N-[(4-amino-3-methoxy-phenyl)carbamothioyl]-4-tert-butyl-benzamide | 1332451-08-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[(4-amino-3-methoxy-phenyl)carbamothioyl]-4-tert-butyl-benzamide
• 英文别名: N-[(4-amino-3-methoxyphenyl)carbamothioyl]-4-tert-butylbenzamide
• CAS: 1332451-08-7
• 化学式: C₁₉H₂₃N₃O₂S
• 分子量: 357.477
• InChiKey: WLMKTTOWECUYBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  109
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-[(4-amino-3-methoxy-phenyl)carbamothioyl]-4-tert-butyl-benzamide 、 在 N,N-二异丙基乙胺 作用下， 以 乙醇 为溶剂， 反应 2.0h， 生成 4-tert-butyl-N-[[4-[(2-chlorobenzene-carboximidoyl)amino]-3-methoxy-phenyl]carbamothioyl]benzamide
  参考文献：
  名称：

  SAR analysis of a series of acylthiourea derivatives possessing broad-spectrum antiviral activity

  摘要：

  A series of acylthiourea derivatives were designed, synthesized, and evaluated for broad-spectrum antiviral activity with selected viruses from Poxviridae (vaccinia virus) and two different genera of the family Bunyaviridae (Rift Valley fever and La Crosse viruses). A compound selected from a library screen, compound 1, displayed submicromolar antiviral activity against both vaccinia virus (EC50 = 0.25 mu M) and La Crosse virus (EC50 = 0.27 mu M) in cytopathic effect (CPE) assays. SAR analysis was performed to further improve antiviral potency and to optimize drug-like properties of the initial hits. During our analysis, we identified 26, which was found to be nearly fourfold more potent than 1 against both vaccinia and La Crosse viruses. Selected compounds were further tested to more fully characterize the spectrum of antiviral activity. Many of these possessed single digit micromolar and sub-micromolar antiviral activity against a diverse array of targets, including influenza virus (Orthomyxoviridae), Tacaribe virus (Arenaviridae), and dengue virus (Flaviviridae). (C) 2012 Elsevier Ltd. All rights

  DOI：

  10.1016/j.bmcl.2012.05.035
• 作为产物：
  描述：

  4-(tert-butyl)-benzoyl isothiocyanate 在 三氟乙酸 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 反应 4.0h， 生成 N-[(4-amino-3-methoxy-phenyl)carbamothioyl]-4-tert-butyl-benzamide
  参考文献：
  名称：

  SAR analysis of a series of acylthiourea derivatives possessing broad-spectrum antiviral activity

  摘要：

  A series of acylthiourea derivatives were designed, synthesized, and evaluated for broad-spectrum antiviral activity with selected viruses from Poxviridae (vaccinia virus) and two different genera of the family Bunyaviridae (Rift Valley fever and La Crosse viruses). A compound selected from a library screen, compound 1, displayed submicromolar antiviral activity against both vaccinia virus (EC50 = 0.25 mu M) and La Crosse virus (EC50 = 0.27 mu M) in cytopathic effect (CPE) assays. SAR analysis was performed to further improve antiviral potency and to optimize drug-like properties of the initial hits. During our analysis, we identified 26, which was found to be nearly fourfold more potent than 1 against both vaccinia and La Crosse viruses. Selected compounds were further tested to more fully characterize the spectrum of antiviral activity. Many of these possessed single digit micromolar and sub-micromolar antiviral activity against a diverse array of targets, including influenza virus (Orthomyxoviridae), Tacaribe virus (Arenaviridae), and dengue virus (Flaviviridae). (C) 2012 Elsevier Ltd. All rights

  DOI：

  10.1016/j.bmcl.2012.05.035

文献信息

• [EN] INHIBITORS AND METHODS OF INHIBITING BACTERIAL AND VIRAL PATHOGENS<br/>[FR] INHIBITEURS ET PROCÉDÉS D'INHIBITION DE PATHOGÈNES BACTÉRIENS ET VIRAUX
  申请人：SIGA TECHNOLOGIES INC

  公开号：WO2011103375A1

  公开（公告）日：2011-08-25

  Compounds, pharmaceutical compositions and methods for treating viral and bacterial infections, by administering certain thiourea compounds, specifically acylthiourea, carboximidoylthiourea and S-alkyl isothiourea derivatives and analogs, in therapeutically effective amounts are disclosed.

  本发明涉及化合物、药物组合物和治疗病毒和细菌感染的方法，通过给予一定量的硫脲化合物，特别是酰基硫脲、羧酰亚硫脲和S-烷基异硫脲衍生物和类似物，以治疗有效量的方法。
• Inhibitors and Methods of Inhibiting Bacterial and Viral Pathogens
  申请人：Allen Robert D.

  公开号：US20130195796A1

  公开（公告）日：2013-08-01

  Compounds, pharmaceutical compositions and methods for treating viral and bacterial infections, by administering certain thiourea compounds, specifically acylthiourea, carboximidoylthiourea and S-alkyl isothiourea derivatives and analogs, in therapeutically effective amounts are disclosed.

  本发明涉及一种使用某些硫脲化合物（具体为酰硫脲、羧基亚硫脲和S-烷基异硫脲衍生物和类似物）以治疗病毒和细菌感染的药物组合物和方法，通过以治疗有效剂量进行给药。
• INHIBITORS AND METHODS OF INHIBITING BACTERIAL AND VIRAL PATHOGENS
  申请人：SIGA TECHNOLOGIES, INC.

  公开号：US20160081950A1

  公开（公告）日：2016-03-24

  Compounds, pharmaceutical compositions and methods for treating viral and bacterial infections, by administering certain thiourea compounds, specifically acylthiourea, carboximidoylthiourea and S-alkyl isothiourea derivatives and analogs, in therapeutically effective amounts are disclosed.

  本发明涉及一种治疗病毒和细菌感染的化合物、药物组合物和方法，通过给予一些硫脲化合物，特别是酰基硫脲、羧酸亚胺基硫脲和S-烷基异硫脲衍生物和类似物，在治疗有效的剂量下进行治疗。
• Inhibitors and methods of inhibiting bacterial and viral pathogens
  申请人：Siga Technologies, Inc.

  公开号：EP2865668A2

  公开（公告）日：2015-04-29

  Compounds, pharmaceutical compositions and methods for treating viral and bacterial infections, by administering certain thiourea compounds, specifically acylthiourea, carboximidoylthiourea and S-alkyl isothiourea derivatives and analogs, in therapeutically effective amounts are disclosed.

  本发明公开了治疗病毒和细菌感染的化合物、药物组合物和方法，通过施用某些硫脲化合物，特别是酰基硫脲、羧酰亚胺基硫脲和 S-烷基异硫脲衍生物及类似物，达到治疗有效量。
• US9233087B2
  申请人：——

  公开号：US9233087B2

  公开（公告）日：2016-01-12