tert-butyl 2-[3-iodo-4-(4'-methoxymethoxyphenoxy)phenyl]-[1,1,2,2,-2H4]ethylcarbamate | 884320-53-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: tert-butyl 2-[3-iodo-4-(4'-methoxymethoxyphenoxy)phenyl]-[1,1,2,2,-2H4]ethylcarbamate
• 英文别名: tert-butyl N-[1,1,2,2-tetradeuterio-2-[3-iodo-4-[4-(methoxymethoxy)phenoxy]phenyl]ethyl]carbamate
• CAS: 884320-53-0
• 化学式: C₂₁H₂₆INO₅
• 分子量: 503.314
• InChiKey: SBTLUCWQPWNSSN-AREBVXNXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  28
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  66
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  tert-butyl 2-[3-iodo-4-(4'-methoxymethoxyphenoxy)phenyl]-[1,1,2,2,-2H4]ethylcarbamate 在 盐酸 作用下， 以 乙酸乙酯 为溶剂， 以94%的产率得到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：

  1-溴-4-(甲氧基甲氧基)苯 在 4 A molecular sieve 吡啶 、 正丁基锂 、 copper diacetate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 tert-butyl 2-[3-iodo-4-(4'-methoxymethoxyphenoxy)phenyl]-[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