2-(1,8-naphthyridin-2-yl)quinoxaline | 1610356-32-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 2-(1,8-naphthyridin-2-yl)quinoxaline
• 英文别名: 2-(1,8-Naphthyridin-2-yl)quinoxaline
• CAS: 1610356-32-5
• 化学式: C₁₆H₁₀N₄
• 分子量: 258.282
• InChiKey: BPCNAKOIPDSAIC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(1,8-naphthyridin-2-yl)quinoxaline 、 cis-[Rh₂(μ-N,N′-di-p-tolylformamidinate)₂(μ-2-(1,8-naphthyridin-2-yl)quinoxaline)(CH₃CN)3][BF₄]₂ 以 氯苯 、 乙腈 为溶剂， 反应 24.0h， 以26%的产率得到cis-[Rh₂(μ-N,N′-di-p-tolylformamidinate)₂(μ-2-(1,8-naphthyridin-2-yl)quinoxaline)₂][BF₄]₂
  参考文献：
  名称：

  捕集难以捉摸的反式二吡啶（II，II）甲酰胺基异构体的合成策略：顺式对反式几何对光物理性质的影响。

  摘要：

  顺式和反式-二（II，II）配合物cis- [Rh2（μ-DTolF）2（μ-np）（MeCN）4] [BF4] 2（1; DTolF = N，N'-di-p -甲苯基甲酰胺酸酯和np = 1,8-萘啶），顺式和反式[Rh2（μ-DTolF）2（μ-qxnp）（MeCN）3] [BF4] 2 [2和3，其中qxnp = 2合成并表征了-（1,8-萘啶-2-基）喹喔啉和反式-[Rh2（μ-DTolF）2（μ-qxnp）2] [BF4] 2（4）。开发了一种新的合成方法，该方法包括依次添加π-受体轴向阻断配体，以利于形成带有双取代甲酰胺基的反式产物的第一个实例。中间体2和3的分离提供了获得4和顺式类似物cis- [Rh2（μ-DTolF）2（μ-qxnp）2] [BF4] 2的机理要求的见解（5）。密度泛函理论计算为合成机理和拟议的中间体提供了支持。反式配合物4在832 nm处的最大金属/配体

  DOI：

  10.1021/acs.inorgchem.9b02966
• 作为产物：
  描述：

  2-氨基-3-吡啶甲醛 、 2-乙酰喹喔啉 在 potassium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 以91%的产率得到2-(1,8-naphthyridin-2-yl)quinoxaline
  参考文献：
  名称：

  Controlling Ground and Excited State Properties through Ligand Changes in Ruthenium Polypyridyl Complexes

  摘要：

  The capture and storage of solar energy requires chromophores that absorb light throughout the solar spectrum. We report here the synthesis, characterization, electrochemical, and photophysical properties of a series of Ru(II) polypyridyl complexes of the type [Ru(bpy)(2)(N-N)](2+) (bpy = 2,2'-bipyridine; N-N is a bidentate polypyridyl ligand). In this series, the nature of the N-N ligand was altered, either through increased conjugation or incorporation of noncoordinating heteroatoms, as a way to use ligand electronic properties to tune redox potentials, absorption spectra, emission spectra, and excited state energies and lifetimes. Electrochemical measurements show that lowering the pi* orbitals on the N-N ligand results in more positive Ru3+/2+ redox potentials and more positive first ligand-based reduction potentials. The metal-to-ligand charge transfer absorptions of all of the new complexes are mostly red-shifted compared to Ru(bpy)(3)(2+) (lambda(max) = 449 nm) with the lowest energy MLCT absorption appearing at lambda(max) = 564 nm. Emission energies decrease from lambda(max) = 650 nm to 885 nm across the series. One-mode Franck-Condon analysis of room-temperature emission spectra are used to calculate key excited state properties, including excited state redox potentials. The impacts of ligand changes on visible light absorption, excited state reduction potentials, and Ru3+/2+ potentials are assessed in the context of preparing low energy light absorbers for application in dye-sensitized photoelectrosynthesis cells.

  DOI：

  10.1021/ic500408j

文献信息

• <scp>One‐pot</scp> homo‐ and <scp>cross‐coupling</scp> of diazanaphthalenes via <scp>C‐H</scp> substitution: Synthesis of Bis‐ and <scp>Tris‐diazanaphthalenes</scp>
  作者：Sefa Ucar、Arif Dastan

  DOI：10.1002/jhet.4111

  日期：2020.11

  The transition metal‐free coupling reactions of unactivated diazanaphthalenes were studied using only lithium tetramethylpiperidine (LiTMP) reagent. Symmetrical and nonsymmetrical bis‐diazanaphthalenes were synthesized in moderate to high yield by homo‐ and cross‐coupling of related monomers. In addition, the single‐step synthesis of diquinoxalino [2,3‐a: 2', 3'c] phenazine and 2,2': 3', 2″ ‐ terquinoxaline

  仅使用四甲基哌啶锂（LiTMP）试剂研究了未活化的重氮萘的无过渡金属偶联反应。对称和不对称的双二氮杂萘通过相关单体的均相和交叉偶联以中等至高收率合成。另外，使用适当当量的LiTMP进行了二喹喔啉[2,3-a：2'，3'c]吩嗪和2,2'：3'，2''-terquinoxaline的一步合成。通过NMR光谱和HRMS光谱对产物进行表征。
• Tunable Rh₂(II,II) Light Absorbers as Excited-State Electron Donors and Acceptors Accessible with Red/Near-Infrared Irradiation
  作者：Tyler J. Whittemore、Agustin Millet、Hannah J. Sayre、Congcong Xue、Brian S. Dolinar、Eryn G. White、Kim R. Dunbar、Claudia Turro

  DOI：10.1021/jacs.8b00599

  日期：2018.4.18

  lifetimes. Both the singlet and triplet excited states exhibit metal/ligand-to-ligand charge transfer (ML-LCT) in nature as determined by transient absorption spectroscopy and spectroelectrochemistry measurements. When irradiated with low-energy light, these black dyes are capable of undergoing reversible bimolecular electron transfer both to the electron acceptor methyl viologen and from the electron

  一系列顺式-[Rh2(μ-DTolF)2(μ-L)2][BF4]2 型的 dirhodium(II,II) 桨轮络合物，其中 DTolF = N,N'-di( p-tolyl)甲脒和 L = 1,8-萘啶 (np), 2-(pyridin-2-yl)-1,8-naphthyridine (pynp), 2-(quinolin-2-yl)-1,8-naphthyridine (qnnp)和 2-(1,8-naphthyridin-2-yl)quinoxaline (qxnp) 被合成和表征。这些分子具有新的三齿配体，这些配体同时桥接了铑核并限制了轴向位置。这些配合物在整个紫外/可见光范围和近红外区域强烈吸收光，并表现出相对较长的三重激发态寿命。单线态和三线态激发态在自然界中都表现出金属/配体到配体电荷转移 (ML-LCT)，如瞬态吸收光谱和光谱电化学测量所确定的。当用低能量光照射时，这些黑色
• Unsymmetrical dirhodium single molecule photocatalysts for H₂ production with low energy light
  作者：Agustin Millet、Congcong Xue、Claudia Turro、Kim R. Dunbar

  DOI：10.1039/d0cc08248a

  日期：——

  New axially blocked unsymmetrical dirhodium complexes photocatalyze the production of H2 under red light irradiation with a turnover number (TON) of 23 ± 3 in the presence of acid and a sacrificial donor. The presence of multiple metal/ligand-to-ligand charge transfer transitions improves their absorption of light into the near-IR.

  在酸和牺牲供体的存在下，新的轴向受阻的不对称dirhodium络合物在红光照射下以23±3的周转数（TON）催化光催化H 2的产生。多个金属/配体到配体的电荷转移跃迁的存在改善了它们对近红外光的吸收。
• EGFR modulators and uses thereof
  申请人：Acea Biosciences Inc.

  公开号：US10449196B2

  公开（公告）日：2019-10-22

  The present invention relates to certain pyrrolopyrimidine derivatives, pharmaceutical compositions containing them, and methods of using them, including methods for the treatment of tumors and related diseases related to the dysregulation of kinase (such as EGFR (including HER), Alk, PDGFR, but not limited to) pathways.

  本发明涉及某些吡咯并嘧啶衍生物、含有它们的药物组合物以及使用它们的方法，包括治疗与激酶（如表皮生长因子受体（包括 HER）、Alk、表皮生长因子受体，但不限于此）通路失调有关的肿瘤和相关疾病的方法。
• 4-aminoquinazolinyl compounds as prolyl hydroxylase inhibitors
  申请人：JANSSEN PHARMACEUTICA NV

  公开号：US10975062B2

  公开（公告）日：2021-04-13

  Aminoquinazolinyl compounds of formula (I) are described, which are useful as prolyl hydroxylase inhibitors. Such compounds may be used in pharmaceutical compositions and methods for the treatment of disease states, disorders, and conditions mediated by prolyl hydroxylase activity. Thus, the compounds may be administered to treat, e.g., anemia, vascular disorders, metabolic disorders, and wound healing.

  描述了式 (I) 的氨基喹唑啉化合物、 可用作脯氨酰羟化酶抑制剂。此类化合物可用于治疗由脯氨酰羟化酶活性介导的疾病状态、紊乱和病症的药物组合物和方法中。因此，这些化合物可用于治疗贫血、血管疾病、代谢紊乱和伤口愈合等。