2-(tetrahydro-2H-pyran-2-yloxy)-9H-carbazole | 445283-46-5

• 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: 2-(tetrahydro-2H-pyran-2-yloxy)-9H-carbazole
• 英文别名: 2-tetrahydropyranyloxycarbazole；2-(oxan-2-yloxy)-9H-carbazole
• CAS: 445283-46-5
• 化学式: C₁₇H₁₇NO₂
• 分子量: 267.327
• InChiKey: VVWLKCBZYGIPJE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  34.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-(tetrahydro-2H-pyran-2-yloxy)-9H-carbazole 在 甲醇 、 氢氧化钾 、 4-甲基苯磺酸吡啶 、 sodium hydride 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 34.16h， 生成 9-Benzyl-2-[2-(oxan-2-yloxy)ethoxy]carbazole
  参考文献：
  名称：

  Design, Synthesis, and Biological Evaluation of Aryloxyethyl Thiocyanate Derivatives against Trypanosoma cruzi

  摘要：

  As a continuation of our project aimed at the search for new and safe chemotherapeutic and chemoprophylactic agents against American trypanosomiasis (Chagas' disease), several drugs structurally related to 4-phenoxyphenoxyethyl thiocyanate (4) were designed, synthesized, and evaluated as antiproliferative agents against the parasite responsible for this disease, the hemoflagellated protozoan Trypanosoma cruzi. This thiocyanate derivative was previously shown to be an effective and potent agent against T. cruzi proliferation. Several drugs possessing thiocyanate groups proved to be effective growth inhibitors of T. cruzi growth. Among the designed compounds, it is important to point out the extremely potent activity shown by 11, 23, 38, 53, 90, 99, and 117 against the epimastigote forms of the parasite. All of them exhibited IC50 values in the low micromolar range, and these values were comparable with those presented by our lead drug 4 and ketokonazole, a well-known antiparasitic agent. The activity displayed by the nitrogen-containing derivative 90 was very promising with IC50 values of 3.3 muM. Several other thiocyanate derivatives also proved to be very potent inhibitors of the multiplication of T. cruzi epimastigotes, such as compounds 28, 33, 43, 48, 56, 61, 66, 71, 76, and 124. Compound 43 resulted in being a promising drug because it was also very effective against amastigotes, the clinically more relevant form of the parasite. This compound was Mold more potent than 4, while 11 showed nearly the same activity as our lead drug against intracellular T. cruzi. It was very surprising that the experimental juvenoid 124, although fairly devoid of activity against epimastigotes, was very effective against intracellular amastigotes growing in myoblasts. The rest of the designed compounds showed a broad degree of inhibitory action, from moderately active drugs to drugs almost devoid of antiparasitic activity. Compound 43 is an interesting example of an effective antichagasic agent that presents excellent prospectives not only as a lead drug but also to be used for further in vivo studies.

  DOI：

  10.1021/jm0201518
• 作为产物：
  描述：

  3,4-二氢-2H-吡喃 、 2-羟基咔唑 在 4-甲基苯磺酸吡啶 作用下， 以 二氯甲烷 为溶剂， 以17%的产率得到2-(tetrahydro-2H-pyran-2-yloxy)-9H-carbazole
  参考文献：
  名称：

  FOUR COORDINATED PLATINUM AND PALLADIUM COMPLEXES WITH GEOMETRICALLY DISTORTED CHARGE TRANSFER STATE AND THEIR APPLICATIONS IN LIGHT EMITTING DEVICES

  摘要：

  本文描述了具有几何畸变的电荷转移态的铂和钯化合物，以及其制备的应用和方法。本文描述的铂和/或钯化合物能够发光，并可用于发光器件。

  公开号：

  US20120215001A1

文献信息

• Four Coordinated Platinum and Palladium Complexes with Geometrically Distorted Charge Transfer State and Their Applications in Light Emitting Devices
  申请人：Li Jian

  公开号：US20140330019A1

  公开（公告）日：2014-11-06

  Described herein are platinum and palladium compounds with geometrically distorted charge transfer state, applications and methods for the preparation thereof. The platinum and/or palladium compounds described herein are capable of emitting light and can be used in light emitting devices.

  本文介绍了具有几何畸变电荷转移态的铂和钯化合物，以及其制备方法和应用。本文所述的铂和/或钯化合物能够发射光，并可用于发光装置。
• US8816080B2
  申请人：——

  公开号：US8816080B2

  公开（公告）日：2014-08-26
• US8927713B2
  申请人：——

  公开号：US8927713B2

  公开（公告）日：2015-01-06
• US9425415B2
  申请人：——

  公开号：US9425415B2

  公开（公告）日：2016-08-23
• US9711742B2
  申请人：——

  公开号：US9711742B2

  公开（公告）日：2017-07-18