7-羟基-8-亚硝基异喹啉 | 99066-70-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 中文名称: 7-羟基-8-亚硝基异喹啉
• 英文名称: 7-hydroxy-8-nitrosoisoquinoline
• 英文别名: 8-nitrosoisoquinolin-7-ol
• CAS: 99066-70-3
• 化学式: C₉H₆N₂O₂
• 分子量: 174.159
• InChiKey: RYKJCMFLNVJXQC-UHFFFAOYSA-N

物化性质

• 熔点：
  179-181 °C
• 沸点：
  395.7±27.0 °C(Predicted)
• 密度：
  1.40±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  62.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-羟基-8-亚硝基异喹啉 在 palladium on activated charcoal 氢气 、 对甲苯磺酰氯 作用下， 生成 3-[3-(氨基甲基)-4-吡啶基]丙酸
  参考文献：
  名称：

  Synthesis and binding of 6,7,8,9-tetrahydro-5H-pyrido[3,4-d]azepine and related ring-opened analogs at central nicotinic receptors

  摘要：

  6,7,8,9-Tetrahydro-5H-pyrido[3,4-d]azepine (5a) and its N-7-methyl derivative 5b were synthesized and evaluated as potential nicotinic acetylcholinergic receptor (nAChR) ligands. On the basis that 6,7,8,9-tetrahydro-5H-pyrido[3,4-c]azepine (4a), which binds at nAChRs with low affinity (K-i = 1100 nM), possesses an internitrogen distance (4.6 Angstrom) that may be less than optimal, we designed compound 5a due to its similar shape but longer internitrogen distance (5.5 Angstrom). Compound 5a (K-i = 45 nM) was found to bind with enhanced affinity. However, unlike what is seen with nornicotine/nicotine, N-methylation of 5a reduced affinity (5b; K-i = 268 nM) rather than enhancing it. The results suggest that 5 may interact at nicotine receptors in a manner that is somewhat different from that of nicotine. Ring-opening of the pyrido[3,4-d]azepine ring led to a series of 3-(2-aminoethyl)pyridines 21 that retained the affinity of the cyclic compound. Subsequent modification, including further chain lengthening (e.g. aminopropylpyridines 22) and introduction of unsaturation, ultimately led to the development of a series of 3-(2-aminethoxy)pyridines 27. Simple N-substituted derivatives of 27 were found to bind with K-i values of 20 to 35 nM. Because parallel structural changes in several series of related compounds did not result in parallel shifts in nAChR affinity, it is unlikely that all the investigated compounds bind in a similar fashion at these receptors. Nevertheless, some of these compounds represent novel classes of nAChR ligands. (C) Elsevier, Paris.

  DOI：

  10.1016/s0223-5234(99)80051-8
• 作为产物：
  描述：

  7-羟基异喹啉 在 盐酸 、 sodium nitrite 作用下， 反应 3.0h， 以88%的产率得到7-羟基-8-亚硝基异喹啉
  参考文献：
  名称：

  Photochromism of a spirooxazine in the single crystalline phase

  摘要：

  首次发现闭合形式的螺氧杂环脲（spiro[azahomoadamantane-isoquinolinoxazine]）的单晶在单晶相中经历了与光致变色现象一致的光变色过程。

  DOI：

  10.1039/b417026a

文献信息

• Photochromism of a spirooxazine in the single crystalline phase
  作者：Dinesh G. Patel、Jason B. Benedict、Roni A. Kopelman、Natia L. Frank

  DOI：10.1039/b417026a

  日期：——

  The single crystals of a closed form spirooxazine spiro[azahomoadamantane-isoquinolinoxazine] were found for the first time to undergo photocoloration processes consistent with photochromism in the single crystalline phase.

  首次发现闭合形式的螺氧杂环脲（spiro[azahomoadamantane-isoquinolinoxazine]）的单晶在单晶相中经历了与光致变色现象一致的光变色过程。
• Spirooxazine photochromic compounds
  申请人：Kureha Kagaku Kogyo Kabushiki Kaisha

  公开号：US05017698A1

  公开（公告）日：1991-05-21

  Disclosed herein is a photochromic compound comprising a spirooxazine compound represented by the following general formula (I): ##STR1## wherein R.sup.1 means an alkyl, allyl or alkoxyalkyl group, or a substituted or unsubstituted aralkyl or aryloxyalkyl group, R.sup.2 and R.sup.3 individually denote a substituted or unsubstituted alkyl group, R.sup.4, R.sup.5, R.sup.6 and R.sup.7 stand individually for a hydrogen or halogen atom, or an alkyl, alkoxy, hydroxy, alkoxyalkyl, or substituted or unsubstituted amino group. A photochromic composition comprising the photochromic compound and a phenol derivative, fluorine-containing alcohol or hindered amine type light stabilizer is also disclosed.

  本文披露了一种光致变色化合物，其包括以下通式（I）所表示的螺环氧化噻吩化合物：##STR1## 其中，R1代表烷基、烯丙基或烷氧基烷基、取代或未取代的芳基烷基或芳氧基烷基；R2和R3各自表示取代或未取代的烷基；R4、R5、R6和R7分别代表氢原子或卤素原子，或烷基、烷氧基、羟基、烷氧基烷基或取代或未取代的氨基。本文还披露了一种光致变色组合物，其包括所述光致变色化合物和苯酚衍生物、含氟醇或阻化胺类光稳定剂。
• [EN] MAGNETICALLY BISTABLE COMPLEXES AND DEVICES AND METHODS OF MAKING AND USING THE SAME<br/>[FR] COMPLEXES BISTABLES MAGNÉTIQUEMENT ET DISPOSITIFS ET PROCÉDÉS DE PRÉPARATION ET D'UTILISATION DE CEUX-CI
  申请人：UVIC IND PARTNERSHIPS INC

  公开号：WO2017015765A1

  公开（公告）日：2017-02-02

  Disclosed herein are embodiments of complexes exhibiting reversible light-induced magnetization switching with unprecedented lifetimes. In particular embodiments, the complexes are provided as organic thin films that can exhibit long lifetimes at ambient temperatures. In some representative embodiments, the complex comprises an electronically bistable cobalt complex functionalized with an optically bistable ligand. A photoisomerization-induced spin–charge excited state (PISCES) process can occur, resulting in the direct observation of light-induced spin state switching at room temperature in the solid state.

  本文公开了一些具有前所未有的寿命的可逆光诱导磁化开关复合物的实施例。在特定的实施例中，这些复合物被提供为有机薄膜，在常温下可以展示长寿命。在一些代表性的实施例中，该复合物包括一种电子双稳态钴配合物，其被光学双稳态配体功能化。可以发生光异构化诱导自旋-电荷激发态（PISCES）过程，导致在固态下直接观察到室温下光诱导自旋态转换。
• Photochromic compound and photochromic composition
  申请人：KUREHA KAGAKU KOGYO KABUSHIKI KAISHA

  公开号：EP0350009A1

  公开（公告）日：1990-01-10

  Disclosed herein is a photochromic compound comprising a spirooxazine compound represented by the following general formula (I): wherein R¹ means an alkyl, allyl or alkoxyalkyl group, or a substituted or unsubstituted aralkyl or aryloxyalkyl group, R² and R³ individually denote a substituted or unsubstituted alkyl group, R⁴, R⁵, R⁶ and R⁷ stand individually for a hydrogen or halogen atom, or an alkyl, alkoxy, hydroxy, alkoxyalkyl, or substituted or unsubstituted amino group. A photochromic composition comprising the photochromic compound and a phenol derivative, fluorine-containing alcohol or hindered amine type light stabilizer is also disclosed.

  本发明公开了一种光致变色化合物，它包含由以下通式（I）代表的螺螨嗪化合物： 其中 R¹ 表示烷基、烯丙基或烷氧基烷基，或取代或未取代的芳烷基或芳氧基烷基，R² 和 R³ 单独表示取代或未取代的烷基，R⁴、R⁵、R⁶ 和 R⁷ 单独表示氢原子或卤素原子，或烷基、烷氧基、羟基、烷氧基烷基，或取代或未取代的氨基。此外，还公开了一种光致变色组合物，该组合物由光致变色化合物和苯酚衍生物、含氟醇或受阻胺类光稳定剂组成。
• Comparative mass spectrometric behavior of o-hydroxynitroso derivatives of the quinoline, isoquinoline, and coumarin series
  作者：A. P. Stankyavichyus、P. B. Terent'ev、O. A. Solov'ev

  DOI：10.1007/bf00487306

  日期：1989.9