5-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one | 33035-62-0

• 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: 5-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one
• 英文别名: 5-methyl-1,3,4,5-tetrahydro-benzo[b][1,4]diazepin-2-one；5-methyl-1,3,4,5-tetrahydro-1,5-benzodiazepin-2-one；5-methyl-3,4-dihydro-1H-1,5-benzodiazepin-2-one
• CAS: 33035-62-0
• 化学式: C₁₀H₁₂N₂O
• 分子量: 176.218
• InChiKey: SJZQGVZACKZABI-UHFFFAOYSA-N

物化性质

• 熔点：
  170 °C(Solv: benzene (71-43-2))
• 沸点：
  355.4±35.0 °C(Predicted)
• 密度：
  1.118±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one 在 tetraphosphorus decasulfide 作用下， 以 吡啶 为溶剂， 反应 2.0h， 以64%的产率得到5-methyl-3,4-dihydro-1H-1,5-benzodiazepine-2-thione
  参考文献：
  名称：

  2,3-Dihydro-1H-1,5-benzodiazepines: A conversion of thiolactams to amidines

  摘要：

  The synthesis of a new series of diversely N-4 substituted amidines of 2,3-dihydro-1H-1,5-benzodiazepine has been accomplished starting from tetrahydro-1,5-benzodiazepin-2-one derivatives. These compounds were transformed into the desired thiolactams 2a-i which reacted in the presence of mercuric chloride with ammonia, as well as primary or secondary amines to give amidines 3a-i. Hydrazidines 3j-1 were prepared by treatment of thiolactams with an excess of hydrazine.

  DOI：

  10.1007/bf00807260
• 作为产物：
  描述：

  N-甲基-2-硝基苯胺 在 磷酸 、 硫酸 、 锌 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.25h， 生成 5-methyl-1,3,4,5-tetrahydro-2H-1,5-benzodiazepin-2-one
  参考文献：
  名称：

  Clozapine derived 2,3-dihydro-1H-1,4- and 1,5-benzodiazepines with D4 receptor selectivity: synthesis and biological testing

  摘要：

  Novel 4-arylpiperazin-l-yl-substituted 2,3-dihydro-1H-1,4- and 1H-1,5-benzodiazepines and their aza-analogues were synthesized as debenzoclozapine derivatives for evaluation as potential D4-ligands. While K-i values of some of the title compounds came within the range of clozapine, they showed an impressively greater selectivity over other dopamine receptor subtypes, especially D2. For the most promising compounds, intrinsic activity and binding properties to serotonin 5-HT1(A) and 5-HT2 were also determined. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.03.023

文献信息

• [EN] HETEROCYCLIC AMIDES AS KINASE INHIBITORS<br/>[FR] AMIDES HÉTÉROCYCLIQUES À UTILISER EN TANT QU'INHIBITEURS DE KINASE
  申请人：GLAXOSMITHKLINE IP DEV LTD

  公开号：WO2014125444A1

  公开（公告）日：2014-08-21

  Disclosed are compounds having the formula (I) wherein X, Y, Z1, Z2, Z3, Z4, R5, RA, m, A. L, and B are as defined herein, and methods of making and using the same.

  揭示了具有式（I）的化合物，其中X、Y、Z1、Z2、Z3、Z4、R5、RA、m、A、L和B如本文所定义，并公开了制备和使用这些化合物的方法。
• Hetero-benzazepine derivatives and their pharmaceutical use
  申请人：Ciba-Geigy Corporation

  公开号：US04477464A1

  公开（公告）日：1984-10-16

  Disclosed are variously substituted 3-(carboxymethylamino)-(1,5-benzothiazepin-4-one, 1,5-benzoxazepin-4-one and 1,5-benzodiazepin-4-one)-5-alkanoic acids and derivatives as angiotensin-converting enzyme inhibitors and antihypertensive agents. Their synthesis, pharmaceutical compositions thereof, and methods of threatment utilizing such compounds are included.

  本发明涉及多种取代的3-(羧甲基氨基)-(1,5-苯并噻吩-4-酮，1,5-苯并噁唑-4-酮和1,5-苯并二氮杂-4-酮)-5-脂肪酸类化合物及其衍生物，作为血管紧张素转化酶抑制剂和降压药物。本发明还包括这些化合物的合成方法，药物组成物以及利用这些化合物进行治疗的方法。
• Isolation and Characterization of Atropisomers of Seven-Membered-Ring Benzolactams
  作者：Hidetsugu Tabata、Naoya Wada、Yuko Takada、Tetsuta Oshitari、Hideyo Takahashi、Hideaki Natsugari

  DOI：10.1021/jo2008725

  日期：2011.6.17

  The atropisomeric properties of seven-membered-ring benzolactams (7a-c and 8a) [1,5-benzodiazepin-2-one (a), 1,5-benzothiazepin-4-one (b), and 1-benzazepin-2-one (c)] were examined. The atropisomers were isolated as the diastereomers with an (S)-phenethylamide moiety, which were characterized by X-ray crystallography, and the barriers to their interconversion were clarified.
• Janciene, Regina; Vektariene, Ausra; Mikulskiene, Gema, ARKIVOC, 2013, vol. 2013, # 4, p. 1 - 19
  作者：Janciene, Regina、Vektariene, Ausra、Mikulskiene, Gema、Javorskis, Tomas、Vektaris, Gytis、Klimavicius, Algirdas

  DOI：——

  日期：——
• Bromination of aromatic ring of tetrahydro-1,5-benzodiazepin-2-ones
  作者：B. Puodziunaite、R. Janciene、Z. Stumbreviciute、L. Kosychova

  DOI：10.1007/bf02297679

  日期：2000.6