2-Chloro-3,6-dimethyl-6,11-dihydro-11-{[4-(pyrimidin-2-yl)-piperazin-1-yl]-acetyl}-dibenzo[c,f][1,2,5]thiadiazepine 5,5-dioxide | 128377-74-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-Chloro-3,6-dimethyl-6,11-dihydro-11-{[4-(pyrimidin-2-yl)-piperazin-1-yl]-acetyl}-dibenzo[c,f][1,2,5]thiadiazepine 5,5-dioxide
• 英文别名: 1-(2-Chloro-3,6-dimethyl-5,5-dioxobenzo[c][1,2,5]benzothiadiazepin-11-yl)-2-(4-pyrimidin-2-ylpiperazin-1-yl)ethanone
• CAS: 128377-74-2
• 化学式: C₂₄H₂₅ClN₆O₃S
• 分子量: 513.02
• InChiKey: IUAGTUNMLKPKLY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  35
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  98.3
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-(2-bromophenyl)-4-chloro-5-methyl-2-aminobenzenesulfonamide 在 sodium methylate 、 铜 、 potassium carbonate 、 溶剂黄146 、 copper(I) bromide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 36.0h， 生成 2-Chloro-3,6-dimethyl-6,11-dihydro-11-{[4-(pyrimidin-2-yl)-piperazin-1-yl]-acetyl}-dibenzo[c,f][1,2,5]thiadiazepine 5,5-dioxide
  参考文献：
  名称：

  New dibenzothiadiazepine derivatives with antidepressant activities

  摘要：

  A new series of 11-[(aminoalkyl)carbonyl] derivatives of 6,11-dihydrodibenzo[c,f][1,2,5]thiadiazepine 5,5-dioxide (10-39) were synthesized and evaluated for potential antidepressant activity in the apomorphine-induced hypothermia (Apo 16) test. Effects on reserpine-induced hypothermia and toxicity for the most potent antagonists of Apo 16 hypothermia were also studied. Structure-activity relationships are reported. Anticholinergic effects were evaluated for compound 12, identified as the most potent and least toxic in this series, by assessing physostigmine lethality. Compound 12 was also subjected to X-ray analysis.

  DOI：

  10.1021/jm00108a018

文献信息

• Novel derivatives of 6,11-dihydro-dibenzo(C,F)(1,2,5)-thiadiazepine
  申请人：A. Menarini Industrie Farmaceutiche Riunite

  公开号：US05011833A1

  公开（公告）日：1991-04-30

  Novel derivatives of 11-carbonyl-6,11-dihydrodibenzo[c,f][1,2,5]thiadiazepine 5,5-dioxide of the general formula ##STR1## wherein R and R.sub.1, which can be different, represent a hydrogen atom or a (C.sub.1 -C.sub.5) alkyl or (C.sub.1 -C.sub.4)hydroxyalkyl group, or R and R.sub.1 together can form a 5-membered and/or 6-membered heterocyclic ring which may contain a further heteroatom, R.sub.2 and R.sub.3, which can be different, represent a hydrogen atom, a (C.sub.1 -C.sub.3)alkoxy, (C.sub.1 -C.sub.3)alkyl, nitro, amino or (C.sub.1 -C.sub.3)alkylamino, halogen, halogeno-alkyl or hydroxyl group, R.sub.4 represents a hydrogen atom or a (C.sub.1 -C.sub.4) alkyl, alkylaryl or (C.sub.1 -C.sub.6)alkylamino group, and n assumes values of 0, 1 or 2, and non-toxic, pharmaceutically acceptable salts thereof, obtained by addition of acids or alkyl halides.

  11-酮基-6,11-二氢二苯并[c,f][1,2,5]噻二唑烷-5,5-二氧化物的新衍生物，其通式为##STR1##其中R和R.sub.1，可以是不同的，代表氢原子或(C.sub.1-C.sub.5)烷基或(C.sub.1-C.sub.4)羟基烷基，或者R和R.sub.1一起可以形成一个含有进一步杂原子的5-元和/或6-元杂环，R.sub.2和R.sub.3，可以是不同的，代表氢原子，(C.sub.1-C.sub.3) 烷氧基，(C.sub.1-C.sub.3) 烷基，硝基，氨基或(C.sub.1-C.sub.3) 烷基氨基，卤素，卤代烷基或羟基，R.sub.4代表氢原子或(C.sub.1-C.sub.4) 烷基，烷基芳基或(C.sub.1-C.sub.6) 烷基氨基，n取0、1或2的值，以及通过酸或烷基卤化物的加成获得的非毒性、药学上可接受的盐。
• GIANNOTTI, DANILO;VITI, GIOVANNI;SBRACI, PIERO;PESTELLINI, VITTORIO;VOLTE+, J. MED. CHEM., 34,(1991) N, C. 1356-1362
  作者：GIANNOTTI, DANILO、VITI, GIOVANNI、SBRACI, PIERO、PESTELLINI, VITTORIO、VOLTE+

  DOI：——

  日期：——
• US5011833A
  申请人：——

  公开号：US5011833A

  公开（公告）日：1991-04-30
• New dibenzothiadiazepine derivatives with antidepressant activities
  作者：Danilo Giannotti、Giovanni Viti、Piero Sbraci、Vittorio Pestellini、Giovanna Volterra、Franco Borsini、Alessandro Lecci、Alberto Meli、Paolo Dapporto、Paola Paoli

  DOI：10.1021/jm00108a018

  日期：1991.4

  A new series of 11-[(aminoalkyl)carbonyl] derivatives of 6,11-dihydrodibenzo[c,f][1,2,5]thiadiazepine 5,5-dioxide (10-39) were synthesized and evaluated for potential antidepressant activity in the apomorphine-induced hypothermia (Apo 16) test. Effects on reserpine-induced hypothermia and toxicity for the most potent antagonists of Apo 16 hypothermia were also studied. Structure-activity relationships are reported. Anticholinergic effects were evaluated for compound 12, identified as the most potent and least toxic in this series, by assessing physostigmine lethality. Compound 12 was also subjected to X-ray analysis.