2,5,6,7-Tetramethylindenone | 137247-02-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚和异茚
• 英文名称: 2,5,6,7-Tetramethylindenone
• 英文别名: 2,5,6,7-tetramethyl-1-indenone；2,5,6,7-tetramethylinden-1-one
• CAS: 137247-02-0
• 化学式: C₁₃H₁₄O
• 分子量: 186.254
• InChiKey: STJCFIWPSRERDW-UHFFFAOYSA-N

物化性质

• 沸点：
  336.7±42.0 °C(Predicted)
• 密度：
  1.063±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  14
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 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：

  巯基乙酸甲酯 、 2,5,6,7-Tetramethylindenone 在 碳酸氢钠 作用下， 以 四氢呋喃 为溶剂， 反应 0.25h， 以80%的产率得到(2,4,5,6-Tetramethyl-3-oxo-indan-1-ylsulfanyl)-acetic acid methyl ester
  参考文献：
  名称：

  Structure-activity relationships of illudins: analogs with improved therapeutic index.

  摘要：

  Illudin S and M are extremely toxic sesquiterpenes produced by Omphalotus illudens. At low pH they behave as bifunctional alkylating agents, but at physiological pH they do not react with oxygen or nitrogen nucleophiles. Illudins react spontaneously with sulfur nucleophiles, glutathione or cysteine, at or slightly below pH 7, and toxicity to HL 60 cells can be modulated by altering glutathione levels in cells. Analogs of illudin M, e.g. the deoxy and, particularly, the dehydro derivatives, are less reactive to thiols and correspondingly less toxic to HL 60 cells than the parent compound. Dehydroilludin M has been found to be quite effective at inhibiting tumor growth in vivo at doses well tolerated by athymic nude mice.

  DOI：

  10.1021/jo00051a037
• 作为产物：
  描述：

  2-methylmalonyl dichloride 、 三甲苯 在 三氯化铝 作用下， 以 二硫化碳 、 苯 为溶剂， 生成 2,5,6,7-Tetramethylindenone
  参考文献：
  名称：

  Method of treating certain tumors using illudin analogs

  摘要：

  提供了一种治疗方法，用于抑制需要该疗法的患者的肿瘤细胞生长，包括经肠道给予药物适量的治疗剂量，所述药物在药学上可接受的载体中，其中所述化合物具有以下结构：##STR1##其中R选自以下组：##STR2##所述肿瘤细胞对所述化合物的抑制敏感，并选自以下组：骨髓性白血病细胞、T细胞白血病细胞、肺癌细胞、卵巢癌细胞和乳腺癌细胞。

  公开号：

  US05439936A1

文献信息

• Illudin analogs
  申请人：The Regents of the University of California

  公开号：US05523490A1

  公开（公告）日：1996-06-04

  A compound to inhibit tumor cell growth in a subject in need of said therapy is provided, wherein said compound has the structure: ##STR1## wherein R is selected from the group consisting of: ##STR2## Tumor cells sensitive to inhibition by said compound are selected from the group consisting of a myeloid leukemia cell, a T-cell leukemia cell, a lung carcinoma cell, an ovarian carcinoma cell, and a breast carcinoma cell.

  提供一种化合物，用于抑制需要该疗法的主体中的肿瘤细胞生长，其中该化合物具有以下结构：##STR1##其中R从以下组中选择：##STR2##对该化合物敏感的肿瘤细胞从以下组中选择：骨髓性白血病细胞、T细胞白血病细胞、肺癌细胞、卵巢癌细胞和乳腺癌细胞。
• Illudin analogs useful as antitumor agents
  申请人：The Regents of the University of California

  公开号：US05563176A1

  公开（公告）日：1996-10-08

  Antineoplastic illudin analogs are provided of the formula: wherein R.sub.4, R.sub.5 and R.sub.6 are (C.sub.1 -C.sub.4)alkyl, Y is H, (C.sub.1 -C.sub.3)alkyl, (R.sub.4)R.sub.5)(R.sub.6)Si or alkanoyl ((C.sub.1 -C.sub.4)alkylC(O)) and R is CH.sub.2 OH, halo, benzyl optionally substituted with OY, or alkanoylmethyl (CH.sub.2 OC(O)R.sub.7), wherein R.sub.7 is (C.sub.1 -C.sub.4)alkyl, (C.sub.6 -C.sub.2)aryl or N(X).sub.2, wherein each X is H or (C.sub.1 -C.sub.4)alkyl, and the pharmaceutically-acceptable salts thereof.

  提供公式为Antineoplastic illudin类似物：其中R.sub.4、R.sub.5和R.sub.6是（C.sub.1-C.sub.4）烷基，Y是H，（C.sub.1-C.sub.3）烷基，（R.sub.4）R.sub.5）（R.sub.6）Si或烷酰（（C.sub.1-C.sub.4）烷基C（O））和R是CH.sub.2 OH，卤素，苄基（可以用OY取代）或烷酰甲基（CH.sub.2 OC（O）R.sub.7），其中R.sub.7是（C.sub.1-C.sub.4）烷基，（C.sub.6-C.sub.2）芳基或N（X）.sub.2，其中每个X是H或（C.sub.1-C.sub.4）烷基，以及其药学上可接受的盐。
• ILLUDIN ANALOGS AS ANTI-TUMOR AGENTS
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：EP0565519B1

  公开（公告）日：1996-08-28
• ACYLFULVENE ANALOGUES AS ANTITUMOR AGENTS
  申请人：THE REGENTS OF THE UNIVERSITY OF CALIFORNIA

  公开号：EP0683762A1

  公开（公告）日：1995-11-29
• US5439936A
  申请人：——

  公开号：US5439936A

  公开（公告）日：1995-08-08