tert-butyl N-[[5-[4-methoxy-3-(2-oxo-2-piperazin-1-ylacetyl)-1H-indol-7-yl]furan-2-yl]methyl]carbamate | 1377584-56-9

• 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: tert-butyl N-[[5-[4-methoxy-3-(2-oxo-2-piperazin-1-ylacetyl)-1H-indol-7-yl]furan-2-yl]methyl]carbamate
• CAS: 1377584-56-9
• 化学式: C₂₅H₃₀N₄O₆
• 分子量: 482.536
• InChiKey: XGGORUXDNJIUJH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  126
• 氢给体数：
  3
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  tert-butyl N-[[5-[4-methoxy-3-(2-oxo-2-piperazin-1-ylacetyl)-1H-indol-7-yl]furan-2-yl]methyl]carbamate 在 sodium ascorbate 、 copper(II) sulfate 哌啶 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 、 水 、 叔丁醇 为溶剂， 反应 21.5h， 生成 2-[2-[2-[2-[2-[4-[2-[2-[2-[2-(2,4-dinitroanilino)ethoxy]ethoxy]ethoxy]ethoxymethyl]triazol-1-yl]ethoxy]ethoxy]ethoxy]ethoxy]-N-[[5-[4-methoxy-3-(2-oxo-2-piperazin-1-ylacetyl)-1H-indol-7-yl]furan-2-yl]methyl]acetamide
  参考文献：
  名称：

  [EN] BIFUNCTIONAL MOLECULES WITH ANTIBODY-RECRUITING AND ENTRY INHIBITORY ACTIVITY AGAINST THE HUMAN IMMUNODEFICIENCY VIRUS
  [FR] MOLÉCULES BIFONCTIONNELLES DOTÉES D'UNE ACTIVITÉ DE RECRUTEMENT D'ANTICORPS ET D'INHIBITION DE L'ENTRÉE DU VIRUS DIRIGÉES CONTRE LE VIRUS DE L'IMMUNODÉFICIENCE HUMAINE

  摘要：

  公开号：

  WO2012068366A9
• 作为产物：
  描述：

  5-((BOC-氨基)甲基)呋喃-2-硼酸 、 C₂HF₃O₂*C₁₅H₁₆BrN₃O₃ 在 碳酸氢钠 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.25h， 以85%的产率得到tert-butyl N-[[5-[4-methoxy-3-(2-oxo-2-piperazin-1-ylacetyl)-1H-indol-7-yl]furan-2-yl]methyl]carbamate
  参考文献：
  名称：

  [EN] BIFUNCTIONAL MOLECULES WITH ANTIBODY-RECRUITING AND ENTRY INHIBITORY ACTIVITY AGAINST THE HUMAN IMMUNODEFICIENCY VIRUS
  [FR] MOLÉCULES BIFONCTIONNELLES DOTÉES D'UNE ACTIVITÉ DE RECRUTEMENT D'ANTICORPS ET D'INHIBITION DE L'ENTRÉE DU VIRUS DIRIGÉES CONTRE LE VIRUS DE L'IMMUNODÉFICIENCE HUMAINE

  摘要：

  公开号：

  WO2012068366A9

文献信息

• Bifunctional molecules with antibody-recruiting and entry inhibitory activity against the human immunodeficiency virus
  申请人：YALE UNIVERSITY

  公开号：US10030008B2

  公开（公告）日：2018-07-24

  The present invention is directed to new bifunctional compounds and methods for treating HIV infections. The bifunctional small molecules, generally referred to as ARM-HI's, function through orthogonal pathways, by inhibiting the gp120-CD4 interaction, and by recruiting anti-DNP antibodies to gp120-expressing cells, thereby preventing cell infection and spread of HIV. It has been shown that ARM-HI's bind to gp120 and gp-120 expressing cells competitively with CD4, thereby decreasing viral infectivity as shown by an MT-2 cell assay, the binding leading to formation of a ternary complex by recruiting anti-DNP antibodies to bind thereto, the antibodies present in the ternary complex promoting the complement-dependent destruction of the gp120-expressing cells. Compounds and methods are described herein.

  本发明涉及治疗艾滋病毒感染的新型双功能化合物和方法。这种双功能小分子一般称为 ARM-HI，通过正交途径发挥作用，抑制 gp120 与 CD4 的相互作用，并将抗 DNP 抗体募集到表达 gp120 的细胞，从而防止细胞感染和 HIV 的传播。研究表明，ARM-HI 与 CD4 竞争性地结合到 gp120 和表达 gp-120 的细胞上，从而降低病毒的感染性，如 MT-2 细胞试验所示，这种结合通过招募抗 DNP 抗体与之结合而形成三元复合物，存在于三元复合物中的抗体可促进依赖补体的 gp120 表达细胞的破坏。本文描述了化合物和方法。
• Bifunctional molecules with antibody-recruiting and entry inhibitory activity against the Human Immunodeficiency Virus
  申请人：YALE UNIVERSITY

  公开号：US11136316B2

  公开（公告）日：2021-10-05

  The present invention is directed to new bifunctional compounds and methods for treating HIV infections. The bifunctional small molecules, generally referred to as ARM-HI's, function through orthogonal pathways, by inhibiting the gp120-CD4 interaction, and by recruiting anti-DNP antibodies to gp120-expressing cells, thereby preventing cell infection and spread of HIV. It has been shown that ARM-HI's bind to gp120 and gp-120 expressing cells competitively with CD4, thereby decreasing viral infectivity as shown by an MT-2 cell assay, the binding leading to formation of a ternary complex by recruiting anti-DNP antibodies to bind thereto, the antibodies present in the ternary complex promoting the complement-dependent destruction of the gp120-expressing cells. Compounds and methods are described herein.

  本发明涉及治疗艾滋病毒感染的新型双功能化合物和方法。这种双功能小分子一般称为 ARM-HI，通过正交途径发挥作用，抑制 gp120 与 CD4 的相互作用，并将抗 DNP 抗体募集到表达 gp120 的细胞，从而防止细胞感染和 HIV 的传播。研究表明，ARM-HI 与 CD4 竞争性地结合到 gp120 和表达 gp-120 的细胞上，从而降低病毒的感染性，如 MT-2 细胞试验所示，这种结合通过招募抗 DNP 抗体与之结合而形成三元复合物，存在于三元复合物中的抗体可促进依赖补体的 gp120 表达细胞的破坏。本文描述了化合物和方法。
• BIFUNCTIONAL MOLECULES WITH ANTIBODY-RECRUITING AND ENTRY INHIBITORY ACTIVITY AGAINST THE HUMAN IMMUNODEFICIENCY VIRUS
  申请人：Spiegel David

  公开号：US20130245040A1

  公开（公告）日：2013-09-19

  The present invention is directed to new bifunctional compounds and methods for treating HIV infections. The bifunctional small molecules, generally referred to as ARM-HI's, function through orthogonal pathways, by inhibiting the gp120-CD4 interaction, and by recruiting anti-DNP antibodies to gp120-expressing cells, thereby preventing cell infection and spread of HIV. It has been shown that ARM-HI's bind to gp120 and gp-120 expressing cells competitively with CD4, thereby decreasing viral infectivity as shown by an MT-2 cell assay, the binding leading to formation of a ternary complex by recruiting anti-DNP antibodies to bind thereto, the antibodies present in the ternary complex promoting the complement-dependent destruction of the gp120-expressing cells. Compounds and methods are described herein.
• BIFUNCTIONAL MOLECULES WITH ANTIBODY-RECRUITING AND ENTRY INHIBITORY ACTIVITY AGAINST THE HUMAN IMMUNODEFICIENCY VIRUS
  申请人：YALE UNIVERSITY

  公开号：US20190002447A1

  公开（公告）日：2019-01-03

  The present invention is directed to new bifunctional compounds and methods for treating HIV infections. The bifunctional small molecules, generally referred to as ARM-HI's, function through orthogonal pathways, by inhibiting the gp120-CD4 interaction, and by recruiting anti-DNP antibodies to gp120-expressing cells, thereby preventing cell infection and spread of HIV. It has been shown that ARM-HI's bind to gp120 and gp-120 expressing cells competitively with CD4, thereby decreasing viral infectivity as shown by an MT-2 cell assay, the binding leading to formation of a ternary complex by recruiting anti-DNP antibodies to bind thereto, the antibodies present in the ternary complex promoting the complement-dependent destruction of the gp120-expressing cells. Compounds and methods are described herein.
• US9562038B2
  申请人：——

  公开号：US9562038B2

  公开（公告）日：2017-02-07