2H-benzo[c][1,6]naphthyridin-1-one | 143074-56-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2H-benzo[c][1,6]naphthyridin-1-one
• CAS: 143074-56-0
• 化学式: C₁₂H₈N₂O
• 分子量: 196.208
• InChiKey: QOXWIFMKAHEPNU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  15
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2H-benzo[c][1,6]naphthyridin-1-one 在 sodium hydride 、 溶剂黄146 作用下， 以 水 为溶剂， 反应 14.33h， 生成 1,2-dihydro-2-<<5(4)-methyl-4(5)-imidazolyl>methyl>-1-oxopyrido<4,3-c>isoquinoline
  参考文献：
  名称：

  Novel 5-HT3 antagonists. Isoquinolinones and 3-aryl-2-pyridones

  摘要：

  Synthesis and pharmacological evaluation of a series of 1,2-dihydro-1-[(5-methyl-1-imidazol-4-yl)methyl]-2-oxopyridine 5-HT3 antagonists are described. The key pharmacophoric elements were defined as a basic nitrogen, a group capable of hydrogen bonding interactions, and an aromatic moiety. 1,2-Dihydro-2-oxopyridine moiety could be a good linking group because of its nicely planar structure. The steric limitations of the aromatic moiety were investigated by X-ray analysis and computer analysis and shown to be optimal when the aromatic moiety was constrained within an arched planar system, which could be successfully replaced by 3-(2-thienyl)-2-oxopyridine function or 6-amino-7-chloro-1-isoquinolinone function without any loss of the activity. Among the synthesized compounds, 42 showed the most potent activity in the inhibition of Bezold-Jarisch reflex in rats. Compounds 44a and 64 were orally active in the protection against cisplatin-induced emesis in dogs or ferrets. Structure-activity relationships are discussed.

  DOI：

  10.1021/jm00096a001

文献信息

• USE OF SUBSTITUTED ISOQUINOLINONES, ISOQUINOLINDIONES, ISOQUINOLINTRIONES AND DIHYDROISOQUINOLINONES OR IN EACH CASE SALTS THEREOF AS ACTIVE AGENTS AGAINST ABIOTIC STRESS IN PLANTS
  申请人：Frackenpohl Jens

  公开号：US20140302987A1

  公开（公告）日：2014-10-09

  Use of substituted isoquinolinones, isoquinolinediones, isoquinolinetriones and dihydroisoquinolinones of the general formula (I) or their respective salts where the radicals in the general formula (I) correspond to the definitions given in the description, for enhancing stress tolerance in plants to abiotic stress, for strengthening plant growth and/or for increasing plant yield, and selected processes for preparing the compounds mentioned above.

  使用通式（I）中的替代的异喹啉酮、异喹啉二酮、异喹啉三酮和二氢异喹啉酮或它们的相应盐，其中通式（I）中的基团对应于描述中给出的定义，用于增强植物对非生物胁迫的耐受性，增强植物生长和/或增加植物产量，并选择性地制备上述化合物的过程。
• BENZOAZEPINE AND BENZODIAZEPINE DERIVATIVES AND THEIR USE AS PARP INHIBITORS
  申请人：GUILFORD PHARMACEUTICALS INC.

  公开号：EP1339402A2

  公开（公告）日：2003-09-03
• US9173395B2
  申请人：——

  公开号：US9173395B2

  公开（公告）日：2015-11-03
• [EN] COMPOUNDS AND THEIR USES<br/>[FR] COMPOSES ET LEURS UTILISATIONS
  申请人：GUILFORD PHARM INC

  公开号：WO2002044183A2

  公开（公告）日：2002-06-06

  This invention relates to compounds, pharmaceutical compositions, and methods of using the disclosed compounds for inhibiting PARP.
• [EN] COMPOSITIONS OF PARP INHIBITORS AND THEIR USE AS POTENTIATORS IN CANCER THERAPY<br/>[FR] METHODES ET COMPOSITIONS D'INHIBITEURS DE PARP SERVANT DE POTENTIALISATEURS DANS UNE THERAPIE DIRIGEE CONTRE LE CANCER
  申请人：MGI GP INC

  公开号：WO2007051119A1

  公开（公告）日：2007-05-03

  [EN] The present disclosure relates generally to a series of compounds which are derivatives of tricyclic compounds which inhibit poly (ADP-ribose) polymerase (PARP) and their use in the potentiation of cancer therapies. The disclosure relates more particularly to uses of azaphenanthridone compounds to chemosensitize cancers to the cytotoxic effects of chemopharmaceutical agents.
  [FR] L'invention concerne généralement une série de composés qui sont des dérivés de composés tricycliques inhibant la poly (ADP-ribose) polymérase (PARP). L'invention concerne également l'utilisation de ces composés dans la potentialisation de thérapies contre le cancer. En particulier, l'invention concerne des utilisations de composés d'azaphénanthridone pour chimiosensibiliser des cancers aux effets cytotoxiques d'agents chimiopharmaceutiques.