α,α-diphenyl-m-hydroxybenzyl alcohol | 15658-10-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 三苯基化合物
• 英文名称: α,α-diphenyl-m-hydroxybenzyl alcohol
• 英文别名: 3-(hydroxy(diphenyl)methyl)phenol；(3-Hydroxy-phenyl)-diphenyl-methanol；3.α-Dioxy-triphenylmethan；Diphenyl-(3-oxy-phenyl)-carbinol；3.α-Dioxy-tritan；3-Oxy-tritanol；3-[Hydroxy(diphenyl)methyl]phenol
• CAS: 15658-10-3
• 化学式: C₁₉H₁₆O₂
• 分子量: 276.335
• InChiKey: SKVYZFQXEKDWLF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  40.5
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  α,α-diphenyl-m-hydroxybenzyl alcohol 在 甲酸 作用下， 生成 (3-hydroxyphenyl)diphenylmethane
  参考文献：
  名称：

  855.自由基和自由基的稳定性。第十七部分。（米-羟基苯基）二苯基甲醇和相应的自由基

  摘要：

  DOI：

  10.1039/jr9570004253
• 作为产物：
  描述：

  3-羟基苯甲酸甲酯 、 苯基锂 以 四氢呋喃 、 乙醚 为溶剂， 反应 4.5h， 以56%的产率得到α,α-diphenyl-m-hydroxybenzyl alcohol
  参考文献：
  名称：

  Triphenylbutanamines: Kinesin Spindle Protein Inhibitors with in Vivo Antitumor Activity

  摘要：

  The human mitotic kinesin Eg5 represents a novel mitotic spindle target for cancer chemotherapy. We previously identified S-trityl-L-cysteine (STLC) and related analogues as selective potent inhibitors of Eg5. We herein report on the development of a series of 4,4,4-triphenylbutan-1-amine inhibitors derived from the STLC scaffold. This new generation systematically improves on potency: the most potent C-trityl analogues exhibit K-i(aPP) <= 10 nM and GI(50) approximate to 50 nM, comparable to results from the phase II clinical benchmark ispinesib. Crystallographic studies reveal that they adopt the same overall binding configuration as S-trityl analogues at an allosteric site formed by loop L5 of Eg5. Evaluation of their druglike properties reveals favorable profiles for future development and, in the clinical candidate ispinesib, moderate hERG and CYP inhibition. One triphenylbutanamine analogue and ispinesib possess very good bioavailability (51% and 45%, respectively), with the former showing in vivo antitumor growth activity in nude mice xenograft studies.

  DOI：

  10.1021/jm201195m

文献信息

• Chemistry of photogenerated α-phenyl-substituted <i>o</i>-, <i>m</i>-, and <i>p</i>-quinone methides from phenol derivatives in aqueous solution
  作者：Li Diao、Peter Wan

  DOI：10.1139/v07-125

  日期：2008.2.1

  uncovered by Keith Yates as part of his now classic studies of photohydration of aromatic alkenes, alkynes, and related compounds. Photogeneration of QMs and the study of their chemistry along with potential biological applications are the focus of many groups. In this work, photochemical precursors to o-, m-, and p-QMs based on substituted phenols (hydroxybenzyl alcohols) and related compounds have

  基思·耶茨 (Keith Yates) 发现了邻取代酚增强的光化学反应性，因为它倾向于通过激发态分子内质子转移 (ESIPT) 产生邻醌甲基化物 (o-QM) 中间体，这是他现在对芳香烯烃光水合的经典研究的一部分、炔烃和相关化合物。QM 的光生成及其化学研究以及潜在的生物学应用是许多团体的关注焦点。在这项工作中，研究了基于取代酚（羟基苯甲醇）和相关化合物的 o-、m- 和 p-QM 的光化学前体在水溶液中作为 pH 值和水含量的函数。重点将放在由 α-苯基取代基稳定的 QMs 上，这提高了它们形成的量子产率，由此产生的 QMs 具有更长的寿命并且更容易检测。值得注意的是，所有 QM 异构体都可以光生成，其中 o 和 m 异构体是最有效的，这与 Zimmerman 的“邻位元”效应一致。质量管理...
• 10A-AZALIDE COMPOUND CROSSLINKED AT 10A- AND 12-POSITIONS
  申请人：Sugimoto Tomohiro

  公开号：US20110237784A1

  公开（公告）日：2011-09-29

  A novel 10a-azalide compound crosslinked at the 10a- and 12-positions, which is represented by the following formula, and is effective on even Hemophilus influenzae , or erythromycin resistant bacteria (e.g., resistant pneumococci and streptococci).

  一种新型的10a-azalide化合物，其在10a-和12-位置交联，化学式如下，并且对于Hemophilus influenzae，或者对红霉素产生耐药性的细菌（例如耐药性肺炎球菌和链球菌）具有有效性。
• 10A-AZALIDE COMPOUND CROSSLINKED AT POSITION-10A AND POSITION-12
  申请人：Taisho Pharmaceutical Co. Ltd.

  公开号：EP2177526A1

  公开（公告）日：2010-04-21

  A novel 10a-azalide compound crosslinked at the 10a- and 12-positions, which is represented by the following formula, and is effective on even Hemophilus influenzae, or erythromycin resistant bacteria (e.g., resistant pneumococci and streptococci).

  一种在 10a- 位和 12- 位交联的新型 10a- 叠氮酰胺化合物，由下式表示，甚至对流感嗜血杆菌或红霉素耐药菌（如耐药肺炎球菌和链球菌）也有效。
• Baeyer, Justus Liebigs Annalen der Chemie, 1907, vol. 354, p. 198
  作者：Baeyer

  DOI：——

  日期：——
• Purification orientated synthesis of oligodeoxynucleotides in solution
  作者：J. Biernat、A. Wolter、H. Köster

  DOI：10.1016/s0040-4039(00)81516-6

  日期：1983.1