N-(2-苯氧基乙基)-二(2-氯乙基)胺盐酸盐

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: N-(2-苯氧基乙基)-二(2-氯乙基)胺盐酸盐
• 英文名称: bis(2-chloroethyl)(2-phenoxyethyl)amine hydrochloride
• 英文别名: N,N-bis(2-chloroethyl)-2-phenoxyethanamine;hydron;chloride
• 化学式: C₁₂H₁₇Cl₂NO*ClH
• 分子量: 298.64
• InChiKey: DYFSUYTZMUXBJN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.27
• 重原子数：
  17
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  12.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-(2-苯氧基乙基)-二(2-氯乙基)胺盐酸盐 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-(2-phenoxy-ethyl)-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)-(2-phenoxy-ethyl)-amino]-ethanol 在 氯化亚砜 作用下， 以 氯仿 为溶剂， 反应 1.5h， 以100%的产率得到N-(2-苯氧基乙基)-二(2-氯乙基)胺盐酸盐
  参考文献：
  名称：

  [EN] PIPERIDINE AND PIPERAZINE DERIVATIVES
  [FR] DÉRIVÉS DE PIPÉRIDINE ET DE PIPÉRAZINE

  摘要：

  公开号：

  WO2008096189A3

文献信息

• Piperidine and piperazine derivatives
  申请人：Sun Connie L.

  公开号：US20110281890A1

  公开（公告）日：2011-11-17

  Compounds of general formula (I) in which R 1 , m, X, n, Y and R 3 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，在该式中R1、m、X、n、Y和R3可以是规范中所给出的任何含义，具有与sigma受体的亲和力，并可用于治疗中枢神经系统的疾病。
• Piperidine and Piperazine Derivatives
  申请人：Sun Connie L.

  公开号：US20100137334A1

  公开（公告）日：2010-06-03

  Compounds of general formula (Ia): in which R 1 , A 1 , m, X, n, Y and R 3 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（Ia）的化合物：其中R1，A1，m，X，n，Y和R3具有规范中给出的任何含义，具有对sigma受体的亲和力，并且在治疗中枢神经系统紊乱方面是有用的。
• Piperazine and Piperidine Derivatives
  申请人：Sun Connie L

  公开号：US20100256162A1

  公开（公告）日：2010-10-07

  Compounds of general formula (I) in which R 1 , m, X, n, Y and R 3 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)中R1、m、X、n、Y和R3具有规范中给定的任何含义的化合物具有与sigma受体的亲和力，并且在治疗中枢神经系统疾病方面是有用的。
• WO2007/89462
  申请人：——

  公开号：——

  公开（公告）日：——