N-[2-(dimethylamino)ethyl]-2,6-dimethyl-1-oxo-1,2-dihydrobenzo[b]-1,6-naphthyridine-4-carboxamide | 492472-30-7

• 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: N-[2-(dimethylamino)ethyl]-2,6-dimethyl-1-oxo-1,2-dihydrobenzo[b]-1,6-naphthyridine-4-carboxamide
• 英文别名: SN 28049；SN28049；N-[2-(dimethylamino)ethyl]-2,6-dimethyl-l-oxo-1,2-dihydrobenzo[b][1,6]naphthyridine-4-carboxamide；Unii-xnv0707AMP；N-[2-(dimethylamino)ethyl]-2,6-dimethyl-1-oxobenzo[b][1,6]naphthyridine-4-carboxamide
• CAS: 492472-30-7
• 化学式: C₁₉H₂₂N₄O₂
• 分子量: 338.409
• InChiKey: CSMRPIFORJZYCJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  65.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-dimethylaminomethylene-6-methyl-4H-pyrano[4,3-b]quinoline-1,3-dione 在 氯化亚砜 作用下， 以 四氢呋喃 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 32.5h， 生成 N-[2-(dimethylamino)ethyl]-2,6-dimethyl-1-oxo-1,2-dihydrobenzo[b]-1,6-naphthyridine-4-carboxamide
  参考文献：
  名称：

  苯并[b] [1,6]萘啶的羧酰胺衍生物的合成及细胞毒活性。

  摘要：

  4-二甲基氨基亚甲基-6-甲基-4H-吡喃并[4,3-b]喹啉-1,3-二酮与一系列伯胺的反应产生了一系列的2-取代的6-甲基-1-氧代-1,2-二氢苯并[b] [1,6]萘啶-4-羧酸。测试了衍生的4-N- [2-（二甲基氨基）乙基]羧酰胺对鼠P388白血病，路易斯肺癌（LLTC）和人Jurkat白血病细胞系的生长抑制特性。大多数化合物是有效的细胞毒素，有些化合物的IC（50）值小于10 nM。在体内针对小鼠的皮下结肠38肿瘤进行了体内测试，对其中的5种进行了测试，事实证明，在该难治性模型中，单剂量（3.9 mg / kg）可治愈2-甲基和2-（3,4-二甲氧基苯基）衍生物。

  DOI：

  10.1021/jm020420u

文献信息

• [EN] ANTI-TUMOUR POLYCYCLIC CARBOXAMIDES<br/>[FR] CARBOXAMIDES POLYCYCLIQUES ANTI-TUMORALES
  申请人：UNIV TROBE

  公开号：WO2003097642A1

  公开（公告）日：2003-11-27

  This invention relates to polycyclic carboxamide compounds of the formula (I) with cytotoxicity, processes for their preparation, pharmaceutical compositions containing them and their use in therapy, particularly in the treatment and/or prophylaxis of cellular proliferative disorders such as cancer.

  本发明涉及具有细胞毒性的多环羧酰胺化合物的公式（I），其制备方法，含有它们的药物组合物以及它们在治疗中的应用，特别是在治疗和/或预防癌症等细胞增殖性疾病方面的应用。
• Anti-tumour polycyclic carboxamides
  申请人：Baguley Charles Bruce

  公开号：US20050245561A1

  公开（公告）日：2005-11-03

  This invention relates to polycyclic carboxamide compounds of the formula (I) with cytotoxicity, processes for their preparation, pharmaceutical compositions containing them and their use in therapy, particularly I the treatment and/or prophylaxis of cellular proliferative disorders such a cancer.

  本发明涉及具有细胞毒性的多环羧酰胺化合物（I）的公式，它们的制备过程，包含它们的制药组合物以及它们在治疗中的应用，特别是在治疗和/或预防细胞增殖性疾病，如癌症方面的应用。
• ANTI-TUMOUR POLYCYCLIC CARBOXAMIDES
  申请人：Baguley Bruce Charles

  公开号：US20090156630A1

  公开（公告）日：2009-06-18

  This invention relates to polycyclic carboxamide compounds of the formula I: with cytotoxicity, processes for their preparation, pharmaceutical compositions containing them and their use in therapy, particularly in the treatment and/or prophylaxis of cellular proliferative disorders such as cancer.

  本发明涉及公式I的多环羧酰胺化合物，具有细胞毒性，其制备过程，包含它们的制药组合物及其在治疗中的使用，特别是在治疗和/或预防细胞增殖性疾病，如癌症中的应用。
• Polycyclic amide compound, preparation process and use thereof
  申请人：HEBEI GRANDIOS PHARMA CO., LTD.

  公开号：US11046687B2

  公开（公告）日：2021-06-29

  A novel polycyclic amide compound, preparation process and use thereof are provided. The compound has cytotoxic biological activity, particularly for the treatment and/or prevention of cell proliferative diseases such as cancer. This compound is a compound represented by Formula I or a pharmaceutically acceptable salt, solvate, polymorph, enantiomer or racemic mixture, prodrug and N-oxide thereof, wherein, R, R1-R3 are independently selected from hydrogen, C1-5 alkyl, or C1-5 having a hydroxyl group or a halogen, and may be bonded to each other to form a ring, Z is an arbitrary substituent group, X1 and X2 may be carbon or nitrogen respectively, Q is oxygen or sulfur. Compared to the existing known polycyclic amide compounds, the novel polycyclic amide compound has more potent cytotoxicity and can be used for the treatment of diseases such as tumors, cancers, Alzheimer's disease, autoimmune diseases, cataracts, psychological disorders, depression and/or anxiety.

  本研究提供了一种新型多环酰胺化合物及其制备工艺和用途。该化合物具有细胞毒性生物活性，尤其适用于治疗和/或预防癌症等细胞增殖性疾病。该化合物是由式 I 或 一种药学上可接受的盐、溶液剂、多晶型、对映体或外消旋混合物、原药及其N-氧化物，其中，R、R1-R3独立选自氢、C1-5烷基或具有羟基或卤素的C1-5，并可相互键合形成环，Z为任意取代基，X1和X2可分别为碳或氮，Q为氧或硫。与现有已知的多环酰胺化合物相比，新型多环酰胺化合物具有更强的细胞毒性，可用于治疗肿瘤、癌症、阿尔茨海默病、自身免疫性疾病、白内障、心理障碍、抑郁症和/或焦虑症等疾病。
• Oral compositions, use and combinations of N-[2-(dimethylamino)ethyl]-2,6 dimethyl-1-oxo-1,2-dihydrobenzo[b]-1,6-naphthyridine-4-carboxamide and closely related analogues thereof
  申请人：Baguley Bruce Charles

  公开号：US20080248134A1

  公开（公告）日：2008-10-09

  This invention relates to compositions including a compound of Formula I wherein R is selected from a C 1 -C 6 alkyl, unsubstituted phenyl or phenyl substituted by one or more halo, C 1 -C 6 alkyl or C 1 -C 6 alkoxy, combinations of a compound of formula I with other chemotherapeutic agents, and the use of the compositions or combinations for the treatment of cellular proliferative disorders.