2-(噻吩-2-基亚甲基氨基)乙醇 | 73927-54-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 中文名称: 2-(噻吩-2-基亚甲基氨基)乙醇
• 英文名称: N-(thienylmethylidene)-2-hydroxy-1-aminoethane
• 英文别名: N-Thenylidene-2-aminoethanol；2-(thiophen-2-ylmethylideneamino)ethanol
• CAS: 73927-54-5
• 化学式: C₇H₉NOS
• 分子量: 155.221
• InChiKey: AOGCQBKKYRCRQY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  60.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-(噻吩-2-基亚甲基氨基)乙醇 在 sodium tetrahydroborate 作用下， 生成 2-[(噻吩-2-甲基)-氨基]-乙醇
  参考文献：
  名称：

  Synthesis and Antibacterial Activity of Aromatic and Heteroaromatic Amino Alcohols

  摘要：

  Two series of aromatic and heteroaromatic amino alcohols were synthesized from alcohols and aldehydes and evaluated for their antibacterial activities. All the octylated compounds displayed a better activity against the four bacteria tested when evaluated by the agar diffusion method and were selected for the evaluation of minimal inhibitory concentration. The best results were obtained for p‐octyloxybenzyl derivatives against Staphylococcus epidermidis (minimal inhibitory concentrations = 32 μm).

  DOI：

  10.1111/j.1747-0285.2011.01231.x
• 作为产物：
  描述：

  2-噻吩甲醛 、 C.I.酸性橙108 以 二氯甲烷 为溶剂， 反应 0.5h， 生成 2-(噻吩-2-基亚甲基氨基)乙醇
  参考文献：
  名称：

  An Efficient Microwave Method for the Synthesis of Imines

  摘要：

  通过使用微波辐照和少量分子筛，可以简单、高效、干净地生成大量芳基和杂环手性和非手性亚胺。反应迅速，几分钟内即可完成，而且可以定量，大大减少了化合物分离和纯化所需的时间和溶剂用量。

  DOI：

  10.1071/ch14659

文献信息

• Hit-to-Lead Studies for the Antimalarial Tetrahydroisoquinolone Carboxanilides
  作者：David M. Floyd、Philip Stein、Zheng Wang、Jian Liu、Steve Castro、Julie A. Clark、Michele Connelly、Fangyi Zhu、Gloria Holbrook、Amy Matheny、Martina S. Sigal、Jaeki Min、Rajkumar Dhinakaran、Senthil Krishnan、Sridevi Bashyum、Spencer Knapp、R. Kiplin Guy

  DOI：10.1021/acs.jmedchem.6b00752

  日期：2016.9.8

  Phenotypic whole-cell screening in erythrocytic cocultures of Plasmodium falciparum identified a series of dihydroisoquinolones that possessed potent antimalarial activity against multiple resistant strains of P. falciparum in vitro and show no cytotoxicity to mammalian cells. Systematic structure activity studies revealed relationships between potency and modifications at N-2, C-3, and C-4. Careful structure property relationship studies, coupled with studies of metabolism, addressed the poor aqueous solubility and metabolic vulnerability, as well as potential toxicological effects, inherent in the more potent primary screening hits such as 10b. Analogues 13h and 13i, with structural modifications at each site, were shown to possess excellent antimalarial activity in vivo. The (+)-(35,4S) enantiomer of 13i and similar analogues were identified as the more potent. On the basis of these studies, we have selected (+)-13i for further study as a preclinical candidate.
• Kriza, Angela; Spinub, Cezar; Pop, Veronica, Journal of the Indian Chemical Society, 2003, vol. 80, # 8, p. 780 - 782
  作者：Kriza, Angela、Spinub, Cezar、Pop, Veronica、Kriza, Angela F.

  DOI：——

  日期：——