2-(4-bromobenzyl)-thiazole | 698355-37-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-(4-bromobenzyl)-thiazole
• 英文别名: 2-(4-Brom-benzyl)-thiazol；2-[(4-Bromophenyl)methyl]-1,3-thiazole
• CAS: 698355-37-2
• 化学式: C₁₀H₈BrNS
• 分子量: 254.15
• InChiKey: LZSZYAYWKLMJQL-UHFFFAOYSA-N

物化性质

• 沸点：
  187-188 °C(Press: 19 Torr)
• 密度：
  1.515±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  41.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(4-bromobenzyl)-thiazole 、 5-异丁基-2-(N-叔丁基氨基磺酰基)噻吩-3-硼酸 在 四(三苯基膦)钯 sodium hydroxide 作用下， 以 乙醇 、 水 、 甲苯 为溶剂， 反应 2.0h， 以60%的产率得到3-[4-(thiazole-2-yl-methyl)-phenyl]-5-isobutyl-N-tert-butylthiophene-2-sulfonamide
  参考文献：
  名称：

  [EN] NEW TRICYCLIC ANGIOTENSIN II AGONISTS
  [FR] NOUVEAUX AGONISTES TRICYCLIQUES DE L'ANGIOTENSINE II

  摘要：

  提供了式(I)的化合物，其中虚线，X1，X2，X3，X4，A，Y1，Y2，Y3，Y4，Z1，Z2，R2和R3的含义如描述中所给，并且其药学上可接受的盐，这些化合物可用作AT2受体的选择性激动剂，因此，特别适用于治疗包括消化不良、肠易激综合征和多器官功能衰竭在内的胃肠道疾病以及心血管疾病。

  公开号：

  WO2004046141A1
• 作为产物：
  描述：

  (4-溴苯基)(噻唑-2-基)甲醇 在 hexacarbonyl molybdenum 劳森试剂 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 以74%的产率得到2-(4-bromobenzyl)-thiazole
  参考文献：
  名称：

  Rapid Mo(CO)6 catalysed one-pot deoxygenation of heterocyclic halo-benzyl alcohols with Lawesson’s reagent

  摘要：

  A fast and efficient microwave promoted one-pot method for deoxygenation of heterocyclic halo-benzyl alcohols has been developed. The method does not cause dehalogenation of the substrates and provides the deoxygenated products in high yield after only 30 min. (C) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2005.01.012

文献信息

• Selective angiotensin II AT2 receptor agonists with reduced CYP 450 inhibition
  作者：A.K. Mahalingam、Yiqian Wan、A.M.S. Murugaiah、Charlotta Wallinder、Xiongyu Wu、Bianca Plouffe、Milad Botros、Fred Nyberg、Anders Hallberg、Nicole Gallo-Payet

  DOI：10.1016/j.bmc.2010.03.064

  日期：2010.6.15

  Structural alterations to the benzylic position of the first drug-like selective angiotensin II AT(2) receptor agonist (1) have been performed, with the emphasis to reduce the CYP 450 inhibitory property of the initial structure. The imidazole moiety, responsible for the CYP 450 inhibitory effect in 1, was replaced with various heterocycles. In addition, the modes of attachment of the heterocycles, that is, carbon versus nitrogen attachment, and introduction of carbonyl functionalities to the benzylic position have been evaluated. In all the three series, AT(2) receptor ligands with affinity in the lower nanomolar range were identified. None of the analogues, regardless of the substituents, exhibited any affinity for the AT(1) receptor. Compounds with substantially reduced inhibition of the CYP 450 enzymes were obtained. Among them the compound 60 was found to induce neurite elongation in NG 108-15 cells and served as potent AT(2) selective agonist. (C) 2010 Elsevier Ltd. All rights reserved.