7-香豆素甲醛 | 53138-25-3

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 中文名称: 7-香豆素甲醛
• 英文名称: 7-coumarincarboxaldehyde
• 英文别名: 2-oxo-2H-chromene-7-carbaldehyde；2-oxochromene-7-carbaldehyde
• CAS: 53138-25-3
• 化学式: C₁₀H₆O₃
• 分子量: 174.156
• InChiKey: IGXQMWVUAZLBKT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  13
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  7-香豆素甲醛 在 盐酸肼 作用下， 以 乙醇 为溶剂， 生成 7-[[(2-oxochromen-7-yl)methylidenehydrazinylidene]methyl]chromen-2-one
  参考文献：
  名称：

  Synthesis and biological evaluation of novel coumarin derivatives with a 7-azomethine linkage

  摘要：

  The synthesis of several novel coumarin derivatives with a 7-azomethine linkage was carried out starting from 7-formylcoumarin. The compounds were tested in vivo for their anti-inflammatory activity and in vitro for their antioxidant ability. Compounds 3a and 3e possess significant protection against carrageenin induced rat paw edema. (C) 2003 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2003.11.060
• 作为产物：
  描述：

  7-甲基香豆素 在 selenium(IV) oxide 作用下， 以73%的产率得到7-香豆素甲醛
  参考文献：
  名称：

  对MCHr1拮抗剂的氨基哌啶色酮类中的3,4-亚甲基二氧基苯基取代的评估。

  摘要：

  关于有效的MCHr1拮抗剂1的优化，可通过替换3,4-亚甲二氧基苯基（哌啶基）部分改善其体外特性，从而发现了19，该化合物除了具有出色的MCHr1结合力和功能性，还具有优异的hERG分离，CYP3A4谱和受体交叉反应谱。

  DOI：

  10.1016/j.bmcl.2006.11.065

文献信息

• Antagonists of melanin concentrating hormone effects on the melanin concentrating hormone receptor
  申请人：Lynch K. John

  公开号：US20050209274A1

  公开（公告）日：2005-09-22

  The present invention is directed to compounds of formula (I), which antagonize of the effects of melanin-concentrating hormone (MCH) through the melanin concentrating hormone receptor which is useful for the prevention or treatment of eating disorders, weight gain, obesity, abnormalities in reproduction and sexual behavior, thyroid hormone secretion, diuresis and water/electrolyte homeostasis, sensory processing, memory, sleeping, arousal, anxiety, depression, seizures, neurodegeneration and psychiatric disorders.

  本发明涉及式(I)的化合物，通过对抗黑素浓集激素（MCH）的作用，通过对抗黑素浓集激素受体，有助于预防或治疗进食障碍、体重增加、肥胖、生殖和性行为异常、甲状腺激素分泌、利尿和水/电解质稳态、感觉处理、记忆、睡眠、觉醒、焦虑、抑郁、癫痫、神经退行性疾病和精神障碍。
• Methods for treating neisseria gonorrhoeae infection with substituted 1,2-dihydro-2A,5,8A-triazaacenaphthylene-3,8-diones
  申请人：GlaxoSmithKline Intellectual Property Development Limited

  公开号：US10702521B2

  公开（公告）日：2020-07-07

  The present invention relates to methods for treating Neisseria Gonorrhoeae infection which comprises administering to a subject in need thereof novel 1,2-dihydro-2a,5,8a-triazaacenaphthylene-3,8-dione compounds: or pharmaceutically acceptable salts thereof and/or corresponding pharmaceutical compositions.

  本发明涉及治疗淋病双球菌感染的方法，包括向需要的受试者施用新型1,2-二氢-2a,5,8a-三氮杂蒽-3,8-二酮化合物：或其药学上可接受的盐和/或相应的药物组合物。
• Visible-light promoted oxidative cyclization of cinnamic acid derivatives using xanthone as the photocatalyst
  作者：Bin Zhao、Bo Xu

  DOI：10.1039/d0ob02417a

  日期：——

  coumarin derivatives via a tandem double bond isomerization/oxidative cyclization of cinnamic acids. Inexpensive and stable xanthone was used as the photocatalyst, and readily available Selectfluor was used as the oxidant. This method tolerates a wide range of functional groups and offers excellent chemical yields in general. Besides, the photocatalytic oxidative cyclization of cinnamic acid esters gives

  我们已经通过肉桂酸的串联双键异构化/氧化环化开发了一种香豆素衍生物的有效光催化合成方法。廉价，稳定的x吨酮用作光催化剂，易购的Selectfluor用作氧化剂。该方法可耐受各种官能团，并且通常可提供出色的化学收率。此外，肉桂酸酯的光催化氧化环化得到二聚的木脂素型产物。
• Coumarin-derived discodermolide analogues possessing equivalent antiproliferative activity to the natural product—a further simplification of the lactone region
  作者：Simon J. Shaw、Hugo G. Menzella、David C. Myles、Ming Xian、Amos B. Smith III

  DOI：10.1039/b708884c

  日期：——

  Analogues of discodermolide in which the complete C-1 to C-7 fragment is replaced with a coumarin moiety display equivalent potency to that of the natural product.

  用香豆素分子取代了完整的 C-1 至 C-7 片段的迪皿内酯类似物显示出与天然产物相同的药效。
• [EN] DISCODERMOLIDE ANALOGUES AND METHODS OF THEIR USE<br/>[FR] ANALOGUES DE DISCODERMOLIDE ET LEURS PROCÉDÉS D'UTILISATION
  申请人：UNIV PENNSYLVANIA

  公开号：WO2009006184A1

  公开（公告）日：2009-01-08

  6- and 7-substituted coumarin and related 6- and 7-substituted lH-quinolin-2-one compounds, pharmaceutical compositions containing these compounds, and methods for their pharmaceutical use are disclosed. In certain embodiments, the 7-substituted coumarin and related 7-substituted lH-quinolin-2-one compounds mimic or exceed the high level of pharmacological activity of discodermolide. In other embodiments, their preparation involves more readily available materials, higher yield processes and/or simpler synthetic sequences. In yet other embodiments, the compounds of the invention represent structurally simpler, therapeutically active analogues of discodermolide than heretofore known and may be useful as microtubule stabilizers and, inter alia, for treating and/or preventing cancer and other diseases, disorders, and/or conditions mediated by the stabilization of microtubules.

  揭示了6-和7-取代香豆素及相关的6-和7-取代的lH-喹啉-2-酮化合物，含有这些化合物的药物组合物，以及其药用方法。在某些实施例中，7-取代香豆素和相关的7-取代lH-喹啉-2-酮化合物模拟或超过了discodermolide的高水平药理活性。在其他实施例中，它们的制备涉及更容易获得的材料、更高产率的过程和/或更简单的合成序列。在另一些实施例中，本发明的化合物代表比以往已知的discodermolide结构上更简单、在治疗上活性更强的类似物，可能有用作微管稳定剂，用于治疗和/或预防由微管稳定引起的癌症和其他疾病、紊乱和/或状况。