6-(2-环氧乙烷基甲氧基)-1,3-苯并噻唑 | 50605-82-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并噻唑类
• 中文名称: 6-(2-环氧乙烷基甲氧基)-1,3-苯并噻唑
• 英文名称: 3-(benzothiazol-6-yloxy)-1,2-epoxypropane
• 英文别名: 6-oxiranylmethoxy-benzothiazole；6-(Oxiran-2-ylmethoxy)benzothiazole；6-(oxiran-2-ylmethoxy)-1,3-benzothiazole
• CAS: 50605-82-8
• 化学式: C₁₀H₉NO₂S
• 分子量: 207.253
• InChiKey: UOMGJBDFEXLNDQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.3
• 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：

  6-(2-环氧乙烷基甲氧基)-1,3-苯并噻唑 、 N-(2,6-二甲基苯基)-1-哌嗪乙酰胺 以 乙醇 为溶剂， 生成 2-{4-[3-(benzothiazol-6-yloxy)2-hydroxy-propyl]-piperazin-1-yl}-N-(2,6-dimethyl-phenyl)-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：

  6-羟基苯并噻唑 、 环氧氯丙烷 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 生成 6-(2-环氧乙烷基甲氧基)-1,3-苯并噻唑
  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

• Synthesis and adrenergic .BETA.-blocking activity of some propanolamine derivatives.
  作者：HIROYUKI OBASE、HIDEKO TATSUNO、KATSUTOSHI GOTO、KOKI SHIGENOBU、YUTAKA KASUYA、YOSHIYUKI YAMADA、KYOICHI FUJII、SEIICHI YADA

  DOI：10.1248/cpb.26.1443

  日期：——

  Some propanolamine derivatives were synthesized and their β-adrenergic blocking activities were determined. Among the compounds tested, all compounds with benzothiazole nucleus were found to have potent β-adrenergic blocking activity, and those with other nuclei failed to produce substantial β-blocking activity with one exception. Three compounds with benzothiazole nucleus were more potent than sotalol in their β-blocking activity, and the other two were equipotent to sotalol. One with benzotriazole nucleus had about the same β-blocking activity as sotalol.

  合成了一些丙醇胺衍生物，并确定了它们的β-肾上腺素能阻滞活性。在测试的化合物中，所有含有苯并噻唑核的化合物均显示出强的β-肾上腺素能阻滞活性，而其他核的化合物则未能产生实质性的β-阻滞活性，只有一个例外。三种含有苯并噻唑核的化合物在β-阻滞活性方面比索他洛尔更强，其他两种与索他洛尔的效力相当。一个含有苯并三氮杂核的化合物的β-阻滞活性与索他洛尔大致相同。
• 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。
• New antihypertensive agents. II. Studies on new analogs of 4-piperidylbenzimidazolinones.
  作者：HIROYUKI OBASE、NOBUHIRO NAKAMIZO、HARUKI TAKAI、MASAYUKI TERANISHI、KAZUHIRO KUBO、KATSUICHI SHUTO、YUTAKA KASUYA、KOKI SHIGENOBU

  DOI：10.1248/cpb.30.474

  日期：——

  As a part of our search for new antihypertensive agents, several 4-piperidylbenzimidazolinone derivatives (I-III) were synthesized. These compounds showed only moderate antihypertensive activity in three hypertensive rat models.

  为了寻找新的抗高血压药物，我们合成了几种 4-哌啶基苯并咪唑啉酮衍生物（I-III）。这些化合物在三种高血压大鼠模型中仅表现出中等程度的抗高血压活性。
• Heteroaryl alkyl piperazine derivatives as fatty acid oxidation inhibitors
  申请人：——

  公开号：US20040029889A1

  公开（公告）日：2004-02-12

  Novel compounds of the general formula (I): 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 cardiovascular diseases including atrial and ventricular arrhythmias, Prinzmetal's (variant) angina, stable angina, and exercise induced angina, congestive heart disease, and myocardial infarction. 1

  一般式（I）的新化合物及其药物可接受的酸盐，其中这些化合物在治疗中对保护骨骼肌免受创伤引起的损伤或在肌肉或全身疾病（如间歇性跛行）后保护骨骼肌，治疗休克病状，保存用于移植的供体组织和器官，在治疗心血管疾病包括心房和心室心律失常，普林兹梅塔尔（变异）心绞痛，稳定型心绞痛和运动性心绞痛，充血性心力衰竭和心肌梗死方面有用。
• OBASE H.; TATSUNO H.; GOTO K.; SHIGENOBU K.; KASUYA Y.; YAMADA Y.; FUJII +, CHEM. AND PHARM. BULL., 1978, 26, NO 5, 1443-1452
  作者：OBASE H.、 TATSUNO H.、 GOTO K.、 SHIGENOBU K.、 KASUYA Y.、 YAMADA Y.、 FUJII +

  DOI：——

  日期：——