2-氨基-N-(4-甲基苯基)乙酰胺 | 64642-18-8

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-氨基-N-(4-甲基苯基)乙酰胺
• 英文名称: 2-amino-N-(p-tolyl)acetamide
• 英文别名: 2-amino-N-(4-methylphenyl)acetamide
• CAS: 64642-18-8
• 化学式: C₉H₁₂N₂O
• mdl: MFCD06662104
• 分子量: 164.207
• InChiKey: GLNSGCFQUWUWLB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.222
• 拓扑面积：
  55.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-氨基-N-(4-甲基苯基)乙酰胺 在 silver nitrate 、 三乙胺 、 copper(I) bromide 作用下， 以 甲苯 、 乙腈 为溶剂， 反应 4.25h， 生成 (2Z,5E)-tert-butyl 4-(2-bromophenyl)-2-(tert-butoxycarbonylimino)-5-octylidene-3-(2-oxo-2-(p-tolylamino)ethyl)imidazolidine-1-carboxylate
  参考文献：
  名称：

  Polysubstituted 2-aminoimidazoles as anti-biofilm and antiproliferative agents: Discovery of potent lead

  摘要：

  Most of the human bacterial infections are associated with the biofilm formation and the natural tolerance of biofllms to antibiotics,challenges treatment. Because of their low immunity, cancer patients are especially susceptible to bacterial infections. Compounds with anti-biofilm activity could therefore become a useful adjunct to chemotherapy, in particular if they also show antiproliferative activities. Taking this into consideration and as a result of our continuous interest in 2-aminoimidazole derivatives, we have designed and synthesized a series of novel polysubstituted 2-aminoimidazoles (20a-x). The compounds were evaluated against a panel of three bacterial strains for their biofilm and planktonic growth inhibitory activity and most of them show promising results. Furthermore, the synthesized compounds were evaluated against various cancer cell lines and almost all the compounds were found to possess potent antiproliferative activity. The substitution pattern at the C-4 position and the aryl carboxamide ring at the N-1 position have major effects on the biofilm inhibitory and antiproliferative activity. Especially, the introduction of a p-methyl group at the carboxamide ring remarkably enhances both the anti-biofilm and antiproliferative activity. The two most potent compounds (20i & 20r) were further studied for their antiproliferative activity and a flow cytometer-based cell cycle experiment was performed, which revealed their capability to induce G2/M phase cell cycle arrest. Based on these results, these two new compounds having potential to target both cancer proliferation and microbial biofllms might be used in single drug monotherapy. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.06.043
• 作为产物：
  描述：

  benzyl (2-oxo-2-(p-tolylamino)ethyl)carbamate 在 氢溴酸 、 溶剂黄146 作用下， 生成 2-氨基-N-(4-甲基苯基)乙酰胺
  参考文献：
  名称：

  Toward Efficient Analysis of Mutations in Single Cells from Ethanol-Fixed, Paraffin-Embedded, and Immunohistochemically Stained Tissues

  摘要：

  only a few studies have demonstrated successful molecular analysis after whole genome amplification using single cells dissected from paraffin-embedded tissues. The results in these studies were limited by low-amplification efficiency and high rates of allele dropout. In the present study, the amplification rate using a thoroughly modified primer extension and preamplification-PCR protocol was improved significantly for single cells microdissected from paraffin-embedded and immunohistochemically stained tissues. Tissue fixation with ethanol (85%) and the addition of 0.2 mmol/L EDTA helped to achieve an amplification rate between 67% (segments 200 to 400 bp) and 72% (segments <200 bp). Normal tissue sections were immunohistochemically double stained for overabundance of p53 protein and proliferating cell nuclear antigen. Microdissection of single cells was performed with a manual micromanipulator equipped with a Tungsten needle. Sequence analysis of the TP53 gene was performed after improved primer extension preamplification-PCR and multiplex PCR from single microdissected cells. The rate of allele dropout was at least 68%. These technical advances facilitate routine mutation analysis using a single cell or a few cells microdissected from routinely processed paraffin-embedded normal and tumor tissues. Allele dropout still represents a serious problem in single-cell mutation analysis, especially in samples with limited template DNA and prone to DNA damage.

  DOI：

  10.1038/labinvest.3780437

文献信息

• New isoleucine derived dipeptides as antiprotozoal agent: Synthesis, in silico and in vivo studies.
  作者：Ogechi C. Ekoh、Uchechukwu C. Okoro、Rafat Ali、David I. Ugwu、Sunday N. Okafor、James A. Ezugwu

  DOI：10.1016/j.molstruc.2021.130017

  日期：2021.5

  aceturate. In the antimalarial study, 11b was the most active compound, even better than the standard. Molecular docking result suggests good interaction between the reported compounds and the target protein. The results of haematological analysis, liver and kidney function tests showed that the compounds had no adverse effect on the blood and organs. Compound 11b stands out among the derivatives haven shown

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• Design, synthesis and biological evaluation of novel naturally-inspired multifunctional molecules for the management of Alzheimer’s disease
  作者：Yash Pal Singh、Gullanki Naga Venkata Charan Tej、Amruta Pandey、Khushbu Priya、Pankaj Pandey、Gauri Shankar、Prasanta Kumar Nayak、Geeta Rai、Amar G. Chittiboyina、Robert J. Doerksen、Swati Vishwakarma、Gyan Modi

  DOI：10.1016/j.ejmech.2020.112257

  日期：2020.7

  the management of Alzheimer's disease and to develop in-vivo active multifunctional cholinergic inhibitors, we embarked on the development of ferulic acid analogs. A systematic SAR study to improve upon the cholinesterase inhibition of ferulic acid with analogs that also had lower logP was carried out. Enzyme inhibition and kinetic studies identified compound 7a as a lead molecule with preferential

  为了克服克服与天然产物有关的阿尔茨海默氏病管理的局限性并开发体内活性多功能胆碱能抑制剂的总体目标，我们着手开发阿魏酸类似物。进行了系统的SAR研究，以改善LogP值较低的类似物对阿魏酸对胆碱酯酶的抑制作用。酶抑制和动力学研究确定化合物7a为具有优先乙酰胆碱酯酶抑制作用的先导分子（AChE IC50 = 5.74±0.13μM; BChE IC50 = 14.05±0.10μM）与母体阿魏酸（20μM时AChE和BChE的抑制％ ，分别为15.19±0.59和19.73±0.91）。分子对接和动力学研究表明7a非常适合AChE和BChE的活性位点，与AChE中的关键残基Asp74，Trp286和Tyr337以及BChE中的Tyr128，Trp231，Leu286，Ala328，Phe329和Tyr341形成稳定而强的相互作用。在DPPH分析中发现化合物7a是有效的抗氧化剂（IC50 = 57
• [EN] HSP70 MODULATORS AND METHODS FOR MAKING AND USING THE SAME<br/>[FR] MODULATEURS DE HSP70 ET LEUR PROCÉDÉS DE FABRICATION ET LEUR UTILISATION
  申请人：SLOAN KETTERING INST CANCER

  公开号：WO2015175707A1

  公开（公告）日：2015-11-19

  The present invention provides compounds I and II and compositions thereof for use in the modulation of Hsp70. In some embodiments, the present invention provides a method for inhibiting Hsp70 activity. In some embodiments, the present invention provides a method of treating a subject suffering from or susceptible to a disease, disorder, or condition responsive to Hsp70 inhibition comprising administering to the subject a therapeutically effective amount of a provided compound. In some embodiments, the present invention provides a method for treating or preventing cancer in a subject suffering therefrom, comprising administering to a patient in need thereof a therapeutically effective amount of a provided compound.

  本发明提供化合物I和II及其组合物，用于调节Hsp70。在某些实施例中，本发明提供一种抑制Hsp70活性的方法。在某些实施例中，本发明提供一种治疗患有或易受Hsp70抑制性疾病、紊乱或病况的受试者的方法，包括向受试者施用所提供化合物的治疗有效量。在某些实施例中，本发明提供一种治疗或预防患有癌症的受试者的方法，包括向需要的患者施用所提供化合物的治疗有效量。
• New glycine derived peptides bearing benzenesulphonamide as an antiplasmodial agent
  作者：Daniel Izuchukwu Ugwuja、Uchechukwu Okoro、Shubhanji Soman、Akachukwu Ibezim、David Ugwu、Rina Soni、Bonaventure Obi、James Ezugwu、Ogechi Ekoh

  DOI：10.1039/d0nj04387g

  日期：——

  boc-glycine (4) and different amines using peptide coupling reagents such as 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDC) and 1-hydroxybenzotriazole (HOBt), with triethyl amine and dichloromethane (DCM) as solvents. The target compounds were prepared by reacting compounds 3a–c with compounds 5a–h in the presence of coupling reagents to get twenty four (24) different compounds. The

  在热带地区，疟疾是发展中国家最严重的传染病之一。不久前发现青蒿素抗疟药是抗击疟疾的一项重大突破。但是，最近有关连青蒿素联合治疗耐药的报道都令人担忧，并导致寻找新的化学药物来维持抗击疟疾的能力。在超过25％的商业化学治疗剂中，羧酰胺功能已被证明是重要的药效团。在适当的苯磺酰氯（1a–c）和丙氨酸（2）在碱性水溶液中反应制得了三种苯甲酰胺（3a–c）。八个叔还使用肽偶联剂，例如1-乙基-3-（3-二甲基氨基丙基）碳二亚胺盐酸盐（EDC）和肽偶联剂，使市售的boc-甘氨酸（4）与不同的胺反应，制得了丁基丁基-氧代-乙基氨基甲酸酯（5a-h）。1-羟基苯并三唑（HOBt），以三乙胺和二氯甲烷（DCM）为溶剂。通过使化合物3a–c与化合物5a–h反应来制备目标化合物在偶联剂的存在下得到二十四（24）种不同的化合物。表征化合物并评估其抗血浆活性。计算的分子描述符和评估的生化参数表明该化合物是药物样且安
• Une nouvelle methode de synthese peptidique intramoleculaire, applicable a la sarcosine, a l'aide de derives de l'aide oxalique
  作者：Michel Mulliez、Jacques Royer

  DOI：10.1016/s0040-4020(01)91263-3

  日期：1984.1

  Two steps are postulated in a new method of intramolecular peptide synthesis using oxalic acid derivatives (Fig. 1). Both are verified with model derivatives incorporating one sarcosine residue: cyclisation of 2d into 5 (Fig. 4) and aminolysis of 5 leading to 2h (Fig. 5). Glycine, alanine and phenyl- alanine derivatives however are not cyclizised in the studied conditions (attempted acid-, by trifluoroacetic

  在使用草酸衍生物的分子内肽合成的新方法中假定了两个步骤（图1）。两者均通过包含一个肌氨酸残基的模型衍生物进行了验证：将2d环化为5（图4），将5进行氨解导致2h（图5）。但是，在所研究的条件下（甘氨酸，丙氨酸和苯基丙氨酸衍生物）（三氟乙酸尝试过酸，三乙胺进行碱性催化）没有被环化，这排除了该方法的一般用途。