tert-butyl (benzo[d][1,3]dioxol-5-ylmethyl)(3-((3-chloro-1,2,4-thiadiazol-5-yl)(2-(methylamino)-2-oxoethyl)amino)propyl)carbamate | 1346695-81-5

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: tert-butyl (benzo[d][1,3]dioxol-5-ylmethyl)(3-((3-chloro-1,2,4-thiadiazol-5-yl)(2-(methylamino)-2-oxoethyl)amino)propyl)carbamate
• CAS: 1346695-81-5
• 化学式: C₂₁H₂₈ClN₅O₅S
• 分子量: 498.003
• InChiKey: DZJLXNWEDSTFJU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  106.12
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  tert-butyl (benzo[d][1,3]dioxol-5-ylmethyl)(3-((3-chloro-1,2,4-thiadiazol-5-yl)(2-(methylamino)-2-oxoethyl)amino)propyl)carbamate 在 盐酸 作用下， 以 乙醇 、 二甲基亚砜 为溶剂， 反应 7.0h， 生成 2-[{3-[(Benzo[1,3]dioxol-5-ylmethyl)-amino]-propyl}-(3-imidazol-1-yl-[1,2,4]thiadiazol-5-yl)-amino]-N-methyl-acetamide
  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 、 二氯甲烷 为溶剂， 反应 15.0h， 生成 tert-butyl (benzo[d][1,3]dioxol-5-ylmethyl)(3-((3-chloro-1,2,4-thiadiazol-5-yl)(2-(methylamino)-2-oxoethyl)amino)propyl)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