3-((anthraquinone-1-yl)amino)propanoic acid | 3068-65-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 3-((anthraquinone-1-yl)amino)propanoic acid
• 英文别名: 3-((9,10-dioxo-9,10-dihydroanthracen-1-yl)amino)propanoic acid；N-(9,10-dioxo-9,10-dihydro-[1]anthryl)-β-alanine；N-(9,10-Dioxo-9,10-dihydro-[1]anthryl)-β-alanin；1-(β-carboxyethylamino)anthraquinone；1-(beta-Carboxyethylamino)anthraquinone；3-[(9,10-dioxoanthracen-1-yl)amino]propanoic acid
• CAS: 3068-65-3
• 化学式: C₁₇H₁₃NO₄
• 分子量: 295.295
• InChiKey: HLJWYEYEZPNBJB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  83.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-((anthraquinone-1-yl)amino)propanoic acid 在 4-二甲氨基吡啶 、 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 2-{4-[3-(9,10-Dioxo-9,10-dihydro-anthracen-1-ylamino)-propionylamino]-benzyl}-malonic acid
  参考文献：
  名称：

  Anthraquinone intercalators as carrier molecules for second-generation platinum anticancer drugs

  摘要：

  A series of complexes PtAm2L [where Am-2 = (NH3)(2), ethylenediamine(en), 1,2-diaminocyclohexane (DACH) or (NH3)(c-C6H11NH2) and where L is a bidentate 1,1-dicarboxylate ligand tethered to 1-aminoanthraquinone by various spacers] was prepared and screened in vitro against P388 leukemia cells. The free ligands displayed moderate activity and the corresponding platinum complexes were tenfold more active. The nature of the linker chain does not seem to affect the potency of the complexes. The potency depends on the nature of the inert amine ligand [NH3 > DACH > en]. The low aqueous solubility of these complexes prevented any in vivo studies and the preparation of water soluble analogs is currently under way.

  DOI：

  10.1016/s0223-5234(99)80068-3
• 作为产物：
  描述：

  N-(9,10-dioxo-9,10-dihydro-[1]anthryl)-β-alanine nitrile 在 氢氧化钾 作用下， 生成 3-((anthraquinone-1-yl)amino)propanoic acid
  参考文献：
  名称：

  Purenas; Vitkus, 1959, vol. 6, p. 179

  摘要：

  DOI：

文献信息

• [EN] COLORING AGENTS NATURALISED WITH THE 6'-DEOXY-6'-(PIPERAZINYL)LACTOSE MOIETY<br/>[FR] COLORANTS RENDUS À L'ÉTAT NATUREL AU MOYEN DE LA FRACTION 6'-DÉSOXY-6'-(PIPÉRAZINYL)LACTOSE
  申请人：UNIV FIRENZE

  公开号：WO2014177528A1

  公开（公告）日：2014-11-06

  The present application refers to colouring products of formula (I) soluble in water at room temperature. Here a piperazine unity is inserted, bonded directly to the saccharidic unity. This moiety afford to the final glycoconjugated colorants some very advantageous characteristics for dyeing leather, textiles, wood and hairs.

  本申请涉及一种在室温下可溶于水的化学式（I）的着色产品。在这里，插入了一个哌嗪基团，直接与糖基团结合。这种基团赋予最终的糖结合染料在染色皮革、纺织品、木材和头发时具有一些非常有利的特性。
• Process for the manufacture of anthraquinone compounds
  申请人：Imperial Chemical Industries Limited

  公开号：US04086252A1

  公开（公告）日：1978-04-25

  Process for the production of .alpha.-(carboxyethylamino)anthraquinones by reacting an .alpha.-aminoanthraquinone with an alkenyl carboxylic acid in sulphuric acid medium containing boric acid, metaboric acid or boric oxide.

  在含有硼酸、偏硼酸或硼氧化物的硫酸介质中，通过将α-氨基蒽醌与烯基羧酸反应制备α-(羧乙基氨基)蒽醌的生产过程。
• Design and synthesis of a family of 1D-lanthanide-coordination polymers showing luminescence and slow relaxation of the magnetization
  作者：Ana Belén Ruiz-Muelle、Amalia García-García、Antonio A. García-Valdivia、Itziar Oyarzabal、Javier Cepeda、José M. Seco、Enrique Colacio、Antonio Rodríguez-Diéguez、Ignacio Fernández

  DOI：10.1039/c8dt02592d

  日期：——

  magnetic and luminescence properties have been studied. Alternating current magnetic measurements of compound 8 show slow relaxation of the magnetization, a characteristic of single molecule magnets (SMMs). The evaluation of solid-state photophysical properties reveals that the aapc scaffold sensitizes lanthanide(III) based emission of compounds 4–9 both in the visible and near-infrared (NIR) regions at

  我们设计并合成了八种具有通式[Ln（aapc）3（DMF）]} n [其中Ln（III）= Y（2），La（3），Nd（4），Eu（5），Gd（6），Tb（7），Dy（8），Er（9）; 和aapc = 3-（（蒽醌-1-基）氨基）丙酸酯]。这些CP由Ln-羧酸盐无限杆组成，其中大量的蒽醌支架由此产生，使得所得的超分子堆积表现出分离的1D链。通过包括PGSE和EXSY NMR研究在内的NMR方法已经证实了溶液的结构，并且由于存在镧系离子，因此对磁性和发光性能进行了研究。化合物8的交流磁测量显示出磁化的缓慢松弛，这是单分子磁体（SMM）的特征。固态光物理性质的评估表明，apac支架可敏化基于镧系元素（III）的化合物4–9的发射 都在10 K的可见光和近红外（NIR）区域中。
• ANTHRAQUINONE-FUNCTIONALIZED POLYMERIZATION INITIATORS AND THEIR USE IN THE MANUFACTURE OF OPHTHALMIC LENSES
  申请人：Johnson & Johnson Vision Care, Inc.

  公开号：US20230105465A1

  公开（公告）日：2023-04-06

  Provided are compounds that may function as functionalized polymerization initiators, for instance in the manufacture of ophthalmic lenses, and to methods of such manufacture. The compounds are of formula I: wherein R 1 , R 2 , R 3 , R 4 , p, q, r, s, v, w, and X 1 are as defined herein.
• Anthraquinone intercalators as carrier molecules for second-generation platinum anticancer drugs
  作者：D Gibson、I Binyamin、M Haj、I Ringel、A Ramu、J Katzhendler

  DOI：10.1016/s0223-5234(99)80068-3

  日期：1997.10

  A series of complexes PtAm2L [where Am-2 = (NH3)(2), ethylenediamine(en), 1,2-diaminocyclohexane (DACH) or (NH3)(c-C6H11NH2) and where L is a bidentate 1,1-dicarboxylate ligand tethered to 1-aminoanthraquinone by various spacers] was prepared and screened in vitro against P388 leukemia cells. The free ligands displayed moderate activity and the corresponding platinum complexes were tenfold more active. The nature of the linker chain does not seem to affect the potency of the complexes. The potency depends on the nature of the inert amine ligand [NH3 > DACH > en]. The low aqueous solubility of these complexes prevented any in vivo studies and the preparation of water soluble analogs is currently under way.