[5-nitro-2-(1H-pyrrol-1-yl)phenyl]methanol | 224185-04-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: [5-nitro-2-(1H-pyrrol-1-yl)phenyl]methanol
• 英文别名: 5-nitro-2-(pyrrol-1-yl)benzyl alcohol；(5-nitro-2-pyrrol-1-ylphenyl)methanol
• CAS: 224185-04-0
• 化学式: C₁₁H₁₀N₂O₃
• 分子量: 218.212
• InChiKey: GLLGHVCGGKNBQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  71
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [5-nitro-2-(1H-pyrrol-1-yl)phenyl]methanol 在 manganese(IV) oxide 作用下， 以 甲苯 为溶剂， 反应 72.0h， 以68%的产率得到7-nitro-9H-pyrrolo[1,2-a]indol-9-one
  参考文献：
  名称：

  Efficient synthesis of 9H-pyrrolo[1,2-a]indol-9-one derivatives based on active manganese dioxide promoted intramolecular cyclization

  摘要：

  A series of 9H-pyrrolo[1,2-a]indol-9-ones have been prepared via in-situ sequential oxidation of [2-(1H-pyrrol-1-yl)phenyl]methanols promoted by active manganese dioxide. The procedure led to title compounds in good yields under mild conditions, without the need to isolate the intermediate aldehydes. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.111
• 作为产物：
  描述：

  ethyl 5-nitro-2-(1H-pyrrol-1-yl)benzoate 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 以64%的产率得到[5-nitro-2-(1H-pyrrol-1-yl)phenyl]methanol
  参考文献：
  名称：

  Efficient synthesis of 9H-pyrrolo[1,2-a]indol-9-one derivatives based on active manganese dioxide promoted intramolecular cyclization

  摘要：

  A series of 9H-pyrrolo[1,2-a]indol-9-ones have been prepared via in-situ sequential oxidation of [2-(1H-pyrrol-1-yl)phenyl]methanols promoted by active manganese dioxide. The procedure led to title compounds in good yields under mild conditions, without the need to isolate the intermediate aldehydes. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2009.10.111

文献信息

• Intramolecular redox reaction for the synthesis of N-aryl pyrroles catalyzed by Lewis acids
  作者：Hong-Jin Du、Le Zhen、Xiaoan Wen、Qing-Long Xu、Hongbin Sun

  DOI：10.1039/c4ob02009j

  日期：——

  An efficient approach to synthesize N-aryl pyrroles via Lewis acid-mediated 1,5-hydride shift and isomerization of 2-(3-pyrroline-1-yl)arylaldehydes has been achieved in up to 89% yield. This methodology is applicable to the synthesis of fluorazene derivatives as electron donor (D)/acceptor (A) molecules.

  通过路易斯酸介导的1，5-氢化物转移和2-（3-吡咯啉-1-基）芳基醛的异构化来合成N-芳基吡咯的有效方法已经达到了高达89％的收率。该方法学适用于作为电子给体（D）/受体（A）分子的芴衍生物的合成。
• Heterocyclic compounds having nos inhibitory activities
  申请人：Chugai Seiyaku Kabushiki Kaisha

  公开号：US06414005B1

  公开（公告）日：2002-07-02

  Compounds represented by the general formula (1): [wherein R1 is typically an aminoalkyl group; R2 is typically a hydrogen atom, a lower alkyl group, R3 or SR4 (where R4 is typically a lower alkyl group); Ar is typically a 5-membered aromatic heterocyclic group] have an NOS inhibiting activity and are useful as therapeutics of cerebrovascular diseases and other pharmaceuticals.

  一般式（1）所代表的化合物：[其中R1通常是氨基烷基；R2通常是氢原子，低碳基，R3或SR4（其中R4通常是低碳基）；Ar通常是5-成员芳香杂环基]具有NOS抑制活性，并可用作治疗脑血管疾病和其他药物的治疗剂。
• HETEROCYCLIC COMPOUNDS HAVING NOS INHIBITORY ACTIVITIES
  申请人：CHUGAI SEIYAKU KABUSHIKI KAISHA

  公开号：EP1043312A1

  公开（公告）日：2000-10-11

  Compounds represented by the general formula (1): [wherein R1 is typically an aminoalkyl group; R2 is typically a hydrogen atom, a lower alkyl group, R3 or SR4 (where R4 is typically a lower alkyl group); Ar is typically a 5-membered aromatic heterocyclic group] have an NOS inhibiting activity and are useful as therapeutics of cerebrovascular diseases and other pharmaceuticals.

  通式(1)所代表的化合物： [其中 R1 通常为氨基烷基；R2 通常为氢原子、低级烷基、R3 或 SR4（其中 R4 通常为低级烷基）；Ar 通常为 5 元芳香杂环基团]具有 NOS 抑制活性，可用于治疗脑血管疾病和其他药物。
• US6414005B1
  申请人：——

  公开号：US6414005B1

  公开（公告）日：2002-07-02
• Efficient synthesis of 9H-pyrrolo[1,2-a]indol-9-one derivatives based on active manganese dioxide promoted intramolecular cyclization
  作者：Francesca Aiello、Antonio Garofalo、Fedora Grande

  DOI：10.1016/j.tet.2009.10.111

  日期：2010.1

  A series of 9H-pyrrolo[1,2-a]indol-9-ones have been prepared via in-situ sequential oxidation of [2-(1H-pyrrol-1-yl)phenyl]methanols promoted by active manganese dioxide. The procedure led to title compounds in good yields under mild conditions, without the need to isolate the intermediate aldehydes. (C) 2009 Elsevier Ltd. All rights reserved.