4-amino-N-propyl phthalimide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 4-amino-N-propyl phthalimide
• 英文别名: 4-Amino-N-propylphthalimide；5-amino-2-propylisoindole-1,3-dione
• 化学式: C₁₁H₁₂N₂O₂
• 分子量: 204.228
• InChiKey: PMEHKVSRSQHZHZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  63.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-amino-N-propyl phthalimide 在 溶剂黄146 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成
  参考文献：
  名称：

  含邻苯二甲酰亚胺结构的偶合组分及其制备方法和应用

  摘要：

  本发明公开了一种含邻苯二甲酰亚胺结构的偶合组分及其制备方法和应用，结构式如式(11)‑(13)所示。本发明所制备的含邻苯二甲酰亚胺结构的偶合组分，属于新型的含邻苯二甲酰亚胺的偶合组分，通过连接邻苯二甲酰亚胺苯环上的取代基，从而引入邻苯二甲酰亚胺结构，酰亚胺的氮原子可以连接不同的取代基R1，使染料具有不同的应用性能，表现出优异的水洗色牢度。同时涤纶织物染后可仅使用碱洗工艺，避免了保险粉还原清洗条件下偶氮基被分解产生致癌芳香胺释放到污水，降低了洗涤污水处理负担，具有高环保性能。

  公开号：

  CN111303005B
• 作为产物：
  描述：

  N-propyl-4-nitro-phthalimide 在 铁粉 、 氯化铵 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4-amino-N-propyl phthalimide
  参考文献：
  名称：

  Synthesis, Insecticidal Activities, and 3D-QASR of N-Pyridylpyrazole Amide Derivatives Containing a Phthalimide as Potential Ryanodine Receptor Activators

  摘要：

  To develop potent and environment-friendly insecticides, novel N-pyridylpyrazole amide derivatives containing a phthalimide were designed and synthesized. The preliminary bioassay results showed that most of the target compounds exhibited good insecticidal activities. For oriental armyworm (Mythimna separata), compounds E5, E29, E30, and E33 displayed higher than 90% lethal rates at 25 mg L-1. In particular, compound E33 displayed 60% mortality at a lower concentration of 6.25 mg L-1. Besides, compound E33 also showed a 30% lethal rate at 5 mg L-1 against diamondback moth (DBM) (Plutella xylostella). Molecular docking between the most active compound E33 and DBM ryanodine receptor (RyR), comparative molecular field analysis (CoMFA), and density functional theory (DFT) calculations were conducted and discussed. Furthermore, according to vitro studies using a calcium imaging technique, compound E33 was a potent novel lead targeting insect RyR.

  DOI：

  10.1021/acs.jafc.2c03971

文献信息

• New insight into probe-location dependent polarity and hydration at lipid/water interfaces: comparison between gel- and fluid-phases of lipid bilayers
  作者：Moirangthem Kiran Singh、Him Shweta、Mohammad Firoz Khan、Sobhan Sen

  DOI：10.1039/c6cp01201a

  日期：——

  2-dipalmitoyl-sn-glycero-3-phosphocholine) bilayer at room temperature, which was not anticipated in earlier studies. However, the same molecules probe only a subtle but continuous polarity change at the interface of water and the fluid-phase (Lα) DOPC (1,2-dioleoyl-sn-glycero-3-phosphocholine) bilayer at room temperature. Fluorescence quenching experiments indicate that solutes with different log P values adsorb

  脂质/水界面处的环境极性和水合作用在膜生物学中起着重要作用，此处使用具有不同亲脂性的新的基于4-氨基邻苯二甲酰亚胺的同源系列荧光分子（4AP-C n；n = 2-10，12 ）进行研究。 （辛醇/水分配系数– log  P）。我们显示4AP-C n分子在凝胶相（Lβ '）DPPC（1,2-二棕榈酰-sn-甘油）的脂质/水界面处探测到一个特殊的逐步极性（E N T）谱（-3-磷酸胆碱）双层在室温下进行，这是早期研究未曾预期的。然而，在室温下，相同的分子仅探测到水和液相（Lα）DOPC（1,2-二油酰基-sn-甘油-3-磷酸胆碱）双层界面上的细微但连续的极性变化。荧光猝灭实验表明溶质具有不同的log  P值在DPPC /水和DOPC /水界面上的不同深度处吸收，这与在界面上观察到的极性分布相关。在八个探针-脂质系统（DPPC和DOPC双层中每个四个-总共2.6μs）上进行的分子动力学模拟支持实
• Hydrophobicity-induced aggregation of N-alkyl-4-aminophthalimides in aqueous media probed by solvatochromic fluorescence
  作者：G. Saroja、A. Samanta

  DOI：10.1039/a804631j

  日期：——

  The fluorescence response of a series of n-alkanes of different chain length, all labelled with an environmentally sensitive fluorophore, is reported in aqueous media. It is shown that solvent-sensitive fluorescence properties of 4-aminophthalimide allow one to monitor subtle changes in the microenvironment of the fluorophore resulting from aggregation or self-coiling of the molecules. A new fluorescence that is observed in aqueous media for the higher homologues of the series has been unambiguously assigned to the aggregates of the molecules.

  报告了一系列不同链长的正构烷烃在水介质中的荧光响应，所有这些烷烃都标记了对环境敏感的荧光团。研究表明，4-氨基邻苯二甲酰亚胺的溶剂敏感荧光特性可以监测分子聚集或自卷曲导致的荧光团微环境的微妙变化。在水介质中观察到的该系列较高同系物的新荧光已明确归因于分子的聚集。
• Amide Derivatives as Ion-Channel Ligands and Pharmaceutical Compositions and Methods of Using the Same
  申请人：Kelly Michael G.

  公开号：US20100004222A1

  公开（公告）日：2010-01-07

  Compounds are disclosed that have a formula represented by the following: Formula (I). The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, pain, inflammation, traumatic injury, and others.

  本发明公开了一种化合物，其化学式表示为以下式子：式（I）。这些化合物可以制备为药物组合物，可用于预防和治疗哺乳动物，包括人类的各种疾病，例如但不限于疼痛，炎症，创伤性损伤等。
• Pyrrolidinyl and pyrrolinyl ethylamine compounds as kappa agonists
  申请人：Pfizer Inc.

  公开号：US06294569B2

  公开（公告）日：2001-09-25

  A compound of the following formula: and the salts thereof, wherein A is hydrogen, halo, hydroxy, or the like; the broken line represents an optional double bond with proviso that if the broken line is a double bond, then A is absent; Ar1 is optionally substituted phenyl or the like; Ar2 is aryl or heteroaryl selected from phenyl, napththyl, pyridyl, and the like, the aryl or heteroaryl being optionally substituted; R1 is hydrogen, hydroxy, C1-C4 alkyl, or the like; and R2 and R3 are independently selected from optionally substituted C1-C7 alkyl, C3-C6 cycloalkyl, C2-C6 alkenyl, C2-C6 alkynyl, and the like or R2 and R3, together with the nitrogen atom to which they are attached, form an optionally substituted pyrrolidine, piperidine or morpholine ring. These compounds are useful as kappa agonists.

  以下化合物的公式：及其盐，其中A为氢、卤、羟基或类似物；断线表示可选的双键，但如果断线是双键，则A不存在；Ar1为可选的取代苯基或类似物；Ar2为选自苯基、萘基、吡啶基等的芳基或杂芳基，该芳基或杂芳基可选地取代；R1为氢、羟基、C1-C4烷基或类似物；R2和R3分别选自可选的取代C1-C7烷基、C3-C6环烷基、C2-C6烯基、C2-C6炔基或类似物，或R2和R3与它们所连接的氮原子一起形成可选的取代吡咯烷、哌啶或吗啉环。这些化合物可用作kappa激动剂。
• Thalidomide derivatives as nanomolar human neutrophil elastase inhibitors: Rational design, synthesis, antiproliferative activity and mechanism of action
  作者：Beata Donarska、Adrianna Sławińska-Brych、Magdalena Mizerska-Kowalska、Barbara Zdzisińska、Wojciech Płaziński、Krzysztof Z. Łączkowski

  DOI：10.1016/j.bioorg.2023.106608

  日期：2023.9

  antiproliferative activity against human T47D (breast carcinoma), RPMI 8226 (multiple myeloma), and A549 (non-small-cell lung carcinoma) revealed that designed compounds were more active compared to thalidomide, pomalidomide and lenalidomide used as the standard drugs. Additionally, the most active compound 4f derived from lenalidomide induces cell cycle arrest at the G2/M phase and apoptosis in T47D cells

  在这里，我们合理设计了一种源自沙利度胺的人中性粒细胞弹性蛋白酶（HNE）抑制剂4a - 4f。HNE抑制测定表明，合成的化合物4a、4b、4e和4f表现出很强的HNE抑制特性，IC 50值为21.78–42.30 nM。化合物4a、4c、4d和4f表现出竞争性作用模式。最有效的化合物4f显示出与西维来司他几乎相同的 HNE 抑制作用。分子对接分析表明，氮杂环丁烷-2,4-二酮基团与以下三种氨基酸：Ser195、Arg217 和 His57 之间发生最强的相互作用。还证明了结合能和实验确定的IC 50值之间的高度相关性。针对人 T47D（乳腺癌）、RPMI 8226（多发性骨髓瘤）和 A549（非小细胞肺癌）的抗增殖活性研究表明，设计的化合物比用作标准药物的沙利度胺、泊马度胺和来那度胺更具活性。此外，源自来那度胺的最具活性的化合物4f会诱导 T47D 细胞的细胞周期停滞在 G2/M 期并导致细胞凋亡。