5-guanidinoindan hydrochloride | 877928-93-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 5-guanidinoindan hydrochloride
• 英文别名: 2-(2,3-dihydro-1H-inden-5-yl)guanidine;hydrochloride
• CAS: 877928-93-3
• 化学式: C₁₀H₁₃N₃*ClH
• 分子量: 211.694
• InChiKey: XEMQDUBFSYXBPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  64.4
• 氢给体数：
  3
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  5-guanidinoindan hydrochloride 在 硫酸 、 sodium methylate 作用下， 以 甲醇 为溶剂， 生成 2-(2,3-dihydro-1H-inden-5-ylamino)-4-methoxy-5-prop-2-enyl-1H-pyrimidin-6-one
  参考文献：
  名称：

  Novel non-nucleobase inhibitors of Staphylococcus aureus DNA polymerase IIIC

  摘要：

  The preparation and biological evaluation of 5-substituted-6-hydroxy-2-(anilino)pyrimidinones as a new class of DNA polymerase IIIC inhibitors, required for the replication of chromosomal DNA in Gram-positive bacteria, are described. These new dGTP competitive inhibitors displayed good levels of in vitro inhibition and antibacterial activity against Staphylococcus aureus. A new class of dATP competitive inhibitors, 6-substituted-2-amino-5-alkyl-pyrimidin-4-ones, whose antibacterial activity was unaffected by serum, were identified. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.11.009
• 作为产物：
  描述：

  5-[2,3-di(tert-butoxycarbonyl)guanidino]indan 在 三氟乙酸 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 27.0h， 以96%的产率得到5-guanidinoindan hydrochloride
  参考文献：
  名称：

  Guanidine and 2-Aminoimidazoline Aromatic Derivatives as α₂-Adrenoceptor Antagonists. 2. Exploring Alkyl Linkers for New Antidepressants

  摘要：

  The preparation of a number of (bis)ouanidine and (bis)2-aminoimidazoline derivatives as potential alpha(2)-adrenoceptor antagonists for the treatment of depression is presented. Human brain tissue was used to measure their affinity toward the alpha(2)-adrenoceptors in vitro. Compounds 6b, 8b, 9b, 10b, 15b, 17b, 18b, 20b, and 21b displayed a good affinity (pK(i) > 7) and were evaluated in in vitro functional [(35)S]GTP gamma S binding assays in human prefrontal cortex to determine their agonistic or antagonistic activity. Among these compounds, 17b and 20b showed the expected behavior for an antagonist and were subject to in vivo microdialysis experiments in rats. Significantly, these experiments confirmed the antagonistic properties of 17b and 20b, and therefore both compounds can be considered as potential antidepressants.

  DOI：

  10.1021/jm800026x