2-(4-nitrophenyl)benzo[d]imidazo[2,1-b]thiazole | 17833-15-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-(4-nitrophenyl)benzo[d]imidazo[2,1-b]thiazole
• 英文别名: 2-(4-nitrophenyl)imidazo[2,1-b]benzothiazole；2-(4-nitro-phenyl)-benzo[d]imidazo[2,1-b]thiazole；2-(4-nitrophenyl)imidazo[2,1-b][1,3]benzothiazole；2-(p-Nitro-phenyl)-imidazo<2.1-b>benzothiazol；2-(p-Nitrophenyl)imidazo<2,1-b>benzothiazol
• CAS: 17833-15-7
• 化学式: C₁₅H₉N₃O₂S
• 分子量: 295.321
• InChiKey: IHZHTMDQLGOMKV-UHFFFAOYSA-N

物化性质

• 熔点：
  284 °C
• 密度：
  1.51±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  91.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4-nitrophenyl)benzo[d]imidazo[2,1-b]thiazole 在 硫酸 、 水 、 双(2-氧代-3-恶唑烷基)次磷酰氯 、 铁粉 、 1-羟基苯并三唑 、 N,N-二异丙基乙胺 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 7.17h， 生成 CF022
  参考文献：
  名称：

  [EN] NEW AMINOACID DERIVATIVES, THEIR PROCESS OF PREPARATION AND THEIR THERAPEUTICAL USES AS INHIBITORS OF ONCOGENIC SIGNALS BY THE MET FAMILY
  [FR] NOUVEAUX DÉRIVÉS D'ACIDES AMINÉS, LEUR PROCÉDÉ DE PRÉPARATION ET LEURS UTILISATIONS THÉRAPEUTIQUES COMME INHIBITEURS DE SIGNAUX ONCOGÈNES PAR LA FAMILLE MET

  摘要：

  这项发明涉及新型氨基酸衍生物，特别是一些氨基酸酰胺衍生物，它们的制备过程以及它们用于抑制Met引发的疾病，特别是癌症的用途。

  公开号：

  WO2011036303A1
• 作为产物：
  描述：

  2-phenylimidazo[2,1-b]benzothiazole 在 硫酸 、 硝酸 作用下， 生成 2-(4-nitrophenyl)benzo[d]imidazo[2,1-b]thiazole
  参考文献：
  名称：

  Pentimalli,L. et al., Gazzetta Chimica Italiana, 1967, vol. 97, p. 1286 - 1293

  摘要：

  DOI：

文献信息

• Imidazolothiazole compounds for the treatment of disease
  申请人：Bhagwat Shripad

  公开号：US20070232604A1

  公开（公告）日：2007-10-04

  Compounds, compositions and methods are provided for modulating the activity of receptor kinases and for the treatment, prevention, or amelioration of one or more symptoms of disease or disorder mediated by receptor kinases.

  提供了用于调节受体激酶活性以及用于治疗、预防或改善由受体激酶介导的一种或多种疾病或紊乱症状的化合物、组合物和方法。
• On water catalyst-free synthesis of benzo[<i>d</i>]imidazo[2,1-<i>b</i>] thiazoles and novel <i>N</i>-alkylated 2-aminobenzo[<i>d</i>]oxazoles under microwave irradiation
  作者：Narasimharao Mukku、Barnali Maiti

  DOI：10.1039/c9ra08929b

  日期：——

  unprecedented catalyst-free microwave-assisted procedure for synthesizing benzo[d]imidazo[2,1-b]thiazoles and N-alkylated 2-aminobenzo[d]oxazol in green media was developed. The transformation provided rapid access to functionalized benzo[d]imidazo[2,1-b]thiazoles from 2-aminobenzothiazole and N-alkylated 2-aminobenzo[d]oxazole from 2-aminobenzoxazole scaffolds under mild transition-metal-free conditions. This

  开发了一种前所未有的高效无催化剂微波辅助方法，用于在绿色介质中合成苯并[ d ]咪唑并[ 2,1- b ]噻唑和N-烷基化 2-氨基苯并[ d ]恶唑。该转化提供了在温和的无过渡金属条件下从 2-氨基苯并噻唑和N-烷基化 2-氨基苯并[ d ]恶唑快速获得功能化苯并[ d ]咪唑[ 2,1- b ]噻唑的途径。这种合成操作有望极大地扩展杂环化学中反应类型的全部内容，并为生物活性化合物的新合成铺平道路。
• IMIDAZOLOTHIAZOLE COMPOUNDS FOR THE TREATMENT OF DISEASE
  申请人：Bhagwat Shripad

  公开号：US20120129850A1

  公开（公告）日：2012-05-24

  Compounds, compositions and methods are provided for modulating the activity of receptor kinases and for the treatment, prevention, or amelioration of one or more symptoms of disease or disorder mediated by receptor kinases.

  提供了化合物、组合物和方法，用于调节受体激酶的活性，并用于治疗、预防或减轻由受体激酶介导的一种或多种疾病或障碍的症状。
• METHOD OF USING IMIDAZOLOTHIAZOLE COMPOUNDS FOR THE TREATMENT OF DISEASE
  申请人：Bhagwat Shripad

  公开号：US20100298313A1

  公开（公告）日：2010-11-25

  Compounds, compositions and methods are provided for modulating the activity of receptor kinases and for the treatment, prevention, or amelioration of one or more symptoms of disease or disorder mediated by receptor kinases.

  本发明提供了化合物、组合物和方法，用于调节受体激酶的活性，并用于治疗、预防或改善由受体激酶介导的一种或多种疾病或障碍的症状。
• Synthesis and biological evaluation of imidazolo[2,1-b]benzothiazole derivatives, as potential p53 inhibitors
  作者：Michael S. Christodoulou、Francesco Colombo、Daniele Passarella、Gabriella Ieronimo、Valentina Zuco、Michelandrea De Cesare、Franco Zunino

  DOI：10.1016/j.bmc.2011.01.039

  日期：2011.3

  Since activation of p53 in response to cytotoxic stress may have proapoptotic or protective effects depending on the nature of the injury, inhibitors of p53 may have therapeutic interest as modulators of chemotherapy toxicity or efficacy. In an attempt to identify novel p53 inhibitors, a quality collection of compounds structurally related to pifithrin-beta were designed and synthesized as potential inhibitors of p53. The biochemical and biological evaluations supported that compounds of the tetrahydrobenzothiazole series were inhibitors of the p53 transcriptional activity and were effective in enhancing paclitaxel-induced apoptosis. In contrast, in spite of the increased cytotoxic potency, selected compounds of the benzothiazole series were not able to modulate the transcriptional activity of p53, as indicated by lack of change of p21 expression. The therapeutic interest of the compounds of the former series in combination with taxanes was confirmed in a human tumor xenograft model. (C) 2011 Elsevier Ltd. All rights reserved.