4-(benzo[d]thiazol-2-yl)phenyl 4-(decyloxy)benzoate | 1299483-59-2

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: 4-(benzo[d]thiazol-2-yl)phenyl 4-(decyloxy)benzoate
• 英文别名: [4-(1,3-Benzothiazol-2-yl)phenyl] 4-decoxybenzoate
• CAS: 1299483-59-2
• 化学式: C₃₀H₃₃NO₃S
• 分子量: 487.663
• InChiKey: SHDLAJRNQAJMJY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  10.1
• 重原子数：
  35
• 可旋转键数：
  14
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  76.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  4-(癸氧基)苯甲酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 3.5h， 生成 4-(benzo[d]thiazol-2-yl)phenyl 4-(decyloxy)benzoate
  参考文献：
  名称：

  2-Aryl benzazole derived new class of anti-tubercular compounds: Endowed to eradicate mycobacterium tuberculosis in replicating and non-replicating forms

  摘要：

  The high mortality rate and the increasing prevalence of Mtb resistance are the major concerns for the Tuberculosis (TB) treatment in this century. To counteract the prevalence of Mtb resistance, we have synthesized 2-aryl benzazole based dual targeted molecules. Compound 9m and 9n were found to be equally active against replicating and non-replicating form of Mtb (MIC(MABA) 1.98 and 1.66 mu g/ml; MIC(LORA) 2.06 and 1.59 mu g/ml respectively). They arrested the cell division (replicating Mtb) by inhibiting the GTPase activity of FtsZ with IC50 values 45 and 64 mu M respectively. They were also capable of kill Mtb in non-replicating form by inhibiting the biosynthesis of menaquinone which was substantiated by the MenG inhibition (IC50 = 11.62 and 7.49 mu M respectively) followed by the Vit-K2 rescue study and ATP production assay.

  DOI：

  10.1016/j.bioorg.2020.104170

文献信息

• Synthesis and mesomorphic evaluation of new calamitic liquid crystals containing benzothiazole core
  作者：Teck Ming Koh、Sie Tiong Ha、Teck Leong Lee、Siew Ling Lee、Guan Yeow Yeap、Hong Cheu Lin、Ramesh T. Subramaniam

  DOI：10.1016/j.cclet.2010.10.042

  日期：2011.5

  The design and synthesis of new calamitic benzothiazole-based liquid crystals, 2[4-(4-alkyloxybenzoyloxy)-phenyl]benzothiazoles are presented. The target compound was characterized using spectroscopic techniques, such as FT-IR, NMR (H-1 and C-13), microanalysis and EI-MS. The liquid crystalline behaviours of these compounds were thoroughly examined by differential scanning calorimetry and polarizing optical microscope techniques. These materials exhibited enantiotropic nematic phase with high thermal stability (> 168 degrees C). Smectic A phase starts to emerge as monotropic (metastable) phase from C10 member and changes into enantiotropic (stable) phase from C12 and persists up to C16 members. (C) 2010 Sie Tiong Ha. Published by Elsevier B.V. on behalf of Chinese Chemical Society. All rights reserved.