阿托莫西汀杂质10 | 1212823-01-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 中文名称: 阿托莫西汀杂质10
• 英文名称: N-desmethyl-atomoxetine
• 英文别名: (R)-N-Methyl-3-phenoxy-3-phenylpropan-1-amine；(3R)-N-methyl-3-phenoxy-3-phenylpropan-1-amine
• CAS: 1212823-01-2
• 化学式: C₁₆H₁₉NO
• 分子量: 241.333
• InChiKey: DMOUAPYFRKLFHO-MRXNPFEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-[3-[5-Methyl-2-[3-(trifluoromethyl)phenyl]sulfonyloxyphenyl]-5-phenylpyrazol-1-yl]acetic acid 、 阿托莫西汀杂质10 在 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 [4-methyl-2-[1-[2-[methyl-[(3R)-3-phenoxy-3-phenylpropyl]amino]-2-oxoethyl]-5-phenylpyrazol-3-yl]phenyl] 3-(trifluoromethyl)benzenesulfonate
  参考文献：
  名称：

  Proteasome Inhibitors with Pyrazole Scaffolds from Structure-Based Virtual Screening

  摘要：

  We performed a virtual screen of similar to 340 000 small molecules against the active site of proteasomes followed by in vitro assays and subsequent optimization, yielding a proteasome inhibitor with pyrazole scaffold. The pyrazole-scaffold compound displayed excellent metabolic stability and was highly effective in suppressing solid tumor growth in vivo. Furthermore, the effectiveness of this compound was not negatively impacted by resistance to bortezomib or carfilzomib.

  DOI：

  10.1021/jm501344n

文献信息

• [EN] PROCESS FOR PREPARING ATOMOXETINE HYDROCHLORIDE<br/>[FR] PROCÉDÉ DE PRÉPARATION DE CHLORHYDRATE D'ATOMOXÉTINE
  申请人：CADILA HEALTHCARE LTD

  公开号：WO2008062473A1

  公开（公告）日：2008-05-29

  [EN] The present invention relates to the process for preparing Atomoxetine hydrochloride which is a selective norepinephrine reuptake inhibitor. Atomoxetine HCl is chemically known as (-)-iV-Methyl-3-phenyl-3-(o-tolyloxy)-propylamine hydrochloride and represented by formula (I). More particularly, the invention relates to crystalline form of N-methyl-3-phenyl-3-(o- tolyloxy) propylamine oxalate (here in after referred as "(±) Atomoxetine Oxalate"), which is an useful intermediate for the synthesis of Atomoxetine hydrochloride.
  [FR] La présente invention porte sur le procédé de préparation de chlorhydrate d'atomoxétine qui est un inhibiteur sélectif de réabsorption de norépinéphrine. L'atomoxétine HCl est chimiquement connu comme chlorhydrate de (-)-N-méthyl-3-phényl-3-(o-tolyloxy)-propylamine et représenté par la formule (I). Plus particulièrement, l'invention porte sur une forme cristalline de N-méthyl-3-phényl-3-(o-tolyloxy) propylamine oxalate (dans ce qui suit désigné comme = (±) Atomoxétine Oxalate =), qui est un intermédiaire utile pour la synthèse du chlorhydrate d'atomoxétine.
• Proteasome Inhibitors with Pyrazole Scaffolds from Structure-Based Virtual Screening
  作者：Zachary Miller、Keun-Sik Kim、Do-Min Lee、Vinod Kasam、Si Eun Baek、Kwang Hyun Lee、Yan-Yan Zhang、Lin Ao、Kimberly Carmony、Na-Ra Lee、Shou Zhou、Qingquan Zhao、Yujin Jang、Hyun-Young Jeong、Chang-Guo Zhan、Wooin Lee、Dong-Eun Kim、Kyung Bo Kim

  DOI：10.1021/jm501344n

  日期：2015.2.26

  We performed a virtual screen of similar to 340 000 small molecules against the active site of proteasomes followed by in vitro assays and subsequent optimization, yielding a proteasome inhibitor with pyrazole scaffold. The pyrazole-scaffold compound displayed excellent metabolic stability and was highly effective in suppressing solid tumor growth in vivo. Furthermore, the effectiveness of this compound was not negatively impacted by resistance to bortezomib or carfilzomib.