1-hydroxy-6,7-dimethylanthracene-9,10-dione | 101278-04-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 1-hydroxy-6,7-dimethylanthracene-9,10-dione
• 英文别名: 1-hydroxy-6,7-dimethyl-anthraquinone；1-Hydroxy-6,7-dimethyl-anthrachinon
• CAS: 101278-04-0
• 化学式: C₁₆H₁₂O₃
• 分子量: 252.269
• InChiKey: YQKPEKPIDYMYDL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.78
• 重原子数：
  19.0
• 可旋转键数：
  0.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  54.37
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  1-hydroxy-6,7-dimethylanthracene-9,10-dione 在 溴 、 sodium acetate 、 溶剂黄146 作用下， 反应 16.0h， 以97%的产率得到2,4-dibromo-1-hydroxy-6,7-dimethylanthracene-9,10-dione
  参考文献：
  名称：

  针对尿激酶受体的小分子的设计、合成、生化研究、细胞表征和基于结构的计算研究

  摘要：

  尿激酶受体 (uPAR) 作为丝氨酸蛋白酶尿激酶型纤溶酶原激活剂 (uPA) 的停靠位点，以促进细胞外基质 (ECM) 降解和肿瘤侵袭和转移。之前，我们报道了一种基于结构的虚拟筛选产生的 uPAR·uPA 相互作用的小分子抑制剂。在这里，我们测量了大量来自商业来源的衍生物的亲和力。进行了其他化合物的合成以探测各种基团对母体化合物的作用。广泛的基于结构的计算研究表明这些化合物的结合模式导致了结构-活性关系研究。对包括 A549、H460 和 H1299 在内的非小细胞肺癌 (NSCLC) 细胞系的细胞研究表明，化合物可阻止侵袭、迁移和粘附。对活性化合物侵入的影响与其对uPA和MMP蛋白水解活性的抑制一致。这些化合物显示出微弱的细胞毒性，这与 uPAR 对转移的限制作用一致。

  DOI：

  10.1016/j.bmc.2012.06.002
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 作用下， 生成 1-hydroxy-6,7-dimethylanthracene-9,10-dione
  参考文献：
  名称：

  Mentally disordered parricide and stranger killers admitted to high-security care. 1: A descriptive comparison

  摘要：

  Parricide is an uncommon crime, so that many of the descriptive studies suffer from methodological shortcomings of small sample sizes and a non-representative ascertainment. We describe a consecutive series of mentally disordered offenders convicted of parricide who were admitted to high-security care and we compare their index characteristics with a group convicted of killing one or more strangers. The main findings were that the parricides were more likely to suffer from schizophrenia but less likely to have had a disrupted childhood and criminal history, as compared with those who had killed a stranger. Those in the parricide group had made a previous attack on their victim in 40% of cases. Overall, the study confirmed some of the differences that one might expect between these two groups of homicides, which had entirely different relationships to their victims.

  DOI：

  10.1080/09585180122057

文献信息

• Inhoffen et al., Croatica Chemica Acta, 1957, vol. 29, p. 329,337
  作者：Inhoffen et al.

  DOI：——

  日期：——
• Mentally disordered parricide and stranger killers admitted to high-security care. 1: A descriptive comparison
  作者：Helen Baxter、Conor Duggan、Emmet Larkin、Christopher Cordess、Kim Page

  DOI：10.1080/09585180122057

  日期：2001.1

  Parricide is an uncommon crime, so that many of the descriptive studies suffer from methodological shortcomings of small sample sizes and a non-representative ascertainment. We describe a consecutive series of mentally disordered offenders convicted of parricide who were admitted to high-security care and we compare their index characteristics with a group convicted of killing one or more strangers. The main findings were that the parricides were more likely to suffer from schizophrenia but less likely to have had a disrupted childhood and criminal history, as compared with those who had killed a stranger. Those in the parricide group had made a previous attack on their victim in 40% of cases. Overall, the study confirmed some of the differences that one might expect between these two groups of homicides, which had entirely different relationships to their victims.
• Design, synthesis, biochemical studies, cellular characterization, and structure-based computational studies of small molecules targeting the urokinase receptor
  作者：Fang Wang、W. Eric Knabe、Liwei Li、Inha Jo、Timmy Mani、Hartmut Roehm、Kyungsoo Oh、Jing Li、May Khanna、Samy O. Meroueh

  DOI：10.1016/j.bmc.2012.06.002

  日期：2012.8

  The urokinase receptor (uPAR) serves as a docking site to the serine protease urokinase-type plasminogen activator (uPA) to promote extracellular matrix (ECM) degradation and tumor invasion and metastasis. Previously, we had reported a small molecule inhibitor of the uPAR·uPA interaction that emerged from structure-based virtual screening. Here, we measure the affinity of a large number of derivatives

  尿激酶受体 (uPAR) 作为丝氨酸蛋白酶尿激酶型纤溶酶原激活剂 (uPA) 的停靠位点，以促进细胞外基质 (ECM) 降解和肿瘤侵袭和转移。之前，我们报道了一种基于结构的虚拟筛选产生的 uPAR·uPA 相互作用的小分子抑制剂。在这里，我们测量了大量来自商业来源的衍生物的亲和力。进行了其他化合物的合成以探测各种基团对母体化合物的作用。广泛的基于结构的计算研究表明这些化合物的结合模式导致了结构-活性关系研究。对包括 A549、H460 和 H1299 在内的非小细胞肺癌 (NSCLC) 细胞系的细胞研究表明，化合物可阻止侵袭、迁移和粘附。对活性化合物侵入的影响与其对uPA和MMP蛋白水解活性的抑制一致。这些化合物显示出微弱的细胞毒性，这与 uPAR 对转移的限制作用一致。