4-morpholin-4-yl-butyric acid 7-(1,2-dimethyl-heptyl)-4,4-dimethyl-1,4-dihydro-2H-thieno[2,3-c]chromen-9-yl ester

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 4-morpholin-4-yl-butyric acid 7-(1,2-dimethyl-heptyl)-4,4-dimethyl-1,4-dihydro-2H-thieno[2,3-c]chromen-9-yl ester
• 英文别名: [4,4-Dimethyl-7-(3-methyloctan-2-yl)-1,2-dihydrothieno[2,3-c]chromen-9-yl] 4-morpholin-4-ylbutanoate
• 化学式: C₃₀H₄₅NO₄S
• 分子量: 515.758
• InChiKey: CBNGIDPDOUWHDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  36
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  73.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  7-(1,2-dimethyl-heptyl)-4,4-dimethyl-1,4-dihydro-2H-thieno[2,3-c]chromen-9-ol 、 4-(4-吗啉基)丁酸盐酸盐 在 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 生成 4-morpholin-4-yl-butyric acid 7-(1,2-dimethyl-heptyl)-4,4-dimethyl-1,4-dihydro-2H-thieno[2,3-c]chromen-9-yl ester
  参考文献：
  名称：

  Drugs derived from cannabinoids. 3. Sulfur analogs, thiopyranobenzopyrans and thienobenzopyrans

  摘要：

  Sulfur analogs of cannabinoids corresponding to DMHP (1) were prepared utilizing the Pechmann condensation between the appropriate keto ester and (5-(1,2-dimethylheptyl)resorcinol, followed by Grignard reaction. Compounds of various structural types (2-6), which had different ring size and position of the sulfur atom substituted in the alicyclic ring, were found to be active CNS agents in pharmacological tests in mice, rats, and dogs. They showed profiles qualitatively similar to those of the nitrogen and carbocyclic analogs. Basic esters of the most interesting parent phenols 2 and 4 were also prepared and tested.

  DOI：

  10.1021/jm00226a022

文献信息

• US3972880A
  申请人：——

  公开号：US3972880A

  公开（公告）日：1976-08-03
• Drugs derived from cannabinoids. 3. Sulfur analogs, thiopyranobenzopyrans and thienobenzopyrans
  作者：Raj K. Razdan、B. Zitko Terris、G. R. Handrick、Haldean C. Dalzell、H. G. Pars、J. F. Howes、Nicholas P. Plotnikoff、Patrick W. Dodge、Anthony T. Dren

  DOI：10.1021/jm00226a022

  日期：1976.4

  Sulfur analogs of cannabinoids corresponding to DMHP (1) were prepared utilizing the Pechmann condensation between the appropriate keto ester and (5-(1,2-dimethylheptyl)resorcinol, followed by Grignard reaction. Compounds of various structural types (2-6), which had different ring size and position of the sulfur atom substituted in the alicyclic ring, were found to be active CNS agents in pharmacological tests in mice, rats, and dogs. They showed profiles qualitatively similar to those of the nitrogen and carbocyclic analogs. Basic esters of the most interesting parent phenols 2 and 4 were also prepared and tested.