(2,5-dichloro-p-phenylenedioxy)-di-acetic acid | 484031-67-6

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2,5-dichloro-p-phenylenedioxy)-di-acetic acid
• 英文别名: (2,5-Dichlor-p-phenylendioxy)-di-essigsaeure；4-Carboxymethoxy--2,5-dichlorophenoxyacetic acid；2-[4-(carboxymethoxy)-2,5-dichlorophenoxy]acetic acid
• CAS: 484031-67-6
• 化学式: C₁₀H₈Cl₂O₆
• 分子量: 295.076
• InChiKey: ZUSMDNKJCDXCQM-UHFFFAOYSA-N

物化性质

• 熔点：
  272-274 °C(Solv: acetic acid (64-19-7))
• 沸点：
  497.3±40.0 °C(Predicted)
• 密度：
  1.607±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  93.1
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  (2,5-dichloro-p-phenylenedioxy)-di-acetic acid 在 三氯氧磷 作用下， 反应 4.33h， 生成 3-[[2,5-Dichloro-4-[(6-phenyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazol-3-yl)methoxy]phenoxy]methyl]-6-phenyl-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazole
  参考文献：
  名称：

  New bis-aminomercaptotriazoles and bis-triazolothiadiazoles as possible anticancer agents

  摘要：

  A series of bis-phenoxyacetic acids 2 were prepared starting from corresponding unsubstituted/substituted 1,4-quinols 1. The fusion of bis-phenoxyacetic acids 2 with thiocarbohydrazide gave the corresponding bis-[4-amino-5-mercapto-1,2,4-triazol-3-yl-methyleneoxy]phenylenes (3) in a one pot reaction. The reaction of bis-triazoles 3 with various reagents afforded N-bridged heterocycles 4-6 in good yields. The newly synthesised compounds were screened for their anticancer activity against a panel of 60 cell lines derived from seven cancer types namely, lung, colon, melanoma, renal, ovarian, CNS and leukemia. Some of the tested compounds showed promising anticancer properties.

  DOI：

  10.1016/s0223-5234(02)01358-2
• 作为产物：
  描述：

  2,5-二氯对苯二酚 、 氯乙酸 在 sodium hydroxide 作用下， 生成 (2,5-dichloro-p-phenylenedioxy)-di-acetic acid
  参考文献：
  名称：

  Ettel et al., Collection of Czechoslovak Chemical Communications, 1950, vol. 15, p. 1050,1064

  摘要：

  DOI：

文献信息

• Ettel et al., Collection of Czechoslovak Chemical Communications, 1950, vol. 15, p. 1050,1064
  作者：Ettel et al.

  DOI：——

  日期：——
• Moszew; Wojciechowski, Roczniki Chemii, 1954, vol. 28, p. 445,450
  作者：Moszew、Wojciechowski

  DOI：——

  日期：——
• New bis-aminomercaptotriazoles and bis-triazolothiadiazoles as possible anticancer agents
  作者：B Shivarama Holla、K Narayana Poojary、B Sooryanarayana Rao、M.K Shivananda

  DOI：10.1016/s0223-5234(02)01358-2

  日期：2002.6

  A series of bis-phenoxyacetic acids 2 were prepared starting from corresponding unsubstituted/substituted 1,4-quinols 1. The fusion of bis-phenoxyacetic acids 2 with thiocarbohydrazide gave the corresponding bis-[4-amino-5-mercapto-1,2,4-triazol-3-yl-methyleneoxy]phenylenes (3) in a one pot reaction. The reaction of bis-triazoles 3 with various reagents afforded N-bridged heterocycles 4-6 in good yields. The newly synthesised compounds were screened for their anticancer activity against a panel of 60 cell lines derived from seven cancer types namely, lung, colon, melanoma, renal, ovarian, CNS and leukemia. Some of the tested compounds showed promising anticancer properties.