4-(4-fluoronaphthalen-1-yl)-2-[(2S)-pyrrolidin-2-yl]-1,3-thiazole | 894790-05-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 4-(4-fluoronaphthalen-1-yl)-2-[(2S)-pyrrolidin-2-yl]-1,3-thiazole
• CAS: 894790-05-7
• 化学式: C₁₇H₁₅FN₂S
• 分子量: 298.384
• InChiKey: ZXIPEBCYRXOSOS-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  53.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (S)-2-((S)-2-((叔丁氧基羰基)(甲基)氨基)丙酰胺基)-2-环己基乙酸 、 4-(4-fluoronaphthalen-1-yl)-2-[(2S)-pyrrolidin-2-yl]-1,3-thiazole 在 N-羟基-7-氮杂苯并三氮唑 、 N,N'-二异丙基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成
  参考文献：
  名称：

  Antagonists of inhibitor of apoptosis proteins based on thiazole amide isosteres

  摘要：

  A series of IAP antagonists based on thiazole or benzothiazole amide isosteres was designed and synthesized. These compounds were tested for binding to the XIAP-BIR3 and ML-IAP BIR using a fluorescence polarization assay. The most potent of these compounds, 19a and 33b, were found to have K(i)'s of 20-30 nM against ML-IAP and 50-60 nM against XIAP-BIR3.

  DOI：

  10.1016/j.bmcl.2010.02.021
• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 4-(4-fluoronaphthalen-1-yl)-2-[(2S)-pyrrolidin-2-yl]-1,3-thiazole
  参考文献：
  名称：

  Antagonists of inhibitor of apoptosis proteins based on thiazole amide isosteres

  摘要：

  A series of IAP antagonists based on thiazole or benzothiazole amide isosteres was designed and synthesized. These compounds were tested for binding to the XIAP-BIR3 and ML-IAP BIR using a fluorescence polarization assay. The most potent of these compounds, 19a and 33b, were found to have K(i)'s of 20-30 nM against ML-IAP and 50-60 nM against XIAP-BIR3.

  DOI：

  10.1016/j.bmcl.2010.02.021

文献信息

• PYRROLIDINE INHIBITORS OF IAP
  申请人：Cohen Frederick

  公开号：US20090318409A1

  公开（公告）日：2009-12-24

  The invention provides novel inhibitors of IAP that are useful as therapeutic agents for treating malignancies where the compounds have the general formula I: wherein A, Q, X 1 , X 2 , Y, R 1 , R 2 , R 3 , R 4 , R 4 ′, R 5 , R 6 and R 6 ′ are as described herein.

  该发明提供了一种新型的IAP抑制剂，可用作治疗恶性肿瘤的治疗剂，其中化合物具有一般式I：其中A、Q、X1、X2、Y、R1、R2、R3、R4、R4'、R5、R6和R6'如本文所述。
• WO2006/69063
  申请人：——

  公开号：——

  公开（公告）日：——
• US9040706B2
  申请人：——

  公开号：US9040706B2

  公开（公告）日：2015-05-26
• [EN] HETEROCYCLIC COMPOUND<br/>[FR] COMPOSÉ HÉTÉROCYCLIQUE<br/>[JA] 複素環化合物
  申请人：JAPAN HEALTH SCIENCES FOUND

  公开号：WO2018066545A1

  公开（公告）日：2018-04-12

  標的とする細胞内タンパク質を特異的に分解することができ、標的タンパクが関与する疾患の予防又は治療に有効な薬物を提供する。特定のＩＡＰリガンドと、標的となる細胞内タンパク質に特異的に結合するリガンドを、リンカーを介して結合させたＳＮＩＰＥＲ化合物。
• Antagonists of inhibitor of apoptosis proteins based on thiazole amide isosteres
  作者：Frederick Cohen、Michael F.T. Koehler、Philippe Bergeron、Linda O. Elliott、John A. Flygare、Matthew C. Franklin、Lewis Gazzard、Stephen F. Keteltas、Kevin Lau、Cuong Q. Ly、Vickie Tsui、Wayne J. Fairbrother

  DOI：10.1016/j.bmcl.2010.02.021

  日期：2010.4

  A series of IAP antagonists based on thiazole or benzothiazole amide isosteres was designed and synthesized. These compounds were tested for binding to the XIAP-BIR3 and ML-IAP BIR using a fluorescence polarization assay. The most potent of these compounds, 19a and 33b, were found to have K(i)'s of 20-30 nM against ML-IAP and 50-60 nM against XIAP-BIR3.