benzo[1,3]dioxol-5-ylmethyl-{3-[(thiazol-2-ylmethyl)-amino]-propyl}-carbamic acid tert-butyl ester | 888313-97-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: benzo[1,3]dioxol-5-ylmethyl-{3-[(thiazol-2-ylmethyl)-amino]-propyl}-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-(1,3-benzodioxol-5-ylmethyl)-N-[3-(1,3-thiazol-2-ylmethylamino)propyl]carbamate
• CAS: 888313-97-1
• 化学式: C₂₀H₂₇N₃O₄S
• 分子量: 405.518
• InChiKey: YTYSTCZBHFPDIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  101
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  benzo[1,3]dioxol-5-ylmethyl-{3-[(thiazol-2-ylmethyl)-amino]-propyl}-carbamic acid tert-butyl ester 在 三乙胺 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 6.0h， 生成 tert-butyl (3-((3-(1H-imidazol-1-yl)-1,2,4-thiadiazol-5-yl)(thiazol-2-ylmethyl)amino)propyl)(benzo[d][1,3]dioxol-5-ylmethyl)carbamate
  参考文献：
  名称：

  Identification and SAR of selective inducible nitric oxide synthase (iNOS) dimerization inhibitors

  摘要：

  We have identified and synthesized a series of imidazole containing dimerization inhibitors of inducible nitric oxide synthase (iNOS). The necessity of key imidazole and piperonyl functionality was demonstrated and SAR studies led to the identification of compound 35, which showed a dose dependant inhibition in multiple pain models, including tactile allodynia induced by spinal nerve ligation (Chung model). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.112
• 作为产物：
  描述：

  benzo[1,3]dioxol-5-ylmethyl-(3-bromo-propyl)-amine 在 三乙胺 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 15.0h， 生成 benzo[1,3]dioxol-5-ylmethyl-{3-[(thiazol-2-ylmethyl)-amino]-propyl}-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Identification and SAR of selective inducible nitric oxide synthase (iNOS) dimerization inhibitors

  摘要：

  We have identified and synthesized a series of imidazole containing dimerization inhibitors of inducible nitric oxide synthase (iNOS). The necessity of key imidazole and piperonyl functionality was demonstrated and SAR studies led to the identification of compound 35, which showed a dose dependant inhibition in multiple pain models, including tactile allodynia induced by spinal nerve ligation (Chung model). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.08.112

文献信息

• NOVEL METHOD OF PREPARATION OF 5-CHLORO-3-IMIDAZOL-1-YL-[1,2,4]THIADIAZOLE AND (3-IMIDAZOL-1-YL-[1,2,4]THIADIAZOL-5YL)-DIALKYL-AMINES
  申请人：Herbert R. Mark

  公开号：US20070123572A1

  公开（公告）日：2007-05-31

  The present invention discloses a novel method for preparing 3-imidazol-1-yl-[1,2,4]thiadiazole derivatives, particularly to a method of preparing 5-halo-3-imidazol-1-yl-[1,2,4]thiadiazole, more particularly (3 -imidazol-1-yl-[1,2,4]thiadiazol-5-yl)-dialkyl-amines, that afford a high yield of pure product.

  本发明公开了一种制备3-咪唑-1-基-[1,2,4]噻二唑衍生物的新方法，特别是一种制备5-卤代-3-咪唑-1-基-[1,2,4]噻二唑的方法，更具体地说是（3-咪唑-1-基-[1,2,4]噻唑-5-基）-二烷基胺的制备方法，该方法提供了高产率的纯产品。