2,11-dichloro-6,11-dihydrodibenzothiepin | 30133-75-6

• 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: 2,11-dichloro-6,11-dihydrodibenzothiepin
• 英文别名: 2,11-dichloro-6,11-dihydrobenzo[c][1]benzothiepine
• CAS: 30133-75-6
• 化学式: C₁₄H₁₀Cl₂S
• 分子量: 281.205
• InChiKey: CUYBJTOPMOKGEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.27
• 重原子数：
  17.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  0.0
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2,11-dichloro-6,11-dihydrodibenzothiepin 在 四氯化锡 作用下， 以 二氯甲烷 为溶剂， 生成 2-(2-chloro-6,11-dihydrodibenzothiepin-11-yl)-4,5-dihydroimidazole
  参考文献：
  名称：

  Sindelar, Karel; Metysova, Jirina; Protiva, Miroslav, Collection of Czechoslovak Chemical Communications, 1989, vol. 54, # 1, p. 229 - 234

  摘要：

  DOI：

文献信息

• 11-(3-[4-(2-Hydroxyethyl)piperazino]propylidene)-6,11-dihydrodibenzo[b,e]thiepin, its 2-chloro derivative and some related compounds as potential antipsychotic agents; Synthesis and pharmacology
  作者：Václav Bártl、Emil Svátek、Antonín Dlabač、Stanislav Wildt、Miroslav Protiva

  DOI：10.1135/cccc19841816

  日期：——

  Substitution reactions of (E)-11-(3-bromopropylidene)-6,11-dihydrodibenzo[b,e]thiepin (VIIIa) and its 2-chloro derivative VIIIb with 1-(2-hydroxyethyl)piperazine gave the title compounds IIIa and IIIb which afforded by treatment with acetic anhydride, decanoyl chloride and 3,4,5-trimethoxybenzoyl chloride the esters IVab-VIab. Reduction of the olefinic compounds IIIa and IIIb with hydrolytic acid resulted in the saturated amines IXa and IXb. The piperazine derivativeX was obtained by a substitution reaction of 2,11-dichloro-6,11-dihydrobenzo[b,e]thiepin with 1-(2-hydroxyethyl)piperazine. The amino alcohols IIIa and IIIb, as well as their acetates and 3,4,5-trimethoxybenzoates, are almost devoid of the CNS effects. The decanates Va and Vb have not the properties of the depot antipsychotics (neither antidepressants, nor neuroleptics). The saturated amino alcohol IXa showed some antihistamine, spasmolytic and adrenolytic effects.

  (E)-11-(3-溴丙烯基)-6,11-二氢二苯并[b,e]噻吩(VIIIa)及其2-氯衍生物VIIIb与1-(2-羟乙基)哌嗪的取代反应得到了目标化合物IIIa和IIIb，经过乙酸酐、癸酸氯和3,4,5-三甲氧基苯甲酰氯的处理得到了酯类IVab-VIab。烯烃化合物IIIa和IIIb经过水解酸还原为饱和胺类IXa和IXb。通过2,11-二氯-6,11-二氢苯并[b,e]噻吩与1-(2-羟乙基)哌嗪的取代反应得到了哌嗪衍生物X。氨基醇IIIa和IIIb及其乙酸酯和3,4,5-三甲氧基苯甲酸酯几乎没有中枢神经系统作用。癸酸酯Va和Vb没有库存型抗精神病药物的特性（既不是抗抑郁剂也不是神经类药物）。饱和氨基醇IXa显示出一定的抗组胺、抗痉挛和肾上腺素能阻滞作用。
• Sindelar, Karel; Valenta, Vladimir; Holubek, Jiri, Collection of Czechoslovak Chemical Communications, 1990, vol. 55, # 1, p. 282 - 295
  作者：Sindelar, Karel、Valenta, Vladimir、Holubek, Jiri、Matousova, Oluse、Protiva, Miroslav

  DOI：——

  日期：——
• SINDELAR, KAREL;METYSOVA, JIRINA;PROTIVA, MIROSLAV, COLLECT. CZECHOSL. CHEM. COMMUN., 54,(1989) N, C. 229-234
  作者：SINDELAR, KAREL、METYSOVA, JIRINA、PROTIVA, MIROSLAV

  DOI：——

  日期：——
• PROTIVA, MIROSLAV;SINDELAR, KAREL;METYSOVA, JIRINA
  作者：PROTIVA, MIROSLAV、SINDELAR, KAREL、METYSOVA, JIRINA

  DOI：——

  日期：——
• BARTL, V.;SVATEK, E.;DLABAC, A.;WILDT, S.;PROTIVA, M., COLLECT. CZECH. CHEM. COMMUN., 1984, 49, N 8, 1816-1826
  作者：BARTL, V.、SVATEK, E.、DLABAC, A.、WILDT, S.、PROTIVA, M.

  DOI：——

  日期：——