4-(2-氨基乙基)-3-氯苯-1,2-二醇 | 102851-70-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 4-(2-氨基乙基)-3-氯苯-1,2-二醇
• 英文名称: 2-chlorodopamine
• 英文别名: 4-(2-aminoethyl)-3-chlorobenzene-1,2-diol
• CAS: 102851-70-7
• 化学式: C₈H₁₀ClNO₂
• 分子量: 187.626
• InChiKey: QJFLNNIHWWVCFG-UHFFFAOYSA-N

物化性质

• 沸点：
  338.0±37.0 °C(Predicted)
• 密度：
  1.392±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  66.5
• 氢给体数：
  3
• 氢受体数：
  3

安全信息

• 海关编码：
  2922299090

反应信息

• 作为产物：
  描述：

  2-氯-1-(氯甲基)-3,4-二甲氧基苯 在 lithium aluminium tetrahydride 、 18-冠醚-6 、 碘代三甲硅烷 作用下， 以 四氢呋喃 、 环丁砜 、 氯仿 、 乙腈 为溶剂， 反应 240.0h， 生成 4-(2-氨基乙基)-3-氯苯-1,2-二醇
  参考文献：
  名称：

  Synthesis and renal vasodilator activity of 2-chlorodopamine and N-substituted derivatives

  摘要：

  A four-step synthesis of 2-chlorodopamine (2b) is presented as well as methods for the syntheses of the N-methyl, ethyl, and n-propyl analogues (2c-e). Compounds 2b and 2c were essentially equipotent to dopamine for increasing renal blood flow in anesthetized dogs that had been treated with the alpha-adrenergic antagonist phenoxybenzamine. The increases in renal blood flow were blocked by the DA1 antagonist (R)-(+)-8-chloro-2,3,4,5-tetrahydro-3-methyl-5-phenyl-1H-3-benzazepine. Compounds 2d and 2e were significantly less potent than dopamine in the same model; the increases in renal blood flow were attenuated by propranolol and blocked by a combination of propranolol and (R)-(+)-8-chloro-2,3,4,5-tetrahydro-3-methyl-5-phenyl-1H-3-benzazepine. The significance of an o-chloro substituent on dopamine analogues for the activation of the DA1 receptor is briefly discussed.

  DOI：

  10.1021/jm00159a005

文献信息

• GELLAN GUM HYDROGELS, PREPARATION, METHODS AND USES THEREOF
  申请人：STEMMATTERS, BIOTECNOLOGIA E MEDICINA REGENERATIVE, S.A.

  公开号：US20190330384A1

  公开（公告）日：2019-10-31

  Gellan gum-based hydrogels are disclosed herein for in vitro cell culture and tissue engineering and regenerative medicine applications. Such gellan gum-based hydrogels may be used alone or combined with live cells and/or biomolecules for application in humans and/or animals. Chemical modification of gellan gum with selected ion-chelating substituents affords novel gellan gum hydrogels endowed with tunable physicochemical and biological properties. The modified gellan gum hydrogels described herein present advantages over existing hydrogel systems, including solubility, ionic crosslinking versatility, ease of formulation and injectability and greater adhesiveness within biological tissues and surfaces, whilst maintaining encapsulated cells viable during long culture periods and up-regulating the expression of healthy extracellular matrix markers.

  本文介绍了基于格兰胶的水凝胶，用于离体细胞培养、组织工程和再生医学应用。这样的基于格兰胶的水凝胶可以单独使用或与活细胞和/或生物分子结合，应用于人类和/或动物。通过选择离子螯合取代基对格兰胶进行化学修饰，可以获得具有可调节物理化学和生物学性质的新型格兰胶水凝胶。所述改性格兰胶水凝胶相对于现有的水凝胶系统具有溶解性、离子交联多样性、易于制备和注射以及更高的在生物组织和表面上的粘附性等优点，同时在长时间培养期间保持封装的细胞的生存能力，并上调健康的细胞外基质标记的表达。
• Hydrogel
  申请人：The Governors of the University of Alberta

  公开号：US10023700B2

  公开（公告）日：2018-07-17

  A novel mussel-inspired injectable hydrogel with self-healing and anti-biofouling capabilities is developed, possessing great potential as drug delivery carrier. The hydrogel can heal autonomously from repeated structural damage and also effectively prevent nonspecific cell attachment and biofilm formation.

  受贻贝启发而开发的新型可注射水凝胶具有自愈合和防生物污损功能，可作为药物输送载体发挥巨大潜力。这种水凝胶能在结构反复受损后自动愈合，还能有效防止非特异性细胞附着和生物膜形成。
• Gellan gum hydrogels, preparation, methods and uses thereof
  申请人：STEMMATTERS, BIOTECNOLOGIA E MEDICINA REGENERATIVA, S.A.

  公开号：US11352447B2

  公开（公告）日：2022-06-07

  Gellan gum-based hydrogels are disclosed herein for in vitro cell culture and tissue engineering and regenerative medicine applications. Such gellan gum-based hydrogels may be used alone or combined with live cells and/or biomolecules for application in humans and/or animals. Chemical modification of gellan gum with selected ion-chelating substituents affords novel gellan gum hydrogels endowed with tunable physicochemical and biological properties. The modified gellan gum hydrogels described herein present advantages over existing hydrogel systems, including solubility, ionic crosslinking versatility, ease of formulation and injectability and greater adhesiveness within biological tissues and surfaces, whilst maintaining encapsulated cells viable during long culture periods and up-regulating the expression of healthy extracellular matrix markers.

  本文公开了用于体外细胞培养、组织工程和再生医学应用的结冷胶基水凝胶。这种结冷胶基水凝胶可单独使用，也可与活细胞和/或生物大分子结合，应用于人体和/或动物。用选定的离子螯合取代基对结冷胶进行化学改性，可获得具有可调理化和生物特性的新型结冷胶水凝胶。与现有的水凝胶系统相比，本文所述的改性结冷胶水凝胶具有多种优势，包括溶解性、离子交联多功能性、易于配制和注射，以及在生物组织和表面具有更强的粘附性，同时可在长时间培养过程中保持封装细胞的活力，并上调健康细胞外基质标记物的表达。
• Chemoselective Zinc/HCl Reduction of Halogenated β-Nitrostyrenes: Synthesis of Halogenated Dopamine Analogues
  作者：Justin Maresh、Arthur Ralko、Tom Speltz、James Burke、Casey Murphy、Zachary Gaskell、JoAnn Girel、Erin Terranova、Conrad Richtscheidt、Mark Krzeszowiec

  DOI：10.1055/s-0034-1379481

  日期：——

  A detailed account regarding the synthesis of 2- and 5-halogenated dopamine is given. The key step is a chemoselective reduction of a nitrostyrene by Zn/HCl at 0 degrees C. These conditions represent a simple, low-cost alternative to reduction by water-sensitive hydride donors and two-step procedures. Under these conditions, aryl fluoride, chloride, and bromide groups are stable. However, iodine undergoes significant reductive dehalogenation.
• HYDROGEL
  申请人：The Governors of the University of Alberta

  公开号：US20170190844A1

  公开（公告）日：2017-07-06

  A novel mussel-inspired injectable hydrogel with self-healing and anti-biofouling capabilities is developed, possessing great potential as drug delivery carrier. The hydrogel can heal autonomously from repeated structural damage and also effectively prevent nonspecific cell attachment and biofilm formation.