2-(4-(3-bromopropoxy)phenyl)benzo[d]thiazole | 1061691-93-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 英文名称: 2-(4-(3-bromopropoxy)phenyl)benzo[d]thiazole
• 英文别名: 2-(4-(3-bromopropoxy)phenyl)benzothiazole
• CAS: 1061691-93-7
• 化学式: C₁₆H₁₄BrNOS
• 分子量: 348.263
• InChiKey: DYMNMINOTWGZMZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.13
• 重原子数：
  20.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  22.12
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-(4-(3-bromopropoxy)phenyl)benzo[d]thiazole 在 tin(II) chloride dihdyrate 、 potassium carbonate 作用下， 以 甲醇 、 丙酮 为溶剂， 反应 53.0h， 生成 (S)-(2-amino-4-(3-(4-(3-(4-(benzo[d]thiazol-2-yl)phenoxy)propyl)piperazin-1-yl)propoxy)-5-methoxyphenyl)(2-(bis(ethylthio)methyl)pyrrolidin-1-yl)methanone
  参考文献：
  名称：

  [EN] PYRROLO[2,L-C][L,4]BENZODIAZEPINE-BENZOTHIAZOLE OR BENZOXAZOLE CONJUGATES LINKED THROUGH PIPERAZINE MOIETY AND PROCESS FOR THE PREPARATION THEREOF
  [FR] CONJUGUÉS DE PYRROLO[2,L-C][L,4]BENZODIAZÉPINE-BENZOTHIAZOLE OU DE BENZOXAZOLE LIÉS PAR UNE FRACTION PIPÉRAZINE ET LEUR PROCÉDÉ DE PRÉPARATION

  摘要：

  本发明提供了一种通用式9的化合物，可作为潜在的抗人类癌细胞系的抗肿瘤剂。本发明还提供了一种制备Pyrrolo[2,1-c][1,4]苯并二氮杂环-苯并噻唑或苯并噁唑的共轭物的方法，通过通用式(9)中的哌嗪连接，其中：R，R1 = H，F，OCF3，Cl，OMe；R2 = OCH3或H；n1，n2 = 3，4；x = S或O。

  公开号：

  WO2011117882A1
• 作为产物：
  描述：

  对羟基苯甲酸 在 potassium carbonate 、 对甲苯磺酸 作用下， 以 5,5-dimethyl-1,3-cyclohexadiene 、 丙酮 为溶剂， 反应 4.0h， 生成 2-(4-(3-bromopropoxy)phenyl)benzo[d]thiazole
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of piperidine (piperazine)-substituted benzoxazole derivatives as multi-target antipsychotics

  摘要：

  The present study describes the optimization of a series of novel benzoxazole-piperidine (piperazine) derivatives combining high dopamine D-2 and serotonin 5-HT1A, 5-HT2A receptor affinities. Of these derivatives, the pharmacological features of compound 29 exhibited high affinities for the DA D-2, 5-HT1A and 5-HT2A receptors, but low affinities for the 5-HT2C and histamine H-1 receptors and human ether-a-go-go-related gene (hERG) channels. Furthermore, compound 29 reduced apomorphine-induced climbing and 1-(2,5-dimethoxy-4-iodophenyl)-2-aminopropane (DOI)-induced head twitching without observable catalepsy, even at the highest dose tested. Thus, compound 29 is a promising candidate as a multi-target antipsychotic treatment. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.09.045

文献信息

• Synthesis and insecticidal activity of novel benzothiazole derivatives containing the coumarin moiety
  作者：Wei-Jie Si、Min Chen、Xue-Lun Wang、Meng-Qi Wang、Jian Jiao、Xin-Can Fu、Chun-Long Yang

  DOI：10.24820/ark.5550190.p010.664

  日期：——

  A series of novel benzothiazole derivatives containing a coumarin moiety was designed and synthesized. Their structures were characterized in detail via H NMR, C NMR, HRMS spectra and single-crystal X-ray diffraction analysis. The bioassay results indicated that some compounds showed encouraging insecticidal activity against Plutella xylostella and Aphis fabae at 400 mg/L. The preliminary structure-activity

  设计并合成了一系列含有香豆素部分的新型苯并噻唑衍生物。它们的结构通过 H NMR、C NMR、HRMS 光谱和单晶 X 射线衍射分析进行了详细表征。生物测定结果表明，一些化合物在 400 mg/L 时对小菜蛾和蚕豆表现出令人鼓舞的杀虫活性。初步的构效关系也是
• Synthesis, antifungal studies, molecular docking, ADME and DNA interaction studies of 4-hydroxyphenyl benzothiazole linked 1,2,3-triazoles
  作者：Nidhi Nehra、Ram Kumar Tittal、D. Ghule Vikas、Naveen、Kashmiri Lal

  DOI：10.1016/j.molstruc.2021.131013

  日期：2021.12

  In search of new bioactive 1,2,3-triazole hybrids, some 4-hydroxyphenyl benzothiazole (4-HBT) linked 1,2,3-triazole with varying lengths of alkyl spacers were synthesized from bromo alkoxy derivatives of 4-HBT. All the synthesized hybrids were satisfactorily characterized, and were evaluated for in-vitro antifungal activity against C. tropicalis and A. terreus fungal strains wherein compound 4 h showed

  为了寻找新的生物活性 1,2,3-三唑杂化物，一些 4-羟基苯基苯并噻唑 (4-HBT) 连接 1,2,3-三唑与不同长度的烷基间隔基从 4 - HBT 的溴烷氧基衍生物合成。所有合成的杂种都得到了令人满意的表征，并评估了对热带念珠菌和土曲霉的体外抗真菌活性，其中化合物4 h 与参考药物氟康唑相比，对两种真菌菌株均显示出更好的活性。与 14α-甾醇脱甲基酶 (PDBID: 1EA1) 活性位点的分子对接表明，所有化合物都与 Thr260、Ala256、Arg96、Phe78、Leu321、Tyr76 表现出强烈的氢键相互作用，而化合物4 小时与孤对 -Cl已显示出与活性位点更好的相互作用，并参与了与 THR 260 的 H 键相互作用。DNA 结合研究表明化合物4b与 hs-DNA 的DNA 相互作用非常好（2.03 × 10 5 Lmol -1）。DFT 研究和 ADME 研究的结果可用于合成分子的药效学和药代动力学特性。
• PYRROLO[2,L-C][L,4]BENZODIAZEPINE-BENZOTHIAZOLE OR BENZOXAZOLE CONJUGATES LINKED THROUGH PIPERAZINE MOIETY AND PROCESS FOR THE PREPARATION THEREOF
  申请人：Ahmed Kamal

  公开号：US20120316335A1

  公开（公告）日：2012-12-13

  A compound of general formula 9, useful as potential antitumour agents against human cancer cell line and a process for the preparation of Pyrrolo[2,1-c] [1,4]benzodiazepine-benzothiazole or benzoxazole conjugates linked through piperazine of general formula 9 wherein: R, R 1 =H, F, OCF 3 , Cl, OMe; R 2 =OCH3 or H; n 1 n 2 =3, 4; x=S or O.

  一种具有通式9的化合物，可作为潜在的抗人类癌细胞药剂，以及一种制备Pyrrolo[2,1-c][1,4]苯二氮杂环-苯并噻唑或苯并噁唑共轭物的方法，通过通式9中的哌嗪连接，其中：R，R1=H，F，OCF3，Cl，OMe；R2=OCH3或H；n1n2=3，4；x=S或O。
• Synthesis and Mesomorphic Properties of New Non-Symmetric Liquid Crystal Dimers
  作者：Sie-Tiong Ha、Chi-Kien Seou、Yip-Foo Win、Guan-Yeow Yeap

  DOI：10.2174/1570178620666230131095431

  日期：2023.1.31

  New non-symmetric liquid crystal dimers, N-(4-(n-(4-(benzothiazol-2-yl)phenoxy) alkyloxy) benzylidene)-2,4-difluoroaniline (DSFCn), containing two mesogenic core units of benzothiazole and benzylideneaniline were reported. The core system was connected by a flexible alkyl spacer, -(CH2)n-(where n =2-6, 8, 10, and 12). The spectroscopic techniques were employed to confirm the molecular structure of

  新的非对称液晶二聚体，N-(4-(n-(4-(benzothiazol-2-yl)phenoxy) alkyloxy) benzylidene)-2,4-difluoroaniline (DSFCn)，包含苯并噻唑和两个介晶核心单元报道了亚苄基苯胺。核心系统通过灵活的烷基间隔基连接，-(CH2)n-（其中 n = 2-6、8、10 和 12）。采用光谱技术来确认标题化合物的分子结构。差示扫描量热法和偏振光学显微镜用于研究合成化合物的介晶性质。在交叉偏振光下观察表明化合物（n = 4、5、6、8、10、12）是纯线虫。二聚体中的向列相是由亚苄基苯胺核心处侧向氟原子的存在引起的。中间相热稳定性已被横向位置的氟原子显着抑制，这增加了分子宽度，随后导致整体横向分子间吸引力较弱。通过比较本发明二聚体与早期报道的不具有任何侧向取代基的类似物的热性质，推断了二聚体的结构-性质关系。
• Inhibition of cholinesterase activity and amyloid aggregation by berberine-phenyl-benzoheterocyclic and tacrine-phenyl-benzoheterocyclic hybrids
  作者：Ling Huang、Tao Su、Wenjun Shan、Zonghua Luo、Yang Sun、Feng He、Xingshu Li

  DOI：10.1016/j.bmc.2012.02.059

  日期：2012.5

  A series of berberine-phenyl-benzoheterocyclic (26-29) and tacrine-phenyl-benzoheterocyclic hybrids (44-46) were synthesised and evaluated as multifunctional anti-Alzheimer's disease agents. Compound 44b, tacrine linked with phenyl-benzothiazole by 3-carbon spacers, was the most potent AChE inhibitor with an IC50 value of 0.017 mu M. This compound demonstrated similar A beta aggregation inhibitory activity with cucurmin (51.8% vs 52.1% at 20 mu M, respectively), indicating that this hybrid is an excellent multifunctional drug candidate for AD. (C) 2012 Elsevier Ltd. All rights reserved.