6-(2-ethoxyphenylamino)-7-chlorophthalazine-5,8-dione

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-(2-ethoxyphenylamino)-7-chlorophthalazine-5,8-dione
• 英文别名: 6-Chloro-7-(2-ethoxyanilino)phthalazine-5,8-dione
• 化学式: C₁₆H₁₂ClN₃O₃
• 分子量: 329.743
• InChiKey: UUOHWERKTXTAKJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  81.2
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  6-(2-ethoxyphenylamino)-7-chlorophthalazine-5,8-dione 在 sodium azide 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 25.0h， 以28%的产率得到7-Ethoxypyridazino[4,5-b]phenazine-5,12-dione
  参考文献：
  名称：

  Synthesis and cytotoxicity evaluation of substituted pyridazino[4,5-b]phenazine-5,12-diones and tri/tetra-azabenzofluorene-5,6-diones

  摘要：

  The substituted pyridazino[4,5-b]phenazine-5,12-diones and tri/tetra-azabenzo[a]fluorene-5,6-diones were synthesized from 6,7-dichlorophthalazine-5,8-dione and 6,7-dichloroquinoline-5,8-dione, respectively. The cytotoxic activities of the prepared compounds were evaluated by an SRB (Sulforhodamine B) assay against the following human cancer cell lines: A549 (lung), SK-OV-3 (ovarian), SK-MEL-2 (melanoma), XF 498 (CNS), and HCT 15 (colon). Almost all synthesized pyridazino[4,5-b]phenazine-5,12-diones (7a-j) presented higher cytotoxicity than that of doxorubicin (IC50 = 0.097-0.225 W) against the cancer cell lines. In particular, the cytotoxicity of compounds 7f (RI = Et) and 7h (RI, R-2 = Me) against all human cancer cell lines examined was about 10 times higher than that of doxorubicin. However, the cytotoxicities of several synthesized azabenzo[a]fluorene-5,6-diones (12a, 12c, 12d, 12e, and 12g) against the cancer cell lines in vitro were comparable to those of doxorubicin. (c) 2006 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.09.007
• 作为产物：
  描述：

  6,7-二氯酞嗪-5,8-二酮 、 氨基苯乙醚 以 乙醇 为溶剂， 生成 6-(2-ethoxyphenylamino)-7-chlorophthalazine-5,8-dione
  参考文献：
  名称：

  Synthesis and cytotoxicity evaluation of substituted pyridazino[4,5-b]phenazine-5,12-diones and tri/tetra-azabenzofluorene-5,6-diones

  摘要：

  The substituted pyridazino[4,5-b]phenazine-5,12-diones and tri/tetra-azabenzo[a]fluorene-5,6-diones were synthesized from 6,7-dichlorophthalazine-5,8-dione and 6,7-dichloroquinoline-5,8-dione, respectively. The cytotoxic activities of the prepared compounds were evaluated by an SRB (Sulforhodamine B) assay against the following human cancer cell lines: A549 (lung), SK-OV-3 (ovarian), SK-MEL-2 (melanoma), XF 498 (CNS), and HCT 15 (colon). Almost all synthesized pyridazino[4,5-b]phenazine-5,12-diones (7a-j) presented higher cytotoxicity than that of doxorubicin (IC50 = 0.097-0.225 W) against the cancer cell lines. In particular, the cytotoxicity of compounds 7f (RI = Et) and 7h (RI, R-2 = Me) against all human cancer cell lines examined was about 10 times higher than that of doxorubicin. However, the cytotoxicities of several synthesized azabenzo[a]fluorene-5,6-diones (12a, 12c, 12d, 12e, and 12g) against the cancer cell lines in vitro were comparable to those of doxorubicin. (c) 2006 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2006.09.007

文献信息

• Synthesis and cytotoxicity evaluation of substituted pyridazino[4,5-b]phenazine-5,12-diones and tri/tetra-azabenzofluorene-5,6-diones
  作者：Hyun-Jung Lee、Jin Sung Kim、Myung-Eun Suh、Hyen Joo Park、Sang Kook Lee、Hee-Kyung Rhee、Hwa Jung Kim、Eun-Kyung Seo、Choonmi Kim、Chong-Ock Lee、Hea-Young Park Choo

  DOI：10.1016/j.ejmech.2006.09.007

  日期：2007.2

  The substituted pyridazino[4,5-b]phenazine-5,12-diones and tri/tetra-azabenzo[a]fluorene-5,6-diones were synthesized from 6,7-dichlorophthalazine-5,8-dione and 6,7-dichloroquinoline-5,8-dione, respectively. The cytotoxic activities of the prepared compounds were evaluated by an SRB (Sulforhodamine B) assay against the following human cancer cell lines: A549 (lung), SK-OV-3 (ovarian), SK-MEL-2 (melanoma), XF 498 (CNS), and HCT 15 (colon). Almost all synthesized pyridazino[4,5-b]phenazine-5,12-diones (7a-j) presented higher cytotoxicity than that of doxorubicin (IC50 = 0.097-0.225 W) against the cancer cell lines. In particular, the cytotoxicity of compounds 7f (RI = Et) and 7h (RI, R-2 = Me) against all human cancer cell lines examined was about 10 times higher than that of doxorubicin. However, the cytotoxicities of several synthesized azabenzo[a]fluorene-5,6-diones (12a, 12c, 12d, 12e, and 12g) against the cancer cell lines in vitro were comparable to those of doxorubicin. (c) 2006 Elsevier Masson SAS. All rights reserved.