(E)-3-(anthracen-10-yl)-1-(anthracen-9-yl)prop-2-en-1-one | 84599-77-9

• 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-(anthracen-9-yl)prop-2-en-1-one
• 英文别名: 1-(9-anthroyl)-2-(9'-anthryl)ethylene；trans-1,3-bis(9-anthryl)propen-3-one；trans-1,3-bis(9-anthryl)propenone；trans-1,3-di(9-anthryl)propenone；trans-1,3-di-9-anthrylpropenone；(E)-1,3-Bis(anthracen-9-yl)prop-2-en-1-one；(E)-1,3-di(anthracen-9-yl)prop-2-en-1-one
• CAS: 84599-77-9
• 化学式: C₃₁H₂₀O
• 分子量: 408.499
• InChiKey: ADLRERWVJNCCLW-ISLYRVAYSA-N

物化性质

• 沸点：
  674.2±38.0 °C(Predicted)
• 密度：
  1.251±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  32
• 可旋转键数：
  3
• 环数：
  6.0
• 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-(anthracen-9-yl)prop-2-en-1-one 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 反应 48.5h， 生成 蒽
  参考文献：
  名称：

  蒽-萘烷衍生物的光谱学和光化学

  摘要：

  练习曲 le tetrahydro-1,2,3,4 [2.3] anthracenophane-9,10 et le tetrahydro-1,2,3,4 trimethyl-9,9'bis-anthracene

  DOI：

  10.1021/ja00293a011
• 作为产物：
  描述：

  9-乙酰基蒽 、 9-蒽甲醛 在 氢氧化钾 作用下， 以 乙醇 、 水 为溶剂， 生成 (E)-3-(anthracen-10-yl)-1-(anthracen-9-yl)prop-2-en-1-one
  参考文献：
  名称：

  与姜黄素有关的芳族烯酮的合成及生物学评价。

  摘要：

  姜黄素是从香料姜黄中分离得到的天然产物，已显示出广泛的药理活性，包括某些抗癌特性。它已被明确地证明是在体外和体内血管生成的有效抑制剂。使用姜黄素作为抗血管生成类似物设计的先导化合物，已经合成了一系列利用取代的查尔酮骨架的结构相关化合物，并通过已建立的SVR细胞增殖测定法进行了测试。结果产生了范围广泛的化合物，这些化合物等于或超过姜黄素体外抑制内皮细胞生长的能力。由于它们的商业可获得性和相当简单的合成制备方法，这些低分子量化合物是开发未来血管生成抑制剂的诱人线索。

  DOI：

  10.1016/j.bmc.2005.03.054

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。
• ENANTIOSELECTIVE PHOTOISOMERIZATION OF 1,3-BIS(9-ANTHRYL)PROPAN-1-OL IN POLY(METHYL-L-GLUTAMATE) MATRIX
  作者：Shigeo Tazuke、Yasushi Miyamoto、Tomiki Ikeda、Kouzou Tachibana

  DOI：10.1246/cl.1986.953

  日期：1986.6.5

  Photoisomerization(intramolecular photodimerization) of the title compound(I) proceeded enantioselectively in the matrix(II). The rate of reaction of the l-isomer is over 20% faster than that of the d-isomer. Induced circular dichroism(ICD) of I due to II matrix increased very much([Θ]>106) with the progress of the reaction. The origin of enantioselectivity was discussed in relation to the change in ICD.

  标题化合物（I）的光异构化（分子内光二聚化）在基质（II）中以对映选择性进行。 l-异构体的反应速率比d-异构体的反应速率快20%以上。 随着反应的进行，由于II基质引起的I诱导圆二色性（ICD）大大增加（[Θ]>106）。 对映选择性的起源与ICD的变化有关。
• 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.
• Synthesis and photochemical properties of 1,3-di-9-anthryl-2-propanol, 1,3-di-9-anthrylacetone, and related propano-linked anthracenes
  作者：Hans Dieter Becker、Kosrat A. Amin

  DOI：10.1021/jo00274a040

  日期：1989.6

表征谱图