1-(2-chloro-7-fluoro-10,11-dihydro-dibenzo[b,f]thiepin-10-yl)-piperazine | 54507-36-7

• 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: 1-(2-chloro-7-fluoro-10,11-dihydro-dibenzo[b,f]thiepin-10-yl)-piperazine
• 英文别名: 2-chloro-7-fluoro-10-piperazino-10,11-dihydrodibenzo(b,f)thiepin；2-Chloro-7-fluoro-10-piperazino-10,11-dihydro-dibenzo(b,f)thiepin；1-(3-chloro-9-fluoro-5,6-dihydrobenzo[b][1]benzothiepin-6-yl)piperazine
• CAS: 54507-36-7
• 化学式: C₁₈H₁₈ClFN₂S
• 分子量: 348.872
• InChiKey: GQQXVBDBHTWYPX-UHFFFAOYSA-N

物化性质

• 熔点：
  155-157 °C(Solv: ethanol (64-17-5))
• 沸点：
  444.2±45.0 °C(Predicted)
• 密度：
  1.308±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  40.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-(2-chloro-7-fluoro-10,11-dihydro-dibenzo[b,f]thiepin-10-yl)-piperazine 在 苄基三乙基氢氧化铵 盐酸羟胺 、 sodium methylate 作用下， 以 甲醇 、 叔丁醇 为溶剂， 反应 7.5h， 生成 3-(4-(2-chloro-7-fluoro-10,11-dihydrodibenzothiepin-10-yl)piperazine-1-yl)propionamidoxime
  参考文献：
  名称：

  Protiva, Miroslav; Jilek, Jiri; Cervena, Irena, Collection of Czechoslovak Chemical Communications, 1986, vol. 51, # 11, p. 2598 - 2616

  摘要：

  DOI：
• 作为产物：
  描述：

  4-(2-chloro-7-fluoro-10,11-dihydro-dibenzo[b,f]thiepin-10-yl)-piperazine-1-carboxylic acid ethyl ester 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 以93%的产率得到1-(2-chloro-7-fluoro-10,11-dihydro-dibenzo[b,f]thiepin-10-yl)-piperazine
  参考文献：
  名称：

  Protiva, Miroslav; Jilek, Jiri; Cervena, Irena, Collection of Czechoslovak Chemical Communications, 1986, vol. 51, # 11, p. 2598 - 2616

  摘要：

  DOI：

文献信息

• Dibenzo [b,f]thiepins bearing piperazinyl substitution
  申请人：Hoffmann-la Roche Inc.

  公开号：US03954764A1

  公开（公告）日：1976-05-04

  Compounds of the formulas ##SPC1## Wherein R.sub.1, R.sub.2, R.sub.3, R.sub.4, R.sub.5, R.sub.6, m and n and X are as hereinafter set forth, Are described. The compounds of formulas I and Ia are useful as neuroleptic agents.

  化合物的公式如下：##SPC1##其中R.sub.1、R.sub.2、R.sub.3、R.sub.4、R.sub.5、R.sub.6、m、n和X如下所述。公式I和Ia的化合物可用作神经阻滞剂。
• N-substituted 2-chloro-7-fluoro-10-piperazino-10,11-dihydrodibenzo (B,F)
  申请人：SPOFA, Spojene Podniky Pro Zdravotnickou Vyrobu

  公开号：US04678788A1

  公开（公告）日：1987-07-07

  N-substituted 2-chloro-7-fluoro-10-piperazino-10,11-dihydrodibenzo(b,f)thiepins are disclosed of the general formula I, ##STR1## in which R represents an aminocarbonyl, amino-oximinomethyl, 1,3-dioxolan-2-yl or 1,3-dioxan-2-yl, group and their addition salts with convenient organic and inorganic acids. These compounds are highly potent antidopaminergic, non-cataleptic neuroleptics of use in the treatment of schizophrenia. According to recent pharmacological assay results, the subject compounds are expected to be substantially free of the usual undesired extrapyramidal side effects. They can be obtained by common preparative methods from the respective starting compounds of formula III, IV or V, or also by appropriate interconversion reactions of other compounds of formula I. If required, the resulting bases are neutralized with suitable acids, preferably methanesulfonic, maleic or hydrochloric acid, to yield the corresponding addition salts that can be used in formulating proper dosage forms for pharmacological evaluation and therapeutical application.

  本文公开了一般式I的N-取代2-氯-7-氟-10-哌嗪基-10,11-二氢二苯并(b,f)噻吩类化合物，其中R代表氨基甲酰基，氨基氧肟甲基，1,3-二氧杂环戊烷-2-基或1,3-二氧杂环丙烷-2-基，以及它们与方便的有机和无机酸的加合盐。这些化合物是高效的抗多巴胺能、非锥体外系副作用药物，可用于治疗精神分裂症。根据最近的药理学测定结果，这些化合物预计将基本上没有通常的不良锥体外系副作用。它们可以通过常见的制备方法从公式III、IV或V的相应起始化合物中获得，或通过其他公式I的化合物的适当互变反应获得。如果需要，所得的碱可用适当的酸中和，优选甲磺酸、马来酸或盐酸，以得到相应的加合盐，可用于制备适当的剂量形式进行药理学评价和治疗应用。
• N-Substituted 2-chloro-7-fluoro-10-piperazino-10,11-dihydrodibenzo (b,f) thiepins, their acid addition salts and processes for the preparation thereof
  申请人：——

  公开号：EP0189310A3

  公开（公告）日：1987-05-20

  The invention relates to N-substituted 2-chloro-7-fluoro--10-piperazino-10,11-dihydrodibenzo (b,f) thiepins of the general formula I in which R represents an aminocarbonyl, amino--oximinomethyl, 1,3-dioxolan-2-yl or 1,3-dioxan-2-yl group, and their addition salts with pharmaceutically acceptable organic and inorganic acids. These compounds are highly potent antidopaminergic, non-cataleptic neuroleptics which are expected to find a use in the treatment of schizophrenia and the like.The compounds of formula I can be obtained by common preparative methods from the respective starting compounds of formula III, IV or V or also by appropriate interconversion reactions of other compounds of formula I. If required, the resulting bases are neutralized with suitable acids, preferably methanesulphonic, maleic or hydrochloric acid, to yield the corresponding addition salts that can be used in formulating oral or parenteral dosage forms.

  本发明涉及一般式I的N-取代的2-氯-7-氟-10-哌嗪基-10,11-二氢二苯并(b,f)噻吩，其中R代表氨基甲酰基，氨基-氧肟甲基，1,3-二氧杂环戊烷-2-基或1,3-二氧杂环丙烷-2-基，以及它们与药学上可接受的有机和无机酸的加合盐。这些化合物是高效的抗多巴胺能、非癫痫性神经精神药物，预计将用于治疗精神分裂症等疾病。公式I的化合物可以通过常见的制备方法从公式III、IV或V的相应起始化合物中获得，也可以通过其他公式I的化合物的适当互变反应获得。如有需要，所得的碱可以用适当的酸中和，优选用甲磺酸、马来酸或盐酸，得到相应的加合盐，可用于制备口服或注射剂量形式。
• JILEK J. O.; SINDELAR K.; RAJSNER M.; DLABAC A.; METYSOVA J.; VOTAVA Z.; +, COLLECT. CZECH. CHEM. COMMUNS <CCCC-AK>, 1975, 40, NO 9, 2887-2904
  作者：JILEK J. O.、 SINDELAR K.、 RAJSNER M.、 DLABAC A.、 METYSOVA J.、 VOTAVA Z.、 +

  DOI：——

  日期：——
• MIROSLAV, PROTIVA;JILEK, JIRI;CERVENA, IRENA;DLABAC, ANTONIN;VALCHAR, MAR+
  作者：MIROSLAV, PROTIVA、JILEK, JIRI、CERVENA, IRENA、DLABAC, ANTONIN、VALCHAR, MAR+

  DOI：——

  日期：——