1-[环己基亚基-(4-甲氧基苯基)甲基]-4-甲氧基苯 | 10218-57-2

• 物质功能分类: 有机原料
• 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: 1-[环己基亚基-(4-甲氧基苯基)甲基]-4-甲氧基苯
• 英文名称: 1,1'-(cyclohexylidenemethylene)bis(4-methoxy)benzene
• 英文别名: bis(4-methoxyphenyl)-cyclohexylidenemethane；1-[cyclohexylidene(4-methoxyphenyl)methyl]-4-methoxybenzene；Bis-(p-methoxyphenyl)-cyclo hexylidene methane；bis-(p-methoxyphenyl)-cyclohexylidene methane；-cyclohexan；Bis-(4-methoxy-phenyl)-cyclohexyliden-methan；1-(Cyclohexylidene(4-methoxyphenyl)methyl)-4-methoxybenzene；1-[cyclohexylidene-(4-methoxyphenyl)methyl]-4-methoxybenzene
• CAS: 10218-57-2
• 化学式: C₂₁H₂₄O₂
• 分子量: 308.42
• InChiKey: DSKROVAOMFMFPL-UHFFFAOYSA-N

物化性质

• 熔点：
  110-111 °C(Solv: ethanol (64-17-5))
• 沸点：
  469.7±25.0 °C(Predicted)
• 密度：
  1.068±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2909309090

反应信息

• 作为反应物：
  描述：

  1-[环己基亚基-(4-甲氧基苯基)甲基]-4-甲氧基苯 在 palladium 10% on activated carbon 、 氢气 、 三溴化硼 作用下， 以 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 96.0h， 生成 4,4'-(环己基亚甲基)双酚
  参考文献：
  名称：

  Estrogenic activity of bis(4-hydroxyphenyl)methanes with cyclic hydrophobic structure

  摘要：

  Monoalkylated bis(4-hydroxyphenyl)methanes (e.g., 1) are reported to show weak binding affinity for estrogen receptor (ER). We hypothesized that introduction of appropriately located hydrophobic substituents in these compounds would increase the binding affinity. Indeed, we found that bis(4-hydroxyphenyl)methane bearing a 3,3-dimethylcyclohexyl group (7) shows potent ER alpha binding affinity, comparable to that of estradiol. Bulkier substituents could be introduced at the 3,3-position without decreasing the affinity. However, the position of the substituents was critical: the 4,4-dimethylcyclohexyl derivative (2) showed very weak binding affinity. The compounds with high ER-binding affinity showed predominantly agonistic activity, together with weak antagonistic activity at high concentration, in cell proliferation assay with human breast cancer cell line MCF-7. Further structure-function studies of these compounds and their derivatives might lead to the development of more selective and potent estrogen receptor modulators. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2015.09.046
• 作为产物：
  描述：

  4-溴苯甲醚 、 环己甲酸甲酯 以8.0 g (65%)的产率得到1-[环己基亚基-(4-甲氧基苯基)甲基]-4-甲氧基苯
  参考文献：
  名称：

  Gem-dichlorocyclopropanes as antitumor agents

  摘要：

  Gem-Dichlorocyclopropanes（类比物II衍生物）在体外对MCF-7细胞表现出抗增殖活性，通常不会被雌二醇逆转或具有内在的雌激素作用（除羟基苯基衍生物化合物30外）。一般来说，环丙烷化合物的化学式为：##STR1##或其任何药学上可接受的盐。X选择自氢原子和卤素原子组成的一组。R.sub.1基团可以是氢原子，烷基，酰基或芳基烷基。R.sub.2基团可以是氢原子，未取代芳基或取代芳基。R.sub.3基团可以是氢原子，烷基，环烷基，取代芳基或未取代芳基。当R.sub.3是具有第一位置碳和终端位置碳与环丙烷的同一碳键合的环烷基时，R.sub.4缺失。此外，R.sub.2，R.sub.3和R.sub.4中最多有两个基团为芳基。

  公开号：

  US05397802A1

文献信息

• Diphenylcyclopropyl analogs
  申请人：Research Corporation Technologies

  公开号：US05658951A1

  公开（公告）日：1997-08-19

  Diphenylcyclopropyl analogs in which one or more of the phenyl rings includes alkoxy substituents including a dialkylaminoalkoxy group, an unsubstituted piperazine alkoxy group, a substituted piperazine alkoxy group, an unsubstituted piperidine alkoxy group, and a substituted piperidine alkoxy group, and which may have one or two alkyl groups bonded to the cyclopropane. The compounds are useful as antiestrogens and anti-tumor agents.

  二苯基环丙基类似物中的苯环之一或多个包含烷氧基取代基，包括二烷氨基烷氧基团、未取代的哌嗪烷氧基团、取代的哌嗪烷氧基团、未取代的哌啶烷氧基团和取代的哌啶烷氧基团，可能有一个或两个烷基团与环丙烷结合。这些化合物可用作抗雌激素和抗肿瘤剂。
• Selectfluor-promoted fluorination of piperidinyl olefins
  作者：Meng-Yang Chang、Nien-Chia Lee、Ming-Fang Lee、Yu-Ping Huang、Chung-Han Lin

  DOI：10.1016/j.tetlet.2010.08.090

  日期：2010.11

  4-diazoniabicyclo[2.2.2]octane bis(tetrafluoroborate (Selectfluor) is reported. Two transformations from endo-olefin 1 to allylic fluoride 3 and from exo-olefin 2 to fluorohydrin 6 proceed via allylic fluorination and fluorohydroxylation in moderate yields. It presents two novel reactions promoted by Selectfluor and broadens the scope of application.

  通过哌啶子基外表皮的处理，简单而直接地合成1-取代的4-芳基-5-氟-1,2,3,6-四氢吡啶（3）或1-取代的4-二芳基甲酰基-4-氟哌啶（6）-或内烯烃与1-氯甲基-4-氟-1,4-二氮鎓双环[2.2.2]辛烷双（四氟硼酸盐（的Selectfluor）报道从两次转变。内切α-烯烃1至烯丙基氟化物3和从外烯烃2至氟代醇6通过烯丙基氟化和氟羟基化进行中等收率。它展示了Selectfluor促进的两个新颖反应，并扩大了应用范围。
• Cyclopropyl analogs as anti-estrogenic, anti-tumor and female fertility
  申请人：The Board of Regents for the University of Oklahoma

  公开号：US04879315A1

  公开（公告）日：1989-11-07

  Anti-estrogenic cyclopropyl analogs such as 1,1-dichlorocis-2,3-diphenylcyclopropane, when administered to a subject function as anti-tumor agents to prevent the development of estrogen-dependent tumors in the subject and substantially arrest the growth and metastatic involvement of existing estrogen-dependent tumors in the subject. Further, the anti-estrogenic cyclopropyl analogs may be used as anti-estrogenic agents and as fertility agents in the treatment of female infertility. The cyclopropyl analogs useful as anti-tumor, anti-estrogenic and female fertility agents have the general structure ##STR1## wherein: X is a halogen or hydrogen atom; R.sub.1 is a hydrogen atom, an alkyl group containing from 1 to about 3 carbon atoms, a monocyclic group, a hydroxy substituted monocyclic group, an alkoxy substituted monocyclic group in which the alkyl substituent contains from 1 to about 3 carbon atoms or an acetoxy substituted monocyclic group; R.sub.2 is a hydrogen atom, an acetate group, a hydroxyl group, an alkoxy group in which the alkyl substituent contains from 1 to about 3 carbon atoms, a beta-dialkylaminoethoxy group wherein the alkyl substituent contains from 1 to about 6 carbon atoms, a beta-monoaminoheterocycloethoxy group, or pharmaceutically acceptable salts thereof; R.sub.3 is a hydrogen atom, an acetate group, a hydroxyl group, or an alkoxy group in which the alkyl substituent contains from 1 to about 3 carbon atoms; R.sub.4 is a hydrogen atom, or an alkyl group containing from 1 to about 3 carbon atoms; and the wavy lines ( ) in the structure indicate that the anti-tumor agent can be the cis- or trans-isomers.

  抗雌激素环丙基类似物，如1,1-二氯顺-2,3-二苯基环丙烷，当用于患者时，可作为抗肿瘤剂，预防患者发生雌激素依赖性肿瘤，并且显著抑制患者现有的雌激素依赖性肿瘤的生长和转移。此外，抗雌激素环丙基类似物可用作抗雌激素剂和女性不孕症治疗中的生育剂。作为抗肿瘤、抗雌激素和女性生育剂有用的环丙基类似物具有以下通用结构：##STR1##其中：X是卤素或氢原子；R.sub.1是氢原子、含有1至约3个碳原子的烷基、单环基、羟基取代的单环基、烷氧基取代的单环基，其中烷基取代物含有1至约3个碳原子，或乙酰氧基取代的单环基；R.sub.2是氢原子、乙酸酯基、羟基、烷氧基，其中烷基取代物含有1至约3个碳原子、β-二烷基氨基乙氧基，其中烷基取代物含有1至约6个碳原子、β-单氨基杂环环丙氧基，或其药学上可接受的盐；R.sub.3是氢原子、乙酸酯基、羟基或烷氧基，其中烷基取代物含有1至约3个碳原子；R.sub.4是氢原子或含有1至约3个碳原子的烷基；结构中的波浪线（）表示抗肿瘤剂可以是顺式异构体或反式异构体。
• Synthesis of Unsymmetrical Diphenylalkenes¹
  作者：Jean-François Miquel、Hans Wåhlstam、Knut Olsson、Bertil Sundbeck

  DOI：10.1021/jm00342a033

  日期：1963.11
• Cytotoxicity and Antiestrogenicity of a Novel Series of Basic Diphenylethylenes
  作者：Jacques Gilbert、Maryse Fuentes、Tiiu Ojasoo、Jean-Christophe Doré、Michel Pons

  DOI：10.1021/jm950624t

  日期：1997.3.1

  On the premise that it is necessary to develop antiestrogens with a higher cytotoxic component in order to reduce the risks of the development of heterogeneous malignant cell populations in breast cancer, we studied a novel series of basic diphenylethylenes, for the most part devoid of estrogenic activity, with low antiestrogenicity but much enhanced cytotoxicity compared to the reference drug tamoxifen. The main structural features associated with cytotoxicity were E isomery, substituents of five to eight carbons on the ethylene bond, and dibasicity.