1-(2-(2-chloro-10,11-dihydrodibenzothiepin-10-yloxy)ethyl)piperazine | 121433-96-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并硫平类
• 英文名称: 1-(2-(2-chloro-10,11-dihydrodibenzothiepin-10-yloxy)ethyl)piperazine
• 英文别名: 1-[2-(2-Chloro-10,11-dihydrodibenzo(b,f)thiepin-10-yloxy)ethyl]piperazine；1-[2-[(3-Chloro-5,6-dihydrobenzo[b][1]benzothiepin-6-yl)oxy]ethyl]piperazine
• CAS: 121433-96-3
• 化学式: C₂₀H₂₃ClN₂OS
• 分子量: 374.934
• InChiKey: IKMKMRYGRAHTEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  49.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2,10-dichloro-10,11-dihydrodibenzothiepin 在 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 生成 1-(2-(2-chloro-10,11-dihydrodibenzothiepin-10-yloxy)ethyl)piperazine
  参考文献：
  名称：

  Jilek, Jiri; Valchar, Martin; Holubek, Jiri, Collection of Czechoslovak Chemical Communications, 1988, vol. 53, # 11B, p. 2731 - 2741

  摘要：

  DOI：

文献信息

• Piperazine derivatives, their acid addition salts and a process for the preparation of same
  申请人：SPOFA spojené podniky pro zdravotnickou vyrobu

  公开号：EP0321100A3

  公开（公告）日：1990-08-01

  Pharmaceutically active piperazine derivatives, particularly piperazines substituted in position 1 with a 2-­(2-chloro-10,11-dihydrodibenzo(b,f)thiepin-10-yloxy)ethyl residue and in position 4 a hydrogen atom or a methyl, 2-­hydroxyethyl, 3-hydroxypropyl, 2-(aminocarbonyl)ethyl, 2-­(acetoxy)ethyl or 2 (decanoyloxy)ethyl group, their acid addition salts and processes for the preparation thereof. The compounds are noncataleptic neuroleptics with high affinity to dopamine D-2 receptors and with in vivo antidopaminergic activity but only slight sedative, adrenolytic and anticholinergic properties; but use as antipsychotic drugs free of undesirable side effects. Said compounds are available by several routes, such as (a) reaction of 10-(2-bromo-ethoxy)-2-chloro-10,11-dihydro­dibenzo(b,f)thiepin with piperazine, 1-methylpiperazine, 2-­(1-piperazinyl)ethanol, or 3-(1 piperazinyl)propanol and (b) acylation of aminoalcohols obtained by the preceding method with chlorides of the corresponding aliphatic carboxylic acids. Preferred addition salts are succinates, maleates, hydrochlorides and methanesulphonates prepared by the respective neutralization reactions.

  具有药理活性的哌嗪衍生物，特别是在1位上被2-(2-氯-10,11-二氢二苯并(b,f)噻吩-10-氧基)乙基残基取代的哌嗪，以及在4位上为氢原子或甲基，2-羟乙基，3-羟基丙基，2-(氨基甲酰基)乙基，2-乙酰氧基乙基或2-(癸酸氧基)乙基基团的衍生物，它们的酸加成盐以及其制备方法。这些化合物是非卡他性神经元受体拮抗剂，具有高亲和力与多巴胺D-2受体以及在体内的抗多巴胺能活性，但只有轻微的镇静，肾上腺素拮抗和抗胆碱能性质。它们可用作抗精神病药物，没有不良副作用。这些化合物可通过多种途径获得，例如(a) 10-(2-溴乙氧基)-2-氯-10,11-二氢二苯并(b,f)噻吩与哌嗪，1-甲基哌嗪，2-(1-哌嗪基)乙醇或3-(1-哌嗪基)丙醇的反应以及(b)由前一方法得到的氨基醇与相应脂肪族羧酸的氯化物的酰化反应。优选的加成盐是琥珀酸盐，马来酸盐，盐酸盐和甲磺酸盐，通过相应的中和反应制备。
• JILEK, JIRI;VALCHAR, MARTIN;HOLUBEK, JIRI;DLOHOZKOVA, NATASA;POMYKACER, J+, COLLECT. CZECHOSL. CHEM. COMMUN., 53,(1988) N18, C. 2731-2741
  作者：JILEK, JIRI、VALCHAR, MARTIN、HOLUBEK, JIRI、DLOHOZKOVA, NATASA、POMYKACER, J+

  DOI：——

  日期：——