1H-1,5-benzodiazepine | 265-02-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯二氮卓类
• 英文名称: 1H-1,5-benzodiazepine
• 英文别名: benzo[1,5]diazepine；1,5-benzodiazepine
• CAS: 265-02-1
• 化学式: C₉H₈N₂
• mdl: MFCD01939429
• 分子量: 144.176
• InChiKey: ZVAPWJGRRUHKGP-UHFFFAOYSA-N

物化性质

• 沸点：
  265.4±40.0 °C(Predicted)
• 密度：
  1.11±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  24.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,3-二溴丙酮 、 邻苯二胺 生成 喹喔啉 、 苯并咪唑 、 1H-1,5-benzodiazepine
  参考文献：
  名称：

  Solvent- and catalyst-free synthesis of 2,3-dihydro-1H-benzo[d]imidazoles

  摘要：

  在无溶剂和无催化剂条件下，开发了无环酮与邻苯二胺的反应，用于制备二氢苯并咪唑。这种方法也可用于合成其他杂环化合物，如二氢苯并噻唑和哌啶。

  DOI：

  10.1039/c0gc00572j

文献信息

• Copper-catalyzed formation of carbon-heteroatom and carbon-carbon bonds
  申请人：——

  公开号：US20030065187A1

  公开（公告）日：2003-04-03

  The present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide or amine moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In additional embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between a nitrogen atom of an acyl hydrazine and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of a nitrogen-containing heteroaromatic, e.g., indole, pyrazole, and indazole, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-oxygen bond between the oxygen atom of an alcohol and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. The present invention also relates to copper-catalyzed methods of forming a carbon-carbon bond between a reactant comprising a nucleophilic carbon atom, e.g., an enolate or malonate anion, and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. Importantly, all the methods of the present invention are relatively inexpensive to practice due to the low cost of the copper comprised by the catalysts.

  本发明涉及铜催化的碳-杂原子和碳-碳键形成方法。在某些实施例中，本发明涉及铜催化的方法，用于在酰胺或胺基团的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在其他实施例中，本发明涉及铜催化的方法，用于在酰基肼的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在另一些实施例中，本发明涉及铜催化的方法，用于在含氮杂环芳烃（例如吲哚、吡唑和吲哌）的氮原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氮键。在某些实施例中，本发明涉及铜催化的方法，用于在醇的氧原子与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-氧键。本发明还涉及铜催化的方法，用于在包含亲核碳原子的反应物（例如烯醇酸盐或丙二酸盐负离子）与芳基、杂原基或乙烯卤代物或磺酸酯的活化碳之间形成碳-碳键。重要的是，由于催化剂中铜的低成本，本发明的所有方法都相对廉价。
• Calcium salts of 1,5-benzodiazepine derivatives, process for producing the salts and drugs containing the same
  申请人：——

  公开号：US20030096809A1

  公开（公告）日：2003-05-22

  Provided are calcium salts of a 1,5-benzodiazepine derivative represented by the following formula (I): 1 (wherein, R 1 represents a lower alkyl group, R 2 represents a phenyl or cyclohexyl group, and Y represents a single bond or a lower alkylene group); a process for preparing the salts; and drugs containing the same as the active ingredient. The compounds exhibit a potent inhibitory activity against the secretion of gastric acid and potent antagonism against gastrin and/or CCK-B receptor.

  提供的是以下公式（I）所代表的1,5-苯二氮䓬啉衍生物的钙盐： （其中，R1代表较低的烷基，R2代表苯基或环己基，Y代表单键或较低的烷基烯基）；一种制备这些盐的方法；以及含有它们作为活性成分的药物。 这些化合物表现出对胃酸分泌的强效抑制活性，以及对胃泌素和/或CCK-B受体的强效拮抗作用。
• USE OF COMPOSITIONS OBTAINED BY CALCINING PARTICULAR METAL-ACCUMULATING PLANTS FOR IMPLEMENTING CATALYTICAL REACTIONS
  申请人：CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE

  公开号：US20150376224A1

  公开（公告）日：2015-12-31

  The use of metal-accumulating plants for implementing chemical reactions especially catalytical reactions.

  金属积累植物用于实现化学反应，特别是催化反应的使用。
• [EN] AN IMPROVED PROCESS FOR THE PREPARATION OF CLOBAZAM AND ITS INTERMEDIATE<br/>[FR] PROCÉDÉ AMÉLIORÉ DE PRÉPARATION DE CLOBAZAM ET SON INTERMÉDIAIRE
  申请人：PIRAMAL ENTPR LTD

  公开号：WO2016151464A1

  公开（公告）日：2016-09-29

  The present invention provides an improved process for the preparation of 8-chloro-1-phenyl- 1H-benzo[b][1,4]diazepine-2,4(3H,5H)-dione (hereafter referred to as the compound (IV)), which is useful as a key intermediate for the synthesis of Clobazam (referred to as the compound (I)) 7-chloro-1-methyl-5-phenyl-1H-benzo[b][1,4]diazepine-2,4(3H,5H)-dione. The process of the present invention further involves transformation of the compound (IV) into Clobazam (I), comprising (a) reacting the compound (II) (as described herein) with monoalkyl malonate in the presence of a coupling agent to obtain the compound (III) (as described herein); followed by the cyclization using a base; (b) reacting the compound-IV (as described herein) obtained from step (a) with methylating agent. The process of the present invention involves formation of novel intermediates methyl 3-((4- chloro-2-(phenylamino)phenyl)amino)-3-oxopropanoate (IlIa) and 3-((4-chloro-2- (phenylamino)phenyl)amino)-3-oxopropanoic acid (V).

  本发明提供了一种改进的制备8-氯-1-苯基-1H-苯并[b][1,4]二氮杂环-2,4(3H,5H)-二酮（以下简称为化合物（IV））的过程，该过程用作合成氯硝安（简称为化合物（I））7-氯-1-甲基-5-苯基-1H-苯并[b][1,4]二氮杂环-2,4(3H,5H)-二酮的关键中间体。本发明的过程还涉及将化合物（IV）转化为氯硝安（I），包括(a)在偶联剂存在下将化合物（II）（如本文所述）与单烷基马隆酸酯反应，以获得化合物（III）（如本文所述）；随后使用碱进行环化；(b)将从步骤(a)中获得的化合物-IV（如本文所述）与甲基化试剂反应。本发明的过程涉及新型中间体甲基3-((4-氯-2-(苯胺基)苯基)氨基)-3-氧代丙酸酯（IlIa）和3-((4-氯-2-(苯胺基)苯基)氨基)-3-氧代丙酸（V）的形成。
• 2,3,4,5-TETRAHYDRO-1H-1,5-BENZODIAZEPINE DERIVATIVE AND MEDICINAL COMPOSITION
  申请人：Wakamoto Pharmaceutical Co., Ltd.

  公开号：EP1820799A1

  公开（公告）日：2007-08-22

  The present invention has its object to provide a 2,3,4,5-tetrahydro-1H-1,5-benzodiazepine derivative represented with the Formula (1) , or the pharmaceutically acceptable salt, which is effective as a therapeutic and prophylactic agent for diabetes, diabetic nephropathy, or glomerulosclerosis.

  本发明的目的是提供一种用化学式（1）表示的2,3,4,5-四氢-1H-1,5-苯二氮䓬衍生物，或其药学上可接受的盐，作为治疗和预防糖尿病、糖尿病肾病或肾小球硬化的药剂。