N,N-二甲氧基羰基乙基苯胺 | 53733-94-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N,N-二甲氧基羰基乙基苯胺
• 中文别名: N,N-二甲氧羰酰乙基苯胺DF25；N-(3-甲氧基-3-氧代丙基)-N-苯基-bata-丙氨酸甲酯；N-(3-甲氧基-3-氧代丙基)-N-苯基-β-丙氨酸甲酯
• 英文名称: methyl 3-[(3-methoxy-3-oxopropyl)anilino]propanoate
• 英文别名: dimethyl 3,3′-(phenylazanediyl)dipropanoate；dimethyl 3,3'-(phenylazanediyl)dipropanoate；N,N-bis(2-methoxycarbonylethyl)aniline；N,N-dimethoxycarbonylethylaniline；3,3'-phenylimino-di-propionic acid dimethyl ester；N.N-Bis-(2-methoxycarbonyl-aethyl)-anilin；beta-Alanine, N-(3-methoxy-3-oxopropyl)-N-phenyl-, methyl ester；methyl 3-(N-(3-methoxy-3-oxopropyl)anilino)propanoate
• CAS: 53733-94-1
• 化学式: C₁₄H₁₉NO₄
• 分子量: 265.309
• InChiKey: NQMXUYSFHRWLLV-UHFFFAOYSA-N

物化性质

• 熔点：
  52-54 °C
• 沸点：
  372.3±27.0 °C(Predicted)
• 密度：
  1.136±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2922499990

反应信息

• 作为反应物：
  描述：

  N,N-二甲氧基羰基乙基苯胺 在 盐酸 、 一水合肼 、 sodium nitrite 作用下， 以 二氯甲烷 、 水 、 异丙醇 为溶剂， 反应 48.0h， 生成
  参考文献：
  名称：

  Synthesis and Quantitative Structure–Activity Relationship of Imidazotetrazine Prodrugs with Activity Independent of O6-Methylguanine-DNA-methyltransferase, DNA Mismatch Repair, and p53

  摘要：

  The antitumor prodrug temozolomide is compromised by its dependence for activity on DNA mismatch repair (MMR) and the repair of the chemosensitive DNA lesion, O6-methylguanine (O6-MeG), by O6-methylguanine-DNA-methyltransferase (E.C. 2.1.1.63, MGMT). Tumor response is also dependent on wild-type p53. Novel 3-(2-anilinoethyl)-substituted imidazotetrazines are reported that have activity independent of MGMT, MMR, and p53. This is achieved through a switch of mechanism so that bioactivity derives from imidazotetrazine-generated arylaziridinium ions that principally modify guanine-N7 sites on DNA. Mono- and bifunctional analogues are reported, and a quantitative structure-activity relationship (QSAR) study identified the p-tolyl-substituted bifunctional congener as optimized for potency, MGMT-independence, and MMR-independence. NCI60 data show the tumor cell response is distinct from other imidazotetrazines and DNA-guanine-N7 active agents such as nitrogen mustards and cisplatin. The new imidazotetrazine compounds are promising agents for further development, and their improved in vitro activity validates the principles on which they were designed.

  DOI：

  10.1021/jm401121k
• 作为产物：
  描述：

  N-ethoxycarbonyl-N-phenyl-β-alanine 生成 N,N-二甲氧基羰基乙基苯胺
  参考文献：
  名称：

  PANYUKOVA, M. A.;SUVOROV, A. L.;SAVITSKIJ, A. M.;FILATOV, I. E.;SOKOLOVA,+

  摘要：

  DOI：

文献信息

• Niacin Receptor Agonists, Compositions Containing Such Compounds and Methods of Treatment
  申请人：Raghavan Subharekha

  公开号：US20090062269A1

  公开（公告）日：2009-03-05

  The present invention encompasses compounds of Formula I: as well as pharmaceutically acceptable salts and hydrates thereof, that are useful for treating atherosclerosis, dyslipidemias and the like. Pharmaceutical compositions and methods of use are also included.

  本发明涵盖了Formula I的化合物，以及其药用盐和水合物，可用于治疗动脉粥样硬化、血脂异常等疾病。药物组合物和使用方法也包括在内。
• Cu(acac)2 Immobilized in Ionic Liquids: A Recoverable and Reusable Catalytic System for Aza-Michael Reactions
  作者：M. Lakshmi Kantam、V. Neeraja、B. Kavita、B. Neelima、Mihir K. Chaudhuri、Sahid Hussain

  DOI：10.1002/adsc.200404361

  日期：2005.5

  Copper(II) acetylacetonate immobilized in ionic liquids efficiently catalyzes the aza-Michael reaction of amines with α,β-unsaturated carbonyl compounds to produce the corresponding β-amino carbonyl compounds with great alacrity in excellent yields. The reactions are far more facile than those reported earlier. The recovered ionic liquid phase containing the copper catalyst can be reused for several cycles

  固定在离子液体中的乙酰丙酮铜（II）有效催化胺与α，β-不饱和羰基化合物的aza-Michael反应，从而以极高的收率生产出具有很高的芳族度的相应β-氨基羰基化合物。这些反应比以前报道的要容易得多。所回收的含铜催化剂的离子液相可以以恒定的活性重复使用数个循环。
• An Efficient ZrCl4 Catalyzed Aza-Michael Addition Reaction: Synthesis of C-Linked Carbo β3-Amino Acids
  作者：Krishna Damera、Katta Reddy、Gangavaram Sharma

  DOI：10.2174/157017809787582834

  日期：2009.3.1

  A mild aza-Michael protocol has been developed using ZrCl4 as catalyst on α, β-unsaturated esters and nitriles. The aromatic amines were found to give the products with ease. The ZrCl4 mediated route was compatible with acid sensitive carbohydrate esters and provided an efficient method to prepare C-linked carbo β3-amino acids (β3-Caa).

  一种温和的aza-Michael反应方案已开发出来，使用ZrCl4作为催化剂，针对α, β-不饱和酯和腈类化合物。发现芳香胺能够轻松地得到产物。这种由ZrCl4催化的方法与酸敏感的碳水化合物酯相兼容，并提供了一种高效制备C-连接型碳水β3-氨基酸（β3-Caa）的途径。
• Study on a series of water-soluble photoinitiators for fabrication of 3D hydrogels by two-photon polymerization
  作者：Xing Huang、Xiaopu Wang、Yuxia Zhao

  DOI：10.1016/j.dyepig.2017.02.040

  日期：2017.6

  using UV–Vis spectra, fluorescence spectra and two-photon absorption spectra. The maximum two-photon absorption cross-sections (σ2) of T1-T3 in deionized water were determined as 567 GM, 808 GM and 231 GM. Using T1-T3 as photoinitiators (PIs) directly, 2D and 3D nano patterns based on two-photon crosslinking or polymerization of bovine serum albumin (BSA), water-soluble acrylic ester monomer (SR610)

  合成了一系列水溶性亚苄基环酮染料T1 - T3。使用紫外可见光谱，荧光光谱和双光子吸收光谱研究了它们的光物理性质。最大双光子吸收截面（σ 2）的T1 - T3在去离子水中测定为567 GM，GM 808和231 GM。使用T1 - T3作为直接用作光引发剂（PI）的材料，分别成功地构建了基于牛血清白蛋白（BSA），水溶性丙烯酸酯单体（SR610）和透明质酸衍生物（HAGM）的双光子交联或聚合的2D和3D纳米图案。与商用PI相比，包含这些PI的配方获得了更低的阈值能量和更宽的制造窗口。此外，细胞毒性研究表明这些PI具有良好的生物相容性，这表明T1-T3在3D生物材料制造中具有应用前景。
• Highly sensitive and selective chemosensors for Cu²⁺and Al³⁺based on photoinduced electron transfer (PET) mechanism
  作者：Santosh Chemate、Nagaiyan Sekar

  DOI：10.1039/c5ra00123d

  日期：——

  Two new fluorescent PET chemosensors were synthesised from an acridine core. The sensors can be used to monitor Cu²⁺and Al³⁺in CH₃CN. The detection limits for7a–Cu²⁺and7b–Al³⁺were calculated to be 2.8 × 10⁻⁷M and 5.8 × 10⁻⁷M, respectively.

  从一个吖啶核心合成了两种新的荧光PET化学传感器。这些传感器可以用来监测CH₃CN中的Cu²⁺和Al³⁺。分别计算出7a-Cu²⁺和7b-Al³⁺的检测限为2.8 × 10⁻⁷M和5.8 × 10⁻⁷M。