(S)-2-[1-methyl-2-(2-methyl-1,3-dioxan-2-yl)ethyl]isoindole-1,3-dione | 736177-77-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: (S)-2-[1-methyl-2-(2-methyl-1,3-dioxan-2-yl)ethyl]isoindole-1,3-dione
• 英文别名: (S)-2-[1-Methyl-2-(2-methyl-1,3-dioxan-2-yl)ethyl]-iso indole-1,3-dione；2-[(2S)-1-(2-methyl-1,3-dioxan-2-yl)propan-2-yl]isoindole-1,3-dione
• CAS: 736177-77-8
• 化学式: C₁₆H₁₉NO₄
• 分子量: 289.331
• InChiKey: BPGMCWOXIIMCLL-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-2-[1-methyl-2-(2-methyl-1,3-dioxan-2-yl)ethyl]isoindole-1,3-dione 在 sodium ethanolate 、 一水合肼 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 、 水 、 乙酸乙酯 为溶剂， 反应 28.0h， 生成 (S)-3-butanoyl-5,6-dihydro-4,6-dimethyl-1H-pyridin-2-one
  参考文献：
  名称：

  OSTEOPONTIN PRODUCTION INHIBITOR CONTAINING DICTYOPYRONE DERIVATIVE OR DIHYDRODICTYOPYRONE DERIVATIVE AS ACTIVE INGREDIENT

  摘要：

  本公开提供了一种能够防止由于骨桥蛋白过度产生而导致疾病的骨桥蛋白产生抑制剂。该骨桥蛋白产生抑制剂包含二氢骨桥蛋白衍生物或二氢二氢骨桥蛋白衍生物作为活性成分。二氢骨桥蛋白衍生物最好是由化学式1或2表示的化合物，而二氢二氢骨桥蛋白衍生物最好是由化学式3或4表示的化合物。

  公开号：

  US20150366851A1
• 作为产物：
  描述：

  在 montmorillionite K₁₀ 、 水 、 pyridinium chlorochromate 、 APTS 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 14.0h， 生成 (S)-2-[1-methyl-2-(2-methyl-1,3-dioxan-2-yl)ethyl]isoindole-1,3-dione
  参考文献：
  名称：

  Stereoselective chemoenzymatic synthesis of both enantiomers of protected 4-amino-2-pentanone

  摘要：

  An acetal protected 4-amino-2-pentanone was synthesised by two different routes in 10 and seven steps, respectively, the key step being a microbiological reduction. Both enantiomers of the amine were obtained enantiomerically pure. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0957-4166(99)00234-7

文献信息

• OSTEOPONTIN PRODUCTION INHIBITOR COMPRISING DICTYOPYRONE DERIVATIVE OR DIHYDRODICTYOPYRONE DERIVATIVE AS ACTIVE INGREDIENT
  申请人：Tohoku University

  公开号：EP2965758A1

  公开（公告）日：2016-01-13

  Disclosed herein is an osteopontin production inhibitor capable of preventing a disease resulting from increased production of osteopontin. The osteopontin production inhibitor contains a dictyopyrone derivative or a dihydrodictyopyrone derivative as an active ingredient. The dictyopyrone derivative is preferably a compound represented by Chemical Formula 1 or 2, and the dihydrodictyopyrone derivative is preferably a compound represented by Chemical Formula 3 or 4.

  本文公开了一种骨化素生成抑制剂，能够预防因骨化素生成增加而导致的疾病。 骨化素生成抑制剂含有双蒽醌衍生物或双氢双蒽醌衍生物作为活性成分。二tyopyrone衍生物最好是化学式1或2所代表的化合物，二氢二tyopyrone衍生物最好是化学式3或4所代表的化合物。
• Structural requirements of dictyopyrones isolated from Dictyostelium spp. in the regulation of Dictyostelium development and in anti-leukemic activity
  作者：Haruhisa Kikuchi、Kazunori Sasaki、Jun'ichi Sekiya、Yasuo Maeda、Aiko Amagai、Yuzuru Kubohara、Yoshiteru Oshima

  DOI：10.1016/j.bmc.2004.04.001

  日期：2004.6

  Cellular slime molds are fascinating to the field of developmental biology, and have long been used as excellent model organisms for the study of various aspects of multicellular development. We have recently isolated alpha-pyronoids, named dictyopyrones A-D (1-4), from various species of Dictyostelium cellular slime molds, and it was shown that compound 3 may regulate Dictyostelium development. In this study, we synthesized dictyopyrones A-D (1-4) and their analogues, investigated the physiological role of the molecules in cell growth and morphogenesis in D. discoideum, and further verified their effects on human leukemia K562 cells. Nitrogen-containing compounds 22 and 37 strongly inhibited cell growth in K562 leukemia cells, indicating that these compounds may be utilized as novel lead compounds for anti-leukemic agents. (C) 2004 Elsevier Ltd. All rights reserved.
• Improvement of the chemoenzymatic synthesis of both enantiomers of keto-protected 4-amino-2-pentanone
  作者：Pascale Besse、Stéphane Ciblat、Jean-Louis Canet、Yves Troin、Henri Veschambre

  DOI：10.1016/s0957-4166(00)00167-1

  日期：2000.6

  An improved enantioselective synthesis (five steps, 37-44% yield versus seven to 10 steps, 13.5 and 12% yield, respectively) of both enantiomers of keto-protected 4-amino-2-pentanone has been realized, the key step being the microbiological reduction of 2,4-pentanedione. This study shows that microbiological reductions of the mono acetal-protected 2,4-pentanedione afforded in most cases the corresponding ketol with moderate to excellent enantiomeric excesses, depending on the microorganism used. (C) 2000 Elsevier Science Ltd. All rights reserved.
• US9463188B2
  申请人：——

  公开号：US9463188B2

  公开（公告）日：2016-10-11