(2,4-diphenylbutyl)amine | 4444-70-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (2,4-diphenylbutyl)amine
• 英文别名: 2,4-diphenylbutylamine；2,4-diphenyl-butylamine；2,4-Diphenyl-butylamin；2,4-Diphenylbutan-1-amine；2,4-diphenylbutan-1-amine
• CAS: 4444-70-6
• 化学式: C₁₆H₁₉N
• mdl: MFCD19239353
• 分子量: 225.334
• InChiKey: RMOITFVHFQWNTE-UHFFFAOYSA-N

物化性质

• 沸点：
  144.5 °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)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2,4-diphenylbutyl)amine 生成 N-(2,4-diphenyl-butyl)-N'-phenyl-thiourea
  参考文献：
  名称：

  Derivatives of 2,4-Diphenylbutylamine and 2,4-Diphenylpyrrolidine

  摘要：

  DOI：

  10.1021/ja01149a506
• 作为产物：
  描述：

  2,4-diphenylbutanenitrile 在 盐酸 、 氢气 、 palladium dichloride 作用下， 以 乙醇 、 水 为溶剂， 以57%的产率得到(2,4-diphenylbutyl)amine
  参考文献：
  名称：

  [EN] DEMETHYLASE ENZYMES INHIBITORS
  [FR] INHIBITEURS D'ENZYMES DE DÉMÉTHYLASE

  摘要：

  一种具有化学式（I）的化合物及其作为一个或多个组蛋白去甲基化酶的抑制剂的用途。

  公开号：

  WO2013143597A1

文献信息

• Diastereoselective functionalisation of benzo-annulated bicyclic sultams: Application for the synthesis of <i>cis</i>-2,4-diarylpyrrolidines
  作者：Susan Kelleher、Pierre-Yves Quesne、Paul Evans

  DOI：10.3762/bjoc.5.69

  日期：——

  The cis-dibromination of unsaturated bicyclic bridgehead sultams 5a and 5b, and experiments designed to understand the cis-stereochemical outcome of these reactions, are described. In the case of 5b, a novel solvent dependent carbocation rearrangement occurs with the formation of 18b. cis-Dibromides 13a and 13b undergo regioselective dehydrobromination, and the participation of the resultant vinyl

  描述了不饱和双环桥头化合物 5a 和 5b 的顺式二溴化，以及旨在了解这些反应的顺式立体化学结果的实验​​。在 5b 的情况下，随着 18b 的形成，发生了一种新型的溶剂依赖性碳正离子重排。顺式二溴化物 13a 和 13b 经历区域选择性脱溴化氢，并且描述了所得乙烯基溴化物 24a 在锂化和 Pd 偶联化学中的参与。在后者的情况下，苯乙烯基产物的氢化提供单一的非对映异构体。然后在溶解的金属还原条件下研究这些化合物，其中 NS 和 CS 键均发生断裂以提供顺式-2,4-二芳基取代的吡咯烷 35-37。
• Hydrogenation of β-Iminonitriles
  作者：Homer Adkins、Gerald M. Whitman

  DOI：10.1021/ja01253a041

  日期：1942.1
• Pyridinylpyrimidines selectively inhibit human methionine aminopeptidase-1
  作者：Pengtao Zhang、Xinye Yang、Feiran Zhang、Sandra B. Gabelli、Renxiao Wang、Yihua Zhang、Shridhar Bhat、Xiaochun Chen、Manuel Furlani、L. Mario Amzel、Jun O. Liu、Dawei Ma

  DOI：10.1016/j.bmc.2013.02.023

  日期：2013.5

  Cellular protein synthesis is initiated with methionine in eukaryotes with few exceptions. Methionine aminopeptidases (MetAPs) which catalyze the process of N-terminal methionine excision are essential for all organisms. In mammals, type 2 MetAP (MetAP2) is known to be important for angiogenesis, while type 1 MetAP (MetAP1) has been shown to play a pivotal role in cell proliferation. Our previous high-throughput screening of a commercial compound library uncovered a novel class of inhibitors for both human MetAP1 (HsMetAP1) and human MetAP2 (HsMetAP2). This class of inhibitors contains a pyridinylpyrimidine core. To understand the structure-activity relationship (SAR) and to search for analogues of 2 with greater potency and higher HsMetAP1-selectivity, a total of 58 analogues were acquired through either commercial source or by in-house synthesis and their inhibitory activities against HsMetAP1 and HsMetAP2 were determined. Through this systematic medicinal chemistry analysis, we have identified (1) 5-chloro-6-methyl-2-pyridin-2-ylpyrimidine as the minimum element for the inhibition of HsMetAP1; (2) 5'-chloro as the favored substituent on the pyridine ring for the enhanced potency against HsMetAP1; and (3) long C4 side chains as the essentials for higher HsMetAP1-selectivity. At the end of our SAR campaign, 25b, 25c, 26d and 30a-30c are among the most selective and potent inhibitors of purified HsMetAP1 reported to date. In addition, we also performed crystallographic analysis of one representative inhibitor (26d) in complex with N-terminally truncated HsMetAP1. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis of Enantioenriched 2-Substituted 4-Phenylbutylamines by Hydrogenolysis of Optically Pure 6-Alkoxy-5,6-dihydro-4H-1,2-oxazines
  作者：Monika Buchholz、Florian Hiller、Hans-Ulrich Reißig

  DOI：10.1002/1099-0690(200208)2002:16<2838::aid-ejoc2838>3.0.co;2-o

  日期：2002.8

  Lewis acid promoted exchange of the 6-ethoxy group of 6H-1,2-oxazines 1-3 with (-)-menthol furnished the optically active heterocycles 4-6. Diastereomers 4a and 4b, which could be separated efficiently by chromatography, were excellent substrates for highly diastereoselective conjugate additions of phenyllithium and n-butyllithium, thus providing the enantiopure trans-substituted 1,2-oxazines 7a, 7b, 8a, and 8b in good yields. Exhaustive hydrogenolysis of 7a afforded the primary amine 9 with an enantiomeric excess of 80%, whereas hydrogenolysis of 8a and 8b gave the corresponding amines (R)-11 and (S)-11, respectively, with an ee of more than 90%. (C) Wiley-VCH Verlag GmbH, 69451 Weinheim, Germany, 2002.