2-(3-methylbenzylthio)-1H-benzo[d]imidazole | 253168-40-0

• 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: 2-(3-methylbenzylthio)-1H-benzo[d]imidazole
• 英文别名: 2-m-xylene sulfanyl-1H-benzoimidazole；2-(3-Methyl-benzylsulfanyl)-1H-benzoimidazole；2-[(3-methylphenyl)methylsulfanyl]-1H-benzimidazole
• CAS: 253168-40-0
• 化学式: C₁₅H₁₄N₂S
• mdl: MFCD00442867
• 分子量: 254.356
• InChiKey: NHKYIEMLFDDAPD-UHFFFAOYSA-N

物化性质

• 沸点：
  460.2±48.0 °C(Predicted)
• 密度：
  1.25±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  54
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  溴丙烷 、 2-(3-methylbenzylthio)-1H-benzo[d]imidazole 在 氢氧化钾 、 2-benzilidine-N,N,N,N',N',N'-hexaethylpropane-1,3-diammonium bromide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 3.0h， 生成 1-propyl-2-m-xylene sulfanyl-1H-benzoimidazole
  参考文献：
  名称：

  Synthesis and Spectral Characterization of 2-Mercaptobenzimidazole Derivatives Using a new Active Phase Transfer Reagent Under PTC Conditions

  摘要：

  The phase transfer catalyzed synthesis of 2-Mercaptobenzimidazole derivatives using the new active phase transfer reagent namely, 2-benzilidine-N,N,N,N',N",N'-hexaethyl propane-1,3-diammonium dibromide (Dq-Br) have been described. The structures of all the fifteen compounds have been established by spectroscopic means.

  DOI：

  10.1080/00397919908085883
• 作为产物：
  描述：

  1H-苯并咪唑-2-硫醇 、 alkaline earth salt of/the/ methylsulfuric acid 在 sodium 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 以63%的产率得到2-(3-methylbenzylthio)-1H-benzo[d]imidazole
  参考文献：
  名称：

  Synthesis and preliminary evaluation of benzimidazole derivatives as antimicrobial agents

  摘要：

  A series of 2-alkylsulphanylbenzimidazoles was synthesised and the compounds were evaluated for their in vitro antimicrobial activity. The structures of the compounds were confirmed by H-1-NMR and IR data, and their purity by elemental analysis. Antimycobacterial activities against Mycobacterium tuberculosis and non-tuberculous mycobacteria as well as antifungal activities against Candida albicans, Candida tropicalis, Candida krusei, Candida glabrata, Trichosporon beigelii, Trichophyton mentagrophytes and Aspergillus fumigatus were expressed as the corresponding MIC values. The substances exhibited appreciable antimycobacterial activity, in particular, against non-tuberculous mycobacteria. The activity of the most active compound in the set, 3,5-dinitro derivative 4t, exceeded that of the standard isoniazide against M. kansasii and M. avium. The antifungal activities of the compounds were relatively low. A weak antifungal effect was observed against the dermatophyte Trichophyton mentagrophytes. None of the compounds showed significant inhibitory activity against yeasts. (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(02)01342-9

文献信息

• BCL6 INHIBITORS AS ANTICANCER AGENTS
  申请人：Cornell University

  公开号：US20160166549A1

  公开（公告）日：2016-06-16

  The invention provides compositions and methods for blocking the BCL6 BTB domain with small molecule, non-peptide compounds as disclosed and claimed herein. BCL6 is a transcriptional repressor of the BTB-POZ (brie a brae, tramtrack, broad complex/pox virus zincfinger) family of proteins. It is required for normal development of germinal center (GC) B-cells and is also the most commonly involvedoncogene in diffuse large B-celllymphomas (DLBCLs), and constitutive expression of BCL6 in GC B-cells causes DLBCL in mice.

  本发明提供了一种使用小分子非肽化合物阻断BCL6 BTB结构域的组合物和方法，如本文所述和索要的。BCL6是BTB-POZ（brie a brae，tramtrack，broad complex/pox virus zincfinger）蛋白家族的转录抑制因子。它是生殖中心（GC）B细胞正常发育所必需的，并且也是弥漫性大B细胞淋巴瘤（DLBCLs）中最常涉及的癌基因，GC B细胞中的BCL6的构成表达会导致小鼠DLBCL。
• DBU-Promoted Deaminative Thiolation of 1<i>H</i>-Benzo[<i>d</i>]imidazol-2-amines and Benzo[<i>d</i>]oxazol-2-amines
  作者：Lvyin Zheng、Weijie Mei、Xiaoying Zou、Yumei Zhong、Yingying Wu、Lei Deng、Yihan Wang、Beining Yang、Wei Guo

  DOI：10.1021/acs.joc.2c02297

  日期：2023.1.6

  deaminative thiolation reaction of 1H-benzo[d]imidazol-2-amines and benzo[d]oxazol-2-amines has been developed at room temperature conditions in a one-pot protocol. This practical three-component strategy represents a novel and environmentally friendly reaction pathway toward the straightforward synthesis of various 2-thio-1H-benzo[d]imidazoles and 2-thiobenzo[d]oxazoles using carbon disulfide as a
• US8710082B2
  申请人：——

  公开号：US8710082B2

  公开（公告）日：2014-04-29
• US9943506B2
  申请人：——

  公开号：US9943506B2

  公开（公告）日：2018-04-17
• [EN] BCL6 INHIBITORS AS ANTICANCER AGENTS<br/>[FR] INHIBITEURS DE BCL6 UTILISABLES EN TANT QU'AGENTS ANTICANCÉREUX
  申请人：MELNICK ARI

  公开号：WO2014204859A2

  公开（公告）日：2014-12-24

  The invention provides compositions and methods for blocking the BCL6 BTB domain with small molecule, non-peptide compounds as disclosed and claimed herein. BCL6 is a transcriptional repressor of the BTB-POZ (bric a brac, tramtrack, broad complex / pox virus zinc finger) family of proteins. It is required for normal development of germinal center (GC) B-cells and is also the most commonly involved oncogene in diffuse large B-cell lymphomas (DLBCLs), and constitutive expression of BCL6 in GC B-cells causes DLBCL in mice. DLBCLs are aggressive tumors that arise from germinal center (GC) B- cells and are the most common form of non-Hodgkin's lymphomas. BCL6 is required for survival of DLBCL cells and can limit their ability to respond to DNA damaging agents. It is also frequently expressed in follicular lymphomas (FLs), and may be required for survival of these tumors as well. DLBCL and FL collectively constitute ∼60-70% of B-cell lymphomas and the incidence of these tumors has been rising in recent decades.