5-[(3-Methylpiperidin-1-yl)methyl]-4,5-dihydro-1,3-oxazol-2-amine | 135063-29-5

• 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: 5-[(3-Methylpiperidin-1-yl)methyl]-4,5-dihydro-1,3-oxazol-2-amine
• CAS: 135063-29-5
• 化学式: C₁₀H₁₉N₃O
• 分子量: 197.28
• InChiKey: AMBJEUQLWPGNKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  50.8
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-甲基哌啶 在 sodium hydroxide 作用下， 以 乙醇 为溶剂， 反应 33.0h， 生成 5-[(3-Methylpiperidin-1-yl)methyl]-4,5-dihydro-1,3-oxazol-2-amine
  参考文献：
  名称：

  Synthesis and pharmacological evaluation of 5-dialkylaminomethyl-2-amino-2-oxazolines as H1-antagonists

  摘要：

  摘要：从相应的二烷基胺中，通过两步合成了新的5-二烷基氨甲基-2-氨基-2-噁唑啉。它们在体外被评估为H1-拮抗剂。化合物1c、1d和1j显著拮抗了组织胺诱导的豚鼠气管收缩，使组织胺的浓度-反应曲线向右移。化合物1f，5-[(4-苄基-1-哌啶基)甲基]-2-氨基-2-噁唑啉，导致乙酰胆碱Emax（对乙酰胆碱10^-3 M的最大反应）增加，并使浓度-反应曲线向左移。该化合物对组织胺诱导的收缩无影响，排除了非选择性增强收缩机制的可能性。初步的结构活性结果部分基于理化结果报告。

  DOI：

  10.1211/0022357011776315

文献信息

• 2-Amino-2-oxazolines, V: Synthesis of Some 5-Dialkylaminomethyl-2-amino-2-oxazolines and Evaluation of Their Diuretic Activity
  作者：Fabienne Demotes-Mainard、Juliette Tranchot、Jean Cambar、Christian Jarry

  DOI：10.1002/ardp.19923250402

  日期：——

  5‐dialkylaminomethyl‐2‐amino‐2‐oxazolines was prepared and screened for diuretic activity. These compounds were previously examined for their lipophilic behaviour using a reversed‐phase HPLC technique. The capacity factors, expressed as log k'w, were correlated with the partition coefficient log P. A QSAR analysis of the diuretic activity in relation with the lipophilicity was attempted for these structurally

  制备了一系列 5-二烷基氨基甲基-2-氨基-2-恶唑啉并筛选了利尿活性。之前使用反相 HPLC 技术检查了这些化合物的亲脂行为。以log k'w 表示的容量因子与分配系数log P 相关。针对这些结构相关的化合物尝试对与亲脂性相关的利尿活性进行QSAR 分析。
• Synthesis and pharmacological evaluation of 5-dialkylaminomethyl-2-amino-2-oxazolines as H1-antagonists
  作者：J J Bosc、C Jarry、B Martinez、M Molimard

  DOI：10.1211/0022357011776315

  日期：2010.2.18

  New 5-dialkylaminomethyl-2-amino-2-oxazolines have been synthezised in two steps from the corresponding dialkylamines. They were evaluated in-vitro as H1-antagonists. Compounds 1c, 1d and 1j significantly antagonized histamine-induced contraction of guinea-pig trachea with a rightward shift of the concentration-response curve to histamine. Compound 1f, 5-[(4-benzyl-1-piperidinyl)methyl]-2-amino-2-oxazoline, induced an increase in acetylcholine Emax (the maximal response to acetylcholine 10−3 M) and a shift to the left of the concentration-response curve. The lack of effect of this compound on histamine-induced contraction rules out a non-selective potentiation of the contraction mechanisms. Preliminary structure-activity results were reported partly based on physicochemical results.

  摘要：从相应的二烷基胺中，通过两步合成了新的5-二烷基氨甲基-2-氨基-2-噁唑啉。它们在体外被评估为H1-拮抗剂。化合物1c、1d和1j显著拮抗了组织胺诱导的豚鼠气管收缩，使组织胺的浓度-反应曲线向右移。化合物1f，5-[(4-苄基-1-哌啶基)甲基]-2-氨基-2-噁唑啉，导致乙酰胆碱Emax（对乙酰胆碱10^-3 M的最大反应）增加，并使浓度-反应曲线向左移。该化合物对组织胺诱导的收缩无影响，排除了非选择性增强收缩机制的可能性。初步的结构活性结果部分基于理化结果报告。