(Z)-1-Amino-4-methyl-pent-1-en-3-one | 88785-54-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-1-Amino-4-methyl-pent-1-en-3-one
• 英文别名: (Z)-1-amino-4-methylpent-1-en-3-one
• CAS: 88785-54-0
• 化学式: C₆H₁₁NO
• 分子量: 113.159
• InChiKey: ZFXXRWAMGWMESE-ARJAWSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  8
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (Z)-1-Amino-4-methyl-pent-1-en-3-one 在 盐酸 、 sodium ethanolate 、 4-甲基苯磺酸吡啶 作用下， 以 水 、 甲苯 为溶剂， 反应 72.0h， 生成 6-异丙基-2-氧代-1,2-二氢-3-吡啶甲腈
  参考文献：
  名称：

  Regioselective Synthesis of 2(1H)-Pyridinones from β-Aminoenones and Malononitrile. Reaction Mechanism

  摘要：

  The identification of some intermediates of the reactions between beta-aminoenones and malononitrile to give 2(1H)-pyridinones has allowed us to obtain valuable information concerning its mechanism. These reactions begin with a conjugated addition of the nitrile to the enone followed by elimination. The compounds thus obtained cyclize to nonisolable 2H-pyran-2-imine. This afforded 2(1H)-pyridinones by ring opening to unsaturated aminoamides followed by cyclization (Dimroth-type rearrangement).

  DOI：

  10.1021/jo991121o

文献信息

• Differential reactivity of β-amino enones and 3-dimethylaminoacrylaldehyde towards α-amino derivatives
  作者：Angel Alberola、José M. Andrés、Alfonso González、Rafael Pedrosa、Martina Vicente

  DOI：10.1039/p19900002681

  日期：——

  Unsubstituted β-amino enones react with α-amino derivatives by a well established route which implies a fast transamination process — 1,4-addition followed by elimination — and cyclodehydration of the intermediate to 3-functionalized pyrroles. In contrast, 3-dimethylaminoacrylaldehyde undergoes 1,2-addition followed by cyclization to give the final 2-substituted pyrroles. Isolation of the intermediates

  未取代的β-氨基烯酮通过一种完善的途径与α-氨基衍生物反应，这意味着快速的氨基转移过程-1,4-加成，然后消除-并将中间体环脱水为3-官能化的吡咯。相反，使3-二甲基氨基丙烯醛进行1，2-加成，然后环化，得到最终的2-取代的吡咯。中间体的分离为每种反应提供了建议的机理。
• MODULATIONS OF PROTEASE ACTIVATED RECEPTORS
  申请人：Fairlie David Paul

  公开号：US20130184226A1

  公开（公告）日：2013-07-18

  The present invention provides novel compounds of the Formula (1), pharmaceutical compositions comprising such compounds and methods for using such compounds as tools for biological studies or as agents or drugs for modulating Protease Activated Receptor-2 (PAR2) and for treating a subject at risk of—or susceptible to—a disease or disorder, or having a disease or disorder associated with undesirable PAR2 activity.
• MODULATORS OF PROTEASE ACTIVATED RECEPTORS
  申请人：Fairlie David

  公开号：US20140315796A1

  公开（公告）日：2014-10-23

  The present invention provides novel compounds of the Formula (I), pharmaceutical compositions comprising such compounds and methods for using such compounds as tools for biological studies or as agents or drugs for therapies such as metabolic syndrome, obesity, type II diabetes, fibrosis and cardiovascular diseases, whether they are used alone or in combination with other treatment modalities.
• US8901085B2
  申请人：——

  公开号：US8901085B2

  公开（公告）日：2014-12-02
• US8927503B2
  申请人：——

  公开号：US8927503B2

  公开（公告）日：2015-01-06