1-(5-(苄氧基)-4-甲氧基-2-硝基苯基)乙酮 | 516526-40-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(5-(苄氧基)-4-甲氧基-2-硝基苯基)乙酮
• 英文名称: 5-benzyloxy-4-methoxy-2-nitroacetophenone
• 英文别名: 1-(5-(benzyloxy)-4-methoxy-2-nitrophenyl)ethanone；1-(5-(benzyloxy)-4-methoxy-2-nitrophenyl)ethan-1-one；1-(4-methoxy-2-nitro-5-phenylmethoxyphenyl)ethanone
• CAS: 516526-40-2
• 化学式: C₁₆H₁₅NO₅
• 分子量: 301.299
• InChiKey: JXWMTYKFVWJURG-UHFFFAOYSA-N

物化性质

• 沸点：
  488.1±40.0 °C(Predicted)
• 密度：
  1.247±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  81.4
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2914700090

反应信息

• 作为反应物：
  描述：

  1-(5-(苄氧基)-4-甲氧基-2-硝基苯基)乙酮 在 盐酸 、 4-二甲氨基吡啶 、 sodium methylate 、 铁粉 、 三氯氧磷 作用下， 以 乙二醇二甲醚 、 乙醇 为溶剂， 反应 13.5h， 生成 6-(苄氧基)-4-氯-7-甲氧基喹啉
  参考文献：
  名称：

  Identification of novel quinoline analogues bearing thiazolidinones as potent kinase inhibitors for the treatment of colorectal cancer

  摘要：

  In this investigation, a novel series of quinoline analogues bearing thiazolidinones were designed and synthesized based on our previous study. Among them, the most potent compound 11k, 4-((4-(4-(3-(2-(2,6-difluorophenyl)-4-oxothiazolidin-3-yl)ureido)phenoxy)-6-methoxyquinolin-7-yl)oxy)-N-iso-propylpiperidine-1-carboxamide, possessed submicromolar c-Met and Ron inhibitory activities. In addition, enzymatic assays against a mini-panel of kinases (c-Kit, B-Raf, c-Src, IGF1R, PDGFR alpha and AXL) were performed, the results showed that compound 11k exhibited moderate inhibitory activity against PDGFR alpha, c-Src and AXL. MTT assay revealed in vitro antitumor activities against HT-29 cells of compound 11k with an IC50 value of 0.31 mu M which was 9.3- and 34.2-fold more potent than that of Regorafenib (IC50 = 2.87 mu M) and Cabozantinib (IC50 = 10.6 mu M). Preliminary antitumor mechanisms were also investigated by cellular assays. Considerable cytotoxicity, antiproliferation and induction of apoptosis of compound 11k in a dose- and time-dependent manner were confirmed by IncuCyte live-cell imaging assays. Treatment with compound 11k caused slight G2-or M-phase arrest in HT-29 cells. Further cell selectivity of compound 11k showed that it was not active against human normal colorectal mucosa epithelial cell FHC at 10.0 mu g/mL. The above results support further structural modification of compound 11k to improve its inhibitory activity, which will lead to more potent anticancer agents. (C) 2020 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2020.112643
• 作为产物：
  描述：

  4-甲氧基-3-羟基苯乙酮 在 硝酸 、 potassium carbonate 作用下， 以 溶剂黄146 、 N,N-二甲基甲酰胺 为溶剂， 生成 1-(5-(苄氧基)-4-甲氧基-2-硝基苯基)乙酮
  参考文献：
  名称：

  含 2-硝基苄酯的硅烷偶联剂的苄基位置和芳环上的取代基对自组装单层 (SAM) 光敏性和疏水性表面的影响

  摘要：

  合成了在苄基位置含有烷基取代基和芳环的烷氧基和/或氟烷氧基的2-硝基苄基酯的硅烷偶联剂，制备了自...

  DOI：

  10.1246/bcsj.20150316

文献信息

• Substituent Effects at the Benzyl Position and Aromatic Ring of Silane-Coupling Agents Containing 2-Nitrobenzyl Esters on Photosensitivity and Hydrophobic Surface of a Self-Assembled Monolayer (SAM)
  作者：Tsubasa Konishi、Teppei Hashimoto、Naoya Sato、Kazuki Nakajima、Kazuo Yamaguchi

  DOI：10.1246/bcsj.20150316

  日期：2016.1.15

  Silane-coupling agents with 2-nitrobenzyl esters containing alkyl substituents at the benzyl position and alkoxy and/or fluoroalkoxy groups of the aromatic ring were synthesized to prepare a self-a...

  合成了在苄基位置含有烷基取代基和芳环的烷氧基和/或氟烷氧基的2-硝基苄基酯的硅烷偶联剂，制备了自...
• Design, synthesis and biological evaluation of 6‐substituted quinolines derived from cabozantinib as c‐Met inhibitors
  作者：Vegard Torp Lien、Solveig Pettersen、Mads Haugland Haugen、Dag Erlend Olberg、Gunhild M. Mælandsmo、Jo Klaveness

  DOI：10.1002/ardp.201900101

  日期：2019.9

  scaffold, novel c‐Met inhibitors were rationalized from the limited knowledge of structure‐activity relationships for the quinoline 6‐position. Emphasis was given to modifications capable of engaging in additional polar interactions with the c‐Met active site. In addition, ortho‐fluorinations of the terminal benzene ring were explored. Fifteen new molecules were synthesized and evaluated in a c‐Met enzymatic

  基于卡博替尼支架，由于对喹啉 6 位构效关系的了解有限，新型 c-Met 抑制剂被合理化。重点是能够与 c-Met 活性位点进行额外极性相互作用的修饰。此外，还探索了末端苯环的邻氟化。在 ac-Met 酶促结合试验中合成并评估了 15 个新分子。在喹啉 6 位上可以容忍多种取代基，而进行的邻氟化作用显示出 c-Met 结合亲和力的显着降低。在 NCI60 癌细胞系面板中评估了化合物的抗增殖作用。最为显着地，在白血病、中枢神经系统和乳腺癌细胞系中，化合物 15b 和 18b 能够比卡博替尼更有效地抑制细胞增殖。体外数据与计算机对接结果非常吻合，其中在对氨基取代的 15b 和 18b 的酶袋中发现了额外的氢键。
• 含フッ素化合物、パタ−ン形成用基板、光分解性カップリング剤、パタ−ン形成方法、化合物、有機薄膜トランジスタ
  申请人：学校法人神奈川大学

  公开号：JP2015214531A

  公开（公告）日：2015-12-03

  【課題】光照射の前後で接触角差が大きく、カップリング剤として有用な化合物、及び該化合物を用いた有機薄膜トランジスタの提供。【解決手段】式（１）で表わされる含フッ素化合物。［Ｘはハロゲン原子又はアルコキシ基；Ｙｆ１、Ｙｆ２は各々独立にアルキレン基；ｎ１〜ｎ２は０又は１；Ｒｆ１、Ｒｆ２は各々独立にパ−フルオロフェニル基又はアルキル基で、互いに結合して２価のパ−フルオロフェニル基を形成していてもよい；ｎは０以上の整数］【選択図】なし

  这是一项关于光照射前后接触角差异大、作为耦合剂有用的化合物以及利用该化合物制备有机薄膜晶体管的专利。解决方案是含有氟化合物的化学式（1）。[其中，X代表卤素原子或烷氧基；Yf1、Yf2分别为独立的烷基；n1〜n2为0或1；Rf1、Rf2分别为独立的全氟苯基或烷基，它们可以相互连接形成二价全氟苯基；n为大于等于0的整数]。【选择图】无
• Quinoline Derivatives and Quinazoline Derivatives Inhibiting Autophosphrylation of Flt3 and Medicinal Compositions Containing the Same
  申请人：Miwa Atsushi

  公开号：US20080207617A1

  公开（公告）日：2008-08-28

  An objective of the present invention is to provide compounds and pharmaceuticals useful for the treatment of disease where the inhibition of autophosphorylation of FMS-like tyrosine kinase 3(Flt3) is therapeutically effective. The present invention relates to a pharmaceutical composition for use in the treatment or prevention of diseases where the inhibition of autophosphorylation of Flt3 therapeutically or prophylactically effective, which comprises a compound represented by formula (I) or a pharmaceutically acceptable salt or solvate thereof: wherein X represents CH or N; Z represents O or S; R 1 , R 2 , and R 3 represent H, OH, or optionally substituted alkoxy; R 4 represents H; R 5 , R 6 , R 7 , and R 8 represent H, Hal, alkyl or the like; and R 9 represents, e.g., alkyl substituted by t-butyl or the like.

  本发明的目标是提供化合物和药物，用于治疗抑制FMS样酪氨酸激酶3（Flt3）自磷酸化在治疗上具有疗效的疾病。本发明涉及一种药物组合物，用于治疗或预防抑制Flt3自磷酸化在治疗或预防上具有疗效的疾病，所述药物组合物包括以下公式（I）所表示的化合物或其药学上可接受的盐或溶剂：其中X代表CH或N；Z代表O或S；R1、R2和R3代表H、OH或可选取代的烷氧基；R4代表H；R5、R6、R7和R8代表H、卤素、烷基或类似物；R9代表例如被t-丁基或类似物取代的烷基。
• EP1566379
  申请人：——

  公开号：——

  公开（公告）日：——