10-dodecylisoalloxazine | 79828-16-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 蝶啶及其衍生物
• 英文名称: 10-dodecylisoalloxazine
• 英文别名: 10-Dodecylbenzo[g]pteridine-2,4(3H,10H)-dione；10-dodecylbenzo[g]pteridine-2,4-dione
• CAS: 79828-16-3
• 化学式: C₂₂H₃₀N₄O₂
• 分子量: 382.506
• InChiKey: DYOODHYGYGNQRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  74.1
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  10-dodecylisoalloxazine 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 0.75h， 生成 3-(thiazolinio)propyl-10-dodecylisoalloxazine
  参考文献：
  名称：

  Coenzyme models. 31. Efficient trapping of transient thiazolium-aldehyde adducts (active aldehydes) by intramolecular and quasi-intramolecular flavins. Flavin-thiamin biscoenzyme

  摘要：

  DOI：

  10.1021/ja00366a032
• 作为产物：
  描述：

  邻苯二胺 在 硼酸 作用下， 以 甲醇 为溶剂， 反应 11.5h， 生成 10-dodecylisoalloxazine
  参考文献：
  名称：

  Shinkai, Seiji; Harada, Akiko; Ishikawa, Yu-ichi, Journal of the Chemical Society. Perkin transactions II, 1982, p. 125 - 134

  摘要：

  DOI：

文献信息

• A New and Improved<b><i>N</i></b>-3 Alkylation of 10-Substituted Isoalloxazines Using 1,8-Diazabicyclo[5.4.0]undec-7-ene in Benzene
  作者：Geetanjali、Ram Singh、S. M. S. Chauhan

  DOI：10.1081/scc-120015816

  日期：2003.1.4

  Abstract 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) has been identified as a remarkable base for the alkylation at N-3 position of 10-substituted isoalloxazines with alkyl halides in dry benzene.

  摘要 1,8-二氮杂双环[5.4.0]十一碳-7-烯(DBU) 已被鉴定为在无水苯中用烷基卤在10-取代异恶嗪的N-3 位进行烷基化反应的显着碱。
• Microwave-Assisted Synthesis of 10-Substituted Isoalloxazines in the Presence of Solid Acids
  作者：S. M. S. Chauhan、Ram Singh、Geetanjali

  DOI：10.1081/scc-120017194

  日期：2003.1.5

  Abstract The microwave-enhanced synthesis of 10-substituted isoalloxazines is achieved rapidly (˜4 min) and in good yield (>80–95%) via the cyclocondensation of 2-substituted aminoanilines with alloxan or N-methylalloxan monohydrate in the presence of acidic alumina or montmorillonite clays (KSF and K10).

  摘要 通过 2-取代氨基苯胺与四氧嘧啶或 N-甲基四氧嘧啶一水合物在酸性存在下的环缩合反应，10-取代异咯嗪的微波增强合成可快速（约 4 分钟）且收率良好（>80-95%）。氧化铝或蒙脱石粘土（KSF 和 K10）。
• OXIDATIVE TRAPPING OF TRANSIENT THIAZOLIUM-ALDEHYDE ADDUCTS BY INTRAMOLECULAR FLAVIN. FLAVIN-THIAMINE BISCOENZYME MODEL
  作者：Seiji Shinkai、Takaharu Yamashita、Osamu Manabe

  DOI：10.1246/cl.1981.961

  日期：1981.7.5

  A biscoenzyme which has within a molecular structure both flavin and thiazolium ion was synthesized. In the presence of the biscoenzyme and hexadecyltrimethylammonium bromide (CTAB) micelle, aldehydes were efficiently converted to carboxylic acids and the acyloin condensation products were scarcely detected. Thus, the biscoenzyme serves as an interesting model system for pyruvate dehydrogenase.

  我们合成了一种在分子结构中同时含有黄素和噻唑离子的双酵素。在双酵素和十六烷基三甲基溴化铵（CTAB）胶束的作用下，醛被有效地转化为羧酸，几乎检测不到酰基缩合产物。因此，双酶是丙酮酸脱氢酶的一个有趣的模型系统。
• Supramolecular Chemistry-Based One-Pot High-Efficiency Separation of Solubilizer-Free Pure Semiconducting Single-Walled Carbon Nanotubes: Molecular Strategy and Mechanism
  作者：Naotoshi Nakashima、Masashi Fukuzawa、Kanako Nishimura、Tsuyohiko Fujigaya、Yuichi Kato、Aleksandar Staykov

  DOI：10.1021/jacs.0c03994

  日期：2020.7.8

  Single-walled carbon nanotubes (SWCNTs) have the potential to revolutionize nanoscale electronics and power sources; however, their low purity and high separation cost limit their use in practical applications. Here we present a supramolecular chemistry-based one-pot, less expensive, scalable, and highly efficient separation of a solubilizer/adsorbent-free pure semiconducting SWCNT (sc-SWCNT) using flavin/isoalloxazine analogues with different substituents. On the basis of both experimental and computational simulations (DFT study), we have revealed the molecular requirements of the solubilizers as well as provided a possible mechanism for such a highly efficient selective sc-SWCNT separation. The present sorting method is very simple (one-pot) and gives a promising sc-SWCNT separation methodology. Thus, the study provides insight for the molecular design of an sc-SWCNT solubilizer with a high (n,m)-chiral selectivity, which benefits many areas including semiconducting nanoelectronics, thermoelectric, bio and energy materials, and devices using solubilizer-free very pure sc-SWCNTs.