3-[4-[5-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenyl]oxadiazol-3-ium-5-olate | 92824-23-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-[4-[5-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenyl]oxadiazol-3-ium-5-olate
• CAS: 92824-23-2
• 化学式: C₁₇H₁₄N₄O₃
• 分子量: 322.323
• InChiKey: OVDJCACMYVOTGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.17
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  97.59
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  3-[4-[5-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenyl]oxadiazol-3-ium-5-olate 在 盐酸 、 sodium nitrite 作用下， 反应 2.0h， 以46%的产率得到3-[4-[3-(4-hydroxyphenyl)-2-nitroso-3,4-dihydropyrazol-5-yl]phenyl]oxadiazol-3-ium-5-olate
  参考文献：
  名称：

  Dambal, D. B.; Pattanashetti, P. P.; Tikare, R. K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 2, p. 186 - 190

  摘要：

  DOI：
• 作为产物：
  描述：

  3-(4-(3-(4-hydroxyphenyl)acryloyl)phenyl)-3H-1,2,3-oxadiazol-1-ium-5-olate 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 6.0h， 以80%的产率得到3-[4-[5-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-3-yl]phenyl]oxadiazol-3-ium-5-olate
  参考文献：
  名称：

  Dambal, D. B.; Pattanashetti, P. P.; Tikare, R. K., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 2, p. 186 - 190

  摘要：

  DOI：

文献信息

• Synthetic utility of sydnones: synthesis of pyrazolines derivatized with 1,2,4-triazoles as antihyperglymic, antioxidant agents and their DNA cleavage study
  作者：Tasneem Taj、Ravindra R. Kamble、Pramod P. Kattimani、Bharati V. Badami

  DOI：10.1007/s00044-011-9921-9

  日期：2012.11

  Ring transformation of sydnone (1a–i) to 1,3,4-oxadiazoline-2-one (2a–i) was carried out using bromine in acetic anhydride. The compounds (2a–i) on heating with hydrazine hydrate gave 1,2,4-triazole (3a–i) in good yields. The structure of these unknown compounds was confirmed by IR, 1H NMR, MS and elemental analysis. Further, these compounds were evaluated for the extent of penetration into biological

  使用溴的乙酸酐溶液将sydnone（1a – i）环化为1,3,4-恶二唑啉-2-one（2a – i）。化合物（2A -我）与水合肼加热，得到1,2,4-三唑（3A -我）以良好的收率。这些未知化合物的结构通过IR，1 H NMR，MS和元素分析确认。此外，评估了这些化合物对生物膜的渗透程度（clog P）药物的相似性，最后计算出药物得分。还筛选了标题化合物的降血糖，DNA裂解和抗氧化活性。
• One-pot synthesis of pyrazoline derivatised carbazoles as antitubercular, anticancer agents, their DNA cleavage and antioxidant activities
  作者：Tasneem Taj、Ravindra R. Kamble、T.M. Gireesh、Raveendra K. Hunnur、Sheetal B. Margankop

  DOI：10.1016/j.ejmech.2011.07.007

  日期：2011.9

  Novel tricyclic carbazoles 4a-k were synthesized in one-pot employing sydnone derivatives 3a-k as masked hydrazines by the ring transformation in presence of conc. HCl and cyclohexanone. The title compounds were screened for anti-tubercular, anti cancer, DNA cleavage, antioxidant activity. MIC, GI50, LC50, TGI were evaluated. The title compounds have exhibited significant antitubercular, DNA cleavage and antioxidant activities and partial anticancer activity. (C) 2011 Elsevier Masson SAS. All rights reserved.