5-iodo-2-amino-4'-chlorobenzophenone | 116725-41-8

• 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-iodo-2-amino-4'-chlorobenzophenone
• 英文别名: (2-Amino-5-iodophenyl)-(4-chlorophenyl)methanone
• CAS: 116725-41-8
• 化学式: C₁₃H₉ClINO
• 分子量: 357.578
• InChiKey: MNOLZZFQCYWIEN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-iodo-2-amino-4'-chlorobenzophenone 在 tetraphosphorus decasulfide 、 氨 、 碳酸氢钠 、 sodium carbonate 、 溶剂黄146 作用下， 以 乙醇 、 二氯甲烷 、 二乙二醇二甲醚 为溶剂， 反应 20.0h， 生成 5-(4-chlorophenyl)-1,3-dihydro-7-iodo2H-4,1-benzodiazepine-2-thione
  参考文献：
  名称：

  Triazolobenzo- and triazolothienodiazepines as potent antagonists of platelet activating factor

  摘要：

  A series of [1,2,4]triazolo[4,3-alpha][1,4]benzodiazepines bearing an ethynyl functionality at the 8-position and the isosteric thieno[3,2-f][1,2,4]triazolo[4,3-alpha][1,4]diazepines were prepared and evaluated as antagonists of platelet activating factor. The effects of substitution were explored in in vitro and in vivo test systems designed to measured PAF-antagonistic activity. Results are discussed and compared with previously published data. Many of the compounds had activity superior to WEB 2086, compound 1. In general, the thieno analogues exhibited better oral activity than the corresponding benzodiazepines. The duration of activity upon oral administration was modulated by the substitution on the acetylenic side chain. Compounds 71 and 81 were selected for further pharmacological evaluation as a result of their good oral potency and exceptionally long duration of action.

  DOI：

  10.1021/jm00107a048
• 作为产物：
  描述：

  对碘苯胺 在 盐酸 、 三氯化铝 、 三氯化硼 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 7.0h， 生成 5-iodo-2-amino-4'-chlorobenzophenone
  参考文献：
  名称：

  Radioiodinated benzodiazepines: agents for mapping glial tumors

  摘要：

  Two isomeric iodinated analogues of the peripheral benzodiazepine binding site (PBS) ligand Ro5-4864 have been synthesized and labeled in high specific activity with iodine-125. Competitive binding assays conducted with the unlabeled analogues indicate high affinity for PBS. Tissue biodistribution studies in rats with these 125I-labeled ligands indicate high uptake of radioactivity in the adrenals, heart, and kidney--tissues known to have high concentrations of PBS. Preadministration of the potent PBS antagonist PK 11195 blocked in vivo uptake in adrenal tissue by over 75%, but to a lesser degree in other normal tissues. In vivo binding autoradiography in brain conducted in C6 glioma bearing rats showed dense, PBS-mediated accumulation of radioactivity in the tumor. Ligand 6 labeled with 123I may have potential for scintigraphic localization of intracranial glioma.

  DOI：

  10.1021/jm00119a005

文献信息

• Multi-Substituted Quinolines as HIV-1 Integrase Allosteric Inhibitors
  作者：Long Phi Dinh、Jian Sun、Courtney D. Glenn、Krunal Patel、Julie A. Pigza、Matthew G. Donahue、Larry Yet、Jacques J. Kessl

  DOI：10.3390/v14071466

  日期：——

  Allosteric HIV-1 integrase (IN) inhibitors, or ALLINIs, are a new class of antiviral agents that bind at the dimer interface of the IN, away from the enzymatic catalytic site and block viral replication by triggering an aberrant multimerization of the viral enzyme. To further our understanding of the important binding features of multi-substituted quinoline-based ALLINIs, we have examined the IN multimerization and antiviral properties of substitution patterns at the 6 or 8 position. We found that the binding properties of these ALLINIs are negatively impacted by the presence of bulky substitutions at these positions. In addition, we have observed that the addition of bromine at either the 6 (6-bromo) or 8 (8-bromo) position conferred better antiviral properties. Finally, we found a significant loss of potency with the 6-bromo when tested with the ALLINI-resistant IN A128T mutant virus, while the 8-bromo analog retained full effectiveness.

  变构的HIV-1整合酶（IN）抑制剂，或称为ALLINIs，是一类新型的抗病毒药物，它们结合在IN的二聚体界面上，远离酶催化位点，并通过触发病毒酶的异常多聚化来阻止病毒复制。为了进一步了解多取代喹啉基ALLINIs的重要结合特征，我们研究了6或8位置的取代模式对IN多聚化和抗病毒特性的影响。我们发现，在这些位置存在大体积的取代会对这些ALLINIs的结合特性产生负面影响。此外，我们观察到在6（6-溴）或8（8-溴）位置添加溴会赋予更好的抗病毒特性。最后，我们发现当使用ALLINI抵抗性的IN A128T突变病毒进行测试时，6-溴的效力显著下降，而8-溴类似物仍然保持完全有效。
• WALSER, ARMIN;FLYNN, THOMAS;MASON, CARL;CROWLEY, HERMAN;MARESCA, CATHERIN+, J. MED. CHEM., 34,(1991) N, C. 1209-1221
  作者：WALSER, ARMIN、FLYNN, THOMAS、MASON, CARL、CROWLEY, HERMAN、MARESCA, CATHERIN+

  DOI：——

  日期：——
• WALSER, ARMIN
  作者：WALSER, ARMIN

  DOI：——

  日期：——
• VAN, DORT MARCIAN E.;CILIAX, BRIAN J.;GILDERSLEEVE, DAVID L.;SHERMAN, PHI+, J. MED. CHEM., 31,(1988) N 11, C. 2081-2086
  作者：VAN, DORT MARCIAN E.、CILIAX, BRIAN J.、GILDERSLEEVE, DAVID L.、SHERMAN, PHI+

  DOI：——

  日期：——
• Triazolodiazepine derivatives
  申请人：F. HOFFMANN-LA ROCHE AG

  公开号：EP0320992B1

  公开（公告）日：1994-07-27