2-chloro-1-(2,3,4,5-tetrahydro-1H-benzo[b]azepin-1-yl)ethanone

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯氮卓类
• 英文名称: 2-chloro-1-(2,3,4,5-tetrahydro-1H-benzo[b]azepin-1-yl)ethanone
• 英文别名: 2-chloro-1-(2,3,4,5-tetrahydro-1H-benzo[b]azepin-1-yl)ethan-1-one；1-(α-chloroacetyl)-2,3,4,5-tetrahydro-1-benzazepine；2-Chloro-1-(2,3,4,5-tetrahydro-1h-1-benzazepin-1-yl)ethan-1-one；2-chloro-1-(2,3,4,5-tetrahydro-1-benzazepin-1-yl)ethanone
• 化学式: C₁₂H₁₄ClNO
• 分子量: 223.702
• InChiKey: UUDUQYBWUFWQMQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2-chloro-1-(2,3,4,5-tetrahydro-1H-benzo[b]azepin-1-yl)ethanone 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三乙胺 、 2-(二叔丁基膦)联苯 作用下， 以 甲苯 为溶剂， 生成 2-oxo-1,2,4,5,6,7-hexahydroazepino<3,2,1-hi>indole
  参考文献：
  名称：

  [EN] COMPOUNDS TARGETING Y220C MUTANT OF P53
  [FR] COMPOSÉS CIBLANT LE MUTANT Y220C DE P53

  摘要：

  提供的是式(I)的化合物，它们可以结合p53突变体，并恢复其结合DNA和激活涉及肿瘤抑制的下游效应的能力。还提供了化合物的合成过程和用途。

  公开号：

  WO2022213975A1
• 作为产物：
  描述：

  8-溴-2,3,4,5-四氢-1H-苯并[b]氮杂卓盐酸盐 在 盐酸 、 palladium on activated charcoal 、 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 水 为溶剂， 反应 6.0h， 生成 2-chloro-1-(2,3,4,5-tetrahydro-1H-benzo[b]azepin-1-yl)ethanone
  参考文献：
  名称：

  [EN] COMPOUNDS TARGETING Y220C MUTANT OF P53
  [FR] COMPOSÉS CIBLANT LE MUTANT Y220C DE P53

  摘要：

  提供的是式(I)的化合物，它们可以结合p53突变体，并恢复其结合DNA和激活涉及肿瘤抑制的下游效应的能力。还提供了化合物的合成过程和用途。

  公开号：

  WO2022213975A1

文献信息

• 1,7-annelated indolecarboxylic acid esters and amides
  申请人：Duphar International Research B.V.

  公开号：US05198437A1

  公开（公告）日：1993-03-30

  1,7-Annelated esters and amides of indolecarboxylic acids having formula 2, ##STR1## wherein R.sub.1 is halogen; n has a value of 0-2; Z together with the carbon atom, the nitrogen atom and the intermediate carbon atom, forms a heterocyclic group consisting of 6 ring atoms in which, besides the nitrogen atom already present, a second hetero atom of S is present, which ring may be annelated with a benzene ring; R.sub.3 is hydrogen, halogen, alkyl, alkoxy or alkylthio having 1-4 carbon atoms; and R.sub.2 is a group --CO--Y--R.sub.7 wherein Y is an oxygen atom, or a group --NR.sub.6, wherein R.sub.6 is hydrogen or alkyl having 1-3 C-atoms, and R.sub.7 represents a group of the formula ##STR2## wherein p has the value 1 or 2, q has the value 2 or 3, R.sub.8 is hydrogen or alkyl or hydroxyalkyl having 1 or 2 C-atoms, r is 0 or 1, and R.sub.10 is absent. The compounds and their salts are very strong selective antagonists of neuronal 5-hydroxytryptamine (5-HT) receptors, and can be used for the treatment of symptoms which are caused by over-stimulation of those receptors.

  1,7-环戊基羧酸酯和酰胺的化合物，其化学式为2，其中R.sub.1是卤素；n的值为0-2；Z与碳原子、氮原子和中间碳原子一起形成一个杂环基团，由6个环原子组成，在该杂环基团中，除了已经存在的氮原子外，还存在第二个S杂原子，该环可以与苯环相接；R.sub.3是氢、卤素、烷基、烷氧基或烷硫基，具有1-4个碳原子；R.sub.2是一个--CO--Y--R.sub.7基团，其中Y是氧原子，或者是一个--NR.sub.6基团，其中R.sub.6是氢或具有1-3个碳原子的烷基，R.sub.7代表一个公式为##STR2##的基团，其中p的值为1或2，q的值为2或3，R.sub.8是氢、烷基或具有1或2个碳原子的羟基烷基，r为0或1，R.sub.10不存在。这些化合物及其盐是非常强的选择性神经元5-羟色胺（5-HT）受体拮抗剂，可用于治疗由于这些受体过度刺激而引起的症状。
• 1,7-annelated indolecarboxylic acid esters and -amides
  申请人：Duphar International Research B.V.

  公开号：US04985420A1

  公开（公告）日：1991-01-15

  The invention relates to new 1,7-annelated esters and amides of indolecarboxylic acids having general formula 2, ##STR1## wherein the symbols have the meanings given in the specification. The compounds and their salts are very strong and selective antagonists of "neuronal" 5-hydroxytryptamine (5-HT) receptors, and can be used for the treatment of symptoms which are caused by over-stimulation of these receptors.

  本发明涉及新的1,7-环化的吲哚羧酸酯和酰胺，其一般式为2，##STR1## 其中符号在规范中给出了含义。这些化合物及其盐是非常强大和选择性的“神经元”5-羟色胺（5-HT）受体拮抗剂，可用于治疗由这些受体过度刺激引起的症状。
• 1,7-Annelated indolecarboxylic acid esters and -amides
  申请人：DUPHAR INTERNATIONAL RESEARCH B.V

  公开号：EP0322016A1

  公开（公告）日：1989-06-28

  The invention relates to new 1,7-annelated esters and amides of indolecarboxylic acids having general formula 2, wherein the symbols have the meanings given in the specification. The compounds and their salts are very strong and selective antagonists of "neuronal" 5-hydroxytryptamine (5-HT) receptors, and can be used for the treatment of symptoms which are caused by over-stimulation of these receptors.

  本发明涉及具有通式 2 的吲哚羧酸的新的 1，7-羧酸酯和酰胺、 其中符号的含义见说明书。 这些化合物及其盐类是 "神经元 "5-羟色胺（5-HT）受体的强效选择性拮抗剂，可用于治疗这些受体过度刺激引起的症状。
• Reengineered tricyclic anti-cancer agents
  作者：David B. Kastrinsky、Jaya Sangodkar、Nilesh Zaware、Sudeh Izadmehr、Neil S. Dhawan、Goutham Narla、Michael Ohlmeyer

  DOI：10.1016/j.bmc.2015.07.007

  日期：2015.10

  The phenothiazine and dibenzazepine tricyclics are potent neurotropic drugs with a documented but underutilized anti-cancer side effect. Reengineering these agents (TFP, CPZ, CIP) by replacing the basic amine with a neutral polar functional group (e.g., RTC-1, RTC-2) abrogated their CNS effects as demonstrated by in vitro pharmacological assays and in vivo behavioral models. Further optimization generated several phenothiazines and dibenzazepines with improved anti-cancer potency, exemplified by RTC-5. This new lead demonstrated efficacy against a xenograft model of an EGFR driven cancer without the neurotropic effects exhibited by the parent molecules. Its effects were attributed to concomitant negative regulation of PI3K-AKT and RAS-ERK signaling. (C) 2015 Elsevier Ltd. All rights reserved.
• US4985420A
  申请人：——

  公开号：US4985420A

  公开（公告）日：1991-01-15