3-phenylbut-3-en-2-amine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 3-phenylbut-3-en-2-amine
• 英文别名: 1-Methyl-2-phenyl-allylamine
• 化学式: C₁₀H₁₃N
• mdl: MFCD19213110
• 分子量: 147.22
• InChiKey: OBLZZRPUYFEAEG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  11
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  26
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3-phenylbut-3-en-2-amine 、 (1S,2S)-N-acetyl-1,2-bis-trifluoromethanesulfonamidocyclohexane 在 polymer-supported trioctylammonium chloride 作用下， 以 四氢呋喃 为溶剂， 以83%的产率得到
  参考文献：
  名称：

  Non-enzymatic acylative kinetic resolution of primary allylic amines

  摘要：

  报道了一种非酶催化的基于乙酰转移的初级烯丙基胺的动力学分离方法。该过程涉及使用(1S,2S)-1与一种支持型铵盐结合，能够以前所未有的选择性（s因子高达34）获得相应的对映体富集的N-乙酰化烯丙基胺。

  DOI：

  10.1039/c3cc45453c
• 作为产物：
  描述：

  2-溴苯丙酮 在 正丁基锂 、 potassium carbonate 、 二甲基亚砜 、 肼 作用下， 以 乙醇 、 正己烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 3-phenylbut-3-en-2-amine
  参考文献：
  名称：

  Characterization of a Series of 3-Amino-2-phenylpropene Derivatives as Novel Bovine Chromaffin Vesicular Monoamine Transporter Inhibitors

  摘要：

  A series of 3-amino-2-phenylpropene (APP) derivatives have been synthesized and characterized as novel competitive inhibitors, with K-i values in the muM range, for the bovine chromaffin granule membrane monoamine transporter(s) (bVMAT). Although, these inhibitors are structurally similar to the bVMAT substrate tyramine, none of them were measurably transported into the granule. Structure-activity studies have revealed that, while the 3'- or 4'-OH groups on the aromatic ring enhance the inhibition potency, Me or OMe groups in these positions reduce the inhibition potency. Halogen substitution on the 4'-position of the aromatic ring causes gradual increase of the inhibition potency parallel to the electron donor ability of the halogen. Substituents on the NH2 as well as on the 3-position of the alkyl chain reduce the inhibition potency. Comparative structure-activity analyses of APP derivatives with tyramine and the neurotoxin 1-methyl-4-phenylpyridinium suggest that the flexibility of the side chain and the relative orientation of the NH2 group may be critical for the efficient transport of the substrate through the bVMAT. Comparable bVMAT affinities of these inhibitors to that of DA and other pharmacologically active amines suggest that they are suitable for the structure-activity and mechanistic studies of monoamine transporters and may also be useful in modeling the mechanism of action of amphetamine-related derivatives.

  DOI：

  10.1021/jm030004p

文献信息

• Amine-based and amide-based inhibitors of semicarbazide-sensitive amine oxidase (SSAO)enzyme activity and VAP-1 mediated adhesion useful for treatment of diseases
  申请人：Salter-Cid M. Luisa

  公开号：US20070078157A1

  公开（公告）日：2007-04-05

  Compositions and methods are disclosed for inhibiting semicarbazide-sensitive amine oxidase (SSAO), also known as vascular adhesion protein-1 (VAP-1). The compounds disclosed are amine-containing and amide-containing compounds. The compounds and compositions are useful for treatment of diseases, including inflammation, inflammatory diseases and autoimmune disorders.

  本发明公开了抑制半卡巴肼敏感性胺氧化酶（SSAO），也称为血管黏附蛋白-1（VAP-1）的组合物和方法。所公开的化合物是含有胺基和酰胺基的化合物。这些化合物和组合物可用于治疗炎症、炎症性疾病和自身免疫性疾病等疾病。
• AMINE-BASED AND AMIDE-BASED INHIBITORS OF SEMICARBAZIDE-SENSITIVE AMINE OXIDASE (SSAO) ENZYME ACTIVITY AND VAP-1 MEDIATED ADHESION USEFUL FOR TREATMENT OF DISEASES
  申请人：SALTER-CID LUISA M.

  公开号：US20120172392A1

  公开（公告）日：2012-07-05

  Compositions and methods are disclosed for inhibiting semicarbazide-sensitive amine oxidase (SSAO), also known as vascular adhesion protein-1 (VAP-1). The compounds disclosed are amine-containing and amide-containing compounds. The compounds and compositions are useful for treatment of diseases, including inflammation, inflammatory diseases and autoimmune disorders.

  本文揭示了一种抑制半卡巴肼敏感性胺氧化酶（SSAO），也称为血管粘附蛋白-1（VAP-1）的组合物和方法。所揭示的化合物包括含胺和含酰胺的化合物。这些化合物和组合物对于治疗疾病，包括炎症、炎症性疾病和自身免疫性疾病非常有用。
• Methods and compositions for control of bone formation via modulation of sympathetic tone
  申请人：THE BAYLOR COLLEGE OF MEDICINE

  公开号：EP2002827A2

  公开（公告）日：2008-12-17

  The invention relates to the use of a β adrenergic antagonist and a leptin antagonist for the preparation of a pharmaceutical composition for treating or preventing a symptom of osteoporosis.

  本发明涉及使用β肾上腺素能拮抗剂和瘦素拮抗剂制备治疗或预防骨质疏松症症状的药物组合物。
• Amines and amides for the treatment of diseases
  申请人：LA JOLLA PHARMACEUTICAL CO.

  公开号：EP2283833A2

  公开（公告）日：2011-02-16

  Compositions and methods are disclosed for inhibiting semicarbazide-sensitive amine oxidase (SSAO), also known as vascular adhesion protein-1 (VAP-1). The compounds disclosed are amine-containing and amide-containing compounds. The compounds and compositions are useful for treatment of diseases, including inflammation, inflammatory diseases and autoimmune disorders.

  本发明公开了用于抑制半卡巴肼敏感胺氧化酶（SSAO）（又称血管粘附蛋白-1（VAP-1））的化合物和方法。所公开的化合物是含胺和含酰胺的化合物。这些化合物和组合物可用于治疗疾病，包括炎症、炎性疾病和自身免疫性疾病。
• METHOD FOR REGULATING METABOLISM WITH DOPAMINE BETA HYDROXYLASE INHIBITORS
  申请人：THE BOARD OF SUPERVISORS OF LOUISIANA STATE UNIVERSITY AND AGRICULTURAL AND MECHANICAL COLLEGE

  公开号：EP0836445A1

  公开（公告）日：1998-04-22