pyrrolebenzaldehyde | 142598-70-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: pyrrolebenzaldehyde
• 英文别名: Pyrrole-benzaldehyde；2-(1H-pyrrol-2-yl)benzaldehyde
• CAS: 142598-70-7
• 化学式: C₁₁H₉NO
• 分子量: 171.199
• InChiKey: NHPGKVWVHMLVQQ-UHFFFAOYSA-N

物化性质

• 沸点：
  382.8±25.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  pyrrolebenzaldehyde 、 4-(三氟甲基)苯肼 以 二氯甲烷 为溶剂， 反应 0.67h， 生成
  参考文献：
  名称：

  Diaryl Hydrazones as Multifunctional Inhibitors of Amyloid Self-Assembly

  摘要：

  The design and application of an effective, new class of multifunctional small molecule inhibitors of amyloid self-assembly are described. Several compounds based on the diaryl hydrazone scaffold were designed. Forty-four substituted derivatives of this core structure were synthesized using a variety of benzaldehydes and phenylhydrazines and characterized. The inhibitor candidates were evaluated in multiple assays, including the inhibition of amyloid beta (A beta) fibrillogenesis and oligomer formation and the reverse processes, the disassembly of preformed fibrils and oligomers. Because the structure of the hydrazone-based inhibitors mimics the redox features of the antioxidant resveratrol, the radical scavenging effect of the compounds was evaluated by colorimetric assays against 2,2-diphenyl-1-picrylhydrazyl and superoxide radicals. The hydrazone scaffold was active in all of the different assays. The structure-activity relationship revealed that the substituents on the aromatic rings had a considerable effect on the overall activity of the compounds. The inhibitors showed strong activity in fibrillogenesis inhibition and disassembly, and even greater potency in the inhibition of oligomer formation and oligomer disassembly. Supporting the quantitative fluorometric and colorimetric assays, size exclusion chromatographic studies indicated that the best compounds practically eliminated or substantially inhibited the formation of soluble, aggregated A beta species, as well. Atomic force microscopy was also applied to monitor the morphology of A beta deposits. The compounds also possessed the predicted antioxidant properties; approximately 30% of the synthesized compounds showed a radical scavenging effect equal to or better than that of resveratrol or ascorbic acid.

  DOI：

  10.1021/bi3012059

文献信息

• Scalable synthesis of dipyrromethanes
  申请人：Lindsey S. Jonathan

  公开号：US20050038262A1

  公开（公告）日：2005-02-17

  A (preferably nonaqueous) method of making a dipyrromethane is described. The comprises the steps of: (a) providing a reaction system consisting essentially of an aldehyde or acetal, excess pyrrole and a catalyst; (b) reacting the aldehyde or acetal with the pyrrole in the reaction system to form the dipyrromethane therein; (c) quenching the reaction system by adding a base thereto (preferably without simultaneously or concurrently adding water and/or an organic solvent thereto); (d) separating the catalyst from the reaction system; and then (e) separating the pyrrole from the reaction system to produce the dipyrromethane as a residual

  描述了一种制备二吡咯甲烷的（最好是非水性）方法。该方法包括以下步骤：(a)提供基本上由醛或缩醛、过量吡咯和催化剂组成的反应体系；(b)在反应体系中将醛或缩醛与吡咯反应，形成其中的二吡咯甲烷；(c)通过向反应体系中加入碱来淬灭反应体系（最好不同时或同时向其中加入水和/或有机溶剂）；(d)将催化剂从反应体系中分离；然后(e)将吡咯从反应体系中分离，以产生二吡咯甲烷作为残留物。
• [EN] PORPHYRIN AND PHTHALOCYANINE ANTIVIRAL COMPOSITIONS
  申请人：GEORGIA STATE UNIVERSITY FOUNDATION, INC.

  公开号：WO1989011277A2

  公开（公告）日：1989-11-30

  (EN) Compositions for the inhibition of replication of human immunodeficiency virus containing one or more ''porphyrins'' possessing antiviral activity. As used herein ''porphyrins'' includes porphyrins, phthalocyanines, chlorins, metallo derivatives thereof, and other porphyrin-like compounds. Examples of natural and synthetic, positively, negatively, and neutrally charged porphyrins, phthalocyanines, and derivatives thereof have been found to exhibit selective anti-HIV activity which is not dependent on the presence of light.(FR) Préparations permettant d'inhiber la réplication du virus de l'immunodéficience humaine, contenant une ou plusieurs ''porphyrines'' présentant une activité antivirale. Le terme ''porphyrines'' comprend les porphyrines proprement dites, les phtalocyanines, les chlorines, leurs dérivés métallo, ainsi que d'autres composés similaires aux porphyrines. On a découvert que des exemples de porphyrines, phtalocyanines et leurs dérivés, à charge positive, négative ou neutre, présentent une activité sélective anti-HIV qui est indépendante de la présence de la lumière.

  （中文翻译）用于抑制含有一种或多种具有抗病毒活性的“卟啉”的人类免疫缺陷病毒复制的组合物。在此使用的“卟啉”包括卟啉、酞菁、叶绿素、其金属衍生物和其他类似卟啉的化合物。发现天然和合成的带正、负和中性电荷的卟啉、酞菁和它们的衍生物，具有选择性的抗HIV活性，不依赖于光的存在。
• DELIVERY OF NUCLEIC ACIDS BY PORPHYRINS
  申请人：INNOVIR LABORATORIES, INC.

  公开号：EP0894011A2

  公开（公告）日：1999-02-03
• US4207329A
  申请人：——

  公开号：US4207329A

  公开（公告）日：1980-06-10
• US4233452A
  申请人：——

  公开号：US4233452A

  公开（公告）日：1980-11-11