1-phenyl-3-amino-2-butanone hydrochloride | 191104-46-8

• 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: 1-phenyl-3-amino-2-butanone hydrochloride
• 英文别名: 3-amino-1-phenyl-butan-2-one; hydrochloride；3-Amino-1-phenylbutan-2-one hydrochloride；3-amino-1-phenylbutan-2-one;hydrochloride
• CAS: 191104-46-8
• 化学式: C₁₀H₁₃NO*ClH
• mdl: MFCD20134012
• 分子量: 199.68
• InChiKey: UKQLGHQKJOEJKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.59
• 重原子数：
  13
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  43.1
• 氢给体数：
  2
• 氢受体数：
  2

安全信息

• 危险性防范说明：
  P305+P351+P338,P280
• 危险性描述：
  H319,H317
• 储存条件：
  在惰性气氛下，室温环境中

反应信息

• 作为反应物：
  描述：

  1-phenyl-3-amino-2-butanone hydrochloride 在 氯化亚砜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 3-methyl-5-phenyl-isothiazol-4-ol
  参考文献：
  名称：

  异噻唑的研究。三、α-氨基酮与亚硫酰氯或一氯化硫反应生成异噻唑的新型闭环

  摘要：

  通过α-氨基酮与亚硫酰氯或一氯化硫反应制备了新化合物4-羟基异噻唑，这是一种环化成异噻唑环的新方法。极性溶剂，尤其是二甲基甲酰胺 (DMF)，对于这种环化反应是优选的。该反应在苯等非极性溶剂中几乎不进行，但通过加入少量 DMF 可加速反应。

  DOI：

  10.1246/bcsj.41.959
• 作为产物：
  描述：

  (+/-)-4-phenyl-2-benzamido-3-butanone 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以62%的产率得到1-phenyl-3-amino-2-butanone hydrochloride
  参考文献：
  名称：

  Pyrrolomorphinans as δ Opioid Receptor Antagonists. The Role of Steric Hindrance in Conferring Selectivity

  摘要：

  A series of 2',3'-disubstituted pyrrolomorphinans (5a-i) were synthesized to determine the role of steric hindrance at mu and kappa receptors in promoting delta opioid receptor antagonist selectivity. In smooth muscle preparations, five members of the series (5a-c,e,f) possessed K-e values in the range 2-15 nM and were delta selective. Since the unsubstituted analogue 4 possessed delta antagonist potency of similar magnitude, but was not delta selective, it is suggested that the 2',3'-substitution confers delta selectivity by hindering the interaction of the pharmacophore at mu and kappa receptors, while not affecting delta receptors.

  DOI：

  10.1021/jm970189y

文献信息

• Pyrrolomorphinans as δ Opioid Receptor Antagonists. The Role of Steric Hindrance in Conferring Selectivity
  作者：F. Farouz-Grant、P. S. Portoghese

  DOI：10.1021/jm970189y

  日期：1997.6.1

  A series of 2',3'-disubstituted pyrrolomorphinans (5a-i) were synthesized to determine the role of steric hindrance at mu and kappa receptors in promoting delta opioid receptor antagonist selectivity. In smooth muscle preparations, five members of the series (5a-c,e,f) possessed K-e values in the range 2-15 nM and were delta selective. Since the unsubstituted analogue 4 possessed delta antagonist potency of similar magnitude, but was not delta selective, it is suggested that the 2',3'-substitution confers delta selectivity by hindering the interaction of the pharmacophore at mu and kappa receptors, while not affecting delta receptors.
• Studies on Isothiazoles. III. A Novel Ring Closure to Isothiazoles by the Reaction of α-Amino Ketones with Thionyl Chloride or Sulfur Monochloride
  作者：Takayuki Naito、Susumu Nakagawa、Jun Okumura、Kiyoshi Takahashi、Ken-ichi Kasai

  DOI：10.1246/bcsj.41.959

  日期：1968.4

  New compounds, 4-hydroxyisothiazoles, have been prepared by the reaction of α-amino ketones with thionyl chloride or sulfur monochloride, which is a novel procedure for cyclization to an isothiazole ring. Polar solvents, especially dimethylformamide (DMF), were preferable for this cyclization. The reaction hardly proceeded in a nonpolar solvent such as benzene, but was accelerated by an addition of

  通过α-氨基酮与亚硫酰氯或一氯化硫反应制备了新化合物4-羟基异噻唑，这是一种环化成异噻唑环的新方法。极性溶剂，尤其是二甲基甲酰胺 (DMF)，对于这种环化反应是优选的。该反应在苯等非极性溶剂中几乎不进行，但通过加入少量 DMF 可加速反应。