diethyl 2-aminopyrrole-3,4-dicarboxylate | 38187-05-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: diethyl 2-aminopyrrole-3,4-dicarboxylate
• 英文别名: 2-amino-3,4-dicarbethoxypyrrole；2-amino-3,4-bis(ethoxycarbonyl)pyrrole；2-amino-pyrrole-3,4-dicarboxylic acid diethyl ester；diethyl 2-amino-1H-pyrrole-3,4-dicarboxylate
• CAS: 38187-05-2
• 化学式: C₁₀H₁₄N₂O₄
• 分子量: 226.232
• InChiKey: VMIYNDOLWSIXPG-UHFFFAOYSA-N

物化性质

• 熔点：
  200-206 °C(Solv: ethanol (64-17-5))
• 沸点：
  445.5±40.0 °C(Predicted)
• 密度：
  1.265±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  16
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  94.4
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyl 2-aminopyrrole-3,4-dicarboxylate 以44%的产率得到
  参考文献：
  名称：

  WAMHOFF H.; WEHLING B., CHEM. BER. , 1976, 109, NO 9, 2983-2995

  摘要：

  DOI：
• 作为产物：
  描述：

  Bis(2-amino-3,4-diethoxycarbonyl-pyrrol-5-yl)disulfid 以27%的产率得到
  参考文献：
  名称：

  POEHLMANN H.; HEYNE S.; KRAFT R.; PFEIFER S., PHARMAZIE , 1976, 31, NO 1, 28-29

  摘要：

  DOI：

文献信息

• Synthesis of pyrrolo[2,3-<i>b</i>]azepine-4,7-dione derivatives
  作者：Manhar M. Vora、C. S. Yi、C. Dewitt Blanton

  DOI：10.1002/jhet.5570180313

  日期：1981.5

  The Dieckmann reaction has been successfully applied for the first time in the synthesis of pvrrolo[2,3-b)]azepines.

  Dieckmann反应已成功地首次成功用于合成pvrrolo [2,3- b）]氮杂。
• Acyclic pyrrole-based anion receptors: design, synthesis, and anion-binding properties
  作者：Jonathan L. Sessler、Natalie M. Barkey、G. Dan Pantos、Vincent M. Lynch

  DOI：10.1039/b615673h

  日期：——

  pyrrole-based anion receptors is described that bind nitrite and carboxylate anions with good selectivity in dichloroethane solution. These systems, which are based on pyridine 2,6-dicarboxamides, also bind cyanide anions weakly. Control systems, incorporating a benzene-1,3-dicarboxamide spacer or wherein the connectivity of the amide linkage is “reversed”, either failed to act as effective anion receptors

  描述了一系列新颖的，基于无环吡咯的阴离子受体，它们与 亚硝酸盐 和羧酸根阴离子具有良好的选择性 二氯乙烷解决方案。这些基于吡啶2，6-二甲酰胺的系统也可以结合氰化物阴离子弱。包含苯-1,3-二二甲酰胺间隔基或酰胺键的连接性“反转”的控制系统无法充当有效的阴离子受体，或显示出非常不同的选择性。
• Structure−Activity Studies for a Novel Series of Bicyclic Substituted Hexahydrobenz[<i>e</i>]isoindole α_1A Adrenoceptor Antagonists as Potential Agents for the Symptomatic Treatment of Benign Prostatic Hyperplasia
  作者：Michael D. Meyer、Robert J. Altenbach、Hao Bai、Fatima Z. Basha、William A. Carroll、James F. Kerwin、Suzanne A. Lebold、Edmund Lee、John K. Pratt、Kevin B. Sippy、Karin Tietje、Michael D. Wendt、Michael E. Brune、Steven A. Buckner、Arthur A. Hancock、Irene Drizin

  DOI：10.1021/jm000541z

  日期：2001.6.1

  In search of a uroselective alpha (1A) subtype selective antagonist, a novel series of 6-OMe hexahydrobenz [e]isoindoles attached to a bicyclic heterocyclic moiety via a two-carbon linker was synthesized. It was found that in contrast to the previously described series of tricyclic heterocycles,l this bicyclic series has very specific requirements for the heterocyclic attachments. The most important structural features contributing to the alpha (1A)/alpha (1B) selectivity of these compounds were identified. In vitro functional assays for the al adrenoceptor subtypes were used to further characterize the most selective compounds, and in vivo models of vascular vs prostatic tone were used to assess uroselectivity. Compound 48 showed the highest degree of selectivity in the radioligand binding assays (56-fold), in the in vitro functional tests (80-fold), and for in vivo prostate selectivity (960-fold).
• Synthesis and Anion Binding Properties of <i>N</i>,<i>N</i>‘-Bispyrrol-2-yl-2,5-diamidopyrrole
  作者：Jonathan L. Sessler、G. Dan Pantos、Philip A. Gale、Mark E. Light

  DOI：10.1021/ol060193g

  日期：2006.4.1

  A bispyrrol-2-yl-2,5-diamidopyrrole has been synthesized and shown to have a significantly higher affinity for oxo-anions than previous generation 2,5-diamidopyrroles.
• VORA M. M.; YI C. S.; BLANTON C. D., J. HETEROCYCL. CHEM., 1981, 18, NO 3, 507-510
  作者：VORA M. M.、 YI C. S.、 BLANTON C. D.

  DOI：——

  日期：——