2-[2-(3-甲氧基苯基)乙基]苯胺 | 1012321-28-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二苯乙烯类
• 中文名称: 2-[2-(3-甲氧基苯基)乙基]苯胺
• 英文名称: 2-[2-(3-methoxyphenyl)ethyl]aniline
• 英文别名: 2-(3-methoxyphenethyl)aniline
• CAS: 1012321-28-6
• 化学式: C₁₅H₁₇NO
• 分子量: 227.306
• InChiKey: WOBKGXCQIYALDK-UHFFFAOYSA-N

物化性质

• 沸点：
  360.4±22.0 °C(Predicted)
• 密度：
  1.086±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  35.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[2-(3-甲氧基苯基)乙基]苯胺 在 sodium nitrite 、 sodium azide 作用下， 生成 1-azido-2-(3-methoxyphenethyl)benzene
  参考文献：
  名称：

  手性铁卟啉在可见光照射下催化对映选择性分子内 C(sp3)−H 键胺化

  摘要：

  开发了一种有效的方法，用于手性铁卟啉催化芳基叠氮化物和芳基磺酰叠氮化物分别转化为手性二氢吲哚和磺胺类化合物。该反应在可见光照射下进行，产率高，对映体选择性好。

  DOI：

  10.1002/anie.202218577
• 作为产物：
  描述：

  1-[(E/Z)-2-(3-methoxy)phenylvinyl]-2-nitrobenzene 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 12.0h， 以0.95 g的产率得到2-[2-(3-甲氧基苯基)乙基]苯胺
  参考文献：
  名称：

  Synthesis and Biological Evaluation of (Hetero)Arylmethyloxy- and Arylmethylamine-phenyl Derivatives as Potent P-glycoprotein Modulating Agents

  摘要：

  Starting from lead compounds 12b and 28b, previously characterized as P-glycoprotein (P-gp) modulating agents, two series of new compounds were investigated. Compounds 14a,b and 15a,b displayed high P-gp modulating activity in the submicromolar range (EC(50) values from 0.25 to 0.80 mu M). Moreover, amino derivatives 23-27 showed EC(50) values ranging from 0.085 to 0.90 mu M. In the pyridyl series, the best result has been obtained for 4-pyridyl derivative 17b (EC(50) = 0.85 mu M). The best P-gp modulating agents 14a,b, 15a,b, and 23-27 also have been studied for determining their breast cancer resistance protein (BCRP) inhibition activity. The results demonstrated that only the amino derivatives 23-27 displayed moderate BCRP inhibition activity.

  DOI：

  10.1021/jm701267q

文献信息

• Compounds and methods for modulation of estrogen receptors
  申请人：Signal Pharmaceuticals, Inc.

  公开号：US20040082575A1

  公开（公告）日：2004-04-29

  Compounds that modulate the estrogen receptor (ER) are disclosed, as well as pharmaceutical compositions containing the same. In a specific embodiment, the compounds are selective for ER-&bgr; over ER-&agr;. Methods are disclosed for modulating ER-&bgr; in cell and/or tissues expressing the same, including cells and/or tissue that preferentially ER-&bgr;. Methods for treating estrogen-related conditions are also disclosed, including conditions such as is breast cancer, testicular cancer, osteoporosis, endometriosis, cardiovascular disease, hypercholesterolemia, prostatic hypertrophy, prostatic carcinomas, obesity, hot flashes, skin effects, mood swings, memory loss, urinary incontinence, hairloss, cataracts, natureal hormonal imbalances, and adverse reproductive effects associated with exposure to environmental chemicals.

  本发明揭示了调节雌激素受体（ER）的化合物，以及包含这些化合物的药物组合物。在一个具体的实施例中，这些化合物对ER-β比ER-α具有选择性。揭示了在表达具有偏好ER-β的细胞和/或组织中调节ER-β的方法，包括治疗雌激素相关疾病的方法，例如乳腺癌、睾丸癌、骨质疏松症、子宫内膜异位症、心血管疾病、高胆固醇血症、前列腺增生、前列腺癌、肥胖、潮热、皮肤影响、情绪波动、记忆力下降、尿失禁、脱发、白内障、自然激素失衡以及与环境化学物质暴露相关的不良生殖影响。
• Iodine(III)‐Mediated Oxidation of Anilines to Construct Dibenzazepines**
  作者：Carmen Margaret White、Naranchimeg Zorigt、Tianning Deng、Tom G. Driver

  DOI：10.1002/chem.202301141

  日期：2023.7.3

  Cyclization: A mild, room temperature oxidative cyclization of 2-substituted anilines that accesses a broad range of medium-ring N-heterocycles via radical intermediates is reported.

  环化：据报道，2-取代苯胺在室温下进行温和的氧化环化，通过自由基中间体形成多种中环N-杂环。
• SAR study on arylmethyloxyphenyl scaffold: Looking for a P-gp nanomolar affinity
  作者：Giulia Nesi、Nicola Antonio Colabufo、Marialessandra Contino、Maria Grazia Perrone、Maria Digiacomo、Roberto Perrone、Annalina Lapucci、Marco Macchia、Simona Rapposelli

  DOI：10.1016/j.ejmech.2014.02.051

  日期：2014.4

  Starting from the previously developed P-gp ligands 1a and 1b (EC50 = 0.25 mu M and 0.65 mu M, respectively), new arylmethyloxyphenyl derivatives have been synthesized as P-gp modulators in order to investigate: (i) the effect of small electron-donor groups (OMe) (5-11), (ii) the effect of the replacement of methoxy groups with an electron-withdrawal substituent (Cl) on C-ring (13) (iii) the effect induced by the replacement of C-ring with heteroaromatic cycles such as thiophene and pyrimidine (13, 15, 16), (iv) the effect induced by molecular constriction on C ring (14,17,18) on P-gp modulating activity. The results demonstrated that P-gp inhibition potency is strongly correlated to the number of methoxy groups in the A-ring whereas the methoxylation of C-ring seems to poorly affect P-gp activity. The best result was found for compound 10 that displays a nanomolar affinity (EC50 = 7.1 nM) towards P-gp pump and, in the meantime lacks of activity against MRP1 pump. (C) 2014 Published by Elsevier Masson SAS.
• COMPOUNDS AND METHODS FOR MODULATION OF ESTROGEN RECEPTORS
  申请人：SIGNAL PHARMACEUTICALS, INC.

  公开号：EP1163225A1

  公开（公告）日：2001-12-19
• US6436923B1
  申请人：——

  公开号：US6436923B1

  公开（公告）日：2002-08-20