8-methoxy-2H,5H-pyrido<4,3-b>indol-1-one | 111380-51-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 8-methoxy-2H,5H-pyrido<4,3-b>indol-1-one
• 英文别名: 8-methoxy-2,5-dihydro-1H-pyrido[4,3-b]indol-1-one；8-methoxy-2,5-dihydropyrido[4,3-b]indol-1-one
• CAS: 111380-51-9
• 化学式: C₁₂H₁₀N₂O₂
• 分子量: 214.224
• InChiKey: UPSCCJINQNIXHP-UHFFFAOYSA-N

物化性质

• 熔点：
  >280 °C
• 沸点：
  556.6±50.0 °C(Predicted)
• 密度：
  1.351±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  54.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  8-methoxy-2H,5H-pyrido<4,3-b>indol-1-one 在 氢溴酸 、 三氯氧磷 作用下， 反应 25.5h， 生成 1-chloro-8-hydroxy-5H-pyrido<4,3-b>indole
  参考文献：
  名称：

  1-Amino-substituted 4-methyl-5H-pyrido[4,3-b]indoles (.gamma.-carbolines) as tricyclic analogs of ellipticines: a new class of antineoplastic agents

  摘要：

  A series of 1-amino-substituted 4-methyl-5H-pyrido[4,3-b]indoles that are structurally related to ellipticines by deletion of a ring have been synthesized in order to evaluate their DNA affinity, their in vitro cytotoxicity on L1210 cultured cells, and their in vivo antitumor activity. Among 24 derivatives that have been prepared and studied for the structure-activity relationship in this new class of antineoplastic agents, those that have a NH(CH2)3N(R)2 side chain (R = CH3 or C2H5) at their 1-position, a 4-methyl group, and an 8-OH substituent, either with a 5-NH or with a 5-NCH3 group, show the most potent cytotoxicities on L1210 cultured cells and in vivo antitumor properties in P388 and L1210 leukemia systems. In vivo antineoplastic activity of the most potent products was confirmed in P388 and L1210 leukemia systems. In vivo antineoplastic activity of the most potent products was confirmed on other mouse experimental tumors from the standard NCI screening:B16 melanoma and C38 adenocarcinoma.

  DOI：

  10.1021/jm00397a023
• 作为产物：
  描述：

  1,4-环己二醇 在 palladium 10% on activated carbon 、 pyridinium chlorochromate 、 potassium hydroxide 作用下， 以 二苯醚 、 乙醇 、 二氯甲烷 、 水 为溶剂， 反应 32.25h， 生成 8-methoxy-2H,5H-pyrido<4,3-b>indol-1-one
  参考文献：
  名称：

  US2014/256706

  摘要：

  公开号：

文献信息

• [EN] BET BROMODOMAIN INHIBITORS AND THERAPEUTIC METHODS USING THE SAME<br/>[FR] INHIBITEURS DE BROMODOMAINES BET ET MÉTHODES THÉRAPEUTIQUES LES UTILISANT
  申请人：UNIV MICHIGAN

  公开号：WO2014164596A1

  公开（公告）日：2014-10-09

  Inhibitors of BET bromodomains and compositions containing the same are disclosed. Methods of using the BET bromodomain inhibitors in the treatment of diseases and conditions wherein inhibition of BET bromodomain provides a benefit, like cancers, also are disclosed.

  本文披露了BET bromodomain抑制剂及含有它们的组合物。还披露了使用BET bromodomain抑制剂治疗疾病和状况的方法，其中BET bromodomain的抑制提供益处，如癌症等疾病。
• BET bromodomain inhibitors and therapeutic methods using the same
  申请人：THE REGENTS OF THE UNIVERSITY OF MICHIGAN

  公开号：US10391175B2

  公开（公告）日：2019-08-27

  Inhibitors of BET bromodomains and compositions containing the same are disclosed. Methods of using the BET bromodomain inhibitors in the treatment of diseases and conditions wherein inhibition of BET bromodomain provides a benefit, like cancers, also are disclosed.

  本研究公开了 BET 溴基链抑制剂和含有这些抑制剂的组合物。此外，还公开了将 BET 溴基链抑制剂用于治疗 BET 溴基链抑制可带来益处的疾病和病症（如癌症）的方法。
• BISAGNI, EMILE;NGUYEN, CHI HUNG;PIERRE, ALAIN;PEPIN, ODILE;COINTET, PAUL +, J. MED. CHEM., 31,(1988) N 2, 398-405
  作者：BISAGNI, EMILE、NGUYEN, CHI HUNG、PIERRE, ALAIN、PEPIN, ODILE、COINTET, PAUL +

  DOI：——

  日期：——
• US20140256706A1
  申请人：——

  公开号：——

  公开（公告）日：——
• BET BROMODOMAIN INHIBITORS AND THERAPEUTIC METHODS USING THE SAME
  申请人：The Regents of The University of Michigan

  公开号：EP2970312B1

  公开（公告）日：2017-11-15