5-(3-Fluoro-4-phenylphenyl)-1,3,4-thiadiazol-2-amine | 1394893-03-8

• 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: 5-(3-Fluoro-4-phenylphenyl)-1,3,4-thiadiazol-2-amine
• 英文别名: 5-(3-fluoro-4-phenylphenyl)-1,3,4-thiadiazol-2-amine
• CAS: 1394893-03-8
• 化学式: C₁₄H₁₀FN₃S
• 分子量: 271.318
• InChiKey: VIAIDOCDJXDEKP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  80
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(3-Fluoro-4-phenylphenyl)-1,3,4-thiadiazol-2-amine 、 2-溴-4'-氟苯乙酮 在 N,N-二甲基甲酰胺 作用下， 以 乙醇 为溶剂， 以61%的产率得到2-(2-fluorobiphenyl-4-yl)-6-(4-fluorophenyl)imidazo[2,1-b][1,3,4]thiadiazole
  参考文献：
  名称：

  2,6-Disubstituted imidazo[2,1-b][1,3,4]thiadiazoles: Search for anticancer agents

  摘要：

  In this study, some novel 2,6-disubstituted imidazo[2,1-b][1,3,4]thiadiazoles 4 (a-i), 7 (a-p) and 11 (a-i) were synthesized from 5-substituted-1,3,4-thiadiazol-2-amine. The newly synthesized compounds 4a, 4b, 4c, 4e, 4g, 7j, 7l, 11b and 11c were evaluated in the National Cancer Institute for single dose in vitro primary cytotoxicity assay. Among the tested nine compounds, compound 4b (107166/760239) and 4c (107168/760240) were passed the criteria for activity in this assay and scheduled automatically for evaluation against the full panel of 60 human tumor cell lines at a minimum of five concentrations at 10-fold dilutions. 3-(2-(4-methoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazol-6-yl)aniline (4c) exhibited significant in vitro anticancer activity against Non Small Cell Lung Cancer HOP-92 cell line (GI(50): 0.114 mu M) and Renal Cancer CAKI-1 cell line (GI(50): 0.743 mu M). (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.08.012
• 作为产物：
  描述：

  2-氟联苯基-4-羧酸 、 氨基硫脲 在 三氯氧磷 作用下， 生成 5-(3-Fluoro-4-phenylphenyl)-1,3,4-thiadiazol-2-amine
  参考文献：
  名称：

  2,6-Disubstituted imidazo[2,1-b][1,3,4]thiadiazoles: Search for anticancer agents

  摘要：

  In this study, some novel 2,6-disubstituted imidazo[2,1-b][1,3,4]thiadiazoles 4 (a-i), 7 (a-p) and 11 (a-i) were synthesized from 5-substituted-1,3,4-thiadiazol-2-amine. The newly synthesized compounds 4a, 4b, 4c, 4e, 4g, 7j, 7l, 11b and 11c were evaluated in the National Cancer Institute for single dose in vitro primary cytotoxicity assay. Among the tested nine compounds, compound 4b (107166/760239) and 4c (107168/760240) were passed the criteria for activity in this assay and scheduled automatically for evaluation against the full panel of 60 human tumor cell lines at a minimum of five concentrations at 10-fold dilutions. 3-(2-(4-methoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazol-6-yl)aniline (4c) exhibited significant in vitro anticancer activity against Non Small Cell Lung Cancer HOP-92 cell line (GI(50): 0.114 mu M) and Renal Cancer CAKI-1 cell line (GI(50): 0.743 mu M). (C) 2012 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2012.08.012

文献信息

• 2,6-Disubstituted imidazo[2,1-b][1,3,4]thiadiazoles: Search for anticancer agents
  作者：Malleshappa N. Noolvi、Harun M. Patel、Sarita Kamboj、Amandeep Kaur、Vikas Mann

  DOI：10.1016/j.ejmech.2012.08.012

  日期：2012.10

  In this study, some novel 2,6-disubstituted imidazo[2,1-b][1,3,4]thiadiazoles 4 (a-i), 7 (a-p) and 11 (a-i) were synthesized from 5-substituted-1,3,4-thiadiazol-2-amine. The newly synthesized compounds 4a, 4b, 4c, 4e, 4g, 7j, 7l, 11b and 11c were evaluated in the National Cancer Institute for single dose in vitro primary cytotoxicity assay. Among the tested nine compounds, compound 4b (107166/760239) and 4c (107168/760240) were passed the criteria for activity in this assay and scheduled automatically for evaluation against the full panel of 60 human tumor cell lines at a minimum of five concentrations at 10-fold dilutions. 3-(2-(4-methoxyphenyl)imidazo[2,1-b][1,3,4]thiadiazol-6-yl)aniline (4c) exhibited significant in vitro anticancer activity against Non Small Cell Lung Cancer HOP-92 cell line (GI(50): 0.114 mu M) and Renal Cancer CAKI-1 cell line (GI(50): 0.743 mu M). (C) 2012 Elsevier Masson SAS. All rights reserved.