5,6,8,9,10,11-六氢苯并[a]蒽 | 67064-61-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 中文名称: 5,6,8,9,10,11-六氢苯并[a]蒽
• 英文名称: 5,6,8,9,10,11-Hexahydrobenzanthracene
• 英文别名: 5,6,8,9,10,11-hexahydrobenz{a}anthracene；5,6,8,9,10,11-Hexahydrobenzanthracen；5,6,8,9,10,11-Hexahydrobenz[a]anthracene；5,6,8,9,10,11-hexahydrobenzo[a]anthracene
• CAS: 67064-61-3
• 化学式: C₁₈H₁₈
• 分子量: 234.341
• InChiKey: CTNNCKHISHIEEL-UHFFFAOYSA-N

物化性质

• 熔点：
  124.5-125.5 °C
• 沸点：
  393.1±27.0 °C(Predicted)
• 密度：
  1.100±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

上下游信息

反应信息

• 作为反应物：
  描述：

  5,6,8,9,10,11-六氢苯并[a]蒽 在 水 、 四氯化锡 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲苯 为溶剂， 反应 30.0h， 生成 benzanthracene-3-carbaldehyde
  参考文献：
  名称：

  2-[(Arylmethyl)amino]-2-methyl-1,3-propanediol DNA intercalators. An examination of the effects of aromatic ring variation on antitumor activity and DNA binding

  摘要：

  The effects of variation of aromatic ring size, shape, and side-chain position on antitumor activity and DNA binding in a series of carbocyclic 2-[(arylmethyl)amino]-2-methyl-1,3-propanediols (AMAPs) were examined. In general, the interaction of AMAPs with DNA increases as the intercalating ring system grows in area, with three distinct binding levels evident. Isomers from a specific ring system appear to bind DNA similarly. DNA binding is not the sole criterion for antitumor activity for the AMAPs studied; the magnitude of the DELTA-T(m) does not correlate with the antitumor activity observed. Significant in vivo P388 activity was seen for AMAP congeners from several tetracyclic ring systems. However, isomers from each of the specific ring systems produced a wide range of in vivo P388 activity. Thus, AMAP antitumor activity is not a function of the ring system per se, but rather appears to be related to the shape of the specific molecule. Three AMAP congeners (crisnatol (770U82, 773U82, and 502U83) are currently in clinical trials.

  DOI：

  10.1021/jm00111a010
• 作为产物：
  描述：

  5,6-二氢苯并[c]蒽 在 platinum(IV) oxide 、 iron(II) chloride 氢气 作用下， 以 盐酸 为溶剂， 反应 2.5h， 以85%的产率得到5,6,8,9,10,11-六氢苯并[a]蒽
  参考文献：
  名称：

  Regioselective catalytic hydrogenation of polycyclic aromatic hydrocarbons under mild conditions

  摘要：

  DOI：

  10.1021/jo01302a010

文献信息

• The Hydrocracking of Polynuclear Aromatic Hydrocarbons over Molten Salt Catalysts
  作者：Yohji Nakatsuji、Toshio Kubo、Masakatsu Nomura、Sh\={o}ichi Kikkawa

  DOI：10.1246/bcsj.51.618

  日期：1978.2

  The hydrocracking of phenanthrene, anthracene, pyrene, chrysene, and fluoranthene over molten salt catalysts at 400 °C in the batch autoclave systems was examined. The products were mainly identified by means of GC-MS, but the representative products were isolated by preparative GLC and characterized by using NMR, IR, UV, and mass spectrometry. Most of the isolated products are compounds not previously

  研究了分批高压釜系统中菲、蒽、芘、芘和荧蒽在 400 °C 下在熔盐催化剂上的加氢裂化。产物主要通过 GC-MS 进行鉴定，但代表性产物通过制备型 GLC 进行分离，并使用 NMR、IR、UV 和质谱法进行表征。大多数分离出的产物是先前未详细证实的化合物，尽管在相应的芳族化合物的加氢裂化过程中预计会形成它们。根据产品分布提供可能的反应路线。氯化锌和氯化铜 (I) 的二元混合物被认为是一种熔融的双功能催化剂。
• Own; Wang; Chung, Inorganic Chemistry, 1993, vol. 32, # 2, p. 152 - 159
  作者：Own、Wang、Chung、Miller、Fu

  DOI：——

  日期：——
• Yalpani, Mohamed; Koester, Roland, Chemische Berichte, 1990, vol. 123, # 4, p. 719 - 724
  作者：Yalpani, Mohamed、Koester, Roland

  DOI：——

  日期：——
• BAIR, KENNETH W.
  作者：BAIR, KENNETH W.

  DOI：——

  日期：——
• 2-[(Arylmethyl)amino]-2-methyl-1,3-propanediol DNA intercalators. An examination of the effects of aromatic ring variation on antitumor activity and DNA binding
  作者：Kenneth W. Bair、C. Webster Andrews、Richard L. Tuttle、Vincent C. Knick、Michael Cory、David D. McKee

  DOI：10.1021/jm00111a010

  日期：1991.7

  The effects of variation of aromatic ring size, shape, and side-chain position on antitumor activity and DNA binding in a series of carbocyclic 2-[(arylmethyl)amino]-2-methyl-1,3-propanediols (AMAPs) were examined. In general, the interaction of AMAPs with DNA increases as the intercalating ring system grows in area, with three distinct binding levels evident. Isomers from a specific ring system appear to bind DNA similarly. DNA binding is not the sole criterion for antitumor activity for the AMAPs studied; the magnitude of the DELTA-T(m) does not correlate with the antitumor activity observed. Significant in vivo P388 activity was seen for AMAP congeners from several tetracyclic ring systems. However, isomers from each of the specific ring systems produced a wide range of in vivo P388 activity. Thus, AMAP antitumor activity is not a function of the ring system per se, but rather appears to be related to the shape of the specific molecule. Three AMAP congeners (crisnatol (770U82, 773U82, and 502U83) are currently in clinical trials.