2-oxo-1,2-dihydroquinoline-3-carbonyl chloride | 1261810-33-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-oxo-1,2-dihydroquinoline-3-carbonyl chloride
• 英文别名: 2-Oxoquinoline-3-carbonyl chloride；2-oxo-1H-quinoline-3-carbonyl chloride
• CAS: 1261810-33-6
• 化学式: C₁₀H₆ClNO₂
• 分子量: 207.616
• InChiKey: OVFSUALIIFFWDW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  46.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-oxo-1,2-dihydroquinoline-3-carbonyl chloride 在 氯化亚砜 、 水 、 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 生成 4-[(2-oxo-1,2-dihydroquinoline-3-carbonyl)amino]benzoic acid
  参考文献：
  名称：

  2(1H)-QUINOLINONE DERIVATIVE

  摘要：

  提供了：基于抑制DNA旋转酶的GyrB和拓扑异构酶IV的ParE的作用而表现出抗菌活性的有用的新化合物；以及由化学式[1]表示的2(1H)-喹啉酮衍生物或其药用可接受的盐。

  公开号：

  EP3604281A1
• 作为产物：
  描述：

  2-氨基苯甲醛 在 氯化亚砜 作用下， 以 水 为溶剂， 反应 9.0h， 生成 2-oxo-1,2-dihydroquinoline-3-carbonyl chloride
  参考文献：
  名称：

  Synthesis and in vivo evaluation of N-ethylamino-2-oxo-1,2-dihydro-quinoline-3-carboxamide for inhibition of intestinal tumorigenesis in APCMin/+ mice

  摘要：

  A selective KGFR tyrosine kinase inhibitor, N-ethylamino-2-oxo-1,2-dihydro-quinoline-3-carboxamide, was synthesized and its possible inhibitory effects on the development of colon polyps and colorectal tumors was examined in APC(Min/+) mice, a mouse model of human intestinal familial adenomatous polyposis. The present study shows for the first time that a dietary administration of a selective KGFR tyrosine kinase inhibitor lacks the overt-toxicities and significantly reduced the growth of small intestinal polyps in both male and female APC(Min/+) mice. This inhibition of polyp growth appears to occur at a greater extent in female mice. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.01.042

文献信息

• Construction of 2-pyridones <i>via</i> oxidative cyclization of enamides: access to Pechmann dye derivatives
  作者：Sivanna Chithanna、Ding-Yah Yang

  DOI：10.1039/d0ob02376k

  日期：——

  dehydrogenation. The cyclization of enamides was achieved by the introduction of an electron-withdrawing group on the α-carbon of acid chlorides. This methodology allows quick access to polycyclic Pechmann dyes via rare double oxidative cyclizations of dienamides under mild conditions.

  报道了在一次操作中从亚胺和α，β-不饱和酰氯构造结构多样的2-吡啶酮衍生物的有效方案。通过将原位生成的酰胺进行热环化，然后进行热脱氢，可制得目标化合物，包括香豆素8-氧代脯氨酸类似物和薄片蛋白G异构体。通过在酰基氯的α-碳上引入一个吸电子基团可以实现酰胺的环化。这种方法可以在温和条件下通过稀有的双烯酰胺双氧化环化反应快速访问多环Pechmann染料。
• Synthesis of 3,13-dichlorobenzo[b]quino[4,3-h][1,6]naphthyridin-6(5H)-one derivatives from 2-oxoquinoline-3-carbonyl chloride and 2,6-dichloroquinolin-4-amine
  作者：Adhiyaman Kottai Munusamy Magesh Se Kumar、Subramanian Parameswaran Rajendran、Selvaraj Mohana Roopan

  DOI：10.1007/s10593-015-1706-5

  日期：2015.4

  6-dichloroquinolin-4-yl)-2-oxo-1,2-dihydroquinoline-3-carboxamides. The latter is cyclized to fused [1,6]naphthyridine derivative – 3,13-dichlorobenzo[b]quino[4,3-h][1,6]naphthyridin-6(5H)-one, under heating in polyphosphoric acid at 150°C. The reaction sequence was generalized and was extended to synthetic derivatives. The structures of all synthesized compounds were confirmed by spectral data and elemental

  2-氧代-1,2-二氢喹啉-3-羰基氯与2,6-二氯喹啉-4-胺的反应导致N-（2,6-二氯喹啉-4-基）-2-氧代-的形成1,2-二氢喹啉-3-羧酰胺。在多磷酸中加热，将后者环化成稠合的[1,6]萘啶衍生物– 3,13-二氯苯并[ b ]喹啉[4,3- h ] [1,6]萘啶-6（5 H）-one。在150°C下。概括了反应顺序，并将其扩展到合成衍生物。通过光谱数据和元素分析证实了所有合成化合物的结构。
• Vijayalakshmi, S.; Rajendran, S. P., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1994, vol. 33, # 2, p. 159 - 162
  作者：Vijayalakshmi, S.、Rajendran, S. P.

  DOI：——

  日期：——
• Structure–activity relationships studies of the anti-angiogenic activities of linomide
  作者：Jiandong Shi、Zili Xiao、Michael A Ihnat、Chandrashekhar Kamat、Bulbul Pandit、Zhigen Hu、Pui-Kai Li

  DOI：10.1016/s0960-894x(03)00047-7

  日期：2003.3

  The synthesis and anti-angiogenic activities of linomide and its analogues are reported. Three of the analogues are 3.3-69 times more potent than linomide at inhibiting blood vessel formation in the CAM angiogenesis assay. These compounds possessed considerable anti-proliferative activity against isolated HUVEC cells with no activity against epithelial-derived prostate tumor cells. (C) 2003 Elsevier Science Ltd. All rights reserved.