2-isopropyl-aniline; hydrochloride | 102439-84-9

• 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-isopropyl-aniline; hydrochloride
• 英文别名: 2-Isopropyl-anilin; Hydrochlorid；isopropylaniline hydrochloride；2-Propan-2-ylaniline;hydrochloride
• CAS: 102439-84-9
• 化学式: C₉H₁₃N*ClH
• 分子量: 171.67
• InChiKey: RMBRZDLUJUOCGL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.81
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  26
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-isopropyl-aniline; hydrochloride 在 氨 、 碳酸氢钠 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 12.5h， 生成 1-(2-异丙苯基)-2-硫脲
  参考文献：
  名称：

  Synthesis of thiophene-2-carboxamidines containing 2-amino-thiazoles and their biological evaluation as urokinase inhibitors

  摘要：

  The serine protease urokinase (uPa) has been implicated in the progression of both breast and prostate cancer. Utilizing structure based design, the synthesis of a series of substituted 4-[2-amino- 1,3-thiazolyl]-thiophene-2-carboxamidine is described. Further optimization of this series by substitution of the terminal amine yielded urokinase inhibitors with excellent activities. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00102-0
• 作为产物：
  描述：

  2-异丙基苯胺 在 盐酸 作用下， 以 乙醇 、 异丙醚 、 水 为溶剂， 生成 2-isopropyl-aniline; hydrochloride
  参考文献：
  名称：

  邻位效应对取代甲虫胺的酸性和碱性水解

  摘要：

  在一级条件下，在盐酸（0.01–8 M，20–60°C）和氢氧化物溶液（0.01–3 M，25和40°C）中测定了甲虫胺水解的动力学。在酸性条件下，使用二阶特定酸催化常数构建哈米特图。的邻使用藤田-西冈方法进行分析的效果。在碱性溶液中，水解显示出氢氧化物浓度的一阶和二阶依赖性。特定的基本催化常数用于构建Hammett图。评估了邻位效应对氢氧化物浓度的一级依赖性。甲酰苯胺通过特定的酸催化在酸性溶液中水解，动力学研究结果与A AC一致2机制。邻位取代由于共振的空间抑制，由于空间体积的阻滞以及空间相互作用而导致反应速率降低。碱性溶液中的主要水解途径与修饰的B AC 2机理一致。在0.10 M氢氧化钠溶液中，间位和对位取代的甲虫胺水解的哈米特图没有显示出取代基效应。然而，邻位取代导致速率常数的降低与取代基的空间体积成正比。

  DOI：

  10.1002/kin.20925

文献信息

• Synthesis and structure-activity studies of N,N'-diarylguanidine derivatives. N-(1-naphthyl)-N'-(3-ethylphenyl)-N'-methylguanidine: a new, selective noncompetitive NMDA receptor antagonist
  作者：N. L. Reddy、Lain-Yen Hu、R. E. Cotter、J. B. Fischer、W. J. Wong、R. N. McBurney、E. Weber、D. L. Holmes、S. T. Wong

  DOI：10.1021/jm00028a009

  日期：1994.1

  hylguanidine (40) showed high affinity for the NMDA receptor ion channel site (IC50 = 36 nM vs [3H]-3) and low affinity for sigma receptors (IC50 = 2540 nM vs [3H]-5). Selectivity for the NMDA receptor ion channel sites over sigma receptors appears to be dependent upon the structure of the additional substituents on the guanidine nitrogen atoms bearing the aryl groups. Methyl and ethyl substituents

  作为NMDA受体离子通道位点配体的二芳基胍代表了一类潜在的神经保护药物。合成了与N，N'-二邻甲苯基胍（DTG）（一种已知的选择性sigma受体配体）结构相关的几种二芳基胍，并使用NMDA受体在大鼠或豚鼠脑膜匀浆中进行了体外放射性配体置换试验，并进行了评估。离子通道位点特异性放射性配体[3H]-（+）-5（S）-甲基-10（R），11-二氢-5H-二苯并[a，d]环庚烯-5，10-亚胺（MK-801，3 ），以及sigma受体特异性放射性配体[3H]-二邻甲苯基胍（DTG，5）。本文介绍了导致新的三和四取代的胍的结构-活性关系，其对NMDA受体离子通道位点具有高选择性，对sigma受体的亲和力弱或微不足道。对称取代的二苯基胍的体外结合结果表明，在苯环上具有邻或间取代基（相对于胍氮的位置）的化合物与对位取代的衍生物相比，对NMDA受体离子通道位点的亲和力更高。在针对对称二芳基胍研究的一组环取
• Atomic Insights into Synergistic Nitroarene Hydrogenation over Nanodiamond‐Supported Pt₁−Fe₁ Dual‐Single‐Atom Catalyst
  作者：Pengcheng Deng、Jianglin Duan、Fenli Liu、Na Yang、Huibin Ge、Jie Gao、Haifeng Qi、Dan Feng、Man Yang、Yong Qin、Yujing Ren

  DOI：10.1002/anie.202307853

  日期：2023.9.4

  Fundamental understanding of the synergistic effect of bimetallic catalysts is of extreme significance in heterogeneous catalysis, but a great challenge lies in the precise construction of uniform dual‐metal sites. Here, we develop a novel method for constructing Pt₁−Fe₁/ND dual‐single‐atom catalyst, by anchoring Pt single atoms on Fe₁−N₄ sites decorating a nanodiamond (ND) surface. Using this catalyst, the synergy of nitroarenes selective hydrogenation is revealed. In detail, hydrogen is activated on the Pt₁−Fe₁ dual site and the nitro group is strongly adsorbed on the Fe₁ site via a vertical configuration for subsequent hydrogenation. Such synergistic effect decreases the activation energy and results in an unprecedented catalytic performance (3.1 s⁻¹ turnover frequency, ca. 100 % selectivity, 24 types of substrates). Our findings advance the applications of dual‐single‐atom catalysts in selective hydrogenations and open up a new way to explore the nature of synergistic catalysis at the atomic level.

  摘要从根本上理解双金属催化剂的协同效应在异相催化中具有极其重要的意义，但如何精确构建均匀的双金属位点是一个巨大的挑战。在此，我们开发了一种构建 Pt1-Fe1/ND 双单原子催化剂的新方法，将铂单原子锚定在装饰纳米金刚石（ND）表面的 Fe1-N4 位点上。利用这种催化剂，硝基烯烃选择性氢化的协同作用得以显现。具体来说，氢在 Pt1-Fe1 双位点上被激活，而硝基则通过垂直构型被强烈吸附在 Fe1 位点上，以进行后续氢化。这种协同效应降低了活化能，并产生了前所未有的催化性能（3.1 s-1 的周转频率，约 100 % 的选择性，24 种基质）。我们的发现推动了双单原子催化剂在选择性氢化中的应用，并为探索原子级协同催化的本质开辟了一条新途径。
• Olefin polymerisation catalysts and processes for producing olefin polymers
  申请人：TOSOH CORPORATION

  公开号：EP0849292A1

  公开（公告）日：1998-06-24

  Catalysts for olefin polymerization which consist essentially of a transition metal compound, a modified clay compound and an organic aluminum compound, wherein the modified clay compound comprises a reaction product of a clay mineral and a proton acid salt of a specific amine compound, as well as a method of polymerizing olefins using such catalysts. It is possible thereby to obtain olefin polymers with high productivity and low ash content.

  烯烃聚合催化剂，主要由过渡金属化合物、改性粘土化合物和有机铝化合物组成，其中改性粘土化合物包括粘土矿物和特定胺化合物的质子酸盐的反应产物，以及使用这种催化剂聚合烯烃的方法。由此可以获得生产率高、灰分含量低的烯烃聚合物。
• Synthesis and Pharmacological Evaluation of <i>N</i>-(2,5-Disubstituted phenyl)-<i>N</i>‘-(3-substituted phenyl)-<i>N</i>‘-methylguanidines As <i>N</i>-Methyl-<scp>d</scp>-aspartate Receptor Ion-Channel Blockers
  作者：Lain-Yen Hu、Junqing Guo、Sharad S. Magar、James B. Fischer、Kathleen J. Burke-Howie、Graham J. Durant

  DOI：10.1021/jm970459c

  日期：1997.12.1

  In the mammalian central nervous system, the N-methyl-D-aspartate (NMDA) subclass of glutamate receptors may play an important role in brain diseases such as stroke, brain or spinal cord trauma, epilepsy, and certain neurodegenerative diseases. Compounds which specifically antagonize the actions of the neurotransmitter glutamate at the NMDA receptor ion-channel site offer a novel approach to treating these disorders. CERESTAT (4, aptiganel CNS 1102) is currently undergoing clinical trial for the treatment of traumatic brain injury and stroke. Previously, we reported that analogues of N-1-naphthyl-N'-(3-ethylphenyl)-N'-methylguanidine (4) bound to the NMDA receptor ion-channel site with high potency and selectivity. Recently, molecules active at both a receptors and NMDA receptor sites were investigated. A series of substituted diphenylguanidines 6 which are structurally related to N-1-naphthyl-N'-(3-ethylphenyl)-N'-methylguanidine was prepared. Compounds containing appropriate substitution pattern in one of the phenyl rings of diphenylguanidines displayed high affinity. For example, N-(2,5-dibromophenyl)-N'-(3-ethylphenyl)-N'-methylguanidine (27b, R-2 = R-5 = Br, R-3 = C2H5) exhibited potency at both a receptors and NMDA receptor sites; 27b also showed high efficacy in vivo in a neonatal rat excitotoxicity model. Further studies indicated that substituent effects were important in this compound series, and 2,5-disubstituted phenyl was the preferred substitution pattern for high-affinity binding at NMDA receptor sites. Bromo and methylthio were the optimal substituents for the R-2 and R-5 positions of the 2,5-disubstituted phenyl group, respectively. N-(2-Bromo-5-(methylthio)phenyl)-N'-(3-ethylphenyl)- N'-methylguanidine (34b, R-2 = Br, R-5 = SMe, R-3 = C2H5) was highly active at NMDA receptor sites. We found that the binding affinity of guanidines of type 6 could be further enhanced with the appropriate substitution at R-3. Optimal activity in this series are afforded by 43b and 44b (R-2 = Cl or Br, R-5 = R-3 = SCH3). Both 43b and 44b bound to NMDA receptor sites with high potency and selectivity (K-i vs [H-3]MK-801: 1.87 and 1.65 nM, respectively); these compounds are active in vivo in various animal models of neuroprotection. The structure-activity relationships for-these compounds at the NMDA receptor ion-channel site are discussed.
• Ligands with a 3,3-diphenylpentane skeleton for nuclear vitamin D and androgen receptors: Dual activities and metabolic activation
  作者：Shinnosuke Hosoda、Aya Tanatani、Ken-ichi Wakabayashi、Makoto Makishima、Keisuke Imai、Hiroyuki Miyachi、Kazuo Nagasawa、Yuichi Hashimoto

  DOI：10.1016/j.bmc.2006.04.039

  日期：2006.8

  Ligands possessing dual vitamin D-3 (VD3)-agonistic and androgen-antagonistic activities with various activity spectra were prepared based on a substituted 3,3-diphenylpentane (DPP) skeleton. Among the compounds, (R,S)-DPP-1023 [(R,S)-7b] and (S,S)-DPP-0123 [(S,S)-7c] showed the most potent vitamin D-3-agonistic activity [with potency comparable to that of 1 alpha,25-dihydroxyvitamin D-3 (1,25-VD3)] and nuclear androgen receptor (AR)-binding activity (with higher affinity than that of hydroxyflutamide), respectively. Metabolic activation (reduction of the carbonyl group) of pivaloyl analogs [DPP- 1113 (3a), DPP- 10 13 (3b), DPP-0113 (3c), and DPP-0013 (3d)] in HL-60 cells was found to be necessary for binding to nuclear vitamin D-3 receptor (VDR). (c) 2006 Elsevier Ltd. All rights reserved.