4-(4-[4-bromo-2-(2-methoxy-ethoxymethoxy)-5-oxo-2,5-dihydro-furan-3-yl]-benzoyl)-piperazine-1-carboxylic acid tert-butyl ester | 1395316-29-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 4-(4-[4-bromo-2-(2-methoxy-ethoxymethoxy)-5-oxo-2,5-dihydro-furan-3-yl]-benzoyl)-piperazine-1-carboxylic acid tert-butyl ester
• CAS: 1395316-29-6
• 化学式: C₂₄H₃₁BrN₂O₈
• 分子量: 555.423
• InChiKey: CZGBOOLLCGLGQE-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  4-(4-[4-bromo-2-(2-methoxy-ethoxymethoxy)-5-oxo-2,5-dihydro-furan-3-yl]-benzoyl)-piperazine-1-carboxylic acid tert-butyl ester 在 三异丙基硅烷 、 三氟乙酸 作用下， 以 水 为溶剂， 反应 1.5h， 以80%的产率得到3-bromo-5-hydroxy-4-[4-(piperazine-1-carbonyl)-phenyl]-5H-furan-2-one
  参考文献：
  名称：

  Identification of new γ-hydroxybutenolides that preferentially inhibit the activity of mPGES-1

  摘要：

  Microsomal prostaglandin E-2 synthase-1 (mPGES-1) has been recognized as novel, promising drug target for anti-inflammatory and anticancer drugs. mPGES-1 catalyzes the synthesis of the inducible prostaglandin E-2 in response to pro-inflammatory stimuli, rendering this enzyme extremely interesting in drug discovery process owing to the drastic reduction of the severe side effects typical for traditional non-steroidal anti-inflammatory drugs. In the course of our investigations focused on this topic, we identified two interesting molecules bearing the gamma-hydroxybutenolide scaffold which potently inhibit the activity of mPGES-1. Notably, the lead compound 2c that inhibited mPGES-1 with IC50 = 0.9 mu M, did not affect other related enzymes within the arachidonic acid cascade. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.06.032