9-(α-Ethoxyethyl)-carbazol | 5509-27-3

• 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: 9-(α-Ethoxyethyl)-carbazol
• 英文别名: 9-(1-Ethoxyethyl)-carbazol；9H-Carbazole, 9-(1-ethoxyethyl)-；9-(1-ethoxyethyl)carbazole
• CAS: 5509-27-3
• 化学式: C₁₆H₁₇NO
• 分子量: 239.317
• InChiKey: AOOCJLHLWQANCE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  14.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  9-(α-Ethoxyethyl)-carbazol 生成 N-乙烯基咔唑
  参考文献：
  名称：

  FILIMONOV V. D.; ANFINOGENOV V. A.; SIROTKINA E. E., XIMIYA GETEROTSIKL. SOEDIN., 1979, HO 4, 497-502

  摘要：

  DOI：
• 作为产物：
  描述：

  咔唑 以79%的产率得到
  参考文献：
  名称：

  ANFINOGENOV V. A.; FILIMONOV V. D.; SIROTKINA E. E., ZH. ORGAN. XIMII, 1978, 14, HO 8, 1723-1729

  摘要：

  DOI：

文献信息

• Helquats as Promoters of the Povarov Reaction: Synthesis of 1,2,3,4‐Tetrahydroquinoline Scaffolds Catalyzed by Helicene‐Viologen Hybrids
  作者：Paul E. Reyes‐Gutiérrez、Tynchtyk T. Amatov、Pavel Švec、Ivana Císařová、David Šaman、Radek Pohl、Filip Teplý、Lubomír Pospíšil

  DOI：10.1002/cplu.202000151

  日期：2020.10

  are structurally linked to helicenes and viologens, and they represent an attractive field of research in chemistry and medicinal chemistry. In the present work they were used as catalysts for the synthesis of 1,2,3,4‐tetrahydroquinolines in good yields by the Povarov reaction. The substrate scope and the capability of different helquats to promote Povarov reactions are demonstrated. Studies to elucidate

  Helquats（HQs）在结构上与螺旋藻和紫罗兰素联系在一起，它们代表了化学和药物化学领域的一个有吸引力的研究领域。在目前的工作中，它们被用作通过Povarov反应以高收率合成1,2,3,4-四氢喹啉的催化剂。证明了底物的范围和不同头盔促进Povarov反应的能力。阐明机理细节的研究表明，盔红素通过阳离子自由基机理充当单电子转移氧化剂。对HQs催化活性的筛选证实，与二茂铁/二茂铁氧化还原对相比，活性HQ必须具有低于-8.67 eV的LUMO能量和标准氧化还原电势（低于负值）高于-1.2V。
• Metal-Free Tandem Oxidative Coupling of Primary Alcohols with Azoles for the Synthesis of Hemiaminal Ethers
  作者：Jinwei Sun、Yu Zhang、Sankaran Mathan、Yi Wang、Yi Pan

  DOI：10.1021/acs.joc.5b02516

  日期：2016.4.15

  A novel metal-free tandem oxidative coupling process for the synthesis of hemiaminal ethers has been developed. This protocol could be applied for the C–N bond formation of electron-deficient trizoles, tetrazoles, carbazoles and indazoles with primary alcohols.

  已开发出一种新颖的无金属串联氧化偶联方法，用于合成半胱氨酸醚。该方案可用于缺电子的三唑，四唑，咔唑和吲唑与伯醇的C–N键形成。
• Administration of glutathione in patients with type 2 diabetes mellitus increases the platelet constitutive nitric oxide synthase activity and reduces PAI-1
  作者：V. Martina、G. A. Bruno、E. Zumpano、C. Origlia、L. Quaranta、G. P. Pescarmona

  DOI：10.1007/bf03343806

  日期：2001.1

  Several studies suggest that nitric oxide (NO) production is impaired in diabetes mellitus. Reduced levels of NO could contribute to cardiovascular mortality. Furthermore, NO synthesis is impaired in glutathione (GSH)-depleted human umbilical vein endothelial cells and GSH is reduced in patients with type 2 diabetes mellitus (T2DM). We tested the hypothesis that treatment with GSH may improve platelet constitutive NO sinthase (cNOS) activity in patients with T2DM. Fifteen patients with T2DM underwent a treatment with GSH 600 mg/day im for 10 days. With respect to the basal values on the 10(th) day of treatment, the red blood cell GSH concentration and platelets cNOS increased (1.4+/-0.1 vs 1.9+/-0.1 mu mol/10(10) RBC, p<0.001 and 0.7+/-0.1 vs 2.9+/-0.2 fmol.min(-1).10(-9) PLTs, p<0.001, respectively) and the plasma PAI-1 levels diminished (81.4+/-3.7 vs 68.7+/-4.0 ng/ml, p<0.002). A negative correlation between the cNOS and the PAI-1 was found on the basal values. After a wash-out of 30 days the values of red blood cell GSH concentration, platelet cNOS activity and PAI-1 Ag returned to the basal levels. These data suggest that the administration of GSH, in patients with T2DM, is able to improve platelet cNOS activity together with a reduction of PAI-1. (C) 2001, Editrice Kurtis.
• Reaction of Vinyl Ethers with Acidic Imino Compounds. A New Synthesis of Some N-Vinyl Imides
  作者：JUNJI FURUKAWA、AKIRA ONISHI、TEIJI TSURUTA

  DOI：10.1021/jo01099a008

  日期：1958.5
• Filimonov, V. D.; Anfinogenov, V. A.; Sirotkina, E. E., Journal of Organic Chemistry USSR (English Translation), 1980, vol. 16, p. 2051 - 2055
  作者：Filimonov, V. D.、Anfinogenov, V. A.、Sirotkina, E. E.、Rodionov, V.A.

  DOI：——

  日期：——