1-methoxyisatin | 150176-10-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 1-methoxyisatin
• 英文别名: N-methoxyisatin；1-methoxy-indoline-2,3-dione；1-Methoxy-indolin-2,3-dion；methoxyisatin；1-methoxyindole-2,3-dione
• CAS: 150176-10-6
• 化学式: C₉H₇NO₃
• 分子量: 177.159
• InChiKey: FQNVBVOKMHHXCE-UHFFFAOYSA-N

物化性质

• 熔点：
  105-107 °C
• 沸点：
  292.4±23.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.6
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  46.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  邻硝基苯甲酸 在 甲酸 、 氯化亚砜 、 碳酸氢钠 、 溶剂黄146 作用下， 以 乙醚 为溶剂， 反应 3.08h， 生成 1-methoxyisatin
  参考文献：
  名称：

  Photochemistry of 2-(methoxycarbonyl)phenyl azide studied by matrix-isolation spectroscopy. A new slippery energy surface for phenylnitrene

  摘要：

  Broad-band irradiation (lambda > 350 nm) of 2-(methoxycarbonyl)phenyl azide (1) in Ar at 10 K monitored by IR and UV-vis spectroscopy resulted in the formation of at least rive major products, all of which were shown to be photointerconvertible under these conditions. The two products showing intact methoxycarbonyl carbonyl stretching absorption bands were assigned as (2-(methoxycarbonyl)phenyl)nitrene (2) and 3-(methoxycarbonyl)-1,2,4,6-azacycloheptatetraene (3), probably formed as a result of ring expansion of 2, while the products showing sharp absorption bands at 2118 and 2088 cm-1 due to ketene functional groups were assigned to the geometrical mixture of carbonyl oximino benzenes 16, presumably formed by formal 1,4-methoxy migration in 2, and the one showing carbonyl absorption at 1857 cm-1 was assigned as N-methoxyazetinone 15, produced as a result of photocyclization of 16. These assignments were unequivocally verified by generating the same reaction mixtures by photodecarbonylation of N-methoxyisatin (23) in an argon matrix at 10 K. That phenylnitrene-pyridylmethylene interconversions were not attained once the 2-methoxycarbonyl group was introduced was also shown.

  DOI：

  10.1021/ja00072a015

文献信息

• Total Synthesis of Gelsemoxonine through a Spirocyclopropane Isoxazolidine Ring Contraction
  作者：Stefan Diethelm、Erick M. Carreira

  DOI：10.1021/jacs.5b02574

  日期：2015.5.13

  of this plant incorporating a highly functionalized azetidine at its core. We herein report a full account of our studies directed toward the total synthesis of gelsemoxonine that relies on a conceptually new approach for the construction of the central azacyclobutane. A spirocyclopropane isoxazolidine ring contraction was employed to access a key β-lactam intermediate, which could be further elaborated

  一千多年来，Gelsemium 属的植物已在传统亚洲医学中得到应用。Gelsemoxonine 代表了这种植物的一种新成分，其核心是高度功能化的氮杂环丁烷。我们在此报告了我们针对凝胶莫索宁全合成的研究的完整描述，该研究依赖于构建中央氮杂环丁烷的概念上的新方法。使用螺环丙烷异恶唑烷环收缩来获得关键的 β-内酰胺中间体，该中间体可以进一步细化为天然产物的氮杂环丁烷。在我们的研究过程中，我们对这种有趣的转变有了详细的了解。此外，我们报告了先前未被注意到的凝胶莫索宁寡聚化学。
• Unprecedented chemical structure and biomimetic synthesis of erucalexin, a phytoalexin from the wild crucifer Erucastrum gallicum
  作者：M. Soledade C. Pedras、Mojmir Suchy、Pearson W. K. Ahiahonu

  DOI：10.1039/b515331j

  日期：——

  total synthesis and antifungal activity of erucalexin, a novel phytoalexin produced by the wild crucifer dog mustard are described. Erucalexin is a structurally unique plant alkaloid, representing the first example of a spiro[2H-indole-2,5'(4'H)-thiazol]-3-one, likely derived from a C-3-C-2 carbon migration in a 3-substituted indolyl nucleus.

  描述了芥蓝素的分离，结构测定，总合成和抗真菌活性。芥蓝素是野生十字花科狗芥菜产生的一种新型植物抗毒素。芥蓝素是一种结构独特的植物生物碱，代表螺[2H-吲哚-2,5'（4'H）-噻唑] -3-one的第一个实例，可能源自C-3-C-2碳迁移在3-取代的吲哚基核中。
• [EN] QUINOLINE COMPOUNDS AS MODULATORS OF RAGE ACTIVITY AND USES THEREOF<br/>[FR] COMPOSÉS DE QUINOLÉINE UTILISÉS EN TANT QUE MODULATEURS DE L'ACTIVITÉ DE RAGE ET LEURS UTILISATIONS
  申请人：UNIV NEW YORK

  公开号：WO2017184547A1

  公开（公告）日：2017-10-26

  Quinoline compounds are disclosed that have a formula represented by the following: and wherein Cy, R1, R4a, R4b, and n are as described herein. The compounds may be prepared as pharmaceutical compositions, and may be used for the prevention and treatment of a variety of conditions in mammals including humans, including by way of non-limiting example, diabetes complications, inflammation, and neurodegeneration, obesity, cancer, ischemia/reperfusion injury, cardiovascular disease and other diseases related to RAGE activity.

  披露了具有以下公式表示的喹啉化合物：其中Cy、R1、R4a、R4b和n如本文所述。这些化合物可以制备为药物组合物，并可用于预防和治疗包括人类在内的哺乳动物的各种疾病，例如糖尿病并发症、炎症、神经退行性疾病、肥胖、癌症、缺血/再灌注损伤、心血管疾病和其他与RAGE活性相关的疾病。
• Therapeutic agents
  申请人：The Boots Company PLC

  公开号：EP0135367A1

  公开（公告）日：1985-03-27

  Novel quinolones of formula I and pharmaceutically acceptable acid addition salts thereof in which the dotted line between positions 2 and 3 of the quinolone ring represents an optional bond, R is hydrogen, 1-methyl or 2-lower alkyl; R, is lower alkyl; R2 is hydrogen, halo, lower alkyl, lower alkoxy, trifluoromethyl, cyano, difluoromethoxy, methylsulphinyl, phenylsulphinyl or the group -NR4R5 or the N-oxide thereof wherein R4 and R5, which may be the same or different, are lower alkyl or, together with the nitrogen atom to which they are attached form a pyrrolidino, piperidino or morpholino radical; and R3 is hydrogen, fluoro, lower alkyl or lower alkoxy provided that, when R3 is lower alkoxy, R2 is other than lower alkoxy have utility as antihypertensive agents. Processes for preparing the quinolones and pharmaceutical compositions containing them are disclosed.

  式 I 的新型喹诺酮类药物 及其药学上可接受的酸加成盐，其中喹诺酮环的位置2和3之间的虚线代表任选键，R是氢、1-甲基或2-低级烷基；R，是低级烷基；R2是氢、卤素、低级烷基、低级烷氧基、三氟甲基、氰基、二氟甲氧基、甲基亚磺酰基、苯基亚磺酰基或基团 -NR4R5 或其 N-氧化物，其中 R4 和 R5（可以相同或不同）是低级烷基，或与所连接的氮原子一起形成吡咯烷基、哌啶基或吗啉基；R3是氢、氟、低级烷基或低级烷氧基，但当R3是低级烷氧基时，R2是低级烷氧基以外的基团。本研究还公开了制备喹诺酮类药物和含有它们的药物组合物的工艺。
• Metal complex dye for a photoelectrochemical cell
  申请人：Fuji Photo Film Co., Ltd.

  公开号：EP1049117A2

  公开（公告）日：2000-11-02

  The first metal complex dye comprising a metal atom, bidentate or tridentate ligand(s) having nitrogen atoms, and monodentate or bidentate ligand(s) which coordinates to the metal atom via an acyloxy group, a 1,3-diketo group, etc. has a high stability to heat and light, and can efficiently sensitize semiconductor particles. The first photoelectric conversion device comprising the first dye exhibits a high stability to heat and light, and an excellent photoelectric conversion efficiency. The second metal complex dye comprising a metal atom, bidentate ligand(s) with a particular structure, and optional bidentate or tridentate ligand(s) having nitrogen atoms and a monodentate or bidentate ligand(s) such as 1,3-diketones, etc. has a high absorbancy at a large wave range, and can efficiently sensitize semiconductor particles. The second photoelectric conversion device comprising the second dye exhibits an excellent photoelectric conversion efficiency. These photoelectric conversion devices are useful for a photo-electrochemical cell.

  由金属原子、具有氮原子的双齿或三齿配体以及通过酰氧基、1,3-二酮基等与金属原子配位的单齿或双齿配体组成的第一种金属络合染料具有很高的热稳定性和光稳定性，并能有效地敏化半导体颗粒。由第一种染料组成的第一种光电转换装置对热和光具有高稳定性，并具有出色的光电转换效率。第二种金属络合染料由金属原子、具有特定结构的双齿配体和可选的具有氮原子的双齿或三齿配体以及单齿或双齿配体（如 1,3-二酮等）组成，在大波段范围内具有高吸收率，并能有效地敏化半导体颗粒。包含第二种染料的第二种光电转换装置具有极佳的光电转换效率。这些光电转换装置可用于光电化学电池。