1-[(2,3-Dichlorophenyl)methyl]benzimidazole | 1426694-52-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 1-[(2,3-Dichlorophenyl)methyl]benzimidazole
• 英文别名: 1-[(2,3-dichlorophenyl)methyl]benzimidazole
• CAS: 1426694-52-1
• 化学式: C₁₄H₁₀Cl₂N₂
• 分子量: 277.153
• InChiKey: ROECRJBEATYYQU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  17.8
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-[(2,3-Dichlorophenyl)methyl]benzimidazole 在 正丁基锂 、 溶剂黄146 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 2.0h， 生成 (E)-4-(2-(2-((1-(2,3-dichlorobenzyl)-1H-benzo[d]imidazol-2-yl)methylene)hydrazinyl)-6-((4-(methylsulfonyl)piperazin-1-yl)methyl)thieno[3,2-d]pyrimidin-4-yl)morpholine
  参考文献：
  名称：

  Design, Synthesis and Anticancer Activity of 4-Morpholinothieno[3,2-<i>d</i>]pyrimidine Derivatives Bearing Arylmethylene Hydrazine Moiety

  摘要：

  合成了三系列含有芳基亚甲基肼部分的4-吗啉硫烯并[3,2-d]嘧啶衍生物（11a–f, 13a–k 和 15a–h），并确认了它们的化学结构以及相对立体化学。合成的化合物对三种癌细胞系（H460, HT-29, MDA-MB-231）的细胞毒性进行了评估。大多数化合物表现出中等到显著的细胞毒性，并对一种或多种细胞系展现出高选择性，特别是化合物11c、13b、15f和15g与阳性对照相比显示出显著提高的细胞毒性，后者进一步在另外六种癌细胞系和一种正常细胞系中进行了评估。最有前景的化合物11c，含有3,4-亚甲基二氧苯基基团，对H460、HT-29和MDA-MB-231细胞系显示出显著细胞毒性，IC50值分别为0.003 µM、0.42 µM和0.74 µM，比GDC-0941的效力提高了1.6到290倍。

  DOI：

  10.1248/cpb.c12-00342
• 作为产物：
  描述：

  苯并咪唑 、 1,2-二氯-3-(氯甲基)苯 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-[(2,3-Dichlorophenyl)methyl]benzimidazole
  参考文献：
  名称：

  Design, Synthesis and Anticancer Activity of 4-Morpholinothieno[3,2-<i>d</i>]pyrimidine Derivatives Bearing Arylmethylene Hydrazine Moiety

  摘要：

  合成了三系列含有芳基亚甲基肼部分的4-吗啉硫烯并[3,2-d]嘧啶衍生物（11a–f, 13a–k 和 15a–h），并确认了它们的化学结构以及相对立体化学。合成的化合物对三种癌细胞系（H460, HT-29, MDA-MB-231）的细胞毒性进行了评估。大多数化合物表现出中等到显著的细胞毒性，并对一种或多种细胞系展现出高选择性，特别是化合物11c、13b、15f和15g与阳性对照相比显示出显著提高的细胞毒性，后者进一步在另外六种癌细胞系和一种正常细胞系中进行了评估。最有前景的化合物11c，含有3,4-亚甲基二氧苯基基团，对H460、HT-29和MDA-MB-231细胞系显示出显著细胞毒性，IC50值分别为0.003 µM、0.42 µM和0.74 µM，比GDC-0941的效力提高了1.6到290倍。

  DOI：

  10.1248/cpb.c12-00342

文献信息

• Design, synthesis and 3D-QSAR analysis of novel 2-hydrazinyl-4-morpholinothieno[3,2-d]pyrimidine derivatives as potential antitumor agents
  作者：Wufu Zhu、Yajing Liu、Xin Zhai、Xiao Wang、Yan Zhu、Di Wu、Hongyu Zhou、Ping Gong、Yanfang Zhao

  DOI：10.1016/j.ejmech.2012.09.002

  日期：2012.11

  A series of 2-hydrazinyl-4-morpholinothieno[3,2-d]pyrimidine derivatives were synthesized and evaluated for their cytotoxic activities against five cancer cell lines. Most of them exhibited moderate to significant cytotoxic activities and high-selectivity against one or more cell lines, and nearly all of them had higher potency than positive controls against MDA-MB-231 cell line. The most promising compound 15f showed strong cytotoxic activities against H460, HT-29 and MDA-MB-231 cell lines, which were 1.7- to 66.5-folds more active than 2-(1H-Indazol-4-yl)-6-((4-(methylsulfonyl)-1-piperazinyl)methyl)-4-(4-morpholinyl)thieno[3,2-d]pyrimidine(GDC-0941). To investigate the SARs of thieno[3,2-d]pyrimidine derivatives in more details, CoMFA (q(2) = 0.436, r(2) = 0.937) and CoMSIA (q(2) = 0.706, r(2) = 0.947) models on H460 cell line were established. The generated 3D-QSAR models can be used for further rational design of novel thienopyrimidines as highly potent and selective cytotoxic agents. (C) 2012 Elsevier Masson SAS. All rights reserved.
• METHOD FOR OBTAINING INFORMATION ABOUT A LAYER OF AN ORGANIC SOLDERABILITY PRESERVATIVE ON A PRINTED CIRCUIT BOARD
  申请人：Atotech Deutschland GmbH

  公开号：EP3924689A1

  公开（公告）日：2021-12-22
• [EN] METHOD FOR OBTAINING INFORMATION ABOUT A LAYER OF AN ORGANIC SOLDERABILITY PRESERVATIVE ON A PRINTED CIRCUIT BOARD<br/>[FR] PROCÉDÉ D'OBTENTION D'INFORMATIONS CONCERNANT UNE COUCHE D'UN AGENT DE CONSERVATION DE SOUDABILITÉ ORGANIQUE SUR UNE CARTE DE CIRCUIT IMPRIMÉ
  申请人：ATOTECH DEUTSCHLAND GMBH

  公开号：WO2020165386A1

  公开（公告）日：2020-08-20

  A method for obtaining information about a layer of an organic solderability preservative, OSP, on a printed circuit board, PCB, the method comprising • Providing a PCB (16) having a copper layer (18), wherein a solder resist (19) is placed on the copper layer (18), and the solder resist (19) has openings (21) wherein in the openings (21) a copper surface of the copper layer (18) is covered by a layer of an OSP, • Providing a fluorescence measuring system (10), comprising a radiation source (11), a detection unit (12), and a movement device (24), the method comprising: • a) Obtaining (S2) information about the location of the openings (21) on the PCB (16), • b) Selecting (S3) at least one of the openings (21), • c) Placing (S4) the radiation source (11) at such position that the radiation beam (22) irradiates into the at least one selected opening (21) on the layer of the OSP (20), • d) Detecting (S5) the fluorescent radiation (23) emitted from the OSP (20).