tert-butyl (2S)-2-[(2-methylphenyl)carbamothioyl]pyrrolidine-1-carboxylate | 950192-22-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯烷类
• 英文名称: tert-butyl (2S)-2-[(2-methylphenyl)carbamothioyl]pyrrolidine-1-carboxylate
• CAS: 950192-22-0
• 化学式: C₁₇H₂₄N₂O₂S
• 分子量: 320.456
• InChiKey: LUEOGUZPTMBXBS-AWEZNQCLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  73.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  tert-butyl (2S)-2-[(2-methylphenyl)carbamothioyl]pyrrolidine-1-carboxylate 在 sodium hydroxide 、 potassium hexacyanoferrate(III) 作用下， 以 水 为溶剂， 生成 (S)-tert-butyl 2-(4-methylbenzo[d]thiazol-2-yl)pyrrolidine-1-carboxylate
  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：

  BOC-(S)-proline-2-methylanilide 在 劳森试剂 作用下， 以 甲苯 为溶剂， 生成 tert-butyl (2S)-2-[(2-methylphenyl)carbamothioyl]pyrrolidine-1-carboxylate
  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

• IAP INHIBITORS
  申请人：Koehler Michael F.T.

  公开号：US20090221630A1

  公开（公告）日：2009-09-03

  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 Q, X 1 , X 2 , Y, Z 1 , Z 2 , Z 3 , Z 4 , R 1 , R 2 , R 3 , R 3 , R4, R 4 , R 5 , R 6 , R 6′ and n are as described herein.

  该发明提供了新型的IAP抑制剂，用作治疗恶性肿瘤的治疗剂，其中化合物具有通式（I）：其中Q，X1，X2，Y，Z1，Z2，Z3，Z4，R1，R2，R3，R3，R4，R4，R5，R6，R6'和n如本文所述。
• INHIBITORS OF IAP
  申请人：Flygare John A.

  公开号：US20110077265A1

  公开（公告）日：2011-03-31

  The invention provides novel inhibitors of IAP that are useful as therapeutic agents for treating malignancies where the compounds having the general formula U1-M-U2 wherein M is a linking group covalently joining R2, R3, R4 or R5 of U1 to an R2, R3, R4 or R5 group of U2; U1 and U2 have the general formula (I) and G, X1, X2, R2, R3, R3′, R4, R4′ and R5, are as described herein.

  本发明提供了IAP的新型抑制剂，可用作治疗恶性肿瘤的治疗剂，其中化合物具有一般式U1-M-U2，其中M是连接U1的R2、R3、R4或R5与U2的R2、R3、R4或R5基团的连接基团；U1和U2具有一般式（I），G、X1、X2、R2、R3、R3'、R4、R4'和R5如本文所述。
• US8247557B2
  申请人：——

  公开号：US8247557B2

  公开（公告）日：2012-08-21
• US8907092B2
  申请人：——

  公开号：US8907092B2

  公开（公告）日：2014-12-09
• [EN] INHIBITORS OF IAP<br/>[FR] INHIBITEURS IAP (INHIBITEURS DE L'APOPTOSE)
  申请人：GENENTECH INC

  公开号：WO2007106192A2

  公开（公告）日：2007-09-20

  [EN] 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 Q, X₁, X₂, Y, Z₁, Z₂, Z₃, Z₄, R₁, R₂, R₃, R_3', R4, R_4', R₅, R₆, R_6' and n are as described herein.
  [FR] La présente invention concerne de nouveaux inhibiteurs de type IAP qui sont utiles en tant qu'agents thérapeutiques pour traiter des tumeurs, les composés répondant à la formule générale (I): où Q, X₁, X₂, Y, Z₁, Z₂, Z₃, Z₄, R₁, R₂, R₃, R_3', R4, R_4', R₅, R₆, R_6' et n sont tels que définis dans le présent document.