2-{[3-(三氟甲基)苄基]氧基}苯甲醛 | 667437-45-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 2-{[3-(三氟甲基)苄基]氧基}苯甲醛
• 英文名称: 2-(3-(trifluoromethyl)benzyloxy)benzaldehyde
• 英文别名: 2-{[3-(Trifluoromethyl)benzyl]oxy}benzaldehyde；2-[[3-(trifluoromethyl)phenyl]methoxy]benzaldehyde
• CAS: 667437-45-8
• 化学式: C₁₅H₁₁F₃O₂
• mdl: MFCD03422400
• 分子量: 280.246
• InChiKey: UKDJEFILNNPTJG-UHFFFAOYSA-N

物化性质

• 沸点：
  354.8±37.0 °C(Predicted)
• 密度：
  1.277±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  5

安全信息

• 海关编码：
  2913000090

反应信息

• 作为反应物：
  描述：

  2-{[3-(三氟甲基)苄基]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-[[3-(trifluoromethyl)phenyl]methoxy]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

文献信息

• Synthesis and evaluation of oxime derivatives as modulators for amyloid beta-induced mitochondrial dysfunction
  作者：Young Seub Kim、Sun hwa Jung、Beoung-Geon Park、Min Kyung Ko、Hyun-Seo Jang、Kihang Choi、Ja-Hyun Baik、Jiyoun Lee、Jae Kyun Lee、Ae Nim Pae、Yong Seo Cho、Sun-Joon Min

  DOI：10.1016/j.ejmech.2012.12.033

  日期：2013.4

  Starting from quinuclidinyl oxime 1 identified by preliminary screening, a series of azacycles-containing oxime derivatives was synthesized. Their mPTP blocking activities were evaluated by a JC-1 assay, measuring the change of mitochondrial membrane potential. The inhibitory activity of nine compounds against amyloid beta-induced mPTP opening was comparable or even superior to that of piracetam. Among them, 12d effectively maintained mitochondrial function and cell viabilities on the ATP assay, the MTT assay, and the ROS assay. In addition, it exhibited favorable in vitro stability and pharmacokinetic characteristics, which hold a promise for further development of AD therapeutics. (C) 2012 Elsevier Masson SAS. All rights reserved.
• 2-Amino-4-bis(aryloxybenzyl)aminobutanoic acids: A novel scaffold for inhibition of ASCT2-mediated glutamine transport
  作者：Michael L. Schulte、Alexandra B. Khodadadi、Madison L. Cuthbertson、Jarrod A. Smith、H. Charles Manning

  DOI：10.1016/j.bmcl.2015.12.031

  日期：2016.2

  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.