4-chloro-2'-hydroxydiphenylmethane | 31480-68-9

• 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: 4-chloro-2'-hydroxydiphenylmethane
• 英文别名: 2-(4-chlorobenzyl)-phenol；2-(4-chlorobenzyl)phenol；2-(4-chloro-benzyl)-phenol；2-Hydroxy-1-(4-chlor-benzyl)-benzol；2-(4-Chlor-benzyl)-phenol；4'-chloro-2-hydroxy-diphenyl-methane；2-[(4-chlorophenyl)methyl]phenol
• CAS: 31480-68-9
• 化学式: C₁₃H₁₁ClO
• 分子量: 218.683
• InChiKey: HGCUUEHHWFPQDD-UHFFFAOYSA-N

物化性质

• 熔点：
  61.5 °C
• 沸点：
  168-171 °C(Press: 4 Torr)
• 密度：
  1.220±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 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：

  4-chloro-2'-hydroxydiphenylmethane 在 氢氧化钾 作用下， 以 甲醇 、 乙醇 、 水 为溶剂， 反应 32.0h， 生成 4-[2-[(4-chlorophenyl)methyl]phenoxy]-N,N-dimethylbutan-1-amine
  参考文献：
  名称：

  Synthesis and antidepressant activity of substituted (.omega.-aminoalkoxy)benzene derivatives

  摘要：

  A series of substituted (omega-aminoalkoxy)benzene derivatives has been synthesized and screened for potential antidepressant activities. The effect of structural variation of these molecules has been systematically examined. Antidepressant activity was clearly displayed by 2-benzyl-1-[4-(methylamino)butoxy]benzene (7), 2-(2-hydroxybenzyl)-1-[4-(methylamino)butoxy]benzene (19), 1-[4-(methylamino)butoxy]-2-phenoxybenzene (29), and 1-[4-(methylamino)butoxy]-2-(phenylthio)benzene (31) in further pharmacological studies. These compounds did not possess the anticholinergic, antihistaminic, and muscle-relaxant side effects common to tricyclic antidepressants.

  DOI：

  10.1021/jm00134a004
• 作为产物：
  描述：

  1-(benzyloxy)-2-(4-chlorobenzyl)benzene 在 二甲基硫 、 三氟化硼乙醚 作用下， 以 二氯甲烷 为溶剂， 反应 28.0h， 以85%的产率得到4-chloro-2'-hydroxydiphenylmethane
  参考文献：
  名称：

  基于结构的片段优化后组胺H 1受体配体结合热点的鉴定

  摘要：

  G蛋白偶联受体（GPCR）结构生物学的发展为GPCR配体结合提供了见识。具有组胺H 1受体（H 1 R）高配体效率的化合物1（4-（2-苄基苯氧基）哌啶）用于设计衍生物以研究（i）胺结合区的作用，（ii）上部和下部芳族区域，和（iii）结合位点溶剂化。SAR分析表明，胺结合区是主要的结合热点，最好是结合小的叔胺。在对水网络能量学和诱变研究的计算机模拟中，研究表明水分子从胺结合区的置换最有可能导致1的N-甲基化类似物的亲和力增加。1的解构表明较低的芳族区域用作第二结合热点。这项研究表明，X射线结构与工具化合物，水能的评估以及诱变研究相结合，使SAR探索能够绘制GPCR-配体结合热点。

  DOI：

  10.1021/acs.jmedchem.6b00981

文献信息

• Gold-Catalyzed Benzylation of Arenes and Heteroarenes
  作者：Kristin Mertins、Irina Iovel、Jette Kischel、Alexander Zapf、Matthias Beller

  DOI：10.1002/adsc.200505433

  日期：2006.4

  Friedel–Crafts type benzylation of arenes and heteroarenes with benzylic acetates, alcohols, and carbonates is effectively promoted under mild reaction conditions using catalytic amounts of gold salts. The resulting 1,1-diarylalkanes and 1-aryl-1-heteroarylalkanes are obtained in high yields and with high selectivity. The utility of the method is demonstrated by a short synthesis of beclobrate ethyl

  在温和的反应条件下，使用催化量的金盐，可有效促进芳烃和杂芳烃与苄基乙酸酯，醇和碳酸盐的Friedel-Crafts型苄基化反应。以高收率和高选择性获得所得的1，1-二芳基烷烃和1-芳基-1-杂芳基烷烃。该方法的实用性通过短纤维酸衍生物2-乙基[4- [4-（4-氯苄基）-苯氧基] -2-甲基丁酸酯（3）}}的合成证明。
• Synthesis of Substituted Phenols by Using the Ring-Closing Metathesis/Isoaromatization Approach
  作者：Kazuhiro Yoshida、Rintaro Narui、Tsuneo Imamoto

  DOI：10.1002/chem.200800943

  日期：2008.10.29

  Ring-closing olefin metathesis (RCM) of 4-methylene-1,7-octadien-3-ones 2, followed by isomerization of the carbon--carbon double bond of 6-methylene-2-cyclohexenones 3 from exo to endo, produced various phenols 4. As an application of the method, the RCM/Mizoroki-Heck reaction of 2 was proven to be also effective for the synthesis of phenols having an additional substituent at ortho-benzylic position

  产生4-亚甲基-1,7-辛二烯-3-酮2的闭环烯烃复分解（RCM），然后将6-亚甲基-2-环己烯酮3的碳-碳双键从外向内异构化4.该方法的应用证明，RCM / Mizoroki-Heck反应为2对合成在邻苄基位置上具有附加取代基的酚也有效。
• Chlorobenzyl phenoxy alkoxylates
  申请人：Siegfried Aktiengesellschaft

  公开号：US04214095A1

  公开（公告）日：1980-07-22

  Novel compounds of the formula (1) ##STR1## wherein R.sup.1 and R.sup.2 are different lower alkyls and R.sup.3 is a lower alkyl or a methyl pyridine group, and the acid addition salts of formula (1) compounds when R.sup.3 is methyl pyridine. The novel compounds have an asymmetric C-atom and may be in the form of the D,L racemates or the D or L stereoisomers. These compounds are useful in the treatment of hypercholesterolemia and hyperlipidemia because of their high effectiveness in reducing the level of cholesterol and lipids in the blood combined with very low general toxicities and substantially reduced hepatomegalitic effects.

  化合物的新结构如下（1）其中R.sup.1和R.sup.2是不同的低碳烷基，R.sup.3是低碳烷基或甲基吡啶基，以及当R.sup.3为甲基吡啶时，公式（1）化合物的酸加盐。这些新化合物具有不对称的C原子，可能为D，L消旋体或D或L立体异构体的形式。这些化合物在治疗高胆固醇血症和高脂血症方面非常有用，因为它们在降低血液中胆固醇和脂质水平方面具有很高的有效性，同时具有非常低的一般毒性和大大减少的肝肿大作用。
• Novel Cyclohexane Derivative, Prodrug Thereof and Salt Thereof, and Therapeutic Agent Containing the Same for Diabetes
  申请人：Matsuoka Hiroharu

  公开号：US20080318874A1

  公开（公告）日：2008-12-25

  A cyclohexane derivative having the function of reducing a blood sugar level and having preferable properties required of medicines, such as long-lasting drug activity, metabolic stability, and safety; and a medicinal composition for use in the prevention or treatment of diseases attributable to hyperglycemia, such as diabetes, e.g., insulin dependent diabetes mellitus (type 1 diabetes) or noninsulin-dependent diabetes mellitus (type 2 diabetes), complications of diabetes, and obesity. The derivative is a compound represented by the formula (I): (wherein A is —O—, —CH 2 —, or —NH—; n is an integer selected between 0 and 1; R 6 and R 7 each independently is hydrogen or C 1-6 alkyl; m is an integer selected among 1-3; Q is selected among the following formulae Q 1 to Q 5 ; Ar 1 is optionally substituted arylene or optionally substituted heteroarylene, provided that the heteroarylene may be bonded to an aromatic carbocycle or aromatic heterocycle to form a fused ring; and Ar 2 is optionally substituted aryl or optionally substituted heteroaryl), a prodrug of the compound, or a pharmaceutically acceptable salt of either. Also provided are a medicine, a medicinal composition, or the like each containing the compound.

  一种环己烷衍生物，具有降低血糖水平的功能，并具有药物所需的优良特性，如持久的药物活性、代谢稳定性和安全性；以及用于预防或治疗与高血糖相关的疾病，如糖尿病，例如胰岛素依赖性糖尿病（1型糖尿病）或非胰岛素依赖性糖尿病（2型糖尿病），糖尿病并发症和肥胖症的药物组合物。该衍生物是由式（I）表示的化合物：（其中A是-O-、-CH2-或-NH-；n是在0和1之间选择的整数；R6和R7各自独立地是氢或C1-6烷基；m是在1-3之间选择的整数；Q在以下式Q1至Q5之间选择；Ar1是可选的取代芳基或可选的取代杂环芳基，但杂环芳基可以与芳香环或芳香杂环结合形成融合环；Ar2是可选的取代芳基或可选的取代杂环芳基），该化合物的前药物或任一药物学上可接受的盐。还提供了含有该化合物的药物、药物组合物等。
• Process For Production of 2-Benzylphenol Compound
  申请人：Kawazoe Kentaro

  公开号：US20080194882A1

  公开（公告）日：2008-08-14

  A process for producing a 2-benzylphenol compound represented by the following formula (2): wherein, R 1 , R 2 , R 3 and R 4 may be the same or different and are each independently hydrogen atom, alkyl group or the like; and R 5 , R 6 , R 7 , R 8 and R 9 are the same or different and are each independently hydrogen atom, alkyl group or the like, the process including reacting, in the presence of a dehydrogenating agent, a benzylidenecyclohexanone compound represented by the following formula (1) wherein, R 1 , R 2 , R 3 , R 4 , R 5 , R 6 , R 7 , R 8 and R 9 have the same definitions as given above).

  一种生产以下式子(2)所代表的2-苄基苯酚化合物的方法： 其中，R1、R2、R3和R4可能相同或不同，分别独立地为氢原子、烷基或类似物；而R5、R6、R7、R8和R9也可能相同或不同，分别独立地为氢原子、烷基或类似物。该方法包括在脱氢剂存在下反应以下式子(1)所代表的苄基环己酮化合物： 其中，R1、R2、R3、R4、R5、R6、R7、R8和R9的定义与上述相同。