4-(氨基甲基)-2-噻吩胺 | 197893-34-8

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: 4-(氨基甲基)-2-噻吩胺
• 中文别名: 3-噻吩甲胺,5-氨基-(9CI)
• 英文名称: 2-amino-4-(aminomethyl)thiophene
• 英文别名: 5-Amino-3-thiophenemethanamine；4-(aminomethyl)thiophen-2-amine
• CAS: 197893-34-8
• 化学式: C₅H₈N₂S
• 分子量: 128.198
• InChiKey: VZRXELXPDPORJO-UHFFFAOYSA-N

物化性质

• 沸点：
  283.6±25.0 °C(Predicted)
• 密度：
  1.267±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  8
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  80.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Boc-D-Ala(dicHex)-Pro-OH 、 4-(氨基甲基)-2-噻吩胺 在 1-羟基苯并三唑 、 1-(3-二甲基氨基丙基)-3-乙基碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 various solvent(s) 为溶剂， 反应 5.0h， 生成 ((R)-1-{(S)-2-[(5-Amino-thiophen-3-ylmethyl)-carbamoyl]-pyrrolidine-1-carbonyl}-2,2-dicyclohexyl-ethyl)-carbamic acid tert-butyl ester
  参考文献：
  名称：

  Discovery of a Novel, Selective, and Orally Bioavailable Class of Thrombin Inhibitors Incorporating Aminopyridyl Moieties at the P1 Position

  摘要：

  A novel class of thrombin inhibitors incorporating aminopyridyl moieties at the P1 position has been discovered. Four of these thrombin inhibitors (13b,c,e and 14d) showed nanomolar potency (K-i 0.8-12 nM), 300-1500-fold selectivity for thrombin compared with trypsin, and good oral bioavailability (F = 40-76%) in rats or dogs. The neutral Fl was expected to increase metabolic stability and oral absorption. Identification of this novel aminopyridyl group at Fl was a key step in our search for a clinical candidate.

  DOI：

  10.1021/jm970493r
• 作为产物：
  描述：

  2-硝基噻吩-4-腈 在 palladium on activated charcoal 盐酸 、 硼烷 、 氢气 作用下， 以 乙醇 、 溶剂黄146 为溶剂， 25.0 ℃ 、413.69 kPa 条件下， 反应 28.0h， 生成 4-(氨基甲基)-2-噻吩胺
  参考文献：
  名称：

  Discovery of a Novel, Selective, and Orally Bioavailable Class of Thrombin Inhibitors Incorporating Aminopyridyl Moieties at the P1 Position

  摘要：

  A novel class of thrombin inhibitors incorporating aminopyridyl moieties at the P1 position has been discovered. Four of these thrombin inhibitors (13b,c,e and 14d) showed nanomolar potency (K-i 0.8-12 nM), 300-1500-fold selectivity for thrombin compared with trypsin, and good oral bioavailability (F = 40-76%) in rats or dogs. The neutral Fl was expected to increase metabolic stability and oral absorption. Identification of this novel aminopyridyl group at Fl was a key step in our search for a clinical candidate.

  DOI：

  10.1021/jm970493r