7-Chloro-4-oxo-1-prop-2-ynyl-1,8-naphthyridine-3-carbonyl chloride | 1000357-17-4

• 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: 7-Chloro-4-oxo-1-prop-2-ynyl-1,8-naphthyridine-3-carbonyl chloride
• CAS: 1000357-17-4
• 化学式: C₁₂H₆Cl₂N₂O₂
• 分子量: 281.098
• InChiKey: HHOVCJHKXUDAHL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  50.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-Chloro-4-oxo-1-prop-2-ynyl-1,8-naphthyridine-3-carbonyl chloride 、 2-amino-2,N-diphenylacetamide 以 二氯甲烷 为溶剂， 反应 2.0h， 以65.1%的产率得到N-(1-N-phenylcarbamoyl-1-phenylmethyl)-7-chloro-1,4-dihydro-4-oxo-1-propargyl-1,8-naphthyridine-3-carboxamide
  参考文献：
  名称：

  1,8-Naphthyridine-3-carboxamide derivatives with anticancer and anti-inflammatory activity

  摘要：

  A number of 1-propargyl-1,8-naphthyridine-3-carboxamide derivatives (15-35) have been synthesized and screened for their in vitro cytotoxicity and anti-inflammatory activity. Compounds 22, 31 and 34 have shown high cytotoxicity against a number of cancer cell lines, while compound 24 showed significant anti-inflammatory activity. (C) 2009 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2009.03.015
• 作为产物：
  描述：

  7-Chloro-4-oxo-1-prop-2-ynyl-1,8-naphthyridine-3-carboxylic acid 在 氯化亚砜 作用下， 生成 7-Chloro-4-oxo-1-prop-2-ynyl-1,8-naphthyridine-3-carbonyl chloride
  参考文献：
  名称：

  Anticancer and anti-inflammatory activities of 1,8-naphthyridine-3-carboxamide derivatives

  摘要：

  Several 1,8-naphthyridine-3-carboxamide derivatives (8 - 23) were synthesized and tested for in vitro cytotoxicity against eight cancer cell lines and a normal cell line. Compound 12 exhibited high cytotoxicity (IC50=1.37 mu M) in HBL-100 ( breast) cell line while compounds 17 (IC50=3.7 mu M) and 22 (IC50=3.0 mu M) have shown high cytotoxicity in KB (oral) and SW-620 (colon) cell lines, respectively. The synthesized 1,8-naphthyridine-3-carboxamides were also evaluated for anti-inflammatory and myeloprotective activities, indicated by modulation in cytokine and chemokine levels secreted by dendritic cells. (c) 2007 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2007.08.006

文献信息

• Anticancer and anti-inflammatory activities of 1,8-naphthyridine-3-carboxamide derivatives
  作者：Sanjay K. Srivastava、Manu Jaggi、Anu T. Singh、Alka Madan、Nidhi Rani、Manupriya Vishnoi、Shiv K. Agarwal、Rama Mukherjee、Anand C. Burman

  DOI：10.1016/j.bmcl.2007.08.006

  日期：2007.12

  Several 1,8-naphthyridine-3-carboxamide derivatives (8 - 23) were synthesized and tested for in vitro cytotoxicity against eight cancer cell lines and a normal cell line. Compound 12 exhibited high cytotoxicity (IC50=1.37 mu M) in HBL-100 ( breast) cell line while compounds 17 (IC50=3.7 mu M) and 22 (IC50=3.0 mu M) have shown high cytotoxicity in KB (oral) and SW-620 (colon) cell lines, respectively. The synthesized 1,8-naphthyridine-3-carboxamides were also evaluated for anti-inflammatory and myeloprotective activities, indicated by modulation in cytokine and chemokine levels secreted by dendritic cells. (c) 2007 Published by Elsevier Ltd.
• 1,8-Naphthyridine-3-carboxamide derivatives with anticancer and anti-inflammatory activity
  作者：Vivek Kumar、Manu Jaggi、Anu T. Singh、Alka Madaan、Vinod Sanna、Pratibha Singh、Pramod K. Sharma、Raghuveer Irchhaiya、Anand C. Burman

  DOI：10.1016/j.ejmech.2009.03.015

  日期：2009.8

  A number of 1-propargyl-1,8-naphthyridine-3-carboxamide derivatives (15-35) have been synthesized and screened for their in vitro cytotoxicity and anti-inflammatory activity. Compounds 22, 31 and 34 have shown high cytotoxicity against a number of cancer cell lines, while compound 24 showed significant anti-inflammatory activity. (C) 2009 Elsevier Masson SAS. All rights reserved.