3-Chloro-4-(4-Chlorobutyl)-4,5-Dihydro-1,4-Benzoxazepin-5-One | 182415-82-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶嗪类
• 英文名称: 3-Chloro-4-(4-Chlorobutyl)-4,5-Dihydro-1,4-Benzoxazepin-5-One
• 英文别名: 3-chloro-4-(4-chlorobutyl)-1,4-benzoxazepin-5(4H)-one；3-chloro-4-(4-chlorobutyl)-4,5-dihydro-1 4-benzoxazepin-5-one；3-chloro-4-(4-chlorobutyl)-1,4-benzoxazepin-5-one
• CAS: 182415-82-3
• 化学式: C₁₃H₁₃Cl₂NO₂
• 分子量: 286.158
• InChiKey: UTDMAVTZTNDJAX-UHFFFAOYSA-N

物化性质

• 沸点：
  402.1±45.0 °C(Predicted)
• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Chloro-4-(4-Chlorobutyl)-4,5-Dihydro-1,4-Benzoxazepin-5-One 在 sodium tetrahydroborate 、 sodium iodide 作用下， 以 乙醇 、 乙腈 为溶剂， 反应 30.17h， 生成 3-氯-4-[4-(3',6'-二氢-2,4'-联吡啶-1'(2'H)-基)丁基]-1,4-苯并氧氮杂卓-5(4H)-酮
  参考文献：
  名称：

  Synthesis, SAR studies, and evaluation of 1,4-benzoxazepine derivatives as selective 5-HT1A receptor agonists with neuroprotective effect: Discovery of Piclozotan

  摘要：

  A new series of 1,4-benzoxazepine derivatives was designed, synthesized, and evaluated for binding to 5-HT1A receptor and cerebral anti-ischemic effect. A lot of compounds exhibited nanomolar affinity for 5-HT1A receptor with good selectivity over both dopamine D, and alpha(1)-adrenergic receptors. Among these compounds, 3-chloro-4-[4-[4-(2-pyridinyl)-1,2,3,6-tetrahydropyridin-1-y]butyl]-1, 4-benzoxazepin-5(4H)-one (50: SUN N4057 (Piclozotan) as 2HCl salt) showed remarkable neuroprotective activity in a transient middle cerebral artery occlusion (t-MCAO) model. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2005.10.046
• 作为产物：
  描述：

  水杨酰胺 在 sodium ethanolate 、 potassium carbonate 、 N,N-二乙基苯胺 、 三氯氧磷 作用下， 生成 3-Chloro-4-(4-Chlorobutyl)-4,5-Dihydro-1,4-Benzoxazepin-5-One
  参考文献：
  名称：

  New 5-HT1A receptor agonists possessing 1,4-Benzoxazepine scaffold exhibit highly potent anti-ischemic effects

  摘要：

  A series of new 3-substituted-4-(4-aminobutyl)-1,4-benzoxazepin-5(4H)-one derivatives (1-5) which showed a very high affinity for 5-HT1A receptor with good selectivity over dopamine D-2 receptor was synthesized. Among these compounds, 3-chloro4-[4-[4-(2-pyridinyl)-1,2,3,6-tetrahydropyridin-1-yl]butyl]-1,4-benzoxazepin-5(4H)-one (5. SUN N4057) exhibited remarkable neuroprotective activity in a transient middle cerebral artery occlusion (t-MCAO) model. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00008-7

文献信息

• Pyrimidine derivatives and their salts, useful for making benzoxazepine derivatives
  申请人：Suntory Limited

  公开号：US06337397B1

  公开（公告）日：2002-01-08

  A benzoxazepine derivative having the general formula (I) and its salts and medicaments containing the same as effective ingredients: wherein, n is an integer of 2 to 5, R1 indicates a hydrogen atom, halogen atom, C1 to C4 lower alkyl group, C1 to C4 lower alkoxyalkyl group, C1 to C4 halogenoalkyl group, cyano group, or ester group, R2 indicates a hydrogen atom, halogen atom, C1 to C4 lower alkyl group, C1 to C4 lower alkoxy group, or hydroxy group, a dotted line indicates the presence or absence of a binding bond, W indicates C, CH, or CH2 or a nitrogen atom, provided that, when W is a nitrogen atom, Z is bonded to W and the dotted line indicates the absence of a bond, and Z indicates an unsubstituted or substituted aromatic hydrocarbon ring group or an unsubstituted or substituted heterocyclic group).

  一种具有通式（I）的苯并噁唑啉衍生物及其盐和含有其作为有效成分的药物： 其中，n为2至5的整数，R1表示氢原子、卤原子、C1至C4的低碳基团、C1至C4的低碳氧基碳基团、C1至C4的卤代烷基团、氰基或酯基，R2表示氢原子、卤原子、C1至C4的低碳基团、C1至C4的低碳氧基团或羟基，虚线表示结合键的存在或缺失，W表示C、CH或CH2或氮原子，但当W为氮原子时，Z与W结合，虚线表示缺少结合，Z表示未取代或取代的芳香烃环基团或未取代或取代的杂环基团。
• Benzoxazepine derivatives and their salts and medicaments containing the same
  申请人：Suntory Limited

  公开号：US06187769B1

  公开（公告）日：2001-02-13

  A benzoxazepine derivative having the general formula (I) and its salts and medicaments containing the same as effective ingredients: wherein, n is an integer of 2 to 5, R1 indicates a hydrogen atom, halogen atom, C1 to C4 lower alkyl group, C1 to C4 lower alkoxyalkyl group, C1 to C4 halogenoalkyl group, cyano group, or ester group, R2 indicates a hydrogen atom, halogen atom, C1 to C4 lower alkyl group, C1 to C4 lower alkoxy group, or hydroxy group, a dotted line indicates the presence or absence of a binding bond, W indicates C, CH, or CH2 or a nitrogen atom, provided that, when W is a nitrogen atom, Z is bonded to W and the dotted line indicates the absence of a bond, and Z indicates an unsubstituted or substituted aromatic hydrocarbon ring group or an unsubstituted or substituted heterocyclic group). This benzoxazepine derivative and its salts are useful as medicaments for the treatment of anxiety neurosis, phobias, obsessive-compulsive disorders, schizophrenia, post-cardiac trauma stress, depression, psychosomatic and other psychoneurotic disorders, eating disorders, menopausal disorders, infantile autism and also emesis or disorders involving the cerebral circulatory system accompanying cerebral infarction and cerebral hemorrhage.

  一种具有通式（I）的苯并噁唑啉衍生物及其盐和含有相同有效成分的药物： 其中，n为2至5的整数，R1表示氢原子、卤原子、C1至C4的低碳基团、C1至C4的低碳氧基碳基团、C1至C4的卤代烷基团、氰基或酯基，R2表示氢原子、卤原子、C1至C4的低碳基团、C1至C4的低碳氧基团或羟基，虚线表示结合键的存在或缺失，W表示C、CH或CH2或氮原子，但当W为氮原子时，Z与W结合，虚线表示缺少结合，Z表示未取代或取代的芳香烃环基团或未取代或取代的杂环基团）。 这种苯并噁唑啉衍生物及其盐可用作治疗焦虑神经症、恐惧症、强迫症、精神分裂症、心脏创伤后应激、抑郁症、心身疾病和其他精神神经病性障碍、进食障碍、更年期障碍、婴儿孤独症以及伴有脑梗死和脑出血的脑循环系统紊乱或呕吐症的药物。
• A practical synthetic method for vinyl chlorides and vinyl bromides from ketones via the corresponding vinyl phosphate intermediates
  作者：Katsuhide Kamei、Noriko Maeda、Toshio Tatsuoka

  DOI：10.1016/j.tetlet.2004.11.075

  日期：2005.1

  A new synthetic method for the preparation of vinyl chlorides and vinyl bromides from acyclic and cyclic ketones is described. Vinyl halides are practically obtained from the corresponding vinyl phosphate intermediates with triphenylphosphine dihalide.

  描述了一种由无环和环状酮制备氯乙烯和溴化乙烯的新合成方法。卤化乙烯实际上是从相应的磷酸乙烯基酯中间体与三苯基膦二卤化物获得的。
• Method of production and method of separation of 2,4'-dipyridyl derivatives and methods of production of benzoxazepine derivatives and salts thereof
  申请人：——

  公开号：US20030125547A1

  公开（公告）日：2003-07-03

  A method of production of 2,4′-dipyridyl derivatives by a cross coupling reaction of a 2-halopyridine derivative and a 4-halopyridine using a nickel complex catalyst and a method of separation of a 2,4′-dipyridyl derivative from a mixture of dipyridyl isomers containing a 2,2′-dipyridyl derivative, 2,4′-dipyridyl derivative, and 4,4′-dipyridyl by using a dilute aqueous copper sulfate solution to insolubilize and remove the 2,2′-dipyridyl derivative and 4,4′-dipyridyl are disclosed.

  本发明揭示了一种利用镍配合物催化剂的2-卤代吡啶衍生物和4-卤代吡啶的交叉偶联反应生产2,4'-二吡啶衍生物的方法，以及利用稀溶液状的硫酸铜溶液使2,2'-二吡啶衍生物和4,4'-二吡啶衍生物不溶并去除，从而分离2,4'-二吡啶衍生物的方法。
• Method of production and method of separation of 2,4'-dipyridyl
  申请人：Suntory Limited

  公开号：US06096884A1

  公开（公告）日：2000-08-01

  A method of production of 2,4'-dipyridyl derivatives by a cross coupling reaction of a 2-halopyridine derivative and a 4-halopyridine using a nickel complex catalyst and a method of separation of a 2,4'-dipyridyl derivative from a mixture of dipyridyl isomers containing a 2,2'-dipyridyl derivative, 2,4'-dipyridyl derivative, and 4,4'-dipyridyl by using a dilute aqueous copper sulfate solution to insolubilize and remove the 2,2'-dipyridyl derivative and 4,4'-dipyridyl are disclosed.

  本发明涉及一种通过使用镍配合物催化剂的2-卤代吡啶衍生物和4-卤代吡啶的交叉偶联反应来生产2,4'-二吡啶衍生物的方法，以及一种从含有2,2'-二吡啶衍生物、2,4'-二吡啶衍生物和4,4'-二吡啶的二吡啶异构体混合物中分离2,4'-二吡啶衍生物的方法，该方法使用稀溶液状铜硫酸溶液使2,2'-二吡啶衍生物和4,4'-二吡啶不溶化并去除。