2-(4-(piperidin-1-yl)phenyl)benzo[d]thiazole | 127868-61-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 2-(4-(piperidin-1-yl)phenyl)benzo[d]thiazole
• 英文别名: 2-[4-(1-Piperidinyl)phenyl]benzothiazole；2-(4-piperidin-1-ylphenyl)-1,3-benzothiazole
• CAS: 127868-61-5
• 化学式: C₁₈H₁₈N₂S
• 分子量: 294.42
• InChiKey: BHFKKUXIVIGKEQ-UHFFFAOYSA-N

物化性质

• 熔点：
  166-168 °C(Solv: ethanol (64-17-5))
• 沸点：
  476.2±47.0 °C(Predicted)
• 密度：
  1?+-.0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  44.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-哌啶-1-基-苯甲醛 、 2-氨基苯硫醇 在 对甲苯磺酸 作用下， 以 PEG-200/400 为溶剂， 反应 0.08h， 以94%的产率得到2-(4-(piperidin-1-yl)phenyl)benzo[d]thiazole
  参考文献：
  名称：

  在 Peg 200 或 Peg 400 中微波辐射下合成 2-芳基苯并噻唑的新型绿色工艺

  摘要：

  已经开发了一种改进的绿色程序，用于通过在微波辐射下在 PEG 200/400 中缩合等量的 2,2'-二氨基二苯基二硫化物或 2-氨基苯硫酚和各种芳香醛来合成 2-芳基和 2-杂芳基苯并噻唑。无论起始化合物的状态（液体或固体）或芳环中取代基的性质如何，该方法都允许以高产率和高纯度合成 2-芳基苯并噻唑。

  DOI：

  10.1080/10426501003598648

文献信息

• SONICATED ASSISTED SYNTHESIS OF BENZIMIDAZOLES, BENZOXAZOLES AND BENZOTHIAZOLES IN AQUEOUS MEDIA
  作者：SANDEEP D PARDESHI、JAYANT P SONAR、SHIVAJI S PAWAR、DEEPAK DEKHANE、SUNIL GUPTA、ASHOK M ZINE、SHIVAJI N THORE

  DOI：10.4067/s0717-97072014000100020

  日期：——

  ABSTRACT Ammonium nickel sulphate [(NH 4 ) 2 SO 4 .NiSO 4 .6H 2 O] was found as a new catalyst to synthesis 2-aryl benzimidazole, 2-aryl benzothiazole and 2-aryl benzoxazole in aqueous media under sonication irradiation. The procedure is an eco-friendly, efficient and provides simple workup and good yield. Keywords : - Benzimidazole, benzothiazole, benzoxazole, aqueous media, sonication, ammonium nickel

  摘要发现硫酸铵镍[（NH 4）2 SO 4 .NiSO 4 .6H 2 O]是在水介质中超声辐照下合成2-芳基苯并咪唑，2-芳基苯并噻唑和2-芳基苯并恶唑的新催化剂。该过程是环保，高效的，并且提供简单的后处理和良好的产率。关键词：-苯并咪唑，苯并噻唑，苯并恶唑，水介质，超声处理，硫酸铵镍。电子邮件：[e-mail]简介苯并咪唑，苯并恶唑和苯并唑是重要的杂环核，已广泛用于药物化学1,2。这些杂环是药物开发中重要的药效团3,4和许多重要有机化合物合成中的良好中间体5。这些杂环化合物具有不同的药理特性，例如抗菌6，抗病毒7，
• Design, synthesis, and applications of nucleic acid-specific benzoxazole-N,N-dialkylphenylamines derivatives for nucleolus imaging in the cells
  作者：Burak Kuzu、Eda Acikgoz、Mustafa Cakir

  DOI：10.1016/j.molstruc.2024.138199

  日期：2024.8

  the cells were examined under inverted and light microscopes, respectively, and the fluorescence potentials of selected compounds were determined using immunofluorescence microscopy. The fluorescence intensity of molecules and 3D interactive surface plot images of cells were analyzed using ImageJ software. Cell imaging analyses showed that BX-6 and BX-13, like ThT, specifically stain the cell nucleolus

  核仁被认为是大脑的核，其结构和功能的改变与许多细胞功能有关，因此会导致多种疾病。通过新型生物标志物鉴定核仁形态和活性，为开发多种人类疾病（包括癌症、神经退行性疾病和衰老）的治疗方法提供了新途径。因此，用荧光探针特异性检测核仁对于临床应用至关重要。本研究基于苯并噻唑类荧光探针硫磺素T（ThT），设计并合成了一系列苯并恶唑-二烷基苯胺衍生化合物。其中，苯并恶唑环上带有吸电子取代基的BX-3和BX-16分别在470和465 nM波长处具有较高的荧光发射。分别在倒置显微镜和光学显微镜下检查细胞的一般形态和分裂，并使用免疫荧光显微镜测定所选化合物的荧光电位。使用 ImageJ 软件分析分子的荧光强度和细胞的 3D 交互式表面图图像。细胞成像分析表明，BX-6 和 BX-13 与 ThT 一样，可以特异性地对细胞核仁进行染色。此外，分子对接研究表明，这些化合物可以通过与 RNA 结构中的鸟嘌呤区域高亲和力结合来识别富含
• Antitumor Benzothiazoles. 3. Synthesis of 2-(4-Aminophenyl)benzothiazoles and Evaluation of Their Activities against Breast Cancer Cell Lines <i>in </i><i>Vitro </i>and <i>in Vivo</i>
  作者：Dong-Fang Shi、Tracey D. Bradshaw、Samantha Wrigley、Carol J. McCall、Peter Lelieveld、Iduna Fichtner、Malcolm F. G. Stevens

  DOI：10.1021/jm9600959

  日期：1996.1.1

  A new series of 2-(4-aminophenyl)benzothiazoles substituted in the phenyl ring and benzothiazole moiety has been synthesized by simple, high-yielding routes. The parent molecule 5a shows potent inhibitory activity in vitro in the nanomolar range against a panel of human breast cancer cell lines, but is inactive (IC50 > 30 mu M) against other cell types: activity against the sensitive breast lines MCF-7 and MDA 468 is characterized by a biphasic dose-response relationship. Structure-activity relationships derived using these cell types has revealed that activity follows the heterocyclic sequence benzothiazole > benzoxazole much greater than benzimidazole and that 2-(4-aminophenyl)benzothiazoles bearing a 3'-methyl- 9a, 3'-bromo- 9c, 3'- iodo- 9f, and 3'-chloro-substituent 9i are especially potent and their activity extends to ovarian, lung, and renal cell lines. Four compounds have been evaluated in vivo against human mammary carcinoma models in nude mice. Compound 9a showed the most potent growth inhibition against the ER(+) (MCF-7 and BO) and ER(-) (MT-1 and MT-3) tumors. Our efforts to identify a pharmacological mechanism of action for these intriguing compounds have not, as yet, been successful.
• DELIGEORGIEV, T. G., DYES AND PIGM., 12,(1990) N, C. 243-248
  作者：DELIGEORGIEV, T. G.

  DOI：——

  日期：——
• BENZAZOLE COMPOUNDS FOR USE IN THERAPY
  申请人：CANCER RESEARCH CAMPAIGN TECHNOLOGY LIMITED

  公开号：EP0721336A1

  公开（公告）日：1996-07-17