7-羟基-9,9-二甲基-9H-吖啶-2-酮 | 118290-06-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 7-羟基-9,9-二甲基-9H-吖啶-2-酮
• 英文名称: 7-Hydroxy-9H-acridin-2-on
• 英文别名: 7-hydroxy-9H-(9,9-dimethylacridin-2-one)；DAO；7-Hydroxy-9,9-dimethyl-9H-acridin-2-one；7-hydroxy-9,9-dimethylacridin-2-one
• CAS: 118290-06-5
• 化学式: C₁₅H₁₃NO₂
• 分子量: 239.274
• InChiKey: BKIKFYRTTUYTJZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-羟基-9,9-二甲基-9H-吖啶-2-酮 在 喹啉 、 calcium sulfate 、 sodium methylate 、 silver(l) oxide 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 反应 20.33h， 生成 7-β-D-Galactopyranosyloxy-9,9-dimethyl-9H-acridin-2-on
  参考文献：
  名称：

  Corey, Paul F.; Trimmer, Robert W.; Biddlecom, William G., Angewandte Chemie, 1991, vol. 103, # 12, p. 1694 - 1696

  摘要：

  DOI：
• 作为产物：
  描述：

  2,6-二氯醌-4-氯亚胺 在 镍 盐酸 、 sodium hydroxide 、 sodium periodate 、 sodium dithionite 、 sodium iodate 、 氢气 作用下， 以 四氢呋喃 、 甲醇 、 水 、 乙酸乙酯 为溶剂， 100.0 ℃ 、275.6 kPa 条件下， 反应 8.17h， 生成 7-羟基-9,9-二甲基-9H-吖啶-2-酮
  参考文献：
  名称：

  Corey, Paul F.; Trimmer, Robert W.; Biddlecom, William G., Angewandte Chemie, 1991, vol. 103, # 12, p. 1694 - 1696

  摘要：

  DOI：

文献信息

• Remarkable Reactivity Differences between Glucosides with Identical Leaving Groups
  作者：Tianmeng Duo、Kyle Robinson、Ian R. Greig、Hong-Ming Chen、Brian O. Patrick、Stephen G. Withers

  DOI：10.1021/jacs.7b09645

  日期：2017.11.8

  18O-labeling studies. Further exploration of the origins of these rate differences involved analysis of X-ray crystal structures as well as quantum chemical calculations, which surprisingly revealed that ground state destabilization and transition state stabilizing effects contribute almost equally to the observed reactivity differences. These studies highlight the dangers of using simple reference equilibria

  尽管它们释放相同的芳族糖苷配基，但是两个异构的芳基2-脱氧-2-氟-β-葡糖苷与β-葡糖苷酶的反应速率相差10 6倍。相反，当量的糖苷底物以基本相同的速率常数反应。通过对这些相同底物的非酶促（自发）水解的全面研究，洞悉了这些令人惊讶的速率差异的来源，其中测量了速率的大约10 5倍差异，从而阐明了差异是固有的，而不是原因造成的。与酶的特定相互作用。通过18排除了另一种亲核芳基取代机制导致更快的底物快速反应的可能性O标签研究。对这些速率差异的起源的进一步探索涉及X射线晶体结构的分析以及量子化学计算，这出乎意料地表明，基态去稳定化和过渡态稳定化作用几乎同等地促进了所观察到的反应性差异。这些研究突显了使用简单的参考平衡（例如p K a值）作为离开小组能力的量度的危险。
• BORATES FOR PHOTOACTIVATED CHEMICAL BLEACHING
  申请人：GENERAL ELECTRIC COMPANY

  公开号：US20160237097A1

  公开（公告）日：2016-08-18

  A borate compound for use as photoinduced chemical bleaching reagent is disclosed having improved bleaching performance under certain conditions, compared to neutral borates. The compounds are comprised of Formula I; R 1 R 2 R 3 R 4 BX a I where each R 1 , R 2 , and R 3 and R 4 is, independently, an alkyl, alkylaryl, or arylalkyl, with the proviso that at least one of R 1 , R 2 , and R 3 and R 4 is an alkyl group and at least two of R 1 , R 2 , R 3 and R 4 group is positively charged; X is an anion; and a equals 1, 2, or 3.

  公开了一种硼酸盐化合物，用作光诱导化学漂白试剂，在某些条件下比中性硼酸盐具有改进的漂白性能。该化合物由公式I组成; R1R2R3R4BXaI，其中每个R1，R2和R3和R4都是独立的，是烷基，烷基芳基或芳基烷基，但至少有一个R1，R2和R3和R4是烷基，且至少有两个R1，R2，R3和R4中的基团带正电荷；X是阴离子；a等于1、2或3。
• Isonitrile induced bioorthogonal activation of fluorophores and mutually orthogonal cleavage in live cells
  作者：Xiaoyang Zhang、Hui Xu、Jie Li、Dunyan Su、Wuyu Mao、Guohua Shen、Lin Li、Haoxing Wu

  DOI：10.1039/d1cc05774j

  日期：——

  group and activated by an isonitrile–tetrazine click-to-release reaction. Nucleic acid templated chemistry significantly accelerated this bioorthogonal cleavage. Moreover, two mutually orthogonal fluorogenic cleavage reactions were simultaneously conducted in live cells for the first time.

  具有不同发射波长的荧光团被叔丁基封端的四甲基甲基有效地淬灭，并被异腈-四嗪点击释放反应激活。核酸模板化学显着加速了这种生物正交切割。此外，首次在活细胞中同时进行了两个相互正交的荧光切割反应。
• Chromogenic acridinone enzyme substrates
  申请人：Miles Inc.

  公开号：US04810636A1

  公开（公告）日：1989-03-07

  Chromogenic acridinone enzyme substrate compounds comprising 7-hydroxy-9H-acridin-2-one chromogens derivatized at the 7-hydroxy-position with an enzymatically-cleavable group and disubstituted at the 9-position with alkyl or aryl groups, which can be the same or different, preferably lower alkyl or phenyl, respectively, or together form a cyclohexa-2,5-diene-4-one residue or a 4-hydroxycycloxhexyl residue, and 7-hydroxy-1,3-dihalo-9,9-dimethyl-acridin-2-one intermediates useful for the preparation of the novel chromogenic acridinone enzyme substrate compounds and methods therefor. The enzymatically-cleavable group is a radical of a compound Y-OH comprising an enzyme-specific moiety which is capable of being cleaved by a specific enzyme wherein a deprotonated form of the chromogen is liberated having an absorbance maximum in basic solution which is substantially greater than the absorbance maximum of the chromogenic acridinone enzyme substrate compound to provide a distinct change in absorbance which can be accurately measured and correlated to the amount of enzyme present in a liquid test sample.

  含有7-羟基-9H-吖啶-2-酮色团的发色酶底物化合物，其在7-羟基位置衍生有可被酶水解的基团，并在9-位置上二取代有烷基或芳基，可以是相同的，也可以是不同的，优选的是较低的烷基或苯基，或者一起形成环己-2,5-二烯-4-酮残基或4-羟基环己基残基，以及用于制备新的发色酶底物化合物和方法的7-羟基-1,3-二卤代-9,9-二甲基-吖啶-2-酮中间体。酶水解基团是化合物Y-OH的自由基，包括能够被特定酶水解的酶特异性基团，其中发色团的去质子化形式被释放，在碱性溶液中具有吸收峰值，其峰值显著大于发色酶底物化合物的吸收峰值，从而提供了明显的吸收变化，可以准确测量并与液体测试样品中存在的酶的数量相关联。
• Carbazine dyes and derivatives for pH measurement
  申请人：Utah Medical Products, Inc.

  公开号：US05567624A1

  公开（公告）日：1996-10-22

  A composition for determining pH of a solution comprises a fluorescent carbazine dye covalently bound to a solid support. A method of determining pH of a solution comprises placing the composition in the solution, contacting the composition with a selected wavelength of light to excite fluorescence by the carbazine dye, measuring intensities of the fluorescence at two selected wavelengths, calculating a ratio of fluorescence intensities at the two selected wavelengths, and correlating the ratio with a predetermined relationship of such ratios to pH. A fiber optic system for measuring pH of a solution with the carbazine-dye-containing composition is also disclosed.

  一种用于测定溶液pH值的组成物包括共价结合到固体支持物上的荧光卡巴津染料。一种测定溶液pH值的方法包括将该组成物置于溶液中，用选定波长的光与荧光卡巴津染料接触，测量两个选定波长下的荧光强度，计算两个选定波长下荧光强度的比率，并将该比率与预定的比率与pH值的关系相关联。还公开了一种用含有卡巴津染料的组成物测量溶液pH值的光纤系统。