tert-butyl 2-(4-hydroxyphenyl)-[1,1,2,2,-2H4]ethylcarbamate | 884320-51-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: tert-butyl 2-(4-hydroxyphenyl)-[1,1,2,2,-2H4]ethylcarbamate
• 英文别名: tert-butyl N-[1,1,2,2-tetradeuterio-2-(4-hydroxyphenyl)ethyl]carbamate
• CAS: 884320-51-8
• 化学式: C₁₃H₁₉NO₃
• 分子量: 241.267
• InChiKey: ILNOTKMMDBWGOK-LZMSFWOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  58.6
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-(4-hydroxyphenyl)-[1,1,2,2,-2H4]ethylcarbamate 在 4 A molecular sieve 吡啶 、 盐酸 、 氢氧化钾 、 sodium hypochlorite 、 copper diacetate 、 N,N-二异丙基乙胺 、 sodium iodide 作用下， 以 甲醇 、 二氯甲烷 、 乙酸乙酯 为溶剂， 反应 1.0h， 生成 4-[4'-(2-amino[1,1,2,2,-2H4]ethyl)-2'-iodophenoxy]phenol hydrochloride
  参考文献：
  名称：

  Synthesis of [¹²⁵I]‐, [²H]‐, and [³H]‐Labeled 3‐Iodothyronamine (T₁AM)

  摘要：

  3-Iodothyronamine ( T(1)AM) is a novel metabolite of thyroid hormone. In HEK-293 cells expressing an orphan G-protein coupled receptor, the trace amine receptor, T(1)AM, potently increased cAMP accumulation. In mice, T(1)AM rapidly induced hypothermia and bradycardia within minutes of administration. These results suggest the existence of a new signaling pathway, the stimulation of which leads to rapid physiological and behavioral consequences. Isotope-labeled T(1)AM derivatives would be useful to study the biology and pharmacology of T(1)AM. Herein we describe efficient syntheses of [I-125]-, [H-2]-, and [H-3]- T(1)AM.

  DOI：

  10.1080/00397910500466074
• 作为产物：
  描述：

  对羟基苯乙腈 在 咪唑 、 三氯化铝 、 lithium aluminium deuteride 、 氘代甲醇 、 四丁基氟化铵 、 sodium methylate 作用下， 以 四氢呋喃 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.5h， 生成 tert-butyl 2-(4-hydroxyphenyl)-[1,1,2,2,-2H4]ethylcarbamate
  参考文献：
  名称：

  Synthesis of [¹²⁵I]‐, [²H]‐, and [³H]‐Labeled 3‐Iodothyronamine (T₁AM)

  摘要：

  3-Iodothyronamine ( T(1)AM) is a novel metabolite of thyroid hormone. In HEK-293 cells expressing an orphan G-protein coupled receptor, the trace amine receptor, T(1)AM, potently increased cAMP accumulation. In mice, T(1)AM rapidly induced hypothermia and bradycardia within minutes of administration. These results suggest the existence of a new signaling pathway, the stimulation of which leads to rapid physiological and behavioral consequences. Isotope-labeled T(1)AM derivatives would be useful to study the biology and pharmacology of T(1)AM. Herein we describe efficient syntheses of [I-125]-, [H-2]-, and [H-3]- T(1)AM.

  DOI：

  10.1080/00397910500466074

文献信息

• Synthesis of [¹²⁵I]‐, [²H]‐, and [³H]‐Labeled 3‐Iodothyronamine (T₁AM)
  作者：Motonori Miyakawa、Thomas S. Scanlan

  DOI：10.1080/00397910500466074

  日期：2006.3.1

  3-Iodothyronamine ( T(1)AM) is a novel metabolite of thyroid hormone. In HEK-293 cells expressing an orphan G-protein coupled receptor, the trace amine receptor, T(1)AM, potently increased cAMP accumulation. In mice, T(1)AM rapidly induced hypothermia and bradycardia within minutes of administration. These results suggest the existence of a new signaling pathway, the stimulation of which leads to rapid physiological and behavioral consequences. Isotope-labeled T(1)AM derivatives would be useful to study the biology and pharmacology of T(1)AM. Herein we describe efficient syntheses of [I-125]-, [H-2]-, and [H-3]- T(1)AM.