9-(2,4-二羟基苯基)-3,3,6,6-四甲基-3,4,5,6,7,9-六氢-1H-氧杂蒽-1,8(2H)-二酮 | 117593-36-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 中文名称: 9-(2,4-二羟基苯基)-3,3,6,6-四甲基-3,4,5,6,7,9-六氢-1H-氧杂蒽-1,8(2H)-二酮
• 英文名称: 9-(2',4'-dihydroxyphenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8-(2H)-dione
• 英文别名: 9-(2,4-dihydroxy-phenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-2H-xanthene-1,8-dione；9-(2,4-Dihydroxy-phenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-2H-xanthen-1,8-dion；9-(2,4-dihydroxyphenyl)-3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-dione；9-(2,4-dihydroxyphenyl)-3,3,6,6-tetramethyl-4,5,7,9-tetrahydro-2H-xanthene-1,8-dione
• CAS: 117593-36-9
• 化学式: C₂₃H₂₆O₅
• 分子量: 382.456
• InChiKey: OKXVTYXMGOFJFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  5,5-二甲基-1,3-环己二酮 、 2,4-二羟基苯甲醛 在 ammonium cerium (IV) nitrate 作用下， 以 异丙醇 为溶剂， 以90%的产率得到9-(2,4-二羟基苯基)-3,3,6,6-四甲基-3,4,5,6,7,9-六氢-1H-氧杂蒽-1,8(2H)-二酮
  参考文献：
  名称：

  A greener synthesis of 1,8-dioxo-octahydroxanthene derivatives under ultrasound

  摘要：

  The ceric ammonium nitrate (CAN) has been identified as an efficient and eco-friendly catalyst for the one pot and virtually three-component reaction of 5,5-dimethyl-1,3-cyclohexanedione with various aldehydes in 2-propanol. Under ultrasound irradiation, the reaction proceeded smoothly at a faster rate at 50 degrees C affording a variety of 9-alkyl/aryl/heteroaryl substituted 3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-diones in good to excellent yields. A probable mechanism for this CAN-mediated synthesis of 1,8-dioxo-octahydroxanthene derivatives is presented. Overall, the methodology provides advantages such as low cost, high yields of products and simple operational procedures and is free from the use of harmful chlorinated solvents. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.10.024

文献信息

• Small molecule ferroptosis inducers
  申请人：THE TRUSTEES OF COLUMBIA UNIVERSITY IN THE CITY OF NEW YORK

  公开号：US10947188B2

  公开（公告）日：2021-03-16

  The present invention provides, inter alia, a compound according to formula (I): Also provided are compositions containing a pharmaceutically acceptable carrier and a compound according to the present invention. Further provided are methods for regulating GPX4 in a cell and methods for inducing ferroptosis in a cell.

  本发明特别提供了一种符合式 (I) 的化合物： 还提供了含有药学上可接受的载体和根据本发明的化合物的组合物。此外，还提供了调节细胞中 GPX4 的方法和诱导细胞中铁细胞凋亡的方法。
• A greener synthesis of 1,8-dioxo-octahydroxanthene derivatives under ultrasound
  作者：Naveen Mulakayala、G. Pavan Kumar、D. Rambabu、Madhu Aeluri、M.V. Basaveswara Rao、Manojit Pal

  DOI：10.1016/j.tetlet.2012.10.024

  日期：2012.12

  The ceric ammonium nitrate (CAN) has been identified as an efficient and eco-friendly catalyst for the one pot and virtually three-component reaction of 5,5-dimethyl-1,3-cyclohexanedione with various aldehydes in 2-propanol. Under ultrasound irradiation, the reaction proceeded smoothly at a faster rate at 50 degrees C affording a variety of 9-alkyl/aryl/heteroaryl substituted 3,3,6,6-tetramethyl-3,4,5,6,7,9-hexahydro-1H-xanthene-1,8(2H)-diones in good to excellent yields. A probable mechanism for this CAN-mediated synthesis of 1,8-dioxo-octahydroxanthene derivatives is presented. Overall, the methodology provides advantages such as low cost, high yields of products and simple operational procedures and is free from the use of harmful chlorinated solvents. (C) 2012 Elsevier Ltd. All rights reserved.
• Synthesis and spectroscopic properties of novel benzo[a]phenanthridines
  作者：N. G. Kozlov、K. N. Gusak、S. A. Makhnach

  DOI：10.1007/bf01169349

  日期：1996.1
• Chakravarti et al., Journal of the Indian Institute of Science, 1931, vol. <A> 14, p. 141,152
  作者：Chakravarti et al.

  DOI：——

  日期：——
• POCKA, A. S.;KLYAVINSH, M. K.;ZITSMANIS, A. X., IZV. AN LATVSSR. CEP. XIM.,(1988) N 1, 91-96
  作者：POCKA, A. S.、KLYAVINSH, M. K.、ZITSMANIS, A. X.

  DOI：——

  日期：——