4-(7-(adamantan-1-yl)benzo[1,3]dioxol-5-yl)benzaldehyde | 459423-00-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: 4-(7-(adamantan-1-yl)benzo[1,3]dioxol-5-yl)benzaldehyde
• 英文别名: 4-[3-(1-adamantyl)-4,5-methylenedioxyphenyl]-benzaldehyde；4-[7-(1-adamantyl)-1,3-benzodioxol-5-yl]benzaldehyde
• CAS: 459423-00-8
• 化学式: C₂₄H₂₄O₃
• 分子量: 360.453
• InChiKey: FEMDWCNBHBKFRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(7-(adamantan-1-yl)benzo[1,3]dioxol-5-yl)benzaldehyde 在 硫酸羟胺 作用下， 生成 4-(7-Adamantan-1-yl-benzo[1,3]dioxol-5-yl)-benzaldehyde oxime
  参考文献：
  名称：

  Oxime derivatives for the treatment of dyslipidemia and hypercholesteremia

  摘要：

  本发明涉及Formula (I)的化合物，可能在治疗疾病，如代谢紊乱、血脂异常和/或高胆固醇血症方面有用：

  公开号：

  US20030083357A1
• 作为产物：
  描述：

  6-bromo-4-(adamantan-1-yl)benzo[1,3]dioxole 、 4-甲酰基苯硼酸 在 三苯基膦钯 potassium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 以85%的产率得到4-(7-(adamantan-1-yl)benzo[1,3]dioxol-5-yl)benzaldehyde
  参考文献：
  名称：

  Heterocyclic derivatives for the treatment of cancer and other proliferative diseases

  摘要：

  该发明涉及某些对治疗癌症和其他疾病有用的杂环化合物，其具有以下式（I）： 1 其中： (a) m是整数0或1； (b) R12是烷基，取代烷基，环烷基，取代环烷基，杂环基，取代杂环基，杂芳基，取代杂芳基，芳基或取代芳基残基； (c) Ar3是芳基，取代芳基，杂芳基或取代杂芳基残基； (d) Ar4是芳基，取代芳基，杂芳基或取代杂芳基残基； (e) R5是氢，羟基，烷基或取代烷基； (f) - - - - - 代表存在或不存在的键；以及 (g) W、X、Y和Z独立或一起是C(O)、C(S)、S、O或NH；或其药学上可接受的盐。

  公开号：

  US20020143182A1

文献信息

• [EN] RETINOID DERIVATIVES WITH ANTIANGIOGENIC, ANTITUMORAL AND PROAPOPTOTIC ACTIVITIES<br/>[FR] DERIVES RETINOIDES A ACTIVITE ANTIANGIOGENIQUE, ANTITUMORALE ET PROAPOPTOTIQUE
  申请人：SIGMA TAU IND FARMACEUTI

  公开号：WO2003011808A1

  公开（公告）日：2003-02-13

  Are described compounds of Formula (I) in which R, R', R'', A, and D have the meanings described in the text, as useful agents in the cure of pathologies characterised by altered angiogenesis and as antitumorals.

  描述了式(I)中的化合物，其中R、R'、R''、A和D的含义如文本所述，作为治疗具有改变血管生成的病理和抗肿瘤药物的有用剂型。
• Retinoid derivatives with antiangiogenic, antitumoral and proapoptotic activities
  申请人：——

  公开号：US20040235757A1

  公开（公告）日：2004-11-25

  Are described compounds of Formula (I) in which R, R′, R″, A, and D have the meanings described in the text, as useful agents in the cure of pathologies characterised by altered angiogenesis and as antitumorals.

  化合物的公式（I）中的R，R'，R''，A和D的含义如文本所述，可用作治疗具有改变的血管生成的病理特征和抗肿瘤剂的有用药剂。
• Retinoid Derivatives With Antiangiogenic, Antitumoral And Proapoptotic Activities
  申请人：Dallavalle Sabrina

  公开号：US20080021088A1

  公开（公告）日：2008-01-24

  Described and claimed are compounds of Formula (I) in which R, R′, R″, A, and D have the meanings described in the text, as useful agents in the cure of pathologies characterized by altered angiogenesis and as antitumorals.

  描述和声明的是化合物式（I）的化合物，其中R、R'、R"、A和D在文本中所描述的含义，作为治疗由异常血管生成特征的病理状况和抗肿瘤剂的有用药物。
• Synthesis and structure–activity relationships of new antiproliferative and proapoptotic retinoid-related biphenyl-4-yl-acrylic acids
  作者：Raffaella Cincinelli、Sabrina Dallavalle、Raffaella Nannei、Lucio Merlini、Sergio Penco、Giuseppe Giannini、Claudio Pisano、Loredana Vesci、Fabiana Fosca Ferrara、Valentina Zuco、Chiara Zanchi、Franco Zunino

  DOI：10.1016/j.bmc.2007.04.057

  日期：2007.7

  Atypical retinoids, or retinoid-related molecules (RRMs), represent a class of proapoptotic agents with a promising potential in the treatment of neoplastic diseases. In the present work, the synthesis and structure-activity relationship of a series of 3 '-adamantan-1-yl-biphenyl-4-yl-acrylic acids substituted in ring A were studied. The synthesized compounds were evaluated for their antiproliferative activity in a human promyelocitic leukemia cell line (NB4), and in an ovarian carcinoma cell system including IGROV-1, carrying a functional wild-type p53, and a cisplatin-resistant subline, IGROV-1/Pt-1. The presence of at least one oxygenated substituent in positions 4 ' or 5 ' appears determinant for the antiproliferative activity. With two substituents of this kind the activity increases, particularly in the case of alkylenedioxy compounds. The activation of DNA damage response as indicated by phosphorylation of H2AX histone, RPA-2 protein, and p53 at serine 15 by the most apoptotic compounds provides additional support to the hypothesis that the genotoxic stress is a critical event mediating apoptosis induction by compounds of this group. (c) 2007 Elsevier Ltd. All rights reserved.
• EP1385465A2
  申请人：——

  公开号：EP1385465A2

  公开（公告）日：2004-02-04