4'-Carbonyl-1',2'-dimethoxyphenyl-1,2-diaminoethane | 847698-97-9

• 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: 4'-Carbonyl-1',2'-dimethoxyphenyl-1,2-diaminoethane
• 英文别名: N-(2-aminoethyl)-3,4-dimethoxybenzamide
• CAS: 847698-97-9
• 化学式: C₁₁H₁₆N₂O₃
• mdl: MFCD09735570
• 分子量: 224.26
• InChiKey: OPRXDSIOAFBSDY-UHFFFAOYSA-N

物化性质

• 沸点：
  370.7±42.0 °C(Predicted)
• 密度：
  1.132±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.4
• 重原子数：
  16
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.363
• 拓扑面积：
  73.6
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2,2'-bipyridyl-4,4'-dicarboxylic acid chloride 、 4'-Carbonyl-1',2'-dimethoxyphenyl-1,2-diaminoethane 生成 4,4'-bis(1-carbonyl-2-(4'-carbonyl-1',2'-dimethoxyphenyl)-1,2-bis(aminoethyl)benzene)-2,2'-bipyridine
  参考文献：
  名称：

  Potassium cation induced switch in anion selectivity exhibited by heteroditopic ruthenium(II) and rhenium(I) bipyridyl bis(benzo-15-crown-5) ion pair receptors

  摘要：

  新型异位 RuII 和 ReI 双吡啶基双（苯并-15-冠醚-5）受体的 Cl- 和 H2PO4- 阴离子选择性显著依赖于分子内夹心冠醚络合 K+ 的存在。

  DOI：

  10.1039/a800356d
• 作为产物：
  描述：

  藜芦酸 在 palladium on activated charcoal 、 氢气 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 9.0h， 生成 4'-Carbonyl-1',2'-dimethoxyphenyl-1,2-diaminoethane
  参考文献：
  名称：

  Imidazothiazole-based potent inhibitors of V600E-B-RAF kinase with promising anti-melanoma activity: biological and computational studies

  摘要：

  A series of imidazothiazole derivatives possessing potential activity against melanoma cells were investigated for molecular mechanism of action. The target compounds were tested against V600E-B-RAF and RAF1 kinases. Compound1zbis the most potent against both kinases with IC(50)values 0.978 and 8.2 nM, respectively. It showed relative selectivity against V600E mutant B-RAF kinase. Compound1zbwas also tested against four melanoma cell lines and exerted superior potency (IC(50)0.18-0.59 mu M) compared to the reference standard drug, sorafenib (IC(50)1.95-5.45 mu M). Compound1zbdemonstrated also prominent selectivity towards melanoma cells than normal skin cells. It was further tested in whole-cell kinase assay and showed in-cell V600E-B-RAF kinase inhibition with IC(50)of 0.19 mu M. Compound1zbinduces apoptosis not necrosis in the most sensitive melanoma cell line, UACC-62. Furthermore, molecular dynamic and 3D-QSAR studies were done to investigate the binding mode and understand the pharmacophoric features of this series of compounds.

  DOI：

  10.1080/14756366.2020.1819260

文献信息

• Broad-spectrum antiproliferative activity of a series of 6-(4-fluorophenyl)-5-(2-substituted pyrimidin-4-yl)imidazo[2,1-b]thiazole derivatives
  作者：Mohammed S. Abdel-Maksoud、Mohammed I. El-Gamal、Mahmoud M. Gamal El-Din、Seong-Shin Kwak、Hyun-Il Kim、Chang-Hyun Oh

  DOI：10.1007/s00044-016-1529-7

  日期：2016.5

  This article described the synthesis and in vitro antiproliferative activities a series of 6-(4-fluorophenyl)-5-(2-substituted pyrimidin-4-yl)imidazo[2,1-b]thiazole derivatives. The nine target compounds were tested for in vitro antitumor effect against a panel of 55 cell lines of nine different cancer types at the NCI, and their activities were compared with that of Sorafenib as a reference standard

  本文介绍了一系列6-（4-氟苯基）-5-（2-取代的嘧啶-4-基）咪唑并[2,1- b ]噻唑衍生物的合成及体外抗增殖活性。在NCI上测试了这9种目标化合物对55种9种不同癌症类型的细胞系的体外抗肿瘤作用，并将它们的活性与作为参考标准药物的索拉非尼进行了比较。具有末端芳基酰胺部分的化合物1d和1e针对不同的癌细胞系发挥出比索拉非尼更高的效力。两种化合物都比索拉非尼对UO-31肾癌细胞系和MCF7乳腺癌细胞系更有效。化合物1d与Sorafenib相比，它对COLO 205结肠癌细胞的杀伤力更强，化合物1e对OVCAR-3卵巢癌细胞和DU-145前列腺消除细胞的杀伤力也比Sorafenib高。例如，化合物1e对DU-145前列腺癌细胞系的IC 50值为1.04μM，是索拉非尼的三倍。
• Synthesis of New 6-(4-Fluorophenyl)-5-(2-substituted pyrimidin-4-yl)imidazo[2,1-b] thiazole Derivatives and their Antiproliferative Activity against Melanoma Cell Line
  作者：Jin-Hun Park、Chang-Hyun Oh

  DOI：10.5012/bkcs.2010.31.10.2854

  日期：2010.10.20

  Synthesis of a new series of pyrimidinyl-imidazo(2,1-b)thiazole derivatives is described. Their antiproliferative activity against A375 human melanoma cell line was tested and the effect of substituents on the pyrimidinyl ring side chain was investigated. The biological results indicated that most of the newly synthesized compounds showed mo- derate activity against A375, compared with Sorafenib. Among

  描述了一系列新的嘧啶基-咪唑(2,1-b)噻唑衍生物的合成。测试了它们对 A375 人黑色素瘤细胞系的抗增殖活性，并研究了取代基对嘧啶环侧链的影响。生物学结果表明，与索拉非尼相比，大多数新合成的化合物对 A375 具有中等活性。在所有这些衍生物中，环状磺酰胺衍生物 IIIa、IIIb 和 IIIe 对 A375 人黑色素瘤细胞系显示出最有效的抗增殖活性。化合物 IIIa、b 的 IC50 值为纳摩尔级。此外，与索拉非尼 (IC50 = 5.6 µM) 相比，化合物 IIIe (IC50 = 1.9 µM) 也显示出更有效的抗增殖活性。
• Cooperative binding of potassium cation and chloride anion by novel rhenium(I) bipyridyl amide crown ether receptors
  作者：James E. Redman、Paul D. Beer、Simon W. Dent、James E. Redman、Paul D. Beer、Simon W. Dent、Michael G. B. Drew

  DOI：10.1039/a707680k

  日期：——

  New rhenium( I) bipyridyl amide crown ether receptors are prepared and shown to complex K +Cl – ion pairs in which crown ether complexation of the potassium cation co-operates in the binding of chloride anion.

  制备了新的联吡啶酰胺冠醚受体铼（I），并展示了其与 K +Cl - 离子对的络合，其中钾阳离子的冠醚络合与氯阴离子的结合共同作用。
• Anion selectivity properties of ruthenium(ii) tris(5,5′-diamide-2,2′-bipyridine) receptors dictated by solvent and amide substituent
  作者：Lindsay H. Uppadine、Paul D. Beer、Michael G. B. Drew

  DOI：10.1039/b008822f

  日期：——

  The ratio of the dichloromethane–methanol solvent mixture medium and nature of the receptor amide substituent critically dictates chloride vs. nitrate selectivity properties of new ruthenium(II) tris(5,5′-diamide-2,2′-bipyridine) receptors.

  二氯甲烷和甲醇混合溶剂介质的比例以及受体酰胺取代基的性质，对新型三(5,5â²-二脒-2,2â²-联吡啶)钌(II)受体的氯离子和硝酸根选择性特性起着至关重要的作用。
• COMPOUNDS FOR THE TREATMENT OF PARAMOXYVIRUS VIRAL INFECTIONS
  申请人：Alios Bio Pharma, Inc.

  公开号：US20150238498A1

  公开（公告）日：2015-08-27

  Disclosed herein are new antiviral compounds, together with pharmaceutical compositions that include one or more antiviral compounds, and methods of synthesizing the same. Also disclosed herein are methods of ameliorating and/or treating a paramyxovirus viral infection with one or more small molecule compounds. Examples of paramyxovirus infection include an infection caused by human respiratory syncytial virus (RSV).

  本文披露了一些新的抗病毒化合物，以及包含一种或多种抗病毒化合物的药物组合物和合成它们的方法。还披露了使用一种或多种小分子化合物改善和/或治疗副黏液病毒病毒感染的方法。副黏液病毒感染的例子包括由人类呼吸道合胞病毒(RSV)引起的感染。