5-[(4-氯苯基)偶氮]水杨酸 | 21461-12-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 中文名称: 5-[(4-氯苯基)偶氮]水杨酸
• 英文名称: 5-(p-chloro-phenylazo)-2-hydroxy-benzoic acid
• 英文别名: 5-(4-chloro-phenylazo)-2-hydroxy-benzoic acid；4'-Chlor-4-hydroxy-azobenzol-carbonsaeure-(3)；5-(4-Chlor-phenylazo)-2-hydroxy-benzoesaeure；(4-Chlor-benzol)-(1 azo 5)-salicylsaeure；5-[(4-chlorophenyl)azo]salicylic acid；5-(4-Chlor-benzol-(1)-azo)-2-hydroxy-benzoesaeure；5-[(4-chlorophenyl)diazenyl]-2-hydroxybenzoic acid
• CAS: 21461-12-1
• 化学式: C₁₃H₉ClN₂O₃
• mdl: MFCD19288395
• 分子量: 276.679
• InChiKey: ZCRDPWZTENZVQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  82.2
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  甲醇 、 5-[(4-氯苯基)偶氮]水杨酸 在 硫酸 作用下， 生成 5-(4-chloro-phenylazo)-2-hydroxy-benzoic acid methyl ester
  参考文献：
  名称：

  Energy balance of hibernating mouse-eared batMyotis myotis: a study with a TOBEC instrument

  摘要：

  We used a non-invasive TOBEC method (Total Body Electric Conductivity) to estimate lean body mass and fat content in mouse-eared bats Myotis myolis (Borkhausen, 1797) hibernating in Poznan Forts (W Poland) and in a semi-natural cave-mine Miedzianka (SE Poland). In December, Fat content averaged 5.5 g in females (body mass = 29.4 g) and 5.3 g in males (body mass = 28.4 g). At the end of hibernation (April), fat content averaged 2.2 g in females (body mass = 25.6 g) and 1.4 g in males (body mass = 23.7 g). Eat content did not differ between the localities either in December or in April, hut the pattern of changes of fat content was different. We calculated the rate of energy expenditure in hibernating bats using two methods, based on independent samples (fat content in first-time captured individuals) and based on paired observations (changes of fat content in re-captured individuals), and discussed problems associated with the two approaches. Both methods show that the bats need about 4.9 g of fat (191 kJ) to sustain a 165-day hibernation. However, the rate of fat usage varied considerably between the sites and hibernation phase. Although the average amount of fat remaining in April would be sufficient to support at least six more weeks of hibernation, the level of reserves was close to zero in some individuals.

  DOI：

  10.1007/bf03192411
• 作为产物：
  描述：

  sodium salicylate 、 对氯苯胺 在 盐酸 、 sodium nitrite 作用下， 以 水 为溶剂， 反应 2.75h， 以64%的产率得到5-[(4-氯苯基)偶氮]水杨酸
  参考文献：
  名称：

  Synthesis, characterization and radical scavenging activity of aromatic amine conjugates of 5-aminosalicylic acid

  摘要：

  5- 氨基水杨酸是一种抗炎药物，用于治疗包括溃疡性结肠炎和克罗恩病在内的炎症性肠病。由于 5-氨基水杨酸在上消化道的吸收速度快、吸收范围广，因此在到达作用部位（即结肠）之前就已经流失了大量的 5-氨基水杨酸。为了防止药物流失，人们采用了载体连接原药的方法，合成了以结肠为靶点的偶氮原药。本研究介绍了 5-氨基水杨酸与芳香胺的偶氮原药的合成和表征。使用 DPPH（2,2-二苯基-1-苦基肼）自由基清除活性测试了合成的原药的抗氧化活性。结果发现，所有合成的化合物都具有轻度到中度的自由基清除活性。

  DOI：

  10.4314/bcse.v28i3.17

文献信息

• Energy balance of hibernating mouse-eared batMyotis myotis: a study with a TOBEC instrument
  作者：Paweł Koteja、Mirosław Jurczyszyn、Bronisław W. Wołoszyn

  DOI：10.1007/bf03192411

  日期：2001.3

  We used a non-invasive TOBEC method (Total Body Electric Conductivity) to estimate lean body mass and fat content in mouse-eared bats Myotis myolis (Borkhausen, 1797) hibernating in Poznan Forts (W Poland) and in a semi-natural cave-mine Miedzianka (SE Poland). In December, Fat content averaged 5.5 g in females (body mass = 29.4 g) and 5.3 g in males (body mass = 28.4 g). At the end of hibernation (April), fat content averaged 2.2 g in females (body mass = 25.6 g) and 1.4 g in males (body mass = 23.7 g). Eat content did not differ between the localities either in December or in April, hut the pattern of changes of fat content was different. We calculated the rate of energy expenditure in hibernating bats using two methods, based on independent samples (fat content in first-time captured individuals) and based on paired observations (changes of fat content in re-captured individuals), and discussed problems associated with the two approaches. Both methods show that the bats need about 4.9 g of fat (191 kJ) to sustain a 165-day hibernation. However, the rate of fat usage varied considerably between the sites and hibernation phase. Although the average amount of fat remaining in April would be sufficient to support at least six more weeks of hibernation, the level of reserves was close to zero in some individuals.
• Synthesis, characterization and radical scavenging activity of aromatic amine conjugates of 5-aminosalicylic acid
  作者：K. Harveer、S. Jasmeen

  DOI：10.4314/bcse.v28i3.17

  日期：——

  5-Aminosalicylic acid is an anti-inflammatory drug used in the treatment of inflammatory bowel diseases including ulcerative colitis and Crohn’s disease. Due to its rapid and extensive absorption in the upper gastro-intestinal tract, substantial amount of 5-aminosalicylic acid is already lost before reaching the site of action, i.e. the colon. In order to prevent this loss of drug, carrier linked prodrug approach has been used and azo prodrugs have been synthesized with a purpose of colon targeting. The present research describes the synthesis and characterization of azo prodrugs of 5-aminosalicylic acid with aromatic amines. The synthesized prodrugs were tested for antioxidant activity using DPPH (2,2-diphenyl-1-picrylhydrazyl) free radical scavenging activity. All the synthesized compounds were found to possess mild to moderate radical scavenging activity.

  5- 氨基水杨酸是一种抗炎药物，用于治疗包括溃疡性结肠炎和克罗恩病在内的炎症性肠病。由于 5-氨基水杨酸在上消化道的吸收速度快、吸收范围广，因此在到达作用部位（即结肠）之前就已经流失了大量的 5-氨基水杨酸。为了防止药物流失，人们采用了载体连接原药的方法，合成了以结肠为靶点的偶氮原药。本研究介绍了 5-氨基水杨酸与芳香胺的偶氮原药的合成和表征。使用 DPPH（2,2-二苯基-1-苦基肼）自由基清除活性测试了合成的原药的抗氧化活性。结果发现，所有合成的化合物都具有轻度到中度的自由基清除活性。