4,4’-环己基亚甲基二苯酚 | 5189-40-2

• 物质功能分类: 有机原料 - 醇、酚、酚醇类化合物及衍生物 - 酚及其卤化、磺化、硝化或亚硝化衍生物
• 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: 4,4’-环己基亚甲基二苯酚
• 中文别名: 4,4'-环己基亚甲基二苯酚；4,4"-环己基亚甲基二苯酚
• 英文名称: 2,2-bis(4-hydroxyphenyl)methylenecyclohexane
• 英文别名: Cyclofenil diphenol；4-(cyclohexylidene-(4-hydroxyphenyl)methyl)phenol；4-(cyclohexylidene(4-hydroxyphenyl)methyl)phenol；1,1-bis(4-hydroxyphenyl)methylenecyclohexane；bis(4-hydroxyphenyl)-cyclohexylidenemethane；4,4'-(cyclohexylidenemethylene)diphenol；4-[cyclohexylidene-(4-hydroxyphenyl)methyl]phenol
• CAS: 5189-40-2
• 化学式: C₁₉H₂₀O₂
• 分子量: 280.367
• InChiKey: POEZOFHZEJTFHF-UHFFFAOYSA-N

物化性质

• 熔点：
  235-236 °C(Solv: ethanol (64-17-5); ligroine (8032-32-4))
• 沸点：
  462.8±25.0 °C(Predicted)
• 密度：
  1.180±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 海关编码：
  2907299090

反应信息

• 作为反应物：
  描述：

  4,4’-环己基亚甲基二苯酚 在 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 为溶剂， 反应 26.0h， 生成 4-((4-(4-(bis(pyridin-2-ylmethyl)amino)butoxy)phenyl)(cyclohexylidene)methyl)phenol
  参考文献：
  名称：

  Design, synthesis, and evaluation of cyclofenil derivatives for potential SPECT imaging agents

  摘要：

  To develop technetium- and rhenium-labeled nonsteroidal estrogen imaging agents for estrogen receptor (ER) positive breast tumors, two groups of rhenium and technetium cyclofenil derivatives were synthesized and characterized. The binding affinities of the rhenium complexes for ERs were determined. The tricarbonyl rhenium complex showed the highest binding affinity for ERs (81.2 for ER beta, 16.5 for ER alpha). Tricarbonyl technetium cyclofenil complexes were obtained in high radiochemical purity and radiochemical yields. The results of studies of their octanol/water partition and in vitro stability are presented. These results demonstrate that these radiolabeled cyclofenil derivatives may be considered as potential breast cancer imaging agents.

  DOI：

  10.1007/s00775-010-0627-0
• 作为产物：
  描述：

  环芬尼 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 4,4’-环己基亚甲基二苯酚
  参考文献：
  名称：

  Synthesis of Unsymmetrical Diphenylalkenes¹

  摘要：

  DOI：

  10.1021/jm00342a033

文献信息

• New synthesis of cyproheptadine and related compounds using low valent titanium
  作者：M.M. Cid、J.A. Seijas、M.C. Villaverde、L. Castedo

  DOI：10.1016/s0040-4020(01)89809-4

  日期：1988.1

  A simple method is described for the preparation of biphenylmelhylenepiperidine, cyproheptadine and related compounds based on asymmetric dicarbonyl coupling of two suitable ketones with low valent titanium.

  描述了一种基于两种合适的酮与低价钛的不对称二羰基偶联制备联苯亚甲基哌啶，赛庚啶和相关化合物的简单方法。
• Photocontrol of Protein Activity in Cultured Cells and Zebrafish with One- and Two-Photon Illumination
  作者：Deepak Kumar Sinha、Pierre Neveu、Nathalie Gagey、Isabelle Aujard、Chouaha Benbrahim-Bouzidi、Thomas Le Saux、Christine Rampon、Carole Gauron、Bernard Goetz、Sylvie Dubruille、Marc Baaden、Michel Volovitch、David Bensimon、Sophie Vriz、Ludovic Jullien

  DOI：10.1002/cbic.201000008

  日期：2010.3.22

  method to control the activity of proteins linked to the ERT2 receptor in live zebrafish embryos. Using fluorescent proteins inactivated by association with endogenous chaperone complex (CC), we showed that photoreleasing the cyclofen inducer led to fast protein photoactivation. Colocalization experiments suggest that light‐induced activation can be restricted to a few targeted cells.

  内在光：我们已经实施了一种光化学方法来控制与活斑马鱼胚胎中的ERT2受体相关的蛋白质的活性。使用通过与内源性伴侣复合物（CC）缔合而失活的荧光蛋白，我们表明光释放环磷酰胺诱导剂可导致快速的蛋白光激活。共定位实验表明，光诱导的激活可以局限于少数靶细胞。
• Fluorine-Substituted Cyclofenil Derivatives as Estrogen Receptor Ligands:  Synthesis and Structure−Affinity Relationship Study of Potential Positron Emission Tomography Agents for Imaging Estrogen Receptors in Breast Cancer
  作者：Jai Woong Seo、John S. Comninos、Dae Yoon Chi、Dong Wook Kim、Kathryn E. Carlson、John A. Katzenellenbogen

  DOI：10.1021/jm0512037

  日期：2006.4.1

  In a search for estrogen receptor (ER) ligands to be radiolabeled with fluorine-18 for imaging of ER-positive breast tumors with positron emission tomography (PET), we investigated cyclofenil analogues substituted at the C3 or C4 position of the cyclohexyl group. McMurry coupling of 4,4'-dihydroxybenzophenone with various ketones produced key cyclofenil intermediates, from which C3 and C4 substituents

  在寻找用氟 18 放射性标记的雌激素受体 (ER) 配体，以便通过正电子发射断层扫描 (PET) 对 ER 阳性乳腺肿瘤进行成像时，我们研究了在环己基的 C3 或 C4 位置取代的环芬尼类似物。4,4'-二羟基二苯甲酮与各种酮的 McMurry 偶联产生了关键的环芬尼中间体，其中含有烷基和各种氧或氟取代的烷基的 C3 和 C4 取代基被精心设计。对 ERα 和 ERβ 的结合测定表明，C3 位点比 C4 位点更能耐受空间体积和极性基团，这与 ERα 配体结合袋的计算模型一致。氟取代在某些位点的耐受性非常好，使得一些化合物的亲和力与雌二醇相当或更高。这些氟和氟烷基环芬尼尔值得进一步考虑作为氟 18 标记的 ER 配体，用于乳腺肿瘤 ER 的 PET 成像。
• [EN] SYNTHESIS OF PHOTOACTIVABLE CAGED CYCLOFEN-OH AND DERIVATIVES THEREOF<br/>[FR] SYNTHÈSE DE CYCLOFÈNE-OH EN CAGE PHOTOACTIVABLE ET DE SES DÉRIVÉS
  申请人：PARIS SCIENCES ET LETTRES - QUARTIER LATIN

  公开号：WO2017212059A1

  公开（公告）日：2017-12-14

  The present invention relates to a new process of manufacturing of caged cyclofen-OH and derivatives thereof, of formula (I) or salts thereof, wherein n, R1, R1 ', R2, and R3 are as defined in the claims.

  本发明涉及一种制造嵌笼型环戊酚-OH及其衍生物的新工艺，其化学式为(I)或其盐，其中n，R1，R1'，R2和R3如权利要求所定义。
• A novel tamoxifen derivative, ridaifen-F, is a nonpeptidic small-molecule proteasome inhibitor
  作者：Makoto Hasegawa、Yukari Yasuda、Makoto Tanaka、Kenya Nakata、Eri Umeda、Yanwen Wang、Chihiro Watanabe、Shoko Uetake、Tatsuki Kunoh、Masafumi Shionyu、Ryuzo Sasaki、Isamu Shiina、Tamio Mizukami

  DOI：10.1016/j.ejmech.2013.11.009

  日期：2014.1

  In a survey of nonpeptide noncovalent inhibitors of the human 20S proteasome, we found that a novel tamoxifen derivative, RID-F (compound 6), inhibits all three protease activities of the proteasome at submicromolar levels. Structure activity relationship studies revealed that a RID-F analog (RID-F-S*4, compound 25) is the smallest derivative compound capable of inhibiting proteasome activity, with a potency similar to that of RID-F. Kinetic analyses of the inhibition mode and competition experiments involving biotin-belactosin A (a proteasome inhibitor) binding indicated that the RID-F derivatives interact with the protease subunits in a different manner. Culturing of human cells with these compounds resulted in accumulation of ubiquitinated proteins and induction of apoptosis. Thus, the RID-F derivatives may be useful lead chemicals for the generation of a new class of proteasome inhibitors. (C) 2013 Elsevier Masson SAS. All rights reserved.