ethyl 2-amino-4-methyl-5-(phenylcarbamoyl)thiophene-3-carboxylate | 43028-57-5

• 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: ethyl 2-amino-4-methyl-5-(phenylcarbamoyl)thiophene-3-carboxylate
• CAS: 43028-57-5
• 化学式: C₁₅H₁₆N₂O₃S
• mdl: MFCD00410844
• 分子量: 304.37
• InChiKey: QQDPRGVPYOPPBA-UHFFFAOYSA-N

物化性质

• 溶解度：
  40.7 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  110
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  ethyl 2-amino-4-methyl-5-(phenylcarbamoyl)thiophene-3-carboxylate 在 水 、 sodium hydroxide 、 盐酸 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 生成 2-Amino-4-methyl-5-(phenylcarbamoyl)thiophene-3-carboxylic acid
  参考文献：
  名称：

  2-氨基噻吩-3-羧酸衍生物与醛和Meldrum酸的三组分缩合

  摘要：

  已经开发了使用在噻吩环的 3 位未取代的 2-氨基噻吩合成 4,7-二氢-5H-噻吩并 [2,3-b] 吡啶-6-酮的新方法。不稳定的 2-氨基-3-噻吩羧酸通过原位脱羧获得了不稳定的 2-氨基噻吩。2-氨基噻吩与芳香醛和 Meldrum 酸的三组分缩合是该过程的关键步骤。

  DOI：

  10.1007/s11172-008-0295-1
• 作为产物：
  描述：

  苯胺 在 吗啉 、 potassium tert-butylate 、 sulfur 作用下， 以 异丁醇 为溶剂， 反应 2.0h， 生成 ethyl 2-amino-4-methyl-5-(phenylcarbamoyl)thiophene-3-carboxylate
  参考文献：
  名称：

  Discovery and Optimization of Novel, Selective Histone Methyltransferase SET7 Inhibitors by Pharmacophore- and Docking-Based Virtual Screening

  摘要：

  Histone methyltransferases are involved in various biological functions, and these methylation regulating enzymes' abnormal expression or activity has been noted in several human cancers. Within this context, SET domain-containing (lysine methyltransferase) 7 (SET7, also called KMT7, SETD7, SET9) is of increasing significance due to its diverse roles in biological functions and diseases, such as diabetes, cancers, alopecia areata, atherosclerotic vascular disease, HIV, and HCV. In this study, DC-S100, which was discovered by pharmacophore- and docking-based virtual screening, was identified as the hit compound of SET7 inhibitor. Structure-activity relationship (SAR) analysis was performed on analogs of DC-S100 and according to the putative binding mode of DC-S100, structure modifications were made to improve its activity. Of note, compounds DC-S238 and DC-S239, with IC50 values of 4.88 and 4.59 mu M, respectively, displayed selectivity for DNMT1, DOT1L, EZH2, NSD1, SETD8, and G9a. Taken together, DC-S238 and DC-S239 can serve as leads for further investigation as SET7 inhibitors and the chemical toolkits for functional biology studies of SET7.

  DOI：

  10.1021/acs.jmedchem.5b01154

文献信息

• Heteroaryl hydroxamic acid derivatives and their use in the treatment, amelioration or prevention of a viral disease
  申请人：F. HOFFMANN-LA ROCHE LTD

  公开号：US20130102600A1

  公开（公告）日：2013-04-25

  The present invention relates to a compound having the general formula I, optionally in the form of a pharmaceutically acceptable salt, solvate, polymorph, prodrug, tautomer, racemate, enantiomer, or diastereomer or mixture thereof, which is useful in treating, ameliorating or preventing a viral disease. Furthermore, specific combination therapies are disclosed.

  本发明涉及一种具有通式I的化合物，可选地以药物可接受的盐、溶剂化物、多晶型、前药、互变异构体、外消旋体、对映体、非对映体或其混合物的形式，该化合物在治疗、改善或预防病毒性疾病方面有用。此外，还公开了特定的组合疗法。
• Pyrimidin-4-one derivatives and their use in the treatment, amelioration or prevention of a viral disease
  申请人：F. HOFFMANN-LA ROCHE LTD

  公开号：US20130102601A1

  公开（公告）日：2013-04-25

  The present invention relates to a compound having the general formula II, optionally in the form of a pharmaceutically acceptable salt, solvate, polymorph, prodrug, tautomer, racemate, enantiomer, or diastereomer or mixture thereof, which is useful in treating, ameloriating or preventing a viral disease. Furthermore, specific combination therapies are disclosed.

  本发明涉及具有通式II的化合物，可选地以药学上可接受的盐、溶剂合物、多型体、前药、互变异构体、消旋体、对映体或二对映体或其混合物的形式存在，用于治疗、改善或预防病毒性疾病。此外，还披露了特定的联合疗法。
• Efficient Syntheses of Some New Thiophene-Based Heterocycles
  作者：Ahmed El-Mekabaty、Osman M. O. Habib、Evelin B. Moawad、Rehab M. Abo-Ouf

  DOI：10.1002/jhet.2622

  日期：2017.1

  2‐aminothiophene‐3‐carboxylate (1) was prepared using Gewald's methodology. This 2‐aminothiophene derivative was diazotized and coupled with malononitrile to obtain the nitrile derivative (2), which was utilized as key synthon for the synthesis of polyfunctionally substituted heterocycles via its reactions with some nitrogen and carbon nucleophiles. On the other hand, a facile and convenient syntheses of thiazolidinone

  为此，使用Gewald的方法制备了2-氨基噻吩-3-羧酸酯（1）。将该2-氨基噻吩衍生物重氮化并与丙二腈偶联，得到腈衍生物（2），该腈衍生物通过与一些氮和碳亲核试剂反应，用作合成多官能取代杂环的关键合成子。另一方面，还描述了通过通用的，易于获得的2-氨基噻吩-3-羧酸酯（1）轻松便捷地合成噻唑烷酮，吡咯烷酮和结合了噻吩部分的色烯衍生物。
• INHIBITORS OF HEPATITIS B VIRUS TARGETING CAPSID ASSEMBLY
  申请人：Sarafianos Stefan G.

  公开号：US20190092742A1

  公开（公告）日：2019-03-28

  The present invention provides novel compounds and methods for treating, preventing or inhibiting hepatitis B virus (HBV).

  本发明提供了用于治疗、预防或抑制乙型肝炎病毒（HBV）的新型化合物和方法。
• Inhibitors of hepatitis B virus targeting capsid assembly
  申请人：THE CURATORS OF THE UNIVERSITY OF MISSOURI

  公开号：US10759774B2

  公开（公告）日：2020-09-01

  The present invention provides novel compounds and methods for treating, preventing or inhibiting hepatitis B virus (HBV).

  本发明提供了用于治疗、预防或抑制乙型肝炎病毒（HBV）的新型化合物和方法。