[(R)-2-(4-{3-[4-(5-Cyclopentylmethyl-[1,2,4]oxadiazol-3-yl)-3-fluoro-phenoxy]-propyl}-[1,4]diazepan-1-yl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester | 360553-99-7

• 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: [(R)-2-(4-{3-[4-(5-Cyclopentylmethyl-[1,2,4]oxadiazol-3-yl)-3-fluoro-phenoxy]-propyl}-[1,4]diazepan-1-yl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester
• 英文别名: tert-butyl N-[(2R)-1-[4-[3-[4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy]propyl]-1,4-diazepan-1-yl]-1-oxopropan-2-yl]carbamate
• CAS: 360553-99-7
• 化学式: C₃₀H₄₄FN₅O₅
• 分子量: 573.708
• InChiKey: WYSAVGQICQHRGS-OAQYLSRUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  41
• 可旋转键数：
  12
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [(R)-2-(4-{3-[4-(5-Cyclopentylmethyl-[1,2,4]oxadiazol-3-yl)-3-fluoro-phenoxy]-propyl}-[1,4]diazepan-1-yl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester 在 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 4'-cyano-N-{(1R)-2-[4-(3-{4-[5-(cyclopentylmethyl)-1,2,4-oxadiazol-3-yl]-3-fluorophenoxy}propyl)-1,4-diazepan-1-yl]-1-methyl-2-oxoethyl}benzamide
  参考文献：
  名称：

  Structure–activity relationships of non-imidazole H3 receptor ligands. Part 3: 5-Substituted 3-phenyl-1,2,4-oxadiazoles as potent antagonists

  摘要：

  Further SAR studies on novel histamine H-3 receptor antagonists are presented. Compound 14bb is a potent antagonist of both the rat cortical and human clone receptors, and is demonstrated to act functionally as an antagonist in an in vivo mouse dipsogenia model. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.038
• 作为产物：
  描述：

  4-(3-chloropropoxy)-2-fluorobenzonitrile 在 4-二甲氨基吡啶 、 盐酸羟胺 、 potassium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 三乙胺 、 N,N-二异丙基乙胺 、 三氟乙酸 、 potassium iodide 作用下， 以 乙醇 、 二氯甲烷 、 丙酮 、 甲苯 、 丁酮 为溶剂， 生成 [(R)-2-(4-{3-[4-(5-Cyclopentylmethyl-[1,2,4]oxadiazol-3-yl)-3-fluoro-phenoxy]-propyl}-[1,4]diazepan-1-yl)-1-methyl-2-oxo-ethyl]-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Structure–activity relationships of non-imidazole H3 receptor ligands. Part 3: 5-Substituted 3-phenyl-1,2,4-oxadiazoles as potent antagonists

  摘要：

  Further SAR studies on novel histamine H-3 receptor antagonists are presented. Compound 14bb is a potent antagonist of both the rat cortical and human clone receptors, and is demonstrated to act functionally as an antagonist in an in vivo mouse dipsogenia model. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.038

文献信息

• Structure–activity relationships of non-imidazole H3 receptor ligands. Part 3: 5-Substituted 3-phenyl-1,2,4-oxadiazoles as potent antagonists
  作者：Gregory A. Gfesser、Henry Zhang、Jurgen Dinges、Gerard B. Fox、Jia Bao Pan、Timothy A. Esbenshade、Betty B. Yao、David Witte、Thomas R. Miller、Chae-Hee Kang、Kathy M. Krueger、Youssef L. Bennani、Arthur A. Hancock、Ramin Faghih

  DOI：10.1016/j.bmcl.2003.11.038

  日期：2004.2

  Further SAR studies on novel histamine H-3 receptor antagonists are presented. Compound 14bb is a potent antagonist of both the rat cortical and human clone receptors, and is demonstrated to act functionally as an antagonist in an in vivo mouse dipsogenia model. (C) 2003 Elsevier Ltd. All rights reserved.