1-(1-(4-fluorobenzyl)-4-iodo-1H-pyrrol-2-yl)ethanone | 251924-65-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(1-(4-fluorobenzyl)-4-iodo-1H-pyrrol-2-yl)ethanone
• 英文别名: 1-[1-(4-fluorobenzyl)-1H-(4-iodopyrrol)-2-yl]ethanone；1-[1-(4-fluorobenzyl)-4-iodo-1H-pyrrol-2-yl]ethanone；1-[1-[(4-fluorophenyl)methyl]-4-iodopyrrol-2-yl]ethanone
• CAS: 251924-65-9
• 化学式: C₁₃H₁₁FINO
• 分子量: 343.139
• InChiKey: YXGRQADKJBVAAS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(1-(4-fluorobenzyl)-4-iodo-1H-pyrrol-2-yl)ethanone 在 tris-(dibenzylideneacetone)dipalladium(0) 、 三叔丁基膦 、 sodium ethanolate 、 caesium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 为溶剂， 反应 26.5h， 生成 ethyl 4-(1-(4-fluorobenzyl)-4-phenyl-1H-pyrrol-2-yl)-2-hydroxy-4-oxobut-2-enoate
  参考文献：
  名称：

  Structure–Activity Relationship of Pyrrolyl Diketo Acid Derivatives as Dual Inhibitors of HIV-1 Integrase and Reverse Transcriptase Ribonuclease H Domain

  摘要：

  The development of HIV-1 dual inhibitors is a highly innovative approach aimed at reducing drug toxic side effects as well as therapeutic costs. HIV-1 integrase (IN) and reverse transcriptase-associated ribonuclease H (RNase H) are both selective targets for HIV-1 chemotherapy, and the identification of dual IN/RNase H inhibitors is an attractive strategy for new drug development. We newly synthesized pyrrolyl derivatives that exhibited good potency against IN and a moderate inhibition of the RNase H function of RT, confirming the possibility of developing dual HIV-1 IN/RNase H inhibitors and obtaining new information for the further development of more effective dual HIV-1 inhibitors.

  DOI：

  10.1021/jm501799k
• 作为产物：
  描述：

  1-[1-[(4-氟苯基)甲基]吡咯-2-基]乙酮 在 N-碘代丁二酰亚胺 作用下， 以 丙酮 为溶剂， 反应 72.0h， 生成 1-(1-(4-fluorobenzyl)-4-iodo-1H-pyrrol-2-yl)ethanone
  参考文献：
  名称：

  1-(Aromatic- or heteroaromatic-substituted)-3-(heteroaromatic substituted)-1,3-propanediones and uses thereof

  摘要：

  某些1-(芳香基或杂芳基取代的3-(杂芳基取代)-1,3-丙二酮被描述为HIV整合酶的抑制剂和HIV复制的抑制剂。这些化合物在预防或治疗HIV感染以及治疗艾滋病方面是有用的，无论是作为化合物、药学上可接受的盐、药用组合成分，无论是否与其他抗病毒药物、免疫调节剂、抗生素或疫苗结合使用。还描述了治疗艾滋病的方法以及预防或治疗HIV感染的方法。

  公开号：

  US20030229079A1

文献信息

• HIV integrase inhibitors
  申请人：Merck & Co., Inc.

  公开号：US06306891B1

  公开（公告）日：2001-10-23

  Nitrogen-containing heteroaryl dioxo-butyric acid derivatives are described as inhibitors of HIV integrase and inhibitors of HIV replication. These compounds are useful in the prevention or treatment of infection by HIV and the treatment of AIDS, either as compounds, pharmaceutically acceptable salts, pharmaceutical composition ingredients, whether or not in combination with other antivirals, immunomodulators, antibiotics or vaccines. Methods of treating AIDS and methods of preventing or treating infection by HIV are also described.

  氮杂环二氧代丁酸衍生物被描述为HIV整合酶的抑制剂和HIV复制的抑制剂。这些化合物在预防或治疗HIV感染和治疗艾滋病方面非常有用，无论是作为化合物、药学上可接受的盐、药物组成成分，还是与其他抗病毒药物、免疫调节剂、抗生素或疫苗结合使用。还描述了治疗艾滋病的方法以及预防或治疗HIV感染的方法。
• 1-(AROMATIC- OR HETEROAROMATIC-SUBSTITUTED)-3-(HETEROAROMATIC SUBSTITUTED)-1,3-PROPANEDIONES AND USES THEREOF
  申请人：Merck & Co., Inc.

  公开号：EP1196384A1

  公开（公告）日：2002-04-17
• EP1196384A4
  申请人：——

  公开号：EP1196384A4

  公开（公告）日：2002-10-23
• [EN] 1-(AROMATIC- OR HETEROAROMATIC-SUBSTITUTED)-3-(HETEROAROMATIC SUBSTITUTED)-1,3-PROPANEDIONES AND USES THEREOF<br/>[FR] 1,3-PROPANEDIONES-1-(AROMATIQUES OU HETEROAROMATIQUES SUBSTITUTEES)-3-(HETEROAROMATIQUES SUBSTITUEES) ET LEUR UTILISATION
  申请人：MERCK & CO INC

  公开号：WO2001000578A1

  公开（公告）日：2001-01-04

  Certain 1-(aromatic- or heteroaromatic-substituted)-3-(heteroaromatic substituted)-1,3-propanediones are described as inhibitors of HIV integrase and inhibitors of HIV replication. These compounds are useful in the prevention or treatment of infection by HIV and the treatment of AIDS, either as compounds, pharmaceutically acceptable salts, pharmaceutical composition ingredients, whether or not in combination with other antivirals, immunomodulators, antibiotics or vaccines. Methods of treating AIDS and methods of preventing or treating infection by HIV are also described.