1-(4-methyl-3-pentenyl)-4-piperidone | 203321-74-8

• 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: 1-(4-methyl-3-pentenyl)-4-piperidone
• 英文别名: 1-(4-Methylpent-3-enyl)piperidin-4-one
• CAS: 203321-74-8
• 化学式: C₁₁H₁₉NO
• 分子量: 181.278
• InChiKey: TTWDGFOQVSMBDK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(4-methyl-3-pentenyl)-4-piperidone 在 乙酸铵 、 sodium cyanoborohydride 作用下， 以 甲醇 为溶剂， 生成 1-(4-methyl-3-pentenyl)-4-aminopiperidine
  参考文献：
  名称：

  Fluorine-containing 1,4-disubstituted piperidine derivatives

  摘要：

  含氟的新型1,4-二取代哌啶衍生物，通式\x9bI! ##STR1##例如，(2R)-N-\x9b1-(6-氨基吡啶-2-基甲基)哌啶-4-基!-2-\x9b(1R)-3,3-二氟环戊基!-2-羟基-2-苯乙酰胺或其药用盐，是对M.sub.3受体具有强效和选择性拮抗作用的化合物，副作用很小。通式\x9bI!的化合物表现出优异的口服活性、活性持续时间和药代动力学。它们可用于治疗和预防呼吸系统疾病，如慢性阻塞性肺疾病；泌尿系统疾病，如尿失禁；以及消化系统疾病，如肠易激综合征和晕动病。

  公开号：

  US05948792A1
• 作为产物：
  描述：

  5-溴-2-甲基-2-戊烯 、 4-氧代哌啶酮盐酸盐 在 potassium carbonate 、 potassium iodide 作用下， 以 乙腈 为溶剂， 反应 7.0h， 以97%的产率得到1-(4-methyl-3-pentenyl)-4-piperidone
  参考文献：
  名称：

  J-104129, a novel muscarinic M3 receptor antagonist with high selectivity for M3 over M2 receptors

  摘要：

  A new class of 4-acetamidopiperidine derivatives has been synthesized and investigated for human muscarinic receptor subtype selectivity. Introduction of a hydrocarbon chain of appropriate length into the piperidine nitrogen of the racemic N-(piperidin-4-yl)-2-cyclobutyl-2-hydroxy-2-phenylacetamide platform conferred up to 70-fold selectivity for human muscarinic M-3 receptors over M-2 receptors. Subsequent synthetic derivatizations resulted in highly potent M-3 receptor antagonists with selectivity greater than two orders of magnitude for M-3 over M-2 receptors, from which the analogue 4r was selected. Preparation of both enantiomers of 4r led to the identification of (2R)-N-[1-(4-methyl-3-pentenyl)piperidin-4-yl]-2-cyclopentyl-2-hydroxy-2-phenylacetamide (J-104129, (R)-4r), which exhibited 120-fold selectivity for Mg receptors (K-i = 4.2 nM) over M-2 receptors (K-i = 490 nM). In isolated rat trachea, (R)-4r potently and specifically antagonized acetylcholine (ACh)-induced responses with a K-B value of 3.3 nM. The highly subtype-selective profile was also seen in isolated rat tissue assays (50-fold) and in anesthetized rats (> 250-fold). Oral administration of J-104129 ((R)-4r) antagonized ACh-induced bronchoconstriction with an ED50 value of 0.58 mg/kg in rats. Thus, J-104129 ((R)-4r) may effectively facilitate bronchodilation in the treatment of obstructive airway disease. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00177-7

文献信息

• FLUORINATED 1,4-DISUBSTITUTED PIPERIDINE DERIVATIVES
  申请人：BANYU PHARMACEUTICAL CO., LTD.

  公开号：EP0930298B1

  公开（公告）日：2002-12-18
• US5948792A
  申请人：——

  公开号：US5948792A

  公开（公告）日：1999-09-07
• US6040449A
  申请人：——

  公开号：US6040449A

  公开（公告）日：2000-03-21