2-(3-吡啶基甲氧基)苯甲醛 | 114483-63-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 2-(3-吡啶基甲氧基)苯甲醛
• 英文名称: 2-(pyridin-3-ylmethoxy)benzaldehyde
• 英文别名: 2-(3-pyridylmethoxy)benzaldehyde
• CAS: 114483-63-5
• 化学式: C₁₃H₁₁NO₂
• mdl: MFCD08056100
• 分子量: 213.236
• InChiKey: NSLNYNOSOATOMH-UHFFFAOYSA-N

物化性质

• 沸点：
  388.3±22.0 °C(Predicted)
• 密度：
  1.191±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.076
• 拓扑面积：
  39.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  2-(3-吡啶基甲氧基)苯甲醛 在 盐酸 、 三乙酰氧基硼氢化钠 作用下， 以 1,4-二氧六环 、 二氯甲烷 为溶剂， 生成 (2S)-2-amino-4-[bis[[2-(pyridin-3-ylmethoxy)phenyl]methyl]amino]butanoic acid
  参考文献：
  名称：

  2-Amino-4-bis(aryloxybenzyl)aminobutanoic acids: A novel scaffold for inhibition of ASCT2-mediated glutamine transport

  摘要：

  Herein, we report the discovery of 2-amino-4-bis(aryloxybenzyl) aminobutanoic acids as novel inhibitors of ASCT2(SLC1A5)-mediated glutamine accumulation in mammalian cells. Focused library development led to two novel ASCT2 inhibitors that exhibit significantly improved potency compared with prior art in C6 (rat) and HEK293 (human) cells. The potency of leads reported here represents a 40-fold improvement over our most potent, previously reported inhibitor and represents, to our knowledge, the most potent pharmacological inhibitors of ASCT2-mediated glutamine accumulation in live cells. These and other compounds in this novel series exhibit tractable chemical properties for further development as potential therapeutic leads. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.12.031
• 作为产物：
  描述：

  3-溴甲基吡啶 、 水杨醛 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 2-(3-吡啶基甲氧基)苯甲醛
  参考文献：
  名称：

  Inhibition of Ebola Virus Infection: Identification of Niemann-Pick C1 as the Target by Optimization of a Chemical Probe

  摘要：

  A high-throughput screen identified adamantane dipeptide 1 as an inhibitor of Ebola virus (EboV) infection. Hit-to-lead optimization to determine the structure-activity relationship (SAR) identified the more potent EboV inhibitor 2 and a photoaffinity labeling agent 3. These antiviral compounds were employed to identify the target as Niemann-Pick C1 (NPC1), a host protein that binds the EboV glycoprotein and is essential for infection. These studies establish NPC1 as a promising target for antiviral therapy.

  DOI：

  10.1021/ml300370k

文献信息

• Discovery and optimisation of potent, selective, ethanolamine inhibitors of bacterial phenylalanyl tRNA synthetase
  作者：Richard L. Jarvest、Symon G. Erskine、Andrew K. Forrest、Andrew P. Fosberry、Martin J. Hibbs、Joanna J. Jones、Peter J. O’Hanlon、Robert J. Sheppard、Angela Worby

  DOI：10.1016/j.bmcl.2005.03.003

  日期：2005.5

  High throughput screening of Staphylococcus aureus phenylalanyl tRNA synthetase (FRS) identified ethanolamine 1 as a sub-micromolar hit. Optimisation studies led to the enantiospecific lead 64, a single-figure nanomolar inhibitor. The inhibitor series shows selectivity with respect to the mammalian enzyme and the potential for broad spectrum bacterial FRS inhibition. © 2005 Elsevier Ltd. All rights reserved.
• Pyridine derivatives
  申请人：ZENECA LIMITED

  公开号：EP0365328B1

  公开（公告）日：1996-04-03
• INHIBITORS OF PROTEIN FARNESYL TRANSFERASE
  申请人：WARNER-LAMBERT COMPANY

  公开号：EP0938494A1

  公开（公告）日：1999-09-01
• US5053415A
  申请人：——

  公开号：US5053415A

  公开（公告）日：1991-10-01
• [EN] INHIBITORS OF PROTEIN FARNESYL TRANSFERASE<br/>[FR] INHIBITEURS DE FARNESYLTRANSFERASE DE PROTEINES
  申请人：WARNER-LAMBERT COMPANY

  公开号：WO1997044350A1

  公开（公告）日：1997-11-27

  (EN) Novel inhibitors of protein farnesyl transferase enzymes are described, as well as methods for the preparation and pharmaceutical compositions of the same, which are useful in treating cancer, restenosis, psoriasis, endometriosis, atherosclerosis, or viral infections.(FR) Cette invention concerne de nouveaux inhibiteurs d'enzymes du type farnésyltransférase de protéines, ainsi que des procédés de préparations de ces inhibiteurs et des compositions les contenant. Ces inhibiteurs sont utiles dans le traitement du cancer, de la resténose, du psoriasis, de l'endométriose, de l'athérosclérose ou, encore, d'infections virales.