5-fluoro-2-methoxybenzenecarbothioamide | 361548-86-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 5-fluoro-2-methoxybenzenecarbothioamide
• CAS: 361548-86-9
• 化学式: C₈H₈FNOS
• 分子量: 185.222
• InChiKey: XJXBBVBQQMMGAB-UHFFFAOYSA-N

物化性质

• 沸点：
  315.5±52.0 °C(Predicted)
• 密度：
  1.284±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  67.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-fluoro-2-methoxybenzenecarbothioamide 、 methyl (1R,2S)-1-[[(2S,4R)-4-(2-bromoacetyl)-1-[(2S)-2-(cyclopentyloxycarbonylamino)-3,3-dimethylbutanoyl]pyrrolidine-2-carbonyl]amino]-2-ethenylcyclopropane-1-carboxylate 以 四氢呋喃 为溶剂， 反应 1.0h， 以100%的产率得到
  参考文献：
  名称：

  Discovery of novel P2 substituted 4-biaryl proline inhibitors of hepatitis C virus NS3 serine protease

  摘要：

  Inhibitors of hepatitis C virus NS3 serine protease often incorporate a large P2 moiety to interact with the surface of the enzyme while shielding part of the catalytic triad. This feature is important in many inhibitors in order to have the necessary potency needed for efficacy. In this Letter we explore some new P2 motifs to further exploit this region of the enzyme. In a continuing effort to replace the often found 4-hydroxyproline P2 core found in the majority of inhibitors for this target, various directly attached aryl derivatives were evaluated. Of these, the 2,4-disubstituted thiazole core proved to be the most interesting. SAR around this motif has lead to compounds with K-i's in the high picomolar range and provided cellular potencies in the single digit nM range. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.05.046

文献信息

• Novel amide compounds
  申请人：——

  公开号：US20040087798A1

  公开（公告）日：2004-05-06

  A compound of the formula (I): R 1 -A-X-NHCO—Y—R 2 wherein R 1 is heterocyclic group which may have suitable substituents, or phenyl which may have suitable substituents, R 2 is condensed phenyl which may have suitable substituents, phenyl which may have suitable substituents, or thienyl which may have suitable substituents, A is a group of the formula: —(CH 2 ) t —(O) m — or 1 which R 3 and R 4 are each hydrogen or linked together to form imino, R 5 is hydrogen or lower alkyl, t is 0, 1 or 2, p, m and n are each 0 or 1, X is phenylene which may have suitable substituents, or bivalent heterocyclic group containing nitrogen which may have suitable substituents, Y is bond, lower alkylene, or lower alkenylene, and a salt thereof.

  化合物的结构式（I）：R1-A-X-NHCO-Y-R2其中R1是杂环基团，可以有合适的取代基，或苯基，可以有合适的取代基，R2是紧缩苯基，可以有合适的取代基，苯基，可以有合适的取代基，或噻吩基，可以有合适的取代基，A是以下式子的基团：—（CH2）t—（O）m—或1其中R3和R4分别是氢或连接在一起形成亚胺，R5是氢或较低的烷基，t为0、1或2，p、m和n均为0或1，X是苯基，可以有合适的取代基，或含有氮的二价杂环基团，可以有合适的取代基，Y是键，较低的烷基，或较低的烯基，以及其盐。
• NOVEL AMIDE COMPOUNDS
  申请人：FUJISAWA PHARMACEUTICAL CO., LTD.

  公开号：EP1264820A1

  公开（公告）日：2002-12-11

  A compound of the formula (I):         R1-A-X-NHCO-Y-R2    wherein R1 is heterocyclic group which may have suitable substituents, or phenyl which may have suitable substituents, R2 is condensed phenyl which may have suitable substituents, phenyl which may have suitable substituents, or thienyl which may have suitable substituents, A is a group of the formula:         -(CH2)t-(O)m- or in which R3 and R4 are each hydrogen or linked together to form imino, R5 is hydrogen or lower alkyl, t is 0, 1 or 2, p, m and n are each 0 or 1, X is phenylene which may have suitable substituents, or bivalent heterocyclic group containing nitrogen which may have suitable substituents, Y is bond, lower alkylene, or lower alkenylene, and a salt thereof.

  式 (I) 的化合物： R1-A-X-NHCO-Y-R2 其中 R1 是杂环基团，可带有合适的取代基，或苯基，可带有合适的取代基、 R2 是缩合苯基，可具有合适的取代基；苯基，可具有合适的取代基；或噻吩基，可 具有合适的取代基、 A 是式中的一个基团： -(CH2)t-(O)m- 或 其中 R3 和 R4 分别为氢或连接在一起形成亚氨基、 R5 是氢或低级烷基、 t 为 0、1 或 2、 p、m 和 n 均为 0 或 1、 X 是可以有适当取代基的亚苯基，或可以有适当取代基的含氮二价杂环基团、 Y 是键、低级亚烷基或低级亚烯基、 及其盐。
• EP1264820
  申请人：——

  公开号：——

  公开（公告）日：——
• Discovery of novel P2 substituted 4-biaryl proline inhibitors of hepatitis C virus NS3 serine protease
  作者：Murray D. Bailey、Teddy Halmos、Christopher T. Lemke

  DOI：10.1016/j.bmcl.2013.05.046

  日期：2013.8

  Inhibitors of hepatitis C virus NS3 serine protease often incorporate a large P2 moiety to interact with the surface of the enzyme while shielding part of the catalytic triad. This feature is important in many inhibitors in order to have the necessary potency needed for efficacy. In this Letter we explore some new P2 motifs to further exploit this region of the enzyme. In a continuing effort to replace the often found 4-hydroxyproline P2 core found in the majority of inhibitors for this target, various directly attached aryl derivatives were evaluated. Of these, the 2,4-disubstituted thiazole core proved to be the most interesting. SAR around this motif has lead to compounds with K-i's in the high picomolar range and provided cellular potencies in the single digit nM range. (C) 2013 Elsevier Ltd. All rights reserved.