2-(p-benzylphenyloxy)-N,N-dimethylethylamine | 71342-65-9

• 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: 2-(p-benzylphenyloxy)-N,N-dimethylethylamine
• 英文别名: dimethyl{2-[4-benzylphenoxy]ethyl}amine；[2-(4-benzyl-phenoxy)-ethyl]-dimethyl-amine；2-Dimethylamino-1-(4-benzyl-phenoxy)-aethan；[2-(4-Benzyl-phenoxy)-aethyl]-dimethyl-amin；2-(4-benzylphenoxy)-N,N-dimethylethanamine
• CAS: 71342-65-9
• 化学式: C₁₇H₂₁NO
• 分子量: 255.36
• InChiKey: BVGZXBZXUWTJHR-UHFFFAOYSA-N

物化性质

• 沸点：
  152-153 °C(Press: 1 Torr)
• 密度：
  1.022±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  12.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(p-benzylphenyloxy)-N,N-dimethylethylamine 、 碘甲烷 以 乙醚 为溶剂， 以82%的产率得到[2-(4-Benzyl-phenoxy)-ethyl]-trimethyl-ammonium
  参考文献：
  名称：

  Synthesis, binding and structure–affinity studies of new ligands for the microsomal anti-estrogen binding site (AEBS)

  摘要：

  New compounds have been synthesized based on the structure of the anti-tumoral drug tamoxifen and its diphenylmethane derivative, N,N-diethyl-2-[(4-phenyl-methyl)-phenoxy]-ethanamine HCl (DPPE). These new compounds have no affinity for the estrogen receptor (ER) and bind with various affinity to the anti-estrogen binding site (AEBS). Compounds 2, 10, 12, 13, 20a, 20b, 23a, 23b, 29 exhibited 1.1- 69.5 higher affinity than DPPE, and compounds 23a and 23b have 1.2 and 3.5 higher affinity than tamoxifen. Three-dimensional structure analysis, performed using the intersection of the van der Waals volume occupied by tamoxifen in its crystallographic state and the van der Waals volume of these new compounds in their calculated minimal energy conformation, correlated well with their pki for AEBS (r = 0.84, P < 0.0001, n = 18). This is the first structure-affinity relationship (SAR) ever reported for AEBS ligands. Moreover in this study we have reported the synthesis of new compounds of higher affinity than the lead compounds and that are highly specific for AEBS. Since these compounds do not bind ER they will be helpful to study AEBS mediated cytotoxicity. Moreover our study shows that our strategy is a new useful guide to design high affinity and selective ligands for AEBS. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(00)00119-x
• 作为产物：
  描述：

  2-氯-N,N-二甲基乙胺 、 alkaline earth salt of/the/ methylsulfuric acid 在 甲苯 作用下， 生成 2-(p-benzylphenyloxy)-N,N-dimethylethylamine
  参考文献：
  名称：

  苄基酚的烷基氨基烷基醚。

  摘要：

  DOI：

  10.1021/ja01169a017

文献信息

• Heterocyclic Amplifiers of Phleomycin. VII. Phenyl-, Tolyl-, Phenoxy- and Benzyl-pyrimidines; also Some Carbocyclic Analogues
  作者：DJ Brown、BJ Cronin、S Lan、G Nardo

  DOI：10.1071/ch9850825

  日期：——

  Synthetic routes are described for 5-phenyl-, 5-p-chlorophenyl-, 2-p-tolyl-, 2- and 4-benzyl- and 4-phenoxy-pyrimidines, each bearing a sulfur-, nitrogen- or oxygen-linked basic side chain; also to analogous biphenyls and a diphenylmethane . These compounds were required for evaluation as amplifiers of phleomycin.

  本文介绍了 5-苯基、5-对氯苯基、2-对甲苯基、2-和 4-苄基以及 4-苯氧基嘧啶的合成路线，每种嘧啶都带有与硫、氮或氧相连的碱性侧链；还介绍了类似联苯和二苯基甲烷的合成路线。需要对这些化合物进行评估，以确定其是否可作为博来霉素的放大剂。
• Structure−Activity Relationship Studies on 1-[2-(4-Phenylphenoxy)ethyl]pyrrolidine (SC-22716), a Potent Inhibitor of Leukotriene A₄ (LTA₄) Hydrolase
  作者：Thomas D. Penning、Nizal S. Chandrakumar、Barbara B. Chen、Helen Y. Chen、Bipin N. Desai、Stevan W. Djuric、Stephen H. Docter、Alan F. Gasiecki、Richard A. Haack、Julie M. Miyashiro、Mark A. Russell、Stella S. Yu、David G. Corley、Richard C. Durley、Brian F. Kilpatrick、Barry L. Parnas、Leslie J. Askonas、James K. Gierse、Elizabeth I. Harding、Maureen K. Highkin、James F. Kachur、Suzanne H. Kim、Gwen G. Krivi、Doreen Villani-Price、E. Yvonne Pyla、Walter G. Smith、Nayereh S. Ghoreishi-Haack

  DOI：10.1021/jm990496z

  日期：2000.2.1

  program, SC-22716 (1, 1-[2-(4-phenylphenoxy)ethyl]pyrrolidine) was identified as a potent inhibitor of LTA(4) hydrolase. Structure-activity relationship (SAR) studies around this structural class resulted in the identification of a number of novel, potent inhibitors of LTA(4) hydrolase, several of which demonstrated good oral activity in a mouse ex vivo whole blood assay.

  白三烯B（4）（LTB（4））是促炎性介质，已与包括炎症性肠病（IBD）和牛皮癣在内的多种疾病的发病机制有关。由于LTA（4）水解酶的作用是LTB（4）生产的限速步骤，因此该酶代表了抑制LTB（4）生产的诱人药理学目标。通过内部筛选程序，SC-22716（1，1- [2-（4-苯基苯氧基）乙基]吡咯烷）被确定为LTA（4）水解酶的有效抑制剂。围绕此结构类别的结构活性关系（SAR）研究导致鉴定了许多新型的，有效的LTA（4）水解酶抑制剂，其中几种在小鼠离体全血试验中表现出良好的口服活性。
• Compounds for treatment of senescence-related disorders
  申请人：SPRINGTIDE VENTURES S.R.O.

  公开号：US11014949B2

  公开（公告）日：2021-05-25

  The present invention relates to compounds of general formula (I) in particular for use in the treatment of senescence-related diseases, such as idiopathic pulmonary fibrosis, sarcopenia, diabetes, obesity, osteoarthritis, chronic inflammations, glaucoma, cataracts, radiation-induced oral mucosis, renal transplantation, prostatic hyperplasia.

  本发明涉及通式（I）化合物，特别是用于治疗与衰老有关的疾病，如特发性肺纤维化、肌肉疏松症、糖尿病、肥胖症、骨关节炎、慢性炎症、青光眼、白内障、辐射引起的口腔粘膜病、肾移植、前列腺增生等。
• o-Benzylphenol Derivatives. VI.¹ Quaternary Ammonium Halides^2a
  作者：William B. Wheatley、William E. Fitzgibbon、William F. Minor、Richard R. Smith、Lee C. Cheney、S. B. Binkley

  DOI：10.1021/ja01168a059

  日期：1950.12
• 17BETA-HYDROXYSTEROID DEHYDROGENASE TYPE 3 INHIBITORS FOR THE TREATMENT OF ANDROGEN DEPENDENT DISEASES
  申请人：SCHERING CORPORATION

  公开号：EP1423381B1

  公开（公告）日：2007-01-03