9-乙基咔唑-3,6-二羧酸 | 3215-45-0

• 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
• 中文名称: 9-乙基咔唑-3,6-二羧酸
• 中文别名: 3,6-二羧基-9-乙基咔唑
• 英文名称: 9-ethylcarbazole-3,6-dicarboxylic acid
• 英文别名: 9-ethyl-9H-carbazole-3,6-dicarboxylic acid
• CAS: 3215-45-0
• 化学式: C₁₆H₁₃NO₄
• 分子量: 283.284
• InChiKey: MYFXCPANJUZOOT-UHFFFAOYSA-N

物化性质

• 熔点：
  >330 °C
• 沸点：
  515.7±43.0 °C(Predicted)
• 密度：
  1.39±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  79.5
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  9-乙基咔唑-3,6-二羧酸 在 氯化亚砜 作用下， 以 氯仿 为溶剂， 反应 2.0h， 生成 bis[2-(methylamino)ethyl] 9-ethylcarbazole-3,6-dicarboxylate
  参考文献：
  名称：

  Domanski, Andrzej; Kyziol, Janusz B., Polish Journal of Chemistry, 1985, vol. 59, # 5-6, p. 613 - 620

  摘要：

  DOI：
• 作为产物：
  描述：

  3,6-二溴-9-乙基咔唑 在 正丁基锂 、 乙醚 、 苯 作用下， 生成 9-乙基咔唑-3,6-二羧酸
  参考文献：
  名称：

  Organometallic Derivatives of Carbazole and Quinoline. Amides of 3-Quinoline-carboxylic Acid

  摘要：

  DOI：

  10.1021/ja01851a018

文献信息

• Design and synthesis of aryl-functionalized carbazole-based porous coordination cages
  作者：Casey A. Rowland、Gregory R. Lorzing、Rameswar Bhattacharjee、Stavros Caratzoulas、Glenn P. A. Yap、Eric D. Bloch

  DOI：10.1039/d0cc03910a

  日期：——

  A subset of coordination cages have garnered considerable recent attention for their potential permanent porosity in the solid state. Herein, we report a series of functionalized carbazole-based cages of the structure type M12(R-cdc)12 (M = Cr, Cu, Mo) where the functional groups include a range of aromatic substituents. Single-crystal X-ray structure determinations reveal a variety of intercage interactions

  配位笼子的一个子集由于其在固态中的潜在永久性孔隙而受到了广泛关注。在此，我们报道了一系列功能化的咔唑笼，其结构类型为M 12（R-cdc）12（M = Cr，Cu，Mo），其中官能团包括一系列芳族取代基。单晶X射线结构测定揭示了这些材料中的多种笼间相互作用，主要受pi-pi堆积控制。这些笼子的子集的密度泛函理论被用来确认芳基官能化笼子稳定性提高的本质是笼子间配体相互作用的结果。
• Hydrothermal synthesis, crystal structure, and luminescent property of a cobalt(II) complex based on carbazole derivative
  作者：J. F. Wang、T. Liu、S. S. Zhou、X. Xue

  DOI：10.1134/s1070328415060081

  日期：2015.6

  A new cobalt(II) mononuclear complex, formulated as [Co(HL)2(H2O)2] (I), has been successfully synthesized by self-assembly of cobalt nitrate with 9-ethylcarbazole-3,6-dicarboxylic acid (H2L) under hydrothermal condition. The structure of complex I was determined by single-crystal X-ray diffraction analysis (CIF file CCDC no. 648810). The result shows that the central cobalt ion is six-coordinated

  通过硝酸钴与9-乙基咔唑-3,6-二羧酸的自组装，成功合成了一种新的钴（II）单核配合物，其配方为[Co（HL）2（H 2 O）2 ]（I）。 （H 2 L）在水热条件下。配合物I的结构通过单晶X射线衍射分析（CIF文件CCDC No.648810）确定。结果表明，中心钴离子是六配位的，并且晶体通过氢键和p⋯p堆积相互作用扩展为二维超分子骨架。研究了发光性质。
• Three Novel Functional Cd ^II Dicarboxylates with Nanometer Channels: Hydrothermal Synthesis, Crystal Structures, and Luminescence Properties
  作者：Yu‐Peng Tian、Yong‐Min Zhu、Hong‐Ping Zhou、Peng Wang、Jie‐Ying Wu、Xu‐Tang Tao、Min‐Hua Jiang

  DOI：10.1002/ejic.200600712

  日期：2007.1

  Three novel functional transition-metal complexes with H2A (H2A = 9-ethylcarbazole-3,6-dicarboxylic acid), Cd(HA)2(H2O)2 (1), [Cd(A)(phen)]·1.5H2O (2) (phen = 1,10-phenanthroline), and Cd(HA)2(bipy) (3) (bipy = 4,4′-bipyridine), have been successfully synthesized by a hydrothermal synthetic method and characterized by single-crystal X-ray diffraction, infrared spectroscopy, elemental analysis, thermogravimetric

  三种新型功能性过渡金属配合物与 H2A (H2A = 9-乙基咔唑-3,6-二羧酸), Cd(HA)2(H2O)2 (1), [Cd(A)(phen)]·1.5 ( 2) (phen = 1,10-phenanthroline), 和 Cd(HA)2(bipy) (3) (bipy = 4,4'-bipyridine), 已通过水热合成方法成功合成并以单晶为特征X 射线衍射、红外光谱、元素分析、热重分析和光致发光。结果表明，所有配合物都含有纳米通道，而配体的加入改变了配位模式。二维超分子开放框架 1 是通过氢键和芳香族 π-π 相互作用构建的。二维配位聚合物 2 由相邻金属有机聚合物配位链之间的 π-π 相互作用构成。有趣的是，3D 超分子结构首先通过分子间氢键从 1D 链形成 2D 网格层，然后通过芳香族 π-π 相互作用扩展为 3D 结构。此外，固态中的配位模式也改变了这些配合物的强发射。然而，配合物
• Bis-basic esters and amides of carbazole
  申请人：Richardson-Merrell Inc.

  公开号：US03932456A1

  公开（公告）日：1976-01-13

  Novel bis-basic esters and amides of carbazole of the formula ##SPC1## Wherein: A. each of R.sup.1 and R.sup.2 is hydrogen, (lower)alkyl, cycloalkyl of 3 to 6 ring carbon atoms, alkenyl of 3 to 6 carbon atoms having the vinyl unsaturation in other than the 1-position of the alkenyl group, or R.sup.1 and R.sup.2 taken together with the nitrogen atom to which they are attached is pyrrolidino, piperidino, N-(lower) alkylpiperazino, or morpholino; B. each A is alkylene of 2 to about 8 carbon atoms and separates its adjacent Y and amino nitrogen by an alkylene chain of at least 2 carbon atoms; C. each Y is oxygen, or N--R wherein R is hydrogen, methyl or ethyl; and D. r.sup.3 is hydrogen or (lower) primary or secondary alkyl; or a pharmaceutically acceptable acid addition salt thereof. These compounds can be used as pharmaceuticals for preventing or inhibiting a viral infection.

  这是一种新型的咔唑类双碱基酯和酰胺，其化学式为：##SPC1## 其中：A. R.sup.1和R.sup.2分别为氢、(低)烷基、3到6个环状碳原子的环烷基、3到6个碳原子的烯基，该烯基不在烯基基团的1-位上具有乙烯不饱和性，或者R.sup.1和R.sup.2与它们所连接的氮原子一起形成吡咯烷基、哌啶烷基、N-(低)烷基哌嗪基或吗啉基；B. 每个A为2到约8个碳原子的烷基，并通过至少2个碳原子的烷基链将其相邻的Y和氨基氮分离开；C. 每个Y为氧或N--R，其中R为氢、甲基或乙基；D. r.sup.3为氢或(低)一级或二级烷基；或其药学上可接受的酸加盐。这些化合物可用作预防或抑制病毒感染的药物。
• Pharmaceutically useful nitrogen containing heterocyclic derivatives
  申请人：Richardson-Merrell Inc.

  公开号：US03937833A1

  公开（公告）日：1976-02-10

  Bis-basic substituted aromatic polycyclic compounds of the following structure are useful in treating conditions of delayed hypersensitivity: ##SPC1## Wherein [W] represents an aromatic polycyclic nucleus selected from fluoranthene, fluorene, fluoren-9-ol, fluoren-9-one, dibenzofuran, dibenzothiophene, carbazole, N-(lower)alkyl carbazole, xanthene, xanthone, thioxanthene, phenoxathiin, or anthraquinone; Y represents carbonyloxy, carbonylthio, oxygen, divalent sulfur or carbonyl with the provisos that when Y is carbonyloxy or carbonylthio, [W] is other than thioxanthene, phenoxathiin or anthraquinone, when Y is oxygen or divalent sulfur, [W] is other than thioxanthene or phenoxathiin, and when Y is carbonyl, [W] is other than fluoren-9-ol or anthraquinone; A represents a straight or branched alkylene chain of from 1 to 6 carbon atoms with the proviso that when Y is carbonyloxy or carbonylthio, A contains at least 2 straight chain carbon atoms, that is, an ethylene radical; R represents hydrogen, a straight or branched lower alkyl group of from 1 to 4 carbon atoms, phenyl or benzyl; and pharmaceutically useful acid addition salts.

  以下结构的Bis-基取代芳香族多环化合物在治疗延迟型超敏反应方面很有用：##SPC1## 其中[W]代表从荧蒽、芴、芴-9-醇、芴-9-酮、二苯并呋喃、二苯并噻吩、咔唑、N-(较低)烷基咔唑、苯酚氧噻吩或蒽醌中选的芳香族多环核；Y代表羰氧基、羰硫基、氧、二价硫或羰基，但当Y为羰氧基或羰硫基时，[W]不是噻吩、苯酚氧噻吩或蒽醌，当Y为氧或二价硫时，[W]不是噻吩或苯酚氧噻吩，当Y为羰基时，[W]不是芴-9-醇或蒽醌；A代表1至6个碳原子的直链或支链烷基链，但当Y为羰氧基或羰硫基时，A含有至少2个直链碳原子，即乙烯基；R代表氢、1至4个碳原子的直链或支链低级烷基、苯基或苄基；以及药用酸盐。