(2-Chloro-6-methoxyquinolin-3-ylmethylene)hydrazine | 959009-10-0

• 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-Chloro-6-methoxyquinolin-3-ylmethylene)hydrazine
• 英文别名: (E)-(2-chloro-6-methoxyquinolin-3-yl)methylidenehydrazine
• CAS: 959009-10-0
• 化学式: C₁₁H₁₀ClN₃O
• 分子量: 235.673
• InChiKey: CRALPSGBGOFCSI-MKMNVTDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  60.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (2-Chloro-6-methoxyquinolin-3-ylmethylene)hydrazine 、 对二甲氨基苯甲醛 以 乙醇 为溶剂， 以90%的产率得到4-[(Z)-[(E)-(2-chloro-6-methoxy-3-quinolyl)methylenehydrazono]methyl]-N,N-dimethyl-aniline
  参考文献：
  名称：

  Synthesis and DNA Binding Studies of Novel Heterocyclic Substituted Quinoline Schiff Bases: A Potent Antimicrobial Agent

  摘要：

  The present article deals with the synthesis of 2-chloroquinoline-3-carbaldehyde [(2-hydroxy-1-naphthyl) methylene] hydrazone (CQCMH) (2a-c) and 2-chloroquinoline-3-carbaldehyde [4-(dimethylamino) benzylidene] hydrazone (CQCDBH) (3a-c) from quinoline derivatives under suitable experimental conditions. The synthesized compounds were characterized by elemental analysis, FTIR, (HNMR)-H-1, and mass spectral data. The selected compounds were studied for interaction with calf thymus-DNA (CT-DNA) by electronic spectra, viscosity measurements as well as thermal denaturation studies. On binding to DNA, the absorption spectrum underwent bathochromic and hypochromic shifts. The binding constant (Kb) had value of 2.3 x 10(3) M-1 for (2a) and 2.5 x 10(4) M-1 for (3a). The viscosity measurements indicated that the viscosity of sonicated rod like DNA fragments increased. The synthesized derivatives have been screened for antibacterial and antifungal activities.

  DOI：

  10.1080/15257770802400081
• 作为产物：
  描述：

  2-氯-6-甲氧基喹啉-3-甲醛 在 肼 作用下， 以 甲醇 为溶剂， 反应 1.0h， 生成 (2-Chloro-6-methoxyquinolin-3-ylmethylene)hydrazine
  参考文献：
  名称：

  Synthesis and DNA Binding Studies of Novel Heterocyclic Substituted Quinoline Schiff Bases: A Potent Antimicrobial Agent

  摘要：

  The present article deals with the synthesis of 2-chloroquinoline-3-carbaldehyde [(2-hydroxy-1-naphthyl) methylene] hydrazone (CQCMH) (2a-c) and 2-chloroquinoline-3-carbaldehyde [4-(dimethylamino) benzylidene] hydrazone (CQCDBH) (3a-c) from quinoline derivatives under suitable experimental conditions. The synthesized compounds were characterized by elemental analysis, FTIR, (HNMR)-H-1, and mass spectral data. The selected compounds were studied for interaction with calf thymus-DNA (CT-DNA) by electronic spectra, viscosity measurements as well as thermal denaturation studies. On binding to DNA, the absorption spectrum underwent bathochromic and hypochromic shifts. The binding constant (Kb) had value of 2.3 x 10(3) M-1 for (2a) and 2.5 x 10(4) M-1 for (3a). The viscosity measurements indicated that the viscosity of sonicated rod like DNA fragments increased. The synthesized derivatives have been screened for antibacterial and antifungal activities.

  DOI：

  10.1080/15257770802400081

文献信息

• Synthesis and DNA Binding Studies of Novel Heterocyclic Substituted Quinoline Schiff Bases: A Potent Antimicrobial Agent
  作者：Devappa. S. Lamani、Kallam. R. Venugopala Reddy、H. S. Bhojya Naik、A. Savyasachi、H. Raja. Naik

  DOI：10.1080/15257770802400081

  日期：2008.9.19

  The present article deals with the synthesis of 2-chloroquinoline-3-carbaldehyde [(2-hydroxy-1-naphthyl) methylene] hydrazone (CQCMH) (2a-c) and 2-chloroquinoline-3-carbaldehyde [4-(dimethylamino) benzylidene] hydrazone (CQCDBH) (3a-c) from quinoline derivatives under suitable experimental conditions. The synthesized compounds were characterized by elemental analysis, FTIR, (HNMR)-H-1, and mass spectral data. The selected compounds were studied for interaction with calf thymus-DNA (CT-DNA) by electronic spectra, viscosity measurements as well as thermal denaturation studies. On binding to DNA, the absorption spectrum underwent bathochromic and hypochromic shifts. The binding constant (Kb) had value of 2.3 x 10(3) M-1 for (2a) and 2.5 x 10(4) M-1 for (3a). The viscosity measurements indicated that the viscosity of sonicated rod like DNA fragments increased. The synthesized derivatives have been screened for antibacterial and antifungal activities.