bis(2-chloroethyl)(3-phenylpropyl)amine hydrochloride

• 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: bis(2-chloroethyl)(3-phenylpropyl)amine hydrochloride
• 英文别名: bis-(2-chloro-ethyl)-(3-phenyl-propyl)-amine; hydrochloride；Bis-(2-chlor-aethyl)-(3-phenyl-propyl)-amin; Hydrochlorid；N,N-Bis(2-chloroethyl)-3-phenylpropylamine hydrochloride；bis(2-chloroethyl)-(3-phenylpropyl)ammonium chloride；bis(2-chloroethyl)-(3-phenylpropyl)azanium;chloride
• 化学式: C₁₃H₁₉Cl₂N*ClH
• 分子量: 296.668
• InChiKey: LXWBHMYRQDOFCO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.82
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  3.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  bis(2-chloroethyl)(3-phenylpropyl)amine hydrochloride 在 sodium hydroxide 、 18-冠醚-6 、 potassium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 丙酮 为溶剂， 反应 88.0h， 生成 4-(4-methoxy-benzenesulfonyl)-1-(3-phenyl-propyl)-piperidine-4-carboxylic acid
  参考文献：
  名称：

  Synthesis and Structure−Activity Relationship of N-Substituted 4-Arylsulfonylpiperidine-4-hydroxamic Acids as Novel, Orally Active Matrix Metalloproteinase Inhibitors for the Treatment of Osteoarthritis

  摘要：

  The matrix metalloproteinases (MMPs) are a family of zinc-containing endopeptidases that play a key role in both physiological and pathological tissue degradation. In our preceding paper, we have reported on a series of novel and orally active N-hydroxy-alpha-phenylsulfonylacetamide derivatives. However, these compounds had two drawbacks (moderate selectivity and chirality issues). To circumvent these two problems, a series of novel and orally active N-substituted 4-benzenesulfonylpiperidine-4-carboxylic acid hydroxyamide derivatives have been synthesized. The present paper deals with the synthesis and SAR of these compounds. Among the several compounds synthesized, derivative 55 turned out to be a potent, selective, and an orally active MMP inhibitor in the clinically relevant advanced rabbit osteoarthritis model. Detailed pharmacokinetics and metabolism data are described.

  DOI：

  10.1021/jm0205550
• 作为产物：
  描述：

  2-[(2-hydroxy-ethyl)-(3-phenyl-propyl)-amino]-ethanol 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 1.5h， 生成 bis(2-chloroethyl)(3-phenylpropyl)amine hydrochloride
  参考文献：
  名称：

  WO2007/21545

  摘要：

  公开号：

文献信息

• Piperazine derivatives
  申请人：Sun Connie L.

  公开号：US20110269775A1

  公开（公告）日：2011-11-03

  Compounds of general formula (I) in which R 1 and R 0 have any of the meanings given in the specification have affinity for sigma receptors and are useful in the treatment of disorders of the central nervous system.

  通式（I）的化合物，其中R1和R0具有规范中给出的任何含义，具有亲和力，可用于治疗中枢神经系统的疾病。
• Piperazine Derivatives
  申请人：Sun Connie L.

  公开号：US20090143395A1

  公开（公告）日：2009-06-04

  Compounds of general formula (I) in which R 1 and R 0 have any of the meanings given in the specification have affinity for sigma receptors and are useful in the treatment of disorders of the central nervous system.

  通式（I）的化合物，其中R1和R0具有规范中给出的任何含义，具有与sigma受体的亲和力，并可用于治疗中枢神经系统疾病。
• NOVEL 1,4-DI(PHENYLALKYL)PIPERAZINE DERIVATIVE
  申请人：SANTEN PHARMACEUTICAL CO., LTD.

  公开号：EP0711763A1

  公开（公告）日：1996-05-15

  A novel compound represented by general formula [I], wherein R¹ and R² may be the same or different from each other and each represents lower alkoxy; and A and B may be the same or different from each other and each represents lower alkylene. It has a σ receptor affinity and is useful as a remedy for diseases accompanying cranial nerve function disorder, such as dementia, depression, schizophrenia and anxiety, immunopathy and cryptorrhea, and digestive ulcer.

  一种由通式[I]代表的新型化合物，其中R¹和R²可以彼此相同或不同，并且各自代表低级烷氧基；A和B可以彼此相同或不同，并且各自代表低级亚烷基。它具有σ受体亲和力，可用于治疗伴随颅神经功能紊乱的疾病，如痴呆、抑郁、精神分裂症和焦虑症、免疫病和隐性感染以及消化道溃疡。
• Nitrogen Mustards
  作者：Evelyn Wilson、Max Tishler

  DOI：10.1021/ja01152a023

  日期：1951.8
• 1,4-DI(PHENYLALKYL)PIPERAZINE DERIVATIVES
  申请人：SANTEN PHARMACEUTICAL CO., LTD.

  公开号：EP0711763B1

  公开（公告）日：2000-10-18