4-[6-(4-bromophenoxy)hexyl]-3,5-heptanedione | 62489-40-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 4-[6-(4-bromophenoxy)hexyl]-3,5-heptanedione
• 英文别名: 4-[6-(4-Bromophenoxy)hexyl]heptane-3,5-dione
• CAS: 62489-40-1
• 化学式: C₁₉H₂₇BrO₃
• 分子量: 383.326
• InChiKey: SEEGYGOWVNBUNO-UHFFFAOYSA-N

物化性质

• 熔点：
  31-33 °C(Solv: ethyl ether (60-29-7))
• 沸点：
  495.1±40.0 °C(Predicted)
• 密度：
  1.189±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  23
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.58
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-[6-(4-bromophenoxy)hexyl]-3,5-heptanedione 在 盐酸羟胺 作用下， 以 吡啶 为溶剂， 生成 4-[6-(4-Bromophenoxy)hexyl]-3,5-diethylisoxazole
  参考文献：
  名称：

  4-(Arylaliphatic)isoxazoles

  摘要：

  具有抗病毒活性的4-(芳基脂肪)异噁唑可通过将羟胺与化学式为Ar-Y-CH(CO-R).sub.2的二酮反应制备，其中Ar为取代苯基，Y为(CH.sub.2).sub.n或O(CH.sub.2).sub.n，而R为较低的烷基。

  公开号：

  US04268678A1
• 作为产物：
  描述：

  3,5-庚烷二酮 在 lithium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 4-[6-(4-bromophenoxy)hexyl]-3,5-heptanedione
  参考文献：
  名称：

  Antiviral activity of some .beta.-diketones. 1. Aryl alkyl diketones. In vitro activity against both RNA and DNA viruses

  摘要：

  The discovery that 4-[3-ethyl-6-[(3,4-methylenedioxy)phenyl]-3-hexenyl]-3,5-heptanedione (40) exhibited an in vitro inhibitory effect against equine rhinovirus led to a structure--activity study to establish the criteria for optimum activity. Modification of the bridge included removal of the ethyl group and reduction of the double bond. The heptanedione was replaced with hexanedione and pentanedione with a minimal effect. The effect of replacing the heptanedione with beta-keto esters and monoketones was also investigated. Maintaining the hexamethylene bridge and heptanedione, the methylenedioxy group was replaced with various substitutents. In general, most substituents did not adversely affect activity particularly against equine rhinovirus although there was some variation in activity against herpesvirus. Strongly hydrophilic groups significantly reduced activity. Finally, the effect of varying the length of the alkyl bridge was examined in the 4-hydroxyphenyl series, where peak activity was attained with n = 8.

  DOI：

  10.1021/jm00216a003

文献信息

• Synthesis and antiherpetic activity of some 4-[(aryloxy)alkyl]pyrazoles
  作者：Guy D. Diana、Philip M. Carabateas、Gordon L. Williams、Francis Pancic、Bernard A. Steinberg

  DOI：10.1021/jm00138a018

  日期：1981.6
• Ellipticine derivatives with an affinity to the estrogen receptor. An approach to develop intercalating drugs with a specific effect on the hormone-dependent breast cancer
  作者：Alain Delbarre、Robert Oberlin、Bernard P. Roques、Jean Louis Borgna、Henri Rochefort、Jean Bernard Le Pecq、Alain Jacquemin-Sablon

  DOI：10.1021/jm00383a011

  日期：1985.6

  In order to obtain breast tumor directed agents, we have prepared mixed compounds using estradiol or (E)-clomiphene as specific vectors of the breast tissue and a DNA intercalator from the ellipticine series as the cytotoxic agent. Among the newly synthesized ellipticine derivatives, only the 2-[3-aza-5-(3,17 beta-dihydroxy-1,3,5-estratrien-17 alpha-yl)-4-oxopentamethylene]ellipticinium bromide shows the desired properties, DNA intercalation and affinity for estrogen receptor. Competition experiments with estradiol on the hormone-dependent human MCF-7 breast cancer cell line demonstrate that a transport by the estrogen receptor system is not involved in the antitumor activity of derivative 24.
• DIANA, G. D.;CARABATEAS, P. M.;WILLIAMS, G. L.;PANCIC, F.;STEINBERG, B. A+, J. MED. CHEM., 1981, 24, N 6, 731-735
  作者：DIANA, G. D.、CARABATEAS, P. M.、WILLIAMS, G. L.、PANCIC, F.、STEINBERG, B. A+

  DOI：——

  日期：——
• DIANA, G. D.;MCKINLAY, M. A.;BRISSON, C. J.;ZALAY, E. S.;MIRALLES, J. V.;+, J. MED. CHEM., 1985, 28, N 6, 748-752
  作者：DIANA, G. D.、MCKINLAY, M. A.、BRISSON, C. J.、ZALAY, E. S.、MIRALLES, J. V.、+

  DOI：——

  日期：——
• DIANA H. D.; SALVADOR U. J.; ZALAY E. S.; CARABATEAS P. M.; WILLIAMS G. L+, J. MED. CHEM. <JMCM-AR>, 1977, 20, NO 6, 757-761
  作者：DIANA H. D.、 SALVADOR U. J.、 ZALAY E. S.、 CARABATEAS P. M.、 WILLIAMS G. L+

  DOI：——

  日期：——