(R)-(-)-3-propiophenone hydrochloride | 132076-55-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (R)-(-)-3-propiophenone hydrochloride
• 英文别名: R(-)-N-(3-Phenyl-3-oxopropyl)-1-phenyl-2-aminopropane Hydrochloride；1-phenyl-3-[[(2R)-1-phenylpropan-2-yl]amino]propan-1-one;hydrochloride
• CAS: 132076-55-2
• 化学式: C₁₈H₂₁NO*ClH
• 分子量: 303.832
• InChiKey: BPSIGXMEJZHNHE-XFULWGLBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  29.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  苯乙酮 、 (alphaR)-alpha-甲基苯乙胺盐酸盐 在 盐酸 、 聚合甲醛 作用下， 以 甲醇 、 水 、 丙酮 、 丁酮 为溶剂， 生成 (R)-(-)-3-propiophenone hydrochloride
  参考文献：
  名称：

  Sigma receptor ligands and the use thereof

  摘要：

  本发明涉及一种通过给予含有有效量某些sigma受体配体的药物组合物治疗中枢神经系统疾病、胃肠道疾病、药物滥用、心绞痛、偏头痛、高血压和抑郁症的方法。本发明还涉及具有高结合sigma受体和药物组合物的新型sigma受体配体。出人意料的是，本发明的某些sigma受体配体对sigma受体的选择性高于DA、PCP和5-HT.sub.1A受体。

  公开号：

  US06057371A1

文献信息

• Identification and exploitation of the .sigma.-opiate pharmacophore
  作者：Richard A. Glennon、J. Doyle Smith、Abd M. Ismaiel、Mahmoud El-Ashmawy、George Battaglia、James B. Fischer

  DOI：10.1021/jm00107a033

  日期：1991.3

  Certain benzomorphan ''sigma-opiates'' such as N-allylnormetazocine (NANM) bind at sigma receptors with modest affinity and with little selectivity (i.e., they also bind at phencyclidine or PCP sites). In order to identify the primary pharmacophore of the benzomorphans, we prepared several amine-substituted derivatives of 1-phenyl-2-aminopropane. Several simple alkyl-substituted analogues were shown to bind at sigma sites with affinities comparable to that of NANM itself; among these was the N-benzyl derivative 9 (K(i) = 117 nM). Lengthening the spacer between the terminal amine and the phenyl group from one to five methylene units resulted in a significant increase in affinity (e.g. 15, K(i) = 6.3 nM). In addition, unlike the benzomorphans, these phenalkylamines do not bind at PCP sites. The results of the present study reveal that (a) the 1-phenyl-2-aminopropane nucleus of the benzomorphans is sufficient for binding at sigma sites provided that the terminal amine is not a primary amine and that (b) introduction of (phenylalkyl)amine substituents affords compounds that represent a new class of high-affinity sigma-selective agents.
• GLENNON, RICHARD A.;SMITH, J. DOYLE;ISMAIEL, ABD M.;EL-ASHMAWY, MAHMOUD;B+, J. MED. CHEM., 34,(1991) N, C. 1094-1098
  作者：GLENNON, RICHARD A.、SMITH, J. DOYLE、ISMAIEL, ABD M.、EL-ASHMAWY, MAHMOUD、B+

  DOI：——

  日期：——
• SIGMA RECEPTOR LIGANDS AND THE USE THEREOF
  申请人：VIRGINIA COMMONWEALTH UNIVERSITY

  公开号：EP0507863A1

  公开（公告）日：1992-10-14
• EP0507863A4
  申请人：——

  公开号：EP0507863A4

  公开（公告）日：1993-07-07
• US6057371A
  申请人：——

  公开号：US6057371A

  公开（公告）日：2000-05-02