6-Methoxy-4,5-dimethylindanon | 57122-07-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 6-Methoxy-4,5-dimethylindanon
• 英文别名: 6-Methoxy-4,5-dimethylindan-1-on；6-Methoxy-4,5-dimethyl-2,3-dihydroinden-1-one
• CAS: 57122-07-3
• 化学式: C₁₂H₁₄O₂
• 分子量: 190.242
• InChiKey: XDTOGZVFMZSYDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-Methoxy-4,5-dimethylindanon 在 N-溴代丁二酰亚胺(NBS) 、 三氯化铝 、 氨 、 caesium carbonate 、 溶剂黄146 、 二甲基亚砜 作用下， 以 甲醇 、 乙醇 、 丙酮 、 甲苯 为溶剂， 反应 54.0h， 生成 6-hydroxy-7,8-dimethyl-2-oxa-1,3,4,10-tetraazacyclopenta[b]-fluoren-9-one
  参考文献：
  名称：

  2-Oxa-1,3,4,10-四氮杂环戊[ b ]芴-9-one的6、7和8取代衍生物的制备

  摘要：

  描述了2-oxa-1,3,4,10-四氮杂环戊[ b ]芴-9-one 1的各种衍生物的制备。制备了一系列取代的茚满-1-酮，并用N-溴琥珀酰亚胺和二甲基亚砜氧化为相应的茚三酮衍生物。茚三酮与呋喃赞3,4-二胺的环化反应产生目标四环。在导致在目标tetracycles一种区域异构体的偏好ninhydrins取代基的Appropiate选择。这允许合成多种8-取代的杂环。在可能形成异构体的情况下，通过X射线晶体学确认了结构分配。

  DOI：

  10.1002/jhet.5570380514
• 作为产物：
  描述：

  2,3-二甲基-4-甲氧基苯甲醛 在 铂 PPA 、 氢气 作用下， 以 乙醇 为溶剂， 生成 6-Methoxy-4,5-dimethylindanon
  参考文献：
  名称：

  Nilsson,J.L.G. et al., Acta Chemica Scandinavica (1947), 1970, vol. 24, # 2, p. 580 - 588

  摘要：

  DOI：

文献信息

• Synthesis and thromboxane A2/prostaglandin H2 receptor antagonistic activity of phenol derivatives
  作者：Shoji Fukumoto、Mitsuru Shiraishi、Zenichi Terashita、Yasuko Ashida、Yoshiyuki Inada

  DOI：10.1021/jm00090a009

  日期：1992.6

  Consideration of possible structural similarities between thromboxane A2 and the hydroquinone form of (R)-(+)-7-(3,5,6-trimethyl-1,4-benzoquinon-2-yl)-7-phenylheptanoic acid (R-(+)-AA-2414) led to the development of a new series of thromboxane A2/prostaglandin H-2 (TXA2/PGH2) receptor antagonists, namely 7-(4-fluorophenyl)-7-(2-hydroxyphenyl)heptanoic acids (I). These compounds were found to be potent TXA2/PGH2 receptor antagonists. Compounds having either a carbonyl or a hydroxymethyl group at the para-position of the phenolic hydroxy group exhibited most potent activities in this series. Compounds 14, 15, 18, and 26 inhibited the specific binding of [H-3]U-46619 to guinea pig platelet membranes (IC50 = 4.4, 80, 32, and 13 nM, respectively), and also inhibited U-46619-induced human platelet aggregation (IC50 = 310, 69, 79, and 78 nM, respectively). Comparison of the UV spectra of the compounds with a carbonyl group at the para-position of phenolic hydroxy group revealed that the activity tended to increase in accordance with a decrease in the torsional angle between the carbonyl group and the phenol ring. These results suggested that the spacial location of the carbonyl and hydroxymethyl oxygen are important for significant increase in activity and that the carbonyl and hydroxymethyl oxygen at the para-position of the phenolic hydroxy group might interact with one of the TXA2/PGH2 receptor sites.
• Merchant, J. R.; Upasani, R. B., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1984, vol. 23, # 9, p. 863 - 865
  作者：Merchant, J. R.、Upasani, R. B.

  DOI：——

  日期：——
• DIKE S. Y.; KAMATH M. S.; MERCHANT J. R., INDIAN J. CHEM., 1979, B 17, NO 4, 336-338
  作者：DIKE S. Y.、 KAMATH M. S.、 MERCHANT J. R.

  DOI：——

  日期：——
• MERCHANT, J. R.;UPASANI, R. B., INDIAN J. CHEM., 1984, 23, N 9, 863-865
  作者：MERCHANT, J. R.、UPASANI, R. B.

  DOI：——

  日期：——
• MERCHANT J.R.; KAMATH M.S.; DIKE S.Y., J. CHEM. SOC. PERKIN TRANS. 1977, PART 1 NO 19, 1977
  作者：MERCHANT J.R.、 KAMATH M.S.、 DIKE S.Y.

  DOI：——

  日期：——