2-chloro-4-(N-piperidinyl)-6-(2-aminoindanyl)-1,3,5-triazine | 247587-14-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-chloro-4-(N-piperidinyl)-6-(2-aminoindanyl)-1,3,5-triazine
• 英文别名: 4-chloro-N-(2,3-dihydro-1H-inden-2-yl)-6-piperidin-1-yl-1,3,5-triazin-2-amine
• CAS: 247587-14-0
• 化学式: C₁₇H₂₀ClN₅
• 分子量: 329.832
• InChiKey: UCQNAMPFTOHODQ-UHFFFAOYSA-N

物化性质

• 沸点：
  541.3±60.0 °C(Predicted)
• 密度：
  1.333±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  23
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  53.9
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-chloro-4-(N-piperidinyl)-6-(2-aminoindanyl)-1,3,5-triazine 在 盐酸 作用下， 以 四氢呋喃 为溶剂， 以27%的产率得到4-(Indan-2-ylamino)-6-piperidin-1-yl-[1,3,5]triazin-2-ol
  参考文献：
  名称：

  Novel Inhibitors of Erm Methyltransferases from NMR and Parallel Synthesis

  摘要：

  The Erm family of methyltransferases confers resistance to the macrolide-lincosamide-streptogramin type B (MLS) antibiotics through the methylation of 23S ribosomal RNA. Upon the methylation of RNA, the MLS antibiotics lose their ability to bind to the ribosome and exhibit their antibiotic activity. Using an NMR-based screen, we identified a series of triazine-containing compounds that bind weakly to ErmAM. These initial lead compounds were optimized by the parallel synthesis of a large number of analogues, resulting in compounds which inhibit the Erm-mediated methylation of rRNA in the low micromolar range. NMR and X-ray structures of enzyme/inhibitor complexes reveal that the inhibitors bind to the S-adenosylmethionine binding site on the Erm protein. These compounds represent novel methyltransferase inhibitors that serve as new leads for the reversal of Erm-mediated MLS antibiotic resistance.

  DOI：

  10.1021/jm990293a
• 作为产物：
  描述：

  2,4-dichloro-6-piperidin-1-yl-[1,3,5]triazine 、 2-氨基茚 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 2-chloro-4-(N-piperidinyl)-6-(2-aminoindanyl)-1,3,5-triazine
  参考文献：
  名称：

  Triazine and pyrimidine based ROCK inhibitors with efficacy in spontaneous hypertensive rat model

  摘要：

  The pro. le of a series of triazine and pyrimidine based ROCK inhibitors is described. An initial binding mode was established based on a homology model and the proposed interactions are consistent with the observed SAR. Compounds from the series are potent in a cell migration assay and possess a favorable kinase selectivity. In vivo activity was demonstrated for compound 1A in a spontaneous hypertensive rat model. (C) 2009 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2009.09.046