(2-氨基-5-硝基苯基)氨基甲酸叔丁酯 | 1201641-95-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: (2-氨基-5-硝基苯基)氨基甲酸叔丁酯
• 英文名称: (2-amino-5-nitrophenyl)carbamic acid tert-butyl ester
• 英文别名: 3-(N-tert-butoxycarbonyl)-3,4-diaminonitrobenzene；tert-butyl N-(2-amino-5-nitrophenyl)carbamate
• CAS: 1201641-95-3
• 化学式: C₁₁H₁₅N₃O₄
• 分子量: 253.258
• InChiKey: FEDAACZCXXCKQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2-氨基-5-硝基苯基)氨基甲酸叔丁酯 在 铁粉 、 氯化铵 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 水 、 丙酮 为溶剂， 反应 77.0h， 生成 tert-butyl N-[5-[(4-tert-butylbenzoyl)carbamothioylamino]-2-[(2-chlorobenzoyl) amino] phenyl]-carbamate
  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：

  二碳酸二叔丁酯 、 4-硝基邻苯二胺 在 amberlyst-15 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以97%的产率得到(2-氨基-5-硝基苯基)氨基甲酸叔丁酯
  参考文献：
  名称：

  在异质条件下对胺，氨基酸和肽的高效且高度化学选择性的N-Boc保护

  摘要：

  摘要描述了一种简单有效的方法，该方法使用Amberlyst-15作为催化剂在乙醇中用二碳酸二叔丁酯对多种结构多样的胺，氨基酸和肽进行化学选择性单N- Boc保护。通过简单的过滤，可以容易地从反应产物中分离出催化剂，并回收以直接使用。没有观察到竞争性的副反应，例如异氰酸酯，尿素，恶唑烷酮和N，N -di-Boc衍生物的形成。 图形概要

  DOI：

  10.1007/s00706-011-0534-2

文献信息

• 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。
• Guanidine hydrochloride as an organocatalyst for N-Boc protection of amino groups
  作者：Fatemeh Jahani、Mahmood Tajbakhsh、Hamid Golchoubian、Samad Khaksar

  DOI：10.1016/j.tetlet.2011.01.023

  日期：2011.3

  A simple and efficient method for the chemoselective N-Boc protection of the amine moiety in a variety of compounds is described using di-tert-butyl dicarbonate and guanidine hydrochloride as an organocatalyst in ethanol at 35-40 degrees C. Selective mono-N-Boc protection of diamines and chemoselective protection of hydroxylamines without formation of any side products is achieved. Amino acids and peptides are N-Boc protected efficiently in excellent yields under convenient reaction conditions. (C) 2011 Elsevier Ltd. All rights reserved.
• Design of More Powerful Iron-TAML Peroxidase Enzyme Mimics
  作者：W. Chadwick Ellis、Camly T. Tran、Matthew A. Denardo、Andreas Fischer、Alexander D. Ryabov、Terrence J. Collins

  DOI：10.1021/ja9086837

  日期：2009.12.23

  Environmentally useful, small molecule mimics of the peroxidase enzymes must exhibit very high reactivity in water near neutral pH. Here we describe the design and structural and kinetic characterization of a second generation of iron(III)-TAML activators with unprecedented peroxidase-mimicking abilities. Iterative design has been used to remove the fluorine that led to the best performers in first-generation iron-TAMLs. The result is a superior catalyst that meets a green chemistry objective by being comprised exclusively of biochemically common elements. The rate constants for bleaching at pH 7, 9, and 11 of the model substrate, Orange 11, shows that the new Fe-III-TAML has the fastest reactivity at pH's closer to neutral of any TAML activator to date. Under appropriate conditions, the new catalyst can decolorize Orange 11 without loss of activity for at least 10 half-lives, attesting to its exceptional properties as an oxidizing enzyme mimic.