酮以及 1,2-二恶烷。此外，还提出了通过实验和额外的量子化学计算获得的对氧化过程机制的见解。反应产物的合成潜力通过多种衍生化得到证明。
• Ionic-Surfactant-Coated Burkholderia cepacia Lipase as a Highly Active and Enantioselective Catalyst for the Dynamic Kinetic Resolution of Secondary Alcohols
  作者：Hyunjin Kim、Yoon Kyung Choi、Jusuk Lee、Eungyeong Lee、Jaiwook Park、Mahn-Joo Kim

  DOI：10.1002/anie.201104141

  日期：2011.11.11

  With a coat for activity: A highly active enzyme was prepared by coating Burkholderia cepacia lipase with an ionic surfactant for use in dynamic kinetic resolution (DKR). Important features of this enzyme include: the fastest DKR of 1‐phenylethanol, the highly enantioselective DKR of a wide range of secondary alcohols (RCH(OH)Ar), and the switching of lipase enantioselectivity in DKR depending on the shape

  带有活性涂层：通过用动态动力学拆分（DKR）用离子表面活性剂包被洋葱伯克霍尔德氏菌脂肪酶制备高活性酶。该酶的重要特征包括：1-苯基乙醇的最快DKR，各种仲醇（RCH（OH）Ar）的高对映选择性DKR，以及取决于脂肪链形状的DKR中脂肪酶对映选择性的转换（R）。
• 2-Arylazetidines as ligands for nicotinic acetylcholine receptors
  作者：Leonardo Degennaro、Marina Zenzola、Annunziatina Laurino、Maria Maddalena Cavalluzzi、Carlo Franchini、Solomon Habtemariam、Rosanna Matucci、Renzo Luisi、Giovanni Lentini

  DOI：10.1007/s10593-017-2061-5

  日期：2017.3

  complementary procedures were adopted for preparing 2-arylazetidine derivatives in moderate to good yields. Preliminary biological evaluation of 2-arylazetidines as ligands of nicotinic acetylcholine receptors allowed to identify chloro-substituted analogs as the most interesting congeners. The title compounds may be considered as suitable hit compounds for developing new nicotinic acetylcholine receptor

  采用替代和互补的方法以中等至良好的产率制备2-芳基氮杂环丁烷衍生物。对作为烟碱乙酰胆碱受体配体的2-芳基氮杂环丁烷的初步生物学评估可以确定氯取代的类似物是最有趣的同类物。标题化合物可以被认为是用于开发新的烟碱型乙酰胆碱受体配体的合适命中化合物，其可能比目前针对烟碱型乙酰胆碱受体的药物更安全。我们描述的合成方法使人们能够轻松地获得大量装饰多样的氮杂环丁烷，以研究其结构与活性之间的关系并改善这些试剂的毒理学特性。
• Regioselective functionalization of 2-arylazetidines: evaluating the ortho-directing ability of the azetidinyl ring and the α-directing ability of the N-substituent
  作者：Leonardo Degennaro、Marina Zenzola、Piera Trinchera、Laura Carroccia、Arianna Giovine、Giuseppe Romanazzi、Aurelia Falcicchio、Renzo Luisi

  DOI：10.1039/c3cc48555b

  日期：——

  The regioselective lithiation–functionalization of 2-arylazetidines has been explored. The nature of the N-substituent is mainly responsible for a regioselectivity switch. ortho-Lithiation occurred, using hexyllithium as a greener base, in N-alkylazetidines, while α-benzylic lithiation has been observed with N-Boc azetidines.

  已经探讨了2-芳基氮杂环丁烷的区域选择性锂化-功能化。N-取代基的性质主要导致了区域选择性的转换。在N-烷基氮杂环丁烷中，使用六基锂作为更环保的碱时发生了邻位锂化，而在N-Boc氮杂环丁烷中观察到了α-苄基锂化。