2-chloro-6,11-dihydrodibenzothiepin-11-ol | 30133-76-7

• 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-chloro-6,11-dihydrodibenzothiepin-11-ol
• 英文别名: 2-chloro-11-hydroxy-6,11-dihydrodibenz[b,e]thiepine；2-chloro-6,11-dihydrodibenzo[b,e]thiepin-11-ol；2-Chloro-6,11-dihydrobenzo[c][1]benzothiepin-11-ol
• CAS: 30133-76-7
• 化学式: C₁₄H₁₁ClOS
• 分子量: 262.76
• InChiKey: SHAYLMNNRLFGII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  45.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloro-6,11-dihydrodibenzothiepin-11-ol 在 吡啶 作用下， 以 吡啶 为溶剂， 反应 6.0h， 生成 3-(2-chloro-6,11-dihydrodibenzothiepin-11-yloxy)quinuclidine
  参考文献：
  名称：

  Polivka, Zdenek; Metys, Jan; Protiva, Miroslav, Collection of Czechoslovak Chemical Communications, 1988, vol. 53, # 8, p. 1806 - 1811

  摘要：

  DOI：
• 作为产物：
  描述：

  [4-(7-Chloro-5,11-dihydro-10-thia-dibenzo[a,d]cyclohepten-5-yloxy)-benzyl]-dimethyl-amine 在 盐酸 作用下， 以 甲苯 为溶剂， 生成 2-chloro-6,11-dihydrodibenzothiepin-11-ol
  参考文献：
  名称：

  Sindelar, Karel; Valenta, Vladimir; Holubek, Jiri, Collection of Czechoslovak Chemical Communications, 1990, vol. 55, # 1, p. 282 - 295

  摘要：

  DOI：

文献信息

• Imidazole derivatives of 6,11-dihydrodibenz[b,e]oxepines and
  申请人：E. R. Squibb & Sons, Inc.

  公开号：US04169205A1

  公开（公告）日：1979-09-25

  New imidazole derivatives of 6,11-dihydrodibenz[b,e]oxepines and 6,11-dihydrodibenz[b,e]thiepines have the general formula ##STR1## They and the salts thereof are useful as antifungal and antibacterial agents.

  新的咪唑衍生物6,11-二氢二苯并[b,e]噁喙啶和6,11-二氢二苯并[b,e]硫喙啶的通式为##STR1## 它们及其盐类可用作抗真菌和抗菌剂。
• Potential antipsychotic agents: 2-Chloro- and 2-methyl-11-(2-piperazinoethoxy)-6,11-dihydrodibenzo[b,e]thiepins and some related compounds; Synthesis and pharmacology
  作者：Václav Bártl、Karel Šindelář、Vladimír Valenta、Jiří Holubek、Emil Svátek、Jiří Schlanger、Antonín Dlabač、Jiřina Metyšová、Miroslav Protiva

  DOI：10.1135/cccc19842520

  日期：——

  Reactions of 2-chloro- and 2-methyl-6,11-dihydrodibenzo[b,e]thiepin-11-ol with 2-bromoethanol in the presence of sulfuric acid in boiling benzene afforded the 2-bromoethyl ethers VIa and VIb which were transformed by substitution reactions with 1-methylpiperazine, 1-(2-hydroxyethyl)-piperazine and 1-(ethoxycarbonyl)piperazine to the title compounds. Alkaline hydrolysis of the carbamate IVa gave the secondary amine IIIa. Treatment of the bromo ether VIa with 4-(4-chloro-3-trifluoromethylphenyl)piperidin-4-ol resulted in the piperidine derivative VIIa. Substitution reaction of 11-chloro-6,11-dihydrodibenzo[b,e]thiepin with 1-(2-methoxyethyl)piperazine and 1-(2-ethoxyethyl)piperazine led to the amino ethers VIII and IX. Reaction of 11-chloro-11-phenyl-6,11-dihydrodibenzo[b,e]thiepin with 2-dimethylaminoethanethiol in dimethylformamide at 90°C gave a mixture of two isomeric bases which was separated to the expected sulfide X and the base XII, resulting evidently after the rearrangement of the primary carbocation. A similar reaction of 3-dimethylaminopropanethiol afforded a single product of structure XI. Out of the compounds prepared, the ether VIII was found most interesting: it is little toxic and has significant antireserpine activity in two tests (is considered a potential antidepressant). The ethers Iab, Iab, IIIa and VIIa did not reveal the expected neuroleptic activity.

  2-氯和2-甲基-6,11-二氢二苯并[b,e]噻吩-11-醇与2-溴乙醇在硫酸存在下在沸腾的苯中反应，得到2-溴乙基醚VIa和VIb，然后通过与1-甲基哌嗪、1-(2-羟乙基)-哌嗪和1-(乙氧羰基)哌嗪的取代反应转化为标题化合物。对碳酸酯IVa的碱水解得到二级胺IIIa。用4-(4-氯-3-三氟甲基苯基)-哌啶-4-醇处理溴醚VIa得到哌啶衍生物VIIa。11-氯-6,11-二氢二苯并[b,e]噻吩与1-(2-甲氧基乙基)哌嗪和1-(2-乙氧基乙基)哌嗪的取代反应导致氨基醚VIII和IX。11-氯-11-苯基-6,11-二氢二苯并[b,e]噻吩与二甲基氨基乙硫醇在二甲基甲酰胺中在90°C反应，得到两种异构碱的混合物，分离出预期的硫醚X和碱XII，明显在初级碳阳离子重排后形成。3-二甲基氨基丙硫醇的类似反应产生了结构为XI的单一产物。在制备的化合物中，醚VIII被发现最有趣：它毒性较小，在两个测试中具有显著的抗去雄激素活性（被认为是潜在的抗抑郁药物）。醚Iab、Iab、IIIa和VIIa未显示出预期的神经阻滞活性。
• Quaternary tropane ethers
  申请人：Sandoz Ltd.

  公开号：US04237296A1

  公开（公告）日：1980-12-02

  The present invention concerns tropane derivatives of the formula ##STR1## wherein R.sub.1 and R.sub.2 are, independently, hydrogen, halogen, trifluoromethyl, lower alkyl or lower alkoxy, R.sub.3 and R.sub.4 are, independently, lower alkyl, n is 0, 1 or 2, and p0 X.sup..crclbar. is the anion of a pharmaceutically acceptable salt-forming acid.

  本发明涉及公式##STR1##中的异硷基衍生物，其中R.sub.1和R.sub.2独立地表示氢、卤素、三氟甲基、较低的烷基或较低的烷氧基，R.sub.3和R.sub.4独立地表示较低的烷基，n为0、1或2，p0 X.sup..crclbar.是药用可接受的盐酸根离子。
• POLIVKA, ZDENEK;PROTIVA, MIROSLAV;METYS, JAN
  作者：POLIVKA, ZDENEK、PROTIVA, MIROSLAV、METYS, JAN

  DOI：——

  日期：——
• BARTL, V.;SINDELAR, K.;VALENTA, V.;HOLUBEK, J.;SVATEK, E.;SCHLANGER, J.;D+, COLLECT. CZECHOSL. CHEM. COMMUN., 1984, 49, N 11, 2520-2530
  作者：BARTL, V.、SINDELAR, K.、VALENTA, V.、HOLUBEK, J.、SVATEK, E.、SCHLANGER, J.、D+

  DOI：——

  日期：——