2-氨基-4-乙氧基嘧啶-5-羧酸乙酯 | 72419-38-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 中文名称: 2-氨基-4-乙氧基嘧啶-5-羧酸乙酯
• 英文名称: 2-amino-4-ethoxypyrimidine-5-carboxylic acid ethyl ester
• 英文别名: ethyl 2-amino-4-ethoxypyrimidine-5-carboxylate
• CAS: 72419-38-6
• 化学式: C₉H₁₃N₃O₃
• 分子量: 211.221
• InChiKey: JPFRIFFTJYDRED-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  87.3
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-氨基-4-乙氧基嘧啶-5-羧酸乙酯 在 manganese(IV) oxide 、 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Aza follow-ups to BI 207524, a thumb pocket 1 HCV NS5B polymerase inhibitor. Part 1: Mitigating the genotoxic liability of an aniline metabolite

  摘要：

  A series of heterocyclic aza-analogs of BI 207524 (2), a potent HCV NS5B polymerase thumb pocket 1 inhibitor, was investigated with the goal to reduce the liability associated with the release of a genotoxic aniline metabolite in vivo. Analog 4, containing a 2-aminopyridine aniline isostere that is negative in the Ames test was identified, and was found to provide comparable GT1a/1b potency to 2. Although the cross-species PK profile, poor predicted human liver distribution of analog 4 and allometry principles projected high doses to achieve a strong antiviral response in patients, this work has provided a path forward toward the design of novel thumb pocket 1 NS5B polymerase inhibitors with improved safety profiles. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.12.028
• 作为产物：
  描述：

  2-氨基-5-乙氧羰基-4-羟基嘧啶 在 吡啶 、 sodium ethanolate 、 三氯氧磷 作用下， 反应 19.0h， 生成 2-氨基-4-乙氧基嘧啶-5-羧酸乙酯
  参考文献：
  名称：

  Aza follow-ups to BI 207524, a thumb pocket 1 HCV NS5B polymerase inhibitor. Part 1: Mitigating the genotoxic liability of an aniline metabolite

  摘要：

  A series of heterocyclic aza-analogs of BI 207524 (2), a potent HCV NS5B polymerase thumb pocket 1 inhibitor, was investigated with the goal to reduce the liability associated with the release of a genotoxic aniline metabolite in vivo. Analog 4, containing a 2-aminopyridine aniline isostere that is negative in the Ames test was identified, and was found to provide comparable GT1a/1b potency to 2. Although the cross-species PK profile, poor predicted human liver distribution of analog 4 and allometry principles projected high doses to achieve a strong antiviral response in patients, this work has provided a path forward toward the design of novel thumb pocket 1 NS5B polymerase inhibitors with improved safety profiles. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.12.028

文献信息

• Dostert; Imbert; Ancher, European Journal of Medicinal Chemistry, 1982, vol. 17, # 5, p. 437 - 444
  作者：Dostert、Imbert、Ancher、et al.

  DOI：——

  日期：——
• DOSTERT, P.;IMBERT, T.;ANCHER, J. F.;LANGLOIS, M.;BUCHER, B.;MOCQUET, G., EUR. J. MED. CHEM.-CHIM. THER., 1982, 17, N 5, 437-444
  作者：DOSTERT, P.、IMBERT, T.、ANCHER, J. F.、LANGLOIS, M.、BUCHER, B.、MOCQUET, G.

  DOI：——

  日期：——
• IMIDAZO[1,2-A]PYRIDINYL DERIVATIVES AND THEIR USE IN THE TREATMENT OF DISEASE
  申请人：Biogen MA Inc.

  公开号：EP3990454A1

  公开（公告）日：2022-05-04
• US4329466A
  申请人：——

  公开号：US4329466A

  公开（公告）日：1982-05-11
• US4321378A
  申请人：——

  公开号：US4321378A

  公开（公告）日：1982-03-23