4-(2-(dimethylamino)ethyl)benzene-1,2-diol hydrobromide | 50309-53-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 4-(2-(dimethylamino)ethyl)benzene-1,2-diol hydrobromide
• 英文别名: N,N-Dimethyl-3,4-dihydroxy-β-phenaethylamin-hydrobromid；N,N-Dimethyldopamine hydrobromide；4-[2-(Dimethylamino)ethyl]benzene-1,2-diol hydrobromide；4-[2-(dimethylamino)ethyl]benzene-1,2-diol;hydrobromide
• CAS: 50309-53-0
• 化学式: BrH*C₁₀H₁₅NO₂
• mdl: MFCD22578520
• 分子量: 262.147
• InChiKey: BJOVIRHSZCTSQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.04
• 重原子数：
  14
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  43.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(2-(dimethylamino)ethyl)benzene-1,2-diol hydrobromide 在 Aβ₄₀ 作用下， 以 aq. acetate buffer 为溶剂， 反应 1.0h， 生成 4-(2-Dimethylamino-ethyl)-[1,2]benzoquinone
  参考文献：
  名称：

  多巴胺及其衍生物对无金属和金属诱导的β-淀粉样蛋白聚集，氧化应激和阿尔茨海默氏病炎症的调节活性。

  摘要：

  儿茶酚胺神经递质多巴胺（DA）被认为与痴呆症的病理有关。然而，尚不清楚DA及其结构类似物是否参与由多种致病因素组成的痴呆症最常见的形式-阿尔茨海默氏病（AD）的发病机理。本文中，我们报道了DA及其基于DA的氧化转化而合理设计的结构衍生物（1-6）能够调节AD中发现的多种病理元素[即金属离子，无金属淀粉样β（Aβ），金属-结合Aβ（金属-Aβ）和活性氧（ROS）]，并证明了详细的分子水平机制。我们的多学科研究证实，DA及其衍生物对Aβ聚集和Aβ介导的毒性的保护作用是由其在有氧条件下氧化转化并伴随产生ROS诱导的。特别地，DA和衍生物（即3和4）显示出它们对不含金属的Aβ和/或金属-Aβ的显着的抗淀粉样蛋白生成能力，经证实是通过它们的促进Aβ氧化的氧化转化而发生的。此外，在初级泛小胶质细胞标记物（CD11b）阳性细胞中，大脑中炎症介质的主要产生者DA及其衍生物通过减少炎症介质的诱导以及脂多糖和

  DOI：

  10.1021/acschemneuro.8b00122

文献信息

• Cephem Compounds with Latent Reactive Groups
  申请人：Gladius Pharmaceuticals, Inc.

  公开号：US20190100534A1

  公开（公告）日：2019-04-04

  Cephem and penem compounds having a styrylmethylene moiety at the 3-position in the cephem or penem ring to which a positively charged leaving group is bonded and wherein the leaving group contains a vicinal diol or is bonded to a unsubstituted or substituted catechol. The leaving group can be a positively charge nitrogen leaving group. Cephems include cephalosporins, cephamycins, carbacephems, and oxacephems. Penems include penems, carbapenems and oxapenems. Preferred cephems are cephalosporins. Preferred penems are carbapenems. Compounds exhibit antibiotic activity against Gram-negative bacteria and/or Gram-positive bacteria. Compounds exhibit antibiotic activity against bacteria which exhibit multi-drug resistance. Compounds of the invention exhibit antibiotic activity against bacterial strains which produce extended spectrum beta-lactamases (ESBL), which produce AmpC beta-lactamases or which produce a carbapenemase. Pharmaceutical compositions comprising one or more cephems or penems or methods of treatment of bacterial infections with such compounds and compositions.

  具有在头孢菌素或青霉烷素环中3位处具有苯乙烯亚甲基基团的头孢菌素和青霉烷素化合物，其中正电离子离去基团与离去基团中含有邻二醇或连接到未取代或取代过的邻苯二酚。离去基团可以是正电离子离去基团。头孢菌素包括头孢菌素、头孢菌烷、卡巴头孢菌素和氧头孢菌素。青霉烷素包括青霉烷素、碳青霉烷素和氧青霉烷素。首选头孢菌素是头孢菌素。首选青霉烷素是碳青霉烷素。化合物对革兰氏阴性细菌和/或革兰氏阳性细菌表现出抗生素活性。化合物对表现出多重耐药性的细菌表现出抗生素活性。本发明的化合物表现出抗生素活性，对产生扩展谱β-内酰胺酶（ESBL）、产生AmpCβ-内酰胺酶或产生碳青霉烷酶的细菌菌株表现出抗生素活性。包括一种或多种头孢菌素或青霉烷素的制药组合物或使用这些化合物和组合物治疗细菌感染的方法。
• [EN] CEPHEM COMPOUNDS WITH LATENT REACTIVE GROUPS<br/>[FR] COMPOSÉS DE CÉPHÈME AYANT DES GROUPES RÉACTIFS LATENTS
  申请人：GLADIUS PHARMACEUTICALS CORP

  公开号：WO2019070973A1

  公开（公告）日：2019-04-11

  Cephem and penem compounds having a styrylmethylene moiety at the 3-position in the cephem or penem ring to which a positively charged leaving group is bonded and wherein the leaving group contains a vicinal diol or is bonded to a unsubstituted or substituted catechol. The leaving group can be a positively charge nitrogen leaving group. Cephems include cephalosporins, cephamycins, carbacephems, and oxacephems. Penems include penems, carbapenems and oxapenems. Preferred cephems are cephalosporins. Preferred penems are carbapenems. Compounds exhibit antibiotic activity against Gram-negative bacteria and/or Gram-positive bacteria. Compounds exhibit antibiotic activity against bacteria which exhibit multi-drug resistance. Compounds of the invention exhibit antibiotic activity against bacterial strains which produce extended spectrum beta-lactamases (ESBL), which produce AmpC beta-lactamases or which produce a carbapenemase. Pharmaceutical compositions comprising one or more cephems or penems or methods of treatment of bacterial infections with such compounds and compositions.
• Regulatory Activities of Dopamine and Its Derivatives toward Metal-Free and Metal-Induced Amyloid-β Aggregation, Oxidative Stress, and Inflammation in Alzheimer’s Disease
  作者：Eunju Nam、Jeffrey S. Derrick、Seunghee Lee、Juhye Kang、Jiyeon Han、Shin Jung C. Lee、Su Wol Chung、Mi Hee Lim

  DOI：10.1021/acschemneuro.8b00122

  日期：2018.11.21

  involvement of DA and its structural analogues in the pathogenesis of Alzheimer's disease (AD), the most common form of dementia, composed of multiple pathogenic factors has not been clear. Herein, we report that DA and its rationally designed structural derivatives (1-6) based on DA's oxidative transformation are able to modulate multiple pathological elements found in AD [i.e., metal ions, metal-free amyloid-β

  儿茶酚胺神经递质多巴胺（DA）被认为与痴呆症的病理有关。然而，尚不清楚DA及其结构类似物是否参与由多种致病因素组成的痴呆症最常见的形式-阿尔茨海默氏病（AD）的发病机理。本文中，我们报道了DA及其基于DA的氧化转化而合理设计的结构衍生物（1-6）能够调节AD中发现的多种病理元素[即金属离子，无金属淀粉样β（Aβ），金属-结合Aβ（金属-Aβ）和活性氧（ROS）]，并证明了详细的分子水平机制。我们的多学科研究证实，DA及其衍生物对Aβ聚集和Aβ介导的毒性的保护作用是由其在有氧条件下氧化转化并伴随产生ROS诱导的。特别地，DA和衍生物（即3和4）显示出它们对不含金属的Aβ和/或金属-Aβ的显着的抗淀粉样蛋白生成能力，经证实是通过它们的促进Aβ氧化的氧化转化而发生的。此外，在初级泛小胶质细胞标记物（CD11b）阳性细胞中，大脑中炎症介质的主要产生者DA及其衍生物通过减少炎症介质的诱导以及脂多糖和