3,5-dibromo-1,2-diaminobenzene dihydrochloride | 85005-68-1

• 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: 3,5-dibromo-1,2-diaminobenzene dihydrochloride
• 英文别名: 3,5-dibromo-o-phenylenediamine dihydrochloride；3,5-dibromo-o-phenylenediamine; dihydrochloride；3,5-Dibrom-o-phenylendiamin; Dihydrochlorid；3,5-dibromobenzene-1,2-diamine dihydrochloride；3,5-dibromobenzene-1,2-diamine Hydrochloride；3,5-dibromobenzene-1,2-diamine;hydrochloride
• CAS: 85005-68-1
• 化学式: C₆H₆Br₂N₂*2ClH
• 分子量: 338.857
• InChiKey: QOZDVKFQMGARCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  52
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3,5-dibromo-1,2-diaminobenzene dihydrochloride 在 氢氧化钾 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 3.5h， 生成 4,6-dibromo-2-dimethylaminoethylthio-1H-benzimidazole hydrochloride
  参考文献：
  名称：

  取代的2-三氟甲基-和2-五氟乙基苯并咪唑的合成，抗原生动物和抗癌活性。

  摘要：

  报道了在位置2处被三氟甲基，五氟乙基和2-硫代乙基氨基二甲基取代的几种卤代苯并咪唑的合成。研究了一系列新合成和先前获得的化合物的抗原生动物和抗癌活性。所有测试的苯并咪唑均对原肠贾第虫，溶组织性变形杆菌和阴道毛滴虫具有显着的抗原生动物活性。在所研究的卤代苯并咪唑类化合物中，最具抗癌活性的是5,6-二氯-2-五氟乙基化合物，尤其是针对乳腺癌和前列腺癌细胞系。

  DOI：

  10.1016/s0223-5234(02)01421-6
• 作为产物：
  描述：

  2,4-二溴-6-硝基苯胺 在 tin(ll) chloride 、 盐酸 作用下， 以 乙醇 、 乙酸乙酯 、 正己烷 、 水 、 异丙醇 为溶剂， 反应 2.0h， 生成 3,5-dibromo-1,2-diaminobenzene dihydrochloride
  参考文献：
  名称：

  Synthesis and Physico-Chemical Properties in Aqueous Medium of All Possible Isomeric Bromo Analogues of Benzo-1H-Triazole, Potential Inhibitors of Protein Kinases

  摘要：

  In ongoing studies on the role of the individual bromine atoms of 4,5,6,7-tetrabromobenzotriazole (TBBt) in its relatively selective inhibition of protein kinase CK2 alpha, we have prepared all the possible two mono-, four di-, and two tri-bromobenzotriazoles and determined their physicochemical properties in aqueous medium. They exhibited a general trend of a decrease in solubility with an increase in the number of bromines on the benzene ring, significantly modulated by the pattern of substitution. For a given number of attached bromines, this was directly related to the electronic effects resulting from different sites of substitution, leading to marked variations of pK(a) values for dissociation of the triazole proton. Experimental data (pK(a), solubility) and ab initio calculations demonstrated that hydration of halogenated benzotriazoles is driven by a subtle balance of hydrophobic and polar interactions. The combination of QM-derived free energies for solvation and proton dissociations was found to be a reasonably good predictor of inhibitory activity of halogenated benzotriazoles vs CK2 alpha. Since the pattern of halogenation of the benzene ring of benzotriazole has also been shown to be one of the determinants of inhibitory potency vs some viruses and viral enzymes, the present comprehensive description of their physicochemical properties should prove helpful in efforts to elucidate reaction mechanisms, including possible halogen bonding, and the search for more selective and potent inhibitors.

  DOI：

  10.1021/jp301561x

文献信息

• Image making medium
  申请人：——

  公开号：US20030035917A1

  公开（公告）日：2003-02-20

  The invention relates to an image support medium for creation of an aesthetic image that is an work or object for display. This support medium includes a polymer in an amount sufficient to enable the image to have at least one aesthetic element. In different embodiments, the image support medium is an image support stabilizer, the polymer is a synthetic absorbent or conductive polymer, or the polymer is a transparent or synthetic translucent polymer and a property of this transparent or translucent polymer is enhanced to facilitate the creation or preservation of the image by at least one stabilizer. The invention also relates to a method for preparing this image support medium. The method includes forming a reaction mixture comprising a monomer in an amount sufficient to provide or enable the image to have an aesthetic element, and processing the reaction mixture into a 2- or 3-dimensional shape.

  本发明涉及一种图像支持介质，用于创建作为作品或展示对象的美学图像。这种支撑介质包括一种聚合物，其用量足以使图像具有至少一种审美元素。在不同的实施例中，图像支持介质是一种图像支持稳定剂，聚合物是一种合成的吸收性或导电性聚合物，或者聚合物是一种透明或合成的半透明聚合物，并且这种透明或半透明聚合物的特性被至少一种稳定剂增强，以促进图像的创建或保存。本发明还涉及一种制备这种图像支持介质的方法。该方法包括形成由单体组成的反应混合物，其用量足以提供或使图像具有美学元素，并将反应混合物加工成 2 维或 3 维形状。
• AL-ATTAR, ADLY F.;NICKLESS, G., J. CHROMATOGR., 440,(1988) 333-352
  作者：AL-ATTAR, ADLY F.、NICKLESS, G.

  DOI：——

  日期：——
• US7629400B2
  申请人：——

  公开号：US7629400B2

  公开（公告）日：2009-12-08
• Synthesis and Physico-Chemical Properties in Aqueous Medium of All Possible Isomeric Bromo Analogues of Benzo-1H-Triazole, Potential Inhibitors of Protein Kinases
  作者：Romualda Wąsik、Patrycja Wińska、Jarosław Poznański、David Shugar

  DOI：10.1021/jp301561x

  日期：2012.6.21

  In ongoing studies on the role of the individual bromine atoms of 4,5,6,7-tetrabromobenzotriazole (TBBt) in its relatively selective inhibition of protein kinase CK2 alpha, we have prepared all the possible two mono-, four di-, and two tri-bromobenzotriazoles and determined their physicochemical properties in aqueous medium. They exhibited a general trend of a decrease in solubility with an increase in the number of bromines on the benzene ring, significantly modulated by the pattern of substitution. For a given number of attached bromines, this was directly related to the electronic effects resulting from different sites of substitution, leading to marked variations of pK(a) values for dissociation of the triazole proton. Experimental data (pK(a), solubility) and ab initio calculations demonstrated that hydration of halogenated benzotriazoles is driven by a subtle balance of hydrophobic and polar interactions. The combination of QM-derived free energies for solvation and proton dissociations was found to be a reasonably good predictor of inhibitory activity of halogenated benzotriazoles vs CK2 alpha. Since the pattern of halogenation of the benzene ring of benzotriazole has also been shown to be one of the determinants of inhibitory potency vs some viruses and viral enzymes, the present comprehensive description of their physicochemical properties should prove helpful in efforts to elucidate reaction mechanisms, including possible halogen bonding, and the search for more selective and potent inhibitors.
• Synthesis, antiprotozoal and anticancer activity of substituted 2-trifluoromethyl- and 2-pentafluoroethylbenzimidazoles
  作者：M Andrzejewska

  DOI：10.1016/s0223-5234(02)01421-6

  日期：2002.12.1

  The synthesis of several halogenated benzimidazoles substituted in position 2 with trifluoromethyl, pentafluoroethyl and 2-thioethylaminodimethyl group is reported. Antiprotozoal and anticancer activity of series of newly synthesized and previously obtained compounds was studied. All of tested bezimidazoles showed remarkable antiprotozoal activity against Giardia intestinalis, Entamoeba histolytica

  报道了在位置2处被三氟甲基，五氟乙基和2-硫代乙基氨基二甲基取代的几种卤代苯并咪唑的合成。研究了一系列新合成和先前获得的化合物的抗原生动物和抗癌活性。所有测试的苯并咪唑均对原肠贾第虫，溶组织性变形杆菌和阴道毛滴虫具有显着的抗原生动物活性。在所研究的卤代苯并咪唑类化合物中，最具抗癌活性的是5,6-二氯-2-五氟乙基化合物，尤其是针对乳腺癌和前列腺癌细胞系。

表征谱图