5-(4-acetamidophenoxy)-2-nitropyridine | 860298-74-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 5-(4-acetamidophenoxy)-2-nitropyridine
• 英文别名: N-{4-[(6-nitro-3-pyridinyl)oxy]phenyl}acetamide；N-[4-(6-nitropyridin-3-yl)oxyphenyl]acetamide
• CAS: 860298-74-4
• 化学式: C₁₃H₁₁N₃O₄
• 分子量: 273.248
• InChiKey: PETUEFUDRXSEEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.7
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  97
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  5-(4-acetamidophenoxy)-2-nitropyridine 在 palladium on activated charcoal 盐酸 、 氢气 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.0h， 生成 methyl (6-(4-aminophenoxy)azaindolizine-2-yl)carbamate
  参考文献：
  名称：

  Discovery of Novel Benzimidazoles as Potent Inhibitors of TIE-2 and VEGFR-2 Tyrosine Kinase Receptors

  摘要：

  We herein disclose a novel chemical series of benzimidazole-ureas as inhibitors of VEGFR-2 and TIE-2 kinase receptors, both of which are implicated in angiogenesis. Structure-activity relationship (SAR) studies elucidated a critical role for the NI nitrogen of both the benzimidazole (segment E) and urea (segment B) moieties. The SAR results were also supported by the X-ray crystallographic elucidation of the role of the NI nitrogen and the urea moiety when the benzimidazole-urea compounds were bound to the VEGFR-2 enzyme. The left side phenyl ring (segment A) occupies the backpocket where a 3-hydrophobic substituent was favored for TIE-2 activity.

  DOI：

  10.1021/jm0611051
• 作为产物：
  描述：

  5-溴-2-硝基吡啶 、 对乙酰氨基酚 在 caesium carbonate 作用下， 以 乙酸乙酯 、 N,N-二甲基甲酰胺 为溶剂， 以59%的产率得到5-(4-acetamidophenoxy)-2-nitropyridine
  参考文献：
  名称：

  Chemical compounds

  摘要：

  本文描述了作为TIE-2和/或VEGFR2抑制剂有用的苯并咪唑衍生物。所述发明还包括制备这种苯并咪唑衍生物的方法，以及在治疗过度增殖性疾病中使用它们的方法。

  公开号：

  US20040082583A1

文献信息

• [EN] [1,2,4]TRIAZOLO[1,5-A]PYRIDINE AND [1,2,4]TRIAZOLO[1,5-C]PYRIMIDINE COMPOUNDS AND THEIR USE<br/>[FR] COMPOSÉS [1,2,4]TRIAZOLO[1,5-A]PYRIDINE ET [1,2,4]TRIAZOLO[1,5-C]PYRIMIDINE ET LEUR UTILISATION
  申请人：CANCER REC TECH LTD

  公开号：WO2009047514A1

  公开（公告）日：2009-04-16

  The present invention pertains generally to the field of therapeutic compounds, and more specifically to certain triazolo compounds (referred to herein as TAZ compounds), and especially certain [1,2,4]triazolo[1,5-a]pyridine and [1,2,4]triazolo[1,5-c]pyrimidine compounds, which, inter alia, inhibit AXL receptor tyrosine kinase function. The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit AXL receptor tyrosine kinase function, and in the treatment of diseases and conditions that are mediated by AXL receptor tyrosine kinase, that are ameliorated by the inhibition of AXL receptor tyrosine kinase function, etc., including proliferative conditions such as cancer, etc.

  本发明一般涉及治疗化合物领域，更具体地涉及某些三唑化合物（以下简称为TAZ化合物），特别是某些[1,2,4]三唑并[1,5-a]吡啶和[1,2,4]三唑并[1,5-c]嘧啶化合物，这些化合物等等，可以抑制AXL受体酪氨酸激酶功能。本发明还涉及包括这些化合物的药物组合物，以及使用这些化合物和组合物，无论是体外还是体内，来抑制AXL受体酪氨酸激酶功能，并用于治疗由AXL受体酪氨酸激酶介导的疾病和病况，通过抑制AXL受体酪氨酸激酶功能得到缓解的疾病和病况等，包括增生性疾病如癌症等。
• Non-Nucleotide Reverse Transcriptase Inhibitors
  申请人：Sund Christian

  公开号：US20080070951A1

  公开（公告）日：2008-03-20

  Compounds of the formula Z: where; A is CH or N; R 1 is a substituent to a carbon atom in the ring containing A selected from —S(═O) p Ra, where Ra is —C 1 -C 4 alkyl, —ORx, —NRxRx, —NHNRxRx, —NHNHC(═O)ORx, —NRxOH; —C(═O)—Rb, where Rb is —CT-C4-alkyl, ORx, —NRxRx, —NHNRxRx, —NHC 1 -C 3 -alkyl-C(═O)Orx —NRxRc, where Rc is H, C 1 -C 4 alkyl, —NRxRx; —C(=0)Rd, —CN, S(═O)pRx, where Rd is Rd is C1-C4-alkyl, —ORx, —NRxRx C 1 -C 3 -alkyl-O—C1-C3-alkylC(═O)ORx, —C 1 -C 3 -alkyl-COORx; —C 1 -C 3 alkyl-OH or C 1 -C 4 alkyl ethers or esters thereof (O—C 1 -C 3 alkyl)q-O—Rx a 5 or 6 membered aromatic ring having 1-3 hetero atoms p is 1 or 2; Rx is independently selected from H, C 1 -C 4 alkyl or acetyl; or a pair of Rx can together with the adjacent N atom form a ring; L is —O —, —S(═O)—, or —CH 2 —, where r is 0, 1 or 2; R 3 -R 7 are substituents as defined in the specification; X is —(CR 8 R 8 ′)n-D-(CR 8 R 8 ′)m-; D is a bond, —NR 9 —, —O—, —S—, —S(=0)- or —S(=0) 2 -; and pharmaceutically acceptable salts and prodrugs thereof, have utility as HIV antivirals.

  公式为Z的化合物：其中；A为CH或N；R1是选择自包含A的环中碳原子的取代基，所选择的取代基包括—S(═O)pRa，其中Ra为—C1-C4烷基，—ORx，—NRxRx，—NHNRxRx，—NHNHC(═O)ORx，—NRxOH；—C(═O)—Rb，其中Rb为—CT-C4-烷基，ORx，—NRxRx，—NHNRxRx，—NHC1-C3-烷基-C(═O)Orx —NRxRc，其中Rc为H，C1-C4烷基，—NRxRx；—C(=0)Rd，—CN，S(═O)pRx，其中Rd为C1-C4-烷基，—ORx，—NRxRx C1-C3-烷基-O—C1-C3-烷基C(═O)ORx，—C1-C3烷基-COORx；—C1-C3烷基-OH或其醚或酯（O—C1-C3烷基）q-O—Rx为具有1-3个杂原子的5或6元芳香环，p为1或2；Rx是独立地选择自H，C1-C4烷基或乙酰基；或一对Rx可以与相邻的N原子一起形成环；L为—O—，—S(═O)—或—CH2—，其中r为0，1或2；R3-R7为规范中定义的取代基；X为—(CR8R8′)n-D-(CR8R8′)m-；D为键，—NR9—，—O—，—S—，—S(=0)-或—S(=0)2-；以及其药学上可接受的盐和前药，具有作为HIV抗病毒药物的用途。
• CHEMICAL COMPOUNDS
  申请人：Cheung Mui

  公开号：US20070249600A1

  公开（公告）日：2007-10-25

  Benzimidazole derivatives, which are useful as TIE-2 and/or VEGFR2 inhibitors are described herein. The described invention also includes methods of making such benzimidazole derivatives as well as methods of using the same in the treatment of hyperproliferative diseases.

  本文描述了作为TIE-2和/或VEGFR2抑制剂有用的苯并咪唑衍生物。所述发明还包括制备这种苯并咪唑衍生物的方法，以及在治疗过度增生性疾病中使用它们的方法。
• [1,2,4]Triazolo[1,5-a]Pyridine and [1,2,4]Triazolo[1,5-c]Pyrimidine Compounds and Their Use
  申请人：Cancer Research Technology Limited

  公开号：US20140155594A1

  公开（公告）日：2014-06-05

  The present invention pertains generally to the field of therapeutic compounds, and more specifically to certain triazolo compounds (referred to herein as TAZ compounds), and especially certain [1,2,4]triazolo[1,5-a]pyridine and [1,2,4]triazolo[1,5-c]pyrimidine compounds, which, inter alia, inhibit AXL receptor tyrosine kinase function. The present invention also pertains to pharmaceutical compositions comprising such compounds, and the use of such compounds and compositions, both in vitro and in vivo, to inhibit AXL receptor tyrosine kinase function, and in the treatment of diseases and conditions that are mediated by AXL receptor tyrosine kinase, that are ameliorated by the inhibition of AXL receptor tyrosine kinase function, etc., including proliferative conditions such as cancer, etc.

  本发明涉及治疗化合物领域，更具体地涉及某些三唑化合物（在此称为TAZ化合物），特别是某些[1,2,4]三唑并[1,5-a]吡啶和[1,2,4]三唑并[1,5-c]嘧啶化合物，其中包括抑制AXL受体酪氨酸激酶功能的化合物。本发明还涉及包括这些化合物的制药组合物，以及使用这些化合物和组合物在体内外抑制AXL受体酪氨酸激酶功能，并用于治疗由AXL受体酪氨酸激酶介导的疾病和病症，通过抑制AXL受体酪氨酸激酶功能得到缓解的疾病和病症，包括增生性疾病如癌症等。
• BENZIMIDAZOLE DERIVATIVES USEFUL AS TIE-2 AND/OR VEGFR-2 INHIBITORS
  申请人：GLAXO GROUP LIMITED

  公开号：EP1341771A2

  公开（公告）日：2003-09-10