5-(oxiran-2-ylmethoxy)-2-propylbenzthiazole | 681034-37-7

• 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: 5-(oxiran-2-ylmethoxy)-2-propylbenzthiazole
• 英文别名: 5-(Oxiran-2-ylmethoxy)-2-propyl-1,3-benzothiazole
• CAS: 681034-37-7
• 化学式: C₁₃H₁₅NO₂S
• 分子量: 249.334
• InChiKey: SXAWLEIYJGMLHE-UHFFFAOYSA-N

物化性质

• 沸点：
  384.9±12.0 °C(Predicted)
• 密度：
  1.247±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2,6-二甲基苯基)-1-哌嗪乙酰胺 、 5-(oxiran-2-ylmethoxy)-2-propylbenzthiazole 以 乙醇 为溶剂， 生成 (+/-)-2-{4-[2-hydroxy-3-(2-propylbenzothiazol-5-yloxy)propyl] piperazinyl}-N-(2,6-dimethylphenyl) acetamide
  参考文献：
  名称：

  Novel inhibitors of fatty acid oxidation as potential metabolic modulators

  摘要：

  We describe the synthesis of novel inhibitors of fatty acid oxidation as potential metabolic modulators for the treatment of stable angina. Replacement of the 2H-benzo[d]1,3-dioxolene ring system in our initial lead 3 with different benzthiazoles, benzoxazoles and introducing small alkyl substituents into the piperazine ring resulted in analogues with enhanced inhibitory activity against 1-(14)[C]-palmitoyl-CoA oxidation in isolated rat heart mitochondria (6, IC50 = 70 nM; 25, IC50 = 23 nM). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.065
• 作为产物：
  描述：

  环氧氯丙烷 、 2-Propyl-benzothiazol-5-ol 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 5-(oxiran-2-ylmethoxy)-2-propylbenzthiazole
  参考文献：
  名称：

  Novel inhibitors of fatty acid oxidation as potential metabolic modulators

  摘要：

  We describe the synthesis of novel inhibitors of fatty acid oxidation as potential metabolic modulators for the treatment of stable angina. Replacement of the 2H-benzo[d]1,3-dioxolene ring system in our initial lead 3 with different benzthiazoles, benzoxazoles and introducing small alkyl substituents into the piperazine ring resulted in analogues with enhanced inhibitory activity against 1-(14)[C]-palmitoyl-CoA oxidation in isolated rat heart mitochondria (6, IC50 = 70 nM; 25, IC50 = 23 nM). (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.065

文献信息

• Heteroaryl alkyl piperazine derivatives
  申请人：——

  公开号：US20030216409A1

  公开（公告）日：2003-11-20

  Novel compounds of the general formula: 1 and pharmaceutically acceptable acid addition salts thereof, wherein the compounds are useful in therapy to protect skeletal muscles against damage resulting from trauma or to protect skeletal muscles subsequent to muscle or systemic diseases such as intermittent claudication, to treat shock conditions, to preserve donor tissue and organs used in transplants, in the treatment of diabetes, in the treatment of cardiovascular diseases including atrial and ventricular arrhythmias, Prinzmetal's (variant) angina, stable angina, and exercise induced angina, congestive heart disease, and myocardial infarction.

  通用公式：1的新化合物及其药学上可接受的酸盐，其中这些化合物在治疗中用于保护骨骼肌免受外伤引起的损伤或在骨骼肌或系统性疾病（如间歇性跛行）后保护骨骼肌，用于治疗休克状态，保护供体组织和器官用于移植，治疗糖尿病，治疗心血管疾病，包括心房和心室心律失常，普林兹梅塔（变异）心绞痛，稳定型心绞痛和运动诱发性心绞痛，充血性心脏病和心肌梗死。
• US6849632B2
  申请人：——

  公开号：US6849632B2

  公开（公告）日：2005-02-01
• Novel inhibitors of fatty acid oxidation as potential metabolic modulators
  作者：Elfatih Elzein、Kevin Shenk、Prabha Ibrahim、Tim Marquart、Suresh Kerwar、Stephanie Meyer、Hiba Ahmed、Dewan Zeng、Nancy Chu、Daniel Soohoo、Shirley Wong、Kwan Leung、Jeff Zablocki

  DOI：10.1016/j.bmcl.2003.11.065

  日期：2004.2

  We describe the synthesis of novel inhibitors of fatty acid oxidation as potential metabolic modulators for the treatment of stable angina. Replacement of the 2H-benzo[d]1,3-dioxolene ring system in our initial lead 3 with different benzthiazoles, benzoxazoles and introducing small alkyl substituents into the piperazine ring resulted in analogues with enhanced inhibitory activity against 1-(14)[C]-palmitoyl-CoA oxidation in isolated rat heart mitochondria (6, IC50 = 70 nM; 25, IC50 = 23 nM). (C) 2003 Elsevier Ltd. All rights reserved.