1-oxo-1H-isochromene-3-carboxylic acid | 2289-03-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 异香豆素及其衍生物
• 英文名称: 1-oxo-1H-isochromene-3-carboxylic acid
• 英文别名: isocoumarin-3-carboxylic acid；3-Carboxy-isocumarin；1-oxoisochromene-3-carboxylic acid
• CAS: 2289-03-4
• 化学式: C₁₀H₆O₄
• mdl: MFCD03819933
• 分子量: 190.155
• InChiKey: CRPAMTZHVXHTKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  14
• 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：
  63.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1-oxo-1H-isochromene-3-carboxylic acid 在 sodium amalgam 作用下， 生成 1-氧代-异苯并二氢吡喃-3-羧酸
  参考文献：
  名称：

  Bamberger; Lodter, Chemische Berichte, 1893, vol. 26, p. 1834

  摘要：

  DOI：
• 作为产物：
  描述：

  4-hydroxy-1-oxo-isochroman-3-carboxylic acid 生成 1-oxo-1H-isochromene-3-carboxylic acid
  参考文献：
  名称：

  Zincke, Chemische Berichte, 1892, vol. 25, p. 1495

  摘要：

  DOI：

文献信息

• Vinyl azides in heterocyclic synthesis. Part 6. Synthesis of isoquinolines by intramolecular aza-Wittig reaction
  作者：Deirdre M. B. Hickey、A. Roderick MacKenzie、Christopher J. Moody、Charles W. Rees

  DOI：10.1039/p19870000921

  日期：——

  Azidocinnamates containing ortho-carbonyl substituents are versatile intermediates for heterocyclic synthesis. Isoquinolines (8) and (9) are formed under mild neutral conditions by intramolecular aza-Wittig reactions of iminophosphoranes, readily derived from azides (1) and (2), respectively, with triethyl phosphite. The azafluoranthene (10) can also be prepared from the azide (3)via the isolable iminophosphoranes

  含有邻-羰基取代基的叠氮肉桂酸酯是用于杂环合成的通用中间体。异喹啉（8）和（9）在中等中性条件下通过亚氨基三磷酸亚氨基的分子内aza-Wittig反应形成，亚氨基三氢呋喃分别易于从叠氮化物（1）和（2）衍生而来。氮杂荧蒽（10）也可以通过可分离的亚氨基正膦（11）和（12）由叠氮化物（3）制备。叠氮化物（1）在甲苯或二甲苯中的热解产生了4-取代的吲哚（13）的产量（表2）。类似地，吲哚（14）和（19）分别由叠氮化物（3）和（6a和b）形成。
• Crystal Photodimerization Reactions of Spatially Engineered Isocoumarin Assemblies
  作者：Mihiri S. Weerasinghe、Steven T. Karlson、Yuhua Lu、Kraig A. Wheeler

  DOI：10.1021/acs.cgd.5b00808

  日期：2016.4.6

  We report the single-crystal-to-single-crystal (SCSC) photodimerization of a sulfonamide isocoumarin. When recrystallized, this material forms centrosymmetrically related supramolecular dimers that assemble via the complementary features of molecular shape and carboxyl···carboxyl contacts. This prescribed motif persists despite the presence of two-part whole-molecule disorder. Each disorder component is involved in a unique set of hydrogen-bonding interactions, N–H···O═C versus N–H···O═S, that propagate along the [111] and [110] directions of the crystal, respectively. Despite the observed disorder, the overall recognition profile of this supramolecular dimer remained intact, effectively promoting coplanar head-to-tail alignment with a separation of 3.4–4.1 Å between the neighboring C═C groups. UV illumination studies using the tail-irradiation technique produced a single photodimer product in quantitative yield via a SCSC transformation.

  我们报道了磺胺异香豆素的单晶到单晶（SCSC）光二聚反应。当重结晶时，这种物质形成中心对称相关的超分子二聚体，通过分子形状的互补特征和羧基···羧基接触而组装。尽管存在两部分整体分子的无序排列，这种规定的模式依然持续存在。每个无序部分都参与了一组独特的氢键相互作用，N–H···O═C 与 N–H···O═S，分别沿晶体的 [111] 和 [110] 方向传播。尽管观察到了无序现象，这种超分子二聚体的整体识别轮廓依然保持完整，有效地促进了平面内头尾对齐，相邻 C═C 基团之间分离距离为 3.4–4.1 Å。使用尾部照射技术的紫外光照研究产生了一种单一的光二聚产物，通过 SCSC 转变以定量产率生成。
• Design, Synthesis, and Structural Analysis of Cladosporin-Based Inhibitors of Malaria Parasites
  作者：Palak Babbar、Pronay Das、Yogavel Manickam、Yash Mankad、Swati Yadav、Suhel Parvez、Amit Sharma、D. Srinivasa Reddy

  DOI：10.1021/acsinfecdis.1c00092

  日期：2021.6.11

  throughput enzymatic and parasitic assays along with in vitro pharmacokinetics. Co-crystallization of the most potent compound in our series (CL-2) with PfKRS revealed its structural basis of enzymatic binding and potency. Further, we report that CL-2 has performed better than cladosporin in terms of metabolic stability. It thus represents a new lead for further optimization toward the development of antimalarial

  在这里，我们描述了一组受枝孢菌素启发的化合物的系统构效关系 (SAR)，枝孢菌素是一种靶向寄生虫（恶性疟原虫）赖氨酰 tRNA 合成酶 (KRS)的工具化合物。使用高通量酶促和寄生虫测定以及体外药代动力学评估了基于枝孢菌素化学支架的点变化和其他逻辑修饰和杂交合成的四组类似物。我们系列中最有效的化合物 ( CL-2 ) 与Pf KRS 的共结晶揭示了其酶促结合和效力的结构基础。此外，我们报告说CL-2在代谢稳定性方面表现优于枝孢菌素。因此，它代表了进一步优化抗疟药物开发的新线索。总的来说，该系列与先导化合物一起提供了关于即使是最轻微的化学修饰如何在增强或降低化学支架效力方面发挥重要作用的见解。
• COSMETIC OR DERMATOLOGICAL COMPOSITION COMPRISING A POLYMER BEARING JUNCTION GROUPS, AND COSMETIC TREATMENT PROCESS
  申请人：Chodorowski-Kimmes Sandrine

  公开号：US20100239509A1

  公开（公告）日：2010-09-23

  The present patent application relates to a cosmetic or dermatological composition comprising, in a cosmetically or dermatologically acceptable medium, a polymer comprising: (a) a polymer backbone that may be obtained by reaction: of a polyol comprising 3 to 6 hydroxyl groups; of a monocarboxylic acid containing 6 to 32 carbon atoms; of a polycarboxylic acid comprising at least two carboxylic groups COOH, and/or of a cyclic anhydride such as a polycarboxylic acid and/or of a lactone comprising at least one carboxylic group COOH; and (b) at least one junction group linked to the said polymer backbone and capable of establishing H bonds with one or more partner junction groups, each pairing of a junction group involving at least three H (hydrogen) bonds. The patent application also concerns a cosmetic treatment process using the said composition.

  本专利申请涉及一种化妆品或皮肤科学组合物，包括在化妆品或皮肤科学上可接受的介质中，包含以下聚合物的组合物：(a) 由以下反应得到的聚合物骨架：含有3至6个羟基的多元醇；含有6至32个碳原子的一元羧酸；至少含有两个羧基COOH的多元羧酸，和/或类似多元羧酸的环酐和/或至少含有一个羧基COOH的内酯；以及(b) 至少一个连接到所述聚合物骨架的连接基团，并能够与一个或多个配对连接基团建立H键，每个连接基团的配对涉及至少三个H（氢）键。该专利申请还涉及使用所述组合物的化妆品处理过程。
• COMPOSITION COMPRISING A POLYCONDENSATE, METHOD OF TREATMENT, POLYCONDENSATE, AND METHOD OF PREPARATION
  申请人：GIUSTINIANI Pascal

  公开号：US20090028807A1

  公开（公告）日：2009-01-29

  The present application relates to a cosmetic or pharmaceutical, in particular lipstick, composition comprising a polycondensate The application also relates to a method of cosmetic treatment using the composition, the polycondensate thus defined and a method of preparing the polycondensate.

  本申请涉及一种化妆品或药用品，特别是口红，包括聚缩酸酯的组合物。该申请还涉及一种使用该组合物进行化妆处理的方法，所述聚缩酸酯的定义以及一种制备聚缩酸酯的方法。