(E)-3-(anthracen-10-yl)-1-(naphthalene-2-yl)prop-2-en-1-one | 23340-21-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-3-(anthracen-10-yl)-1-(naphthalene-2-yl)prop-2-en-1-one
• 英文别名: 1-(naphthyl-(2))-3t-(anthryl-(9))-propen-(2)-one-(1)；1-(Naphthyl-(2))-3t-(anthryl-(9))-propen-(2)-on-(1)；3-(9-Anthryl)-1-(2-naphthyl)prop-2-en-1-one；(E)-3-anthracen-9-yl-1-naphthalen-2-ylprop-2-en-1-one
• CAS: 23340-21-8
• 化学式: C₂₇H₁₈O
• 分子量: 358.439
• InChiKey: PCTWPKLTQOSEEH-FOCLMDBBSA-N

物化性质

• 熔点：
  163 °C
• 沸点：
  602.9±38.0 °C(Predicted)
• 密度：
  1.226±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.4
• 重原子数：
  28
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (E)-3-(anthracen-10-yl)-1-(naphthalene-2-yl)prop-2-en-1-one 、 溶剂黄146 在 一水合肼 作用下， 反应 3.0h， 以77%的产率得到1-acetyl-5-(9-anthryl)-3-(2-naphthyl)-2-pyrazoline
  参考文献：
  名称：

  α，β-不饱和酮与肼的反应合成1-取代的3,5-二芳基-2-吡唑啉

  摘要：

  通过适当的α，β-不饱和酮与肼或苯肼在热乙酸或丙酸中的反应，已经合成了1-乙酰基，1-丙酰基-和1-苯基-3，5-二芳基-2-吡唑啉。所有新的2-吡唑啉16-40的结构已通过微量分析，1 H和13 C nmr光谱学得以阐明。

  DOI：

  10.1002/jhet.5570430117
• 作为产物：
  描述：

  蒽 在 乙酸乙酯 、 三氯氧磷 作用下， 生成 (E)-3-(anthracen-10-yl)-1-(naphthalene-2-yl)prop-2-en-1-one
  参考文献：
  名称：

  The Constitution of Natural Tannins. VIII. Coloring Matters Derived from Anthracene-9-aldehyde

  摘要：

  DOI：

  10.1021/ja01257a027

文献信息

• The effect of anthracene-based chalcone derivatives in the resazurin dye reduction assay mechanisms for the investigation of Gram-positive and Gram-negative bacterial and fungal infection
  作者：Gopi Prakash、Mani Boopathy、Ramasamy Selvam、Samuel Johnsanthosh Kumar、Kathavarayan Subramanian

  DOI：10.1039/c7nj04125j

  日期：——

  A novel series of anthracene-based chalcone derivatives were synthesized and evaluated in terms of their antibacterial and antifungal activities.

  一系列基于蒽醌的查尔酮衍生物被合成并在抗菌和抗真菌活性方面进行评估。
• Chalcone and its analogs as agents for the inhibition of angiogenesis and related disease states
  申请人：——

  公开号：US20020040029A1

  公开（公告）日：2002-04-04

  The present invention relates to chalcone and chalcone derivatives and analogs which are useful as angiogenesis inhibitors. The present compounds, which are inexpensive to synthesize, exhibit unexpectedly good activity as angiogenesis inhibitors. The present invention also relates to the use of chalcone and its analogs as antitumor/anticancer agents and to treat a number of conditions or disease states in which angiogenesis is a factor, including angiongenic skin diseases such as psoriasis, acne, rosacea, warts, eczema, hemangiomas, lymphangiogenesis, among numerous others, as well as chronic inflammatory disease such as arthritis.

  本发明涉及香豆素和香豆素衍生物以及类似物，这些化合物可用作抗血管生成抑制剂。这些化合物的合成成本低廉，并表现出出乎意料的良好的抗血管生成活性。本发明还涉及使用香豆素及其类似物作为抗肿瘤/抗癌剂，以及治疗一些与血管生成有关的疾病或病态，包括血管生成性皮肤病如牛皮癣、痤疮、酒渣鼻、疣、湿疹、血管瘤、淋巴管生成等等，以及慢性炎症性疾病如关节炎。
• Chiral recognition and molecular interaction in cellulose derivatives
  作者：Kenji Itoh、Tomiki Ikeda、Shigeo Tazuke、Tohru Shibata

  DOI：10.1021/j100193a020

  日期：1992.7

  Nineteen 1,3-bis(aryl)propane derivatives and six model compounds with a single chromophore were used to explore the chiral discrimination ability of cellulose derivatives, in particular cellulose triphenylcarbamate (CTC), in connection with the mode of interaction of these probe molecules with adsorbents. The interaction was evaluated by conformational analysis of the probe molecules and circular dichroism. Thc 1,3-bis(aryl)propanes with 9-anthryl moieties possessed a highly limited conformation owing to thc bulky substituent and hardly changed their shape on CTC as evidenced by CD spectra; thus, they may be regarded as ''rigid'' substrates. However, these ''rigid'' substrates were resolved quite effectively. On the other hand, those with 2-naphthyl moieties possessed a number of stable conformations and could change their shape in diastereomeric complexes on CTC; thus, they may be assumed as ''soft'' substrates, against which the chiral discrimination was inefficient. The present study revealed that the optical resolution may be interpreted at least partly in terms of the ''rigid'' and ''soft'' concept.
• CHALCONE AND ITS ANALOGS AS AGENTS FOR THE INHIBITION OF ANGIOGENESIS AND RELATED DISEASE STATES
  申请人：UNIVERSITY OF GEORGIA RESEARCH FOUNDATION, INC.

  公开号：EP1242352A2

  公开（公告）日：2002-09-25
• US6462075B1
  申请人：——

  公开号：US6462075B1

  公开（公告）日：2002-10-08