2-[2-(2-氯苯基)乙基-甲基氨基]乙醇 | 86129-52-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-[2-(2-氯苯基)乙基-甲基氨基]乙醇
• 英文名称: 2-[[2-(2-chlorophenyl)ethyl](methyl)amino]ethanol
• 英文别名: N-methyl-N-[2-(2'-chlorophenyl)ethyl]-2-hydroxyethyl-amine；2-[[2-(2-chlorophenyl)-ethyl]-methylamino]ethanol；2-[[2-(2-chlorophenyl)-ethyl]methylamino]ethanol；2-{[2-(2-Chlorophenyl)ethyl](methyl)amino}ethan-1-ol；2-[2-(2-chlorophenyl)ethyl-methylamino]ethanol
• CAS: 86129-52-4
• 化学式: C₁₁H₁₆ClNO
• 分子量: 213.707
• InChiKey: NNMMCSFNUJXNIX-UHFFFAOYSA-N

物化性质

• 沸点：
  326.4±27.0 °C(Predicted)
• 密度：
  1.133±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[2-(2-氯苯基)乙基-甲基氨基]乙醇 在 五氯化磷 作用下， 以 various solvent(s) 为溶剂， 反应 0.5h， 生成 N-methyl-N-[2-(2'-chlorophenyl)ethyl]-2-chloroethylamine
  参考文献：
  名称：

  Synthesis and structure–activity relationships of a series of benzazepine derivatives as 5-HT2C receptor agonists

  摘要：

  To identify potent and selective 5-HT2C receptor agonists, a series of novel benzazepine derivatives were synthesized, and their structure-activity relationships examined. The compounds were evaluated for their 5-HT2C, 5-HT2A, and 5-HT2B receptor binding affinity and intrinsic activity for the 5-HT2C and 5-HT2A receptors. Among these compounds, 6,7-dichloro-2,3,4,5-tetrahydro-1H-3-benzazepine (6) was effective in a rat penile erection model when administered po, which is a symptom of the serotonin syndrome reflecting 5-HT2C receptor activation. Moreover, compound 6 was characterized as a partial agonist of 5-HT2A receptors; therefore, it had little effect on the cardiovascular system. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.12.009
• 作为产物：
  描述：

  邻氯苯乙酸 在 氯化亚砜 、 N,N-二甲基甲酰胺 、 diborane(6) 作用下， 以 四氢呋喃 、 二氯甲烷 、 甲苯 为溶剂， 反应 2.0h， 生成 2-[2-(2-氯苯基)乙基-甲基氨基]乙醇
  参考文献：
  名称：

  6-Chloro-2,3,4,5-tetrahydro-3-methyl-1H-3-benzazepine：一种有效且选择性的α2肾上腺素受体拮抗剂。

  摘要：

  DOI：

  10.1021/jm00363a001

文献信息

• Method for preparing
  申请人：SmithKline Beckman Corporation

  公开号：US04541954A1

  公开（公告）日：1985-09-17

  A novel process for preparing 6-chloro-N-methyl-2,3,4,5-tetrahydro-1H-3-benzazepine comprising cyclizing N-methyl-N-[2-(2'-chlorophenyl)ethyl]-2-chloroethylamine hydrochloride in a solution of trichlorobenzene and aluminum chloride.

  一种制备6-氯-N-甲基-2,3,4,5-四氢-1H-3-苯并噁唑的新工艺，包括在三氯苯和氯化铝的溶液中环化N-甲基-N-[2-(2'-氯苯基)乙基]-2-氯乙胺盐酸盐。
• Pharmaceutical compositions and method of producing alpha.sub.2
  申请人：Smithkline Beckman Corporation

  公开号：US04465677A1

  公开（公告）日：1984-08-14

  Pharmaceutical compositions and method of producing alpha.sub.2 antagonism by administering N-substituted 2,3,4,5-tetrahydro-1H-3-benzazepines.

  药物组合物及通过给予N-取代的2,3,4,5-四氢-1H-3-苯并嗪产生α.sub.2拮抗作用的方法。
• Pharmaceutical compositions and methods for producing alpha antagonism
  申请人：Smithkline Beckman Corporation

  公开号：US04496558A1

  公开（公告）日：1985-01-29

  Pharmaceutical compositions and methods for producing alpha.sub.2 antagonism utilize, as active ingredients, 6-halo-N-substituted 2,3,4,5-tetrahydro-1H-3-benzazepines. These compositions are particularly useful for lowering intraocular pressure and for the treatment of abnormal cardiovascular conditions such as, for example, congestive heart failure, angina pectoris and thrombosis. The compositions and compounds of this invention, also, produce a reduction in blood pressure in hypertensive subjects and are, therefore, useful as antihypertensive agents.

  制药组合物和制备α.sub.2拮抗剂的方法利用6-卤代-N-取代的2,3,4,5-四氢-1H-3-苯并嗪作为活性成分。这些组合物特别适用于降低眼内压和治疗异常心血管疾病，例如充血性心力衰竭、心绞痛和血栓形成。此发明的组合物和化合物也可降低高血压患者的血压，因此可用作降压药物。
• 3-Benzazepines as alpha-2 antagonists
  申请人：SMITHKLINE BECKMAN CORPORATION

  公开号：EP0080779A1

  公开（公告）日：1983-06-08

  A pharmaceutical composition for producing alpha2 antagonism comprising a pharmaceutically acceptable carrier and a 3-benzazepine compound of the formula: in which R is a lower alkyl having from 1 to 3 carbon atoms or allyl; and X is halogen; or a pharmaceutically acceptable acid addition salt thereof.

  一种用于产生α2 拮抗作用的药物组合物，包括一种药学上可接受的载体和一种式 3-苯并氮杂卓化合物： 其中 R 是具有 1 至 3 个碳原子的低级烷基或烯丙基；以及 X为卤素；或其药学上可接受的酸加成盐。
• Process for preparing benzazepines
  申请人：SMITHKLINE BECKMAN CORPORATION

  公开号：EP0161350A1

  公开（公告）日：1985-11-21

  The invention provides a process for preparing a compound of formula (I) and pharmaceutically acceptable salts thereof where R is lower alkyl of from 1 to 3 carbon atoms or allyl and X is halogen which comprises cyclising a compound of formula (II): where R and X are as defined with reference to formula (I) and Y is halogen under Friedel Crafts conditions.

  本发明提供了一种制备式（I）化合物及其药学上可接受的盐类的方法 其中 R 为 1 至 3 个碳原子的低级烷基或烯丙基，X 为卤素。 X为卤素，包括环化式（II）化合物： 其中 R 和 X 如式 (I) 所定义，Y 是卤素。