5,6,8,9,10,11-hexahydrobenzanthracene-3-carbaldehyde | 104500-21-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 5,6,8,9,10,11-hexahydrobenzanthracene-3-carbaldehyde
• 英文别名: 5,6,8,9,10,11-hexahydrobenz[a]anthracene-3-carbaldehyde；5,6,8,9,10,11-hexahydrobenzo[a]anthracene-3-carbaldehyde
• CAS: 104500-21-2
• 化学式: C₁₉H₁₈O
• 分子量: 262.351
• InChiKey: YZAJSZANVHXWFZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

上下游信息

反应信息

• 作为反应物：
  描述：

  5,6,8,9,10,11-hexahydrobenzanthracene-3-carbaldehyde 在 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 甲苯 为溶剂， 反应 10.0h， 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：

  5,6,8,9,10,11-六氢苯并[a]蒽 生成 5,6,8,9,10,11-hexahydrobenzanthracene-3-carbaldehyde
  参考文献：
  名称：

  BAIR, KENNETH W.

  摘要：

  DOI：

文献信息

• Carbocyclic derivatives
  申请人：Burroughs Wellcome Co.

  公开号：US04791232A1

  公开（公告）日：1988-12-13

  The present invention relates to compounds of formula (I) ArCH.sub.2 R.sup.1 (I) or a monomethyl or monoethyl ether thereof (the compound of formula (I) including these ethers may contain no more than 30 carbon atoms in total); ethers, esters, thereof; acid addition salts thereof; wherein Ar is a C.sub.15-18 fused tetracarbocyclic ring system containing 3 or 4 aromatic rings or a C.sub.17-22 fused pentacarbocyclic ring system containing 4, or 5 aromatic rings, or a substituted derivative thereof; the ring system Ar should be planar or deviate only slightly from planarity. Thus, the ring system contains a maximum of two non-aromatic carbon atoms which may be in the same ring, in which case they are adjacent, or in different rings; Ar is not perylene, fluoranthene, chrysene, pyrene, or triphenylene; R.sup.1 contains not more than eight carbon atoms and is a group ##STR1## wherein m is 0 or 1; R.sup.5 is hydrogen; R.sup.6 and R.sup.7 are the same or different and each is hydrogen or C.sub.1-5 alkyl optionally substituted by hydroxy; R.sup.8 and R.sup.9 are the same or different and each is hydrogen or C.sub.1-3 alkyl; ##STR2## is a five- or six-membered saturated carbocyclic ring; R.sup.10 is hydrogen, methyl or hydroxymethyl; R.sup.11, R.sup.12 and R.sup.13 are the same or different and each is hydrogen or methyl; R.sup.14 is hydrogen, methyl, hydroxy, or hydroxymethyl.

  本发明涉及式(I) ArCH.sub.2R.sup.1(I)化合物或其单甲基或单乙基醚（包括这些醚的式(I)化合物总碳原子数不超过30）；它们的醚、酯；酸加成盐；其中Ar是一个C.sub.15-18融合四环芳烃环系统，包含3或4个芳香环或C.sub.17-22融合五环芳烃环系统，包含4或5个芳香环，或其取代衍生物；环系统Ar应该是平面的或者只稍微偏离平面。因此，环系统包含最多两个非芳香碳原子，它们可以在同一个环中，这种情况下它们是相邻的，或者在不同的环中；Ar不是苝、荧蒽、芘、三苯基乙烯；R.sup.1含有不超过8个碳原子，是一个##STR1##基团，其中m为0或1；R.sup.5为氢；R.sup.6和R.sup.7相同或不同，每个都是氢或C.sub.1-5烷基，可选择地被羟基取代；R.sup.8和R.sup.9相同或不同，每个都是氢或C.sub.1-3烷基；##STR2##是一个五元或六元饱和碳环；R.sup.10为氢、甲基或羟甲基；R.sup.11、R.sup.12和R.sup.13相同或不同，每个都是氢或甲基；R.sup.14为氢、甲基、羟基或羟甲基。
• Polycyclic biocidal compounds, their synthesis, formulations containing them
  申请人：THE WELLCOME FOUNDATION LIMITED

  公开号：EP0182609B1

  公开（公告）日：1990-05-09
• BAIR, KENNETH W.
  作者：BAIR, KENNETH W.

  DOI：——

  日期：——
• US4791231A
  申请人：——

  公开号：US4791231A

  公开（公告）日：1988-12-13
• US4791232A
  申请人：——

  公开号：US4791232A

  公开（公告）日：1988-12-13