(R)-1-(1-hydroxypropan-2-yl)piperidin-4-one | 945409-09-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: (R)-1-(1-hydroxypropan-2-yl)piperidin-4-one
• 英文别名: 1-[(2R)-1-hydroxypropan-2-yl]piperidin-4-one
• CAS: 945409-09-6
• 化学式: C₈H₁₅NO₂
• 分子量: 157.213
• InChiKey: ZDSPIKGNUFEXEZ-SSDOTTSWSA-N

物化性质

• 沸点：
  292.6±20.0 °C(Predicted)
• 密度：
  1.094±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.5
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  40.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-氯-5,6-二氢-11H-苯并[5,6]环庚烷并[1,2-b]吡啶-11-酮 、 (R)-1-(1-hydroxypropan-2-yl)piperidin-4-one 在 四氯化钛 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以52.5%的产率得到(R)-8-chloro-11-1-((1-hydroxypropan-2-yl)piperidin-4-ylidene)-6,11-dihydro-5H-benzo[5,6]cyclohepta[1,2b]pyridine
  参考文献：
  名称：

  Synthesis and antihistamine evaluations of novel loratadine analogues

  摘要：

  A series of loratadine analogues containing hydroxyl group and chiral center were synthesized. The effect of the synthesized compounds on the histamine-induced contractions of guinea-pig ileum muscles was studied. In addition, the in vivo asthma-relieving effect of the analogues in the histamine induced asthmatic reaction in guinea-pigs was determined. Most of the compounds exhibited definite H-1 antihistamine activity. The S-enantiomers, compounds 2, 4 and 8, are more potent than the R-enantiomers, compounds 1, 3 and 7. Compound 6 was the most active one among the eight synthesized compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.012
• 作为产物：
  描述：

  (R)-dimethyl 3,3'-(1-hydroxypropan-2-ylazanediyl)dipropanoate 在 盐酸 、 水 、 sodium methylate 作用下， 以 甲醇 、 水 、 甲苯 为溶剂， 反应 9.0h， 生成 (R)-1-(1-hydroxypropan-2-yl)piperidin-4-one
  参考文献：
  名称：

  Synthesis and antihistamine evaluations of novel loratadine analogues

  摘要：

  A series of loratadine analogues containing hydroxyl group and chiral center were synthesized. The effect of the synthesized compounds on the histamine-induced contractions of guinea-pig ileum muscles was studied. In addition, the in vivo asthma-relieving effect of the analogues in the histamine induced asthmatic reaction in guinea-pigs was determined. Most of the compounds exhibited definite H-1 antihistamine activity. The S-enantiomers, compounds 2, 4 and 8, are more potent than the R-enantiomers, compounds 1, 3 and 7. Compound 6 was the most active one among the eight synthesized compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.06.012

文献信息

• Synthesis and antihistamine evaluations of novel loratadine analogues
  作者：Yue Wang、Juan Wang、Yan Lin、Li-Feng Si-Ma、Dong-hua Wang、Li-Gong Chen、Deng-Ke Liu

  DOI：10.1016/j.bmcl.2011.06.012

  日期：2011.8

  A series of loratadine analogues containing hydroxyl group and chiral center were synthesized. The effect of the synthesized compounds on the histamine-induced contractions of guinea-pig ileum muscles was studied. In addition, the in vivo asthma-relieving effect of the analogues in the histamine induced asthmatic reaction in guinea-pigs was determined. Most of the compounds exhibited definite H-1 antihistamine activity. The S-enantiomers, compounds 2, 4 and 8, are more potent than the R-enantiomers, compounds 1, 3 and 7. Compound 6 was the most active one among the eight synthesized compounds. (C) 2011 Elsevier Ltd. All rights reserved.