1,N⁴,N⁴-triethyl-butanediyldiamine | 853178-23-1

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1,N⁴,N⁴-triethyl-butanediyldiamine
• 英文别名: 1,N⁴,N⁴-Triaethyl-butandiyldiamin；1-N,1-N-diethylhexane-1,4-diamine
• CAS: 853178-23-1
• 化学式: C₁₀H₂₄N₂
• 分子量: 172.314
• InChiKey: XWINJEXZNYJJKU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  12
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  9-氯吖啶 、 1,N⁴,N⁴-triethyl-butanediyldiamine 在 TEA 、 苯酚 作用下， 生成 N⁴-acridin-9-yl-N¹,N¹-diethylhexane-1,4-diamine
  参考文献：
  名称：

  N-Acridin-9-yl-butane-1,4-diamine derivatives: high-affinity ligands of the α2δ subunit of voltage gated calcium channels

  摘要：

  A series of N-acridin-9-yl-butane-1,4-diamines were found to be high-affinity ligands of the alpha(2)deltasubunit of voltage gated calcium channels. The SAR studies of butane-1,4-diamine side chain resulted in the identification of compound 10 (IC50=9 nM), which is more potent than gabapentin (IC50=27 nM). Partial saturation of the acridine ring was also pursued and provided a compound with higher binding affinity than 1. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.087
• 作为产物：
  描述：

  tert-butyl [4-(diethylamino)-1-ethylbutyl]carbamate 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 生成 1,N⁴,N⁴-triethyl-butanediyldiamine
  参考文献：
  名称：

  N-Acridin-9-yl-butane-1,4-diamine derivatives: high-affinity ligands of the α2δ subunit of voltage gated calcium channels

  摘要：

  A series of N-acridin-9-yl-butane-1,4-diamines were found to be high-affinity ligands of the alpha(2)deltasubunit of voltage gated calcium channels. The SAR studies of butane-1,4-diamine side chain resulted in the identification of compound 10 (IC50=9 nM), which is more potent than gabapentin (IC50=27 nM). Partial saturation of the acridine ring was also pursued and provided a compound with higher binding affinity than 1. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.01.087

文献信息

• Breslow et al., Journal of the American Chemical Society, 1944, vol. 66, p. 1923
  作者：Breslow et al.

  DOI：——

  日期：——
• N-Acridin-9-yl-butane-1,4-diamine derivatives: high-affinity ligands of the α2δ subunit of voltage gated calcium channels
  作者：Jongwon Lim、Nicholas Stock、Richard Pracitto、Julia K Boueres、Benito Munoz、Ashok Chaudhary、Angelina M Santini、Karia Orr、Hervé Schaffhauser、Robert E Bezverkov、Jayashree Aiyar、Shankar Venkatraman

  DOI：10.1016/j.bmcl.2004.01.087

  日期：2004.4

  A series of N-acridin-9-yl-butane-1,4-diamines were found to be high-affinity ligands of the alpha(2)deltasubunit of voltage gated calcium channels. The SAR studies of butane-1,4-diamine side chain resulted in the identification of compound 10 (IC50=9 nM), which is more potent than gabapentin (IC50=27 nM). Partial saturation of the acridine ring was also pursued and provided a compound with higher binding affinity than 1. (C) 2004 Elsevier Ltd. All rights reserved.