4-((tert-butyldimethylsilyl)oxy)3-methoxyaniline | 237756-16-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-((tert-butyldimethylsilyl)oxy)3-methoxyaniline
• 英文别名: 4-[(Tert-butyldimethylsilyl)oxy]-3-methoxyaniline；4-[tert-butyl(dimethyl)silyl]oxy-3-methoxyaniline
• CAS: 237756-16-0
• 化学式: C₁₃H₂₃NO₂Si
• 分子量: 253.417
• InChiKey: JYLKKDYTBXACCF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.66
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  44.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-((tert-butyldimethylsilyl)oxy)3-methoxyaniline 在 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 4-tert-butyldimethylsilyloxy-3-methoxy-N-methylaniline
  参考文献：
  名称：

  Structure–Activity Relationship and Rational Design of 3,4-Dephostatin Derivatives as Protein Tyrosine Phosphatase Inhibitors

  摘要：

  Several alkyl- and O-methylated-3,3-dephostatin were synthesized and evaluated for their inhibitory activity toward protein tyrosine phosphatase. Alkyl chains with a length up to that of the pentyl group gave tolerable inhibition, whereas methylation of hydroxyl groups resulted in a decrease in the activity. Based on the structure-activity relationship and X-ray crystallographic analysis of C215S PTP1B-phosphotyrosine containing peptide complex, the mode of binding of 3,4-dephostatins to the active site was speculated with the aid of calculation. Several hydrogen bonds and CH/pi interactions were suggested to be important for inhibition of PTPase. A novel nitroso-free methoxime compound was designed so that all the attractive interactions were maintained. The methoxime compound was synthesized and shown to inhibit PTP1B. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01058-3
• 作为产物：
  描述：

  4-tert-butyldimethylsilyloxy-3-methoxy-nitrobenzene 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 反应 21.0h， 以80%的产率得到4-((tert-butyldimethylsilyl)oxy)3-methoxyaniline
  参考文献：
  名称：

  Structure–Activity Relationship and Rational Design of 3,4-Dephostatin Derivatives as Protein Tyrosine Phosphatase Inhibitors

  摘要：

  Several alkyl- and O-methylated-3,3-dephostatin were synthesized and evaluated for their inhibitory activity toward protein tyrosine phosphatase. Alkyl chains with a length up to that of the pentyl group gave tolerable inhibition, whereas methylation of hydroxyl groups resulted in a decrease in the activity. Based on the structure-activity relationship and X-ray crystallographic analysis of C215S PTP1B-phosphotyrosine containing peptide complex, the mode of binding of 3,4-dephostatins to the active site was speculated with the aid of calculation. Several hydrogen bonds and CH/pi interactions were suggested to be important for inhibition of PTPase. A novel nitroso-free methoxime compound was designed so that all the attractive interactions were maintained. The methoxime compound was synthesized and shown to inhibit PTP1B. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(99)01058-3

文献信息

• 检测过氧化亚硝基的荧光探针及制备和应用
  申请人：浙江大学

  公开号：CN104893711B

  公开（公告）日：2017-04-05

  本发明提供一类检测过氧化亚硝基的荧光探针，具有式Ia或Ib的结构通式，通过（1）R4取代的邻氨基苯硫酚或者R4取代的邻氨基苯酚与R1、R2取代的苯甲醛在甲醇溶液中室温搅拌两个小时，得1a；（2）R4取代的邻氨基苯硫酚或者邻氨基苯酚与R2取代的邻羟基苯甲醛进行氧化缩合，得苯并噻唑类或苯并恶唑类中间体；该中间体的酚羟基转化为三氟甲磺酸酯后与R3取代的对羟基苯叔丁基二甲基硅醚或对氨基苯叔丁基二甲基硅醚偶联，经苯胺氮原子甲基化、羟基脱除硅醚保护基，得Ib。本发明提供的荧光探针可与过氧化亚硝基特异性快速反应，生成具有强荧光的产物，从而实现对过氧化亚硝基的特异性检测。本发明探针的结构通式：。
• Bis-reaction-trigger as a strategy to improve the selectivity of fluorescent probes
  作者：Dan Li、Juan Cheng、Cheng-Kun Wang、Huazhou Ying、Yongzhou Hu、Feng Han、Xin Li

  DOI：10.1039/c8cc02830c

  日期：——

  the strategy of equipping a fluorophore with two reaction triggers that are tailored to the specific chemistry of peroxynitrite, we have developed a highly selective probe for detecting peroxynitrite in live cells. Sequential response by the two triggers enabled the probe to reveal various degrees of nitrosative stress in live cells via a sensitive emission colour change.

  通过为荧光团配备两种针对过氧亚硝酸盐特定化学性质的反应触发器的策略，我们开发了一种高选择性探针，用于检测活细胞中的过氧亚硝酸盐。这两个触发器的顺序响应使探头能够通过敏感的发射颜色变化揭示活细胞中不同程度的亚硝化应激。
• 一种苯基丙烯酸类化合物及其制备方法和应用
  申请人：朗捷睿（苏州）生物科技有限公司

  公开号：CN114644560A

  公开（公告）日：2022-06-21

  本发明提供一种苯基丙烯酸类化合物及其制备方法和应用，所述苯基丙烯酸类化合物具有如下式I所示结构，本发明提供的苯基丙烯酸类化合物可以与多个靶点蛋白有较好的结合，并且具有较好的生物利用度，可用于制备预防或治疗肿瘤、自身免疫性疾病、炎症性疾病、神经退行性疾病或抗衰老药物。
• Visualizing Peroxynitrite Fluxes in Endothelial Cells Reveals the Dynamic Progression of Brain Vascular Injury
  作者：Xin Li、Rong-Rong Tao、Ling-Juan Hong、Juan Cheng、Quan Jiang、Ying-Mei Lu、Mei-Hua Liao、Wei-Feng Ye、Nan-Nan Lu、Feng Han、Yong-Zhou Hu、You-Hong Hu

  DOI：10.1021/jacs.5b06865

  日期：2015.9.30

  Accumulating evidence suggests that formation of peroxynitrite (ONOO-) in the cerebral vasculature contributes to the progression of ischemic damage, while the underlying molecular mechanisms remain elusive. To fully understand ONOO- biology, efficient tools that can realize the real-time tracing of endogenous ONOO- fluxes are indispensable. While a few ONOO- fluorescent probes have been reported, direct visualization of ONOO- fluxes in the cerebral vasculature of live mice remains a challenge. Herein, we present a fluorescent switch-on probe (NP3) for ONOO- imaging. NP3 exhibits good specificity, fast response, and high sensitivity toward ONOO- both in vitro and in vivo. Moreover, NP3 is two-photon excitable and readily blood-brain barrier penetrable. These desired photophysical and pharmacokinetic properties endow NP3 with the capability to monitor brain vascular ONOO- generation after injury with excellent temporal and spatial resolution. As a proof of concept, NP3 has enabled the direct visualization of neurovascular ONOO- formation in ischemia progression in live mouse brain by use of two-photon laser scanning microscopy. Due to these favorable properties, NP3 holds great promise for visualizing endogenous peroxynitrite fluxes in a variety of pathophysiological progressions in vitro and in vivo.
• Structure–Activity Relationship and Rational Design of 3,4-Dephostatin Derivatives as Protein Tyrosine Phosphatase Inhibitors
  作者：Takumi Watanabe、Takayuki Suzuki、Yoji Umezawa、Tomio Takeuchi、Masami Otsuka、Kazuo Umezawa

  DOI：10.1016/s0040-4020(99)01058-3

  日期：2000.1

  Several alkyl- and O-methylated-3,3-dephostatin were synthesized and evaluated for their inhibitory activity toward protein tyrosine phosphatase. Alkyl chains with a length up to that of the pentyl group gave tolerable inhibition, whereas methylation of hydroxyl groups resulted in a decrease in the activity. Based on the structure-activity relationship and X-ray crystallographic analysis of C215S PTP1B-phosphotyrosine containing peptide complex, the mode of binding of 3,4-dephostatins to the active site was speculated with the aid of calculation. Several hydrogen bonds and CH/pi interactions were suggested to be important for inhibition of PTPase. A novel nitroso-free methoxime compound was designed so that all the attractive interactions were maintained. The methoxime compound was synthesized and shown to inhibit PTP1B. (C) 2000 Elsevier Science Ltd. All rights reserved.