3-[4-[2-(Dimethylamino)ethyl]phenoxy-2,6-D2]-N,N-dimethyl-1-propanamine | 325151-65-3

• 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: 3-[4-[2-(Dimethylamino)ethyl]phenoxy-2,6-D2]-N,N-dimethyl-1-propanamine
• 英文别名: 3-[4-[2-(dimethylamino)ethyl]phenoxy]-N,N-dimethylpropan-1-amine
• CAS: 325151-65-3
• 化学式: C₁₅H₂₆N₂O
• 分子量: 250.384
• InChiKey: DXZMBOOTLSIFGN-UHFFFAOYSA-N

物化性质

• 沸点：
  344.1±32.0 °C(Predicted)
• 密度：
  0.963±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  15.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  三氟乙酸 、 3-[4-[2-(Dimethylamino)ethyl]phenoxy-2,6-D2]-N,N-dimethyl-1-propanamine 、 碘甲烷 以 甲醇 为溶剂， 反应 2.0h， 以97%的产率得到
  参考文献：
  名称：

  Turbotoxins A and B, Novel Diiodotyramine Derivatives from the Japanese Gastropod Turbo marmorata

  摘要：

  Bioassay-guided separation of the aqueous ethanol extract of the viscera of the Japanese gastropod Turbo marmorata resulted in the isolation of two toxins, turbotoxins A and B. Their structures were determined by spectral analysis and confirmed by organic synthesis to be diiodotyramine derivatives. Turbotoxins A and B exhibited acute toxicity against ddY mice, with LD99 values of 1.0 and 4.0 mg/kg, respectively. The structure-toxicity relationships of turbotoxins were examined, and it was proved that the iodine atoms and trimethyl ammonium groups are important for its acute toxicity. Turbotoxin A inhibits acetylcholinesterase with an IC50 of 28 muM. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00759-6
• 作为产物：
  描述：

  大麦芽碱 、 N,N-二甲氨基氯丙烷盐酸盐 在 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 以75%的产率得到3-[4-[2-(Dimethylamino)ethyl]phenoxy-2,6-D2]-N,N-dimethyl-1-propanamine
  参考文献：
  名称：

  Turbotoxins A and B, Novel Diiodotyramine Derivatives from the Japanese Gastropod Turbo marmorata

  摘要：

  Bioassay-guided separation of the aqueous ethanol extract of the viscera of the Japanese gastropod Turbo marmorata resulted in the isolation of two toxins, turbotoxins A and B. Their structures were determined by spectral analysis and confirmed by organic synthesis to be diiodotyramine derivatives. Turbotoxins A and B exhibited acute toxicity against ddY mice, with LD99 values of 1.0 and 4.0 mg/kg, respectively. The structure-toxicity relationships of turbotoxins were examined, and it was proved that the iodine atoms and trimethyl ammonium groups are important for its acute toxicity. Turbotoxin A inhibits acetylcholinesterase with an IC50 of 28 muM. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4020(00)00759-6

文献信息

• Aplysamine-1 and related analogs as histamine H3 receptor antagonists
  作者：Devin M. Swanson、Sandy J. Wilson、Jamin D. Boggs、Wei Xiao、Richard Apodaca、Ann J. Barbier、Timothy W. Lovenberg、Nicholas I. Carruthers

  DOI：10.1016/j.bmcl.2005.11.003

  日期：2006.2

  Aplysamine-1 (1), a marine natural product, was synthesized and screened for in vitro activity at the human and rat histamine H-3 receptors. Aplysamine-1 (1) was found to possess a high binding affinity for the human H3 receptor (K-i = 30 +/- 4nM). Synthetic analogs of 1, including des-bromoaplysamine-1 (10) and dimethyl-2-[4-(3-piperidin-1-yl-propoxy)-phenyl]-ethyl}-amine (13), were potent H-3 antagonists. (c) 2005 Elsevier Ltd. All rights reserved.
• Turbotoxins A and B, Novel Diiodotyramine Derivatives from the Japanese Gastropod Turbo marmorata
  作者：Hideo Kigoshi、Kengo Kanematsu、Kyoko Yokota、Daisuke Uemura

  DOI：10.1016/s0040-4020(00)00759-6

  日期：2000.11

  Bioassay-guided separation of the aqueous ethanol extract of the viscera of the Japanese gastropod Turbo marmorata resulted in the isolation of two toxins, turbotoxins A and B. Their structures were determined by spectral analysis and confirmed by organic synthesis to be diiodotyramine derivatives. Turbotoxins A and B exhibited acute toxicity against ddY mice, with LD99 values of 1.0 and 4.0 mg/kg, respectively. The structure-toxicity relationships of turbotoxins were examined, and it was proved that the iodine atoms and trimethyl ammonium groups are important for its acute toxicity. Turbotoxin A inhibits acetylcholinesterase with an IC50 of 28 muM. (C) 2000 Elsevier Science Ltd. All rights reserved.