(2S)-2-[(tert-butoxycarbonyl)amino]-2-cyclohexylethyl methanesulfonate | 864765-32-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: (2S)-2-[(tert-butoxycarbonyl)amino]-2-cyclohexylethyl methanesulfonate
• 英文别名: [(2S)-2-cyclohexyl-2-[(2-methylpropan-2-yl)oxycarbonylamino]ethyl] methanesulfonate
• CAS: 864765-32-2
• 化学式: C₁₄H₂₇NO₅S
• 分子量: 321.438
• InChiKey: JYFPGOGYHPULLS-GFCCVEGCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  90.1
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (2S)-2-[(tert-butoxycarbonyl)amino]-2-cyclohexylethyl methanesulfonate 在 盐酸 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 为溶剂， 反应 11.25h， 生成 2-[(4S)-7-(3-chlorophenyl)-1-oxo-1,2,3,4-tetrahydropyrrolo[1,2-a]pyrazin-4-yl]-N-{(1S)-1-cyclohexyl-2-[4-(dimethylamino)piperidin-1-yl]ethyl}acetamide
  参考文献：
  名称：

  Discovery and optimization of pyrrolo[1,2-a]pyrazinones leads to novel and selective inhibitors of PIM kinases

  摘要：

  A novel series of PIM inhibitors was derived from a combined effort in natural product-inspired library generation and screening. The novel pyrrolo[1,2-a]pyrazinones initial hits are inhibitors of PIM isoforms with IC50 values in the low micromolar range. The application of a rational optimization strategy, guided by the determination of the crystal structure of the complex in the kinase domain of PIM1 with compound 1, led to the discovery of compound 15a, which is a potent PIM kinases inhibitor exhibiting excellent selectivity against a large panel of kinases, representative of each family. The synthesis, structure-activity relationship studies, and pharmacokinetic data of compounds from this inhibitor class are presented herein. Furthermore, the cellular activities including inhibition of cell growth and modulation of downstream targets are also described. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.09.054
• 作为产物：
  描述：

  N-BOC-L-环己基甘氨酸 、 甲基磺酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 (2S)-2-[(tert-butoxycarbonyl)amino]-2-cyclohexylethyl methanesulfonate
  参考文献：
  名称：

  [EN] CYCLOBUTENEDIONE GROUPS-CONTAINING COMPOUNDS AS INHIBITORS OF HEPATITIS C VIRUS NS3 SERINE PROTEASE
  [FR] GROUPES CYCLOBUTENEDIONE CONTENANT DES COMPOSES SERVANT D'INHIBITEURS A LA SERINE PROTEASE NS3 DU VIRUS DE L'HEPATITE C

  摘要：

  本发明公开了具有HCV蛋白酶抑制活性的新化合物，以及制备这种化合物的方法。在另一实施方式中，本发明公开了包含这种化合物的药物组合物，以及使用它们治疗与HCV蛋白酶相关的疾病的方法。

  公开号：

  WO2005085197A1

文献信息

• [EN] CYCLOBUTENEDIONE GROUPS-CONTAINING COMPOUNDS AS INHIBITORS OF HEPATITIS C VIRUS NS3 SERINE PROTEASE<br/>[FR] GROUPES CYCLOBUTENEDIONE CONTENANT DES COMPOSES SERVANT D'INHIBITEURS A LA SERINE PROTEASE NS3 DU VIRUS DE L'HEPATITE C
  申请人：SCHERING CORP

  公开号：WO2005085197A1

  公开（公告）日：2005-09-15

  The present invention discloses novel compounds which have HCV protease inhibitory activity as well as methods for preparing such compounds. In another embodiment, the invention discloses pharmaceutical compositions comprising such compounds as well as methods of using them to treat disorders associated with the HCV protease.

  本发明公开了具有HCV蛋白酶抑制活性的新化合物，以及制备这种化合物的方法。在另一实施方式中，本发明公开了包含这种化合物的药物组合物，以及使用它们治疗与HCV蛋白酶相关的疾病的方法。
• 7-azaindol-3-ylacrylamides active as kinase inhibitors
  申请人：NERVIANO MEDICAL SCIENCES S.r.l.

  公开号：EP2070928A1

  公开（公告）日：2009-06-17

  Compounds represented by Formula (I) wherein R1 and R2 are as defined in the specification, compositions thereof, and methods of use thereof.

  由式(I)表示的化合物，其中R1和R2如规范中定义，以及它们的组合物和使用方法。
• SMAC MIMETIC DIMERS AND TRIMERS USEFUL AS ANTI-CANCER AGENTS
  申请人：HANSON Gunnar

  公开号：US20090104151A1

  公开（公告）日：2009-04-23

  The invention provides small molecule mimics of the Smac peptide that are dimer-like or trimer-like compounds having two or three amide-containing domains connected by a linker. These compounds are useful to promote apoptosis. The invention includes pharmaceutical compositions comprising such compounds and methods to use them to treat conditions including cancer and autoimmune disorders.

  本发明提供了Smac肽的小分子模拟物，这些模拟物是二聚体或三聚体化合物，具有由连接剂连接的两个或三个含酰胺的结构域。这些化合物对促进细胞凋亡很有用。本发明还包括包含这些化合物的药物组成物和使用它们治疗包括癌症和自身免疫性疾病在内的疾病的方法。
• Smac mimetic dimers and trimers useful as anti-cancer agents
  申请人：Joyant Pharmaceuticals, Inc.

  公开号：US20140127155A1

  公开（公告）日：2014-05-08

  The invention provides small molecule mimics of the Smac peptide that are dimer-like or trimer-like compounds having two or three amide-containing domains connected by a linker. These compounds are useful to promote apoptosis. The invention includes pharmaceutical compositions comprising such compounds and methods to use them to treat conditions including cancer and autoimmune disorders.

  这项发明提供了Smac肽的小分子类似物，它们是二聚体或三聚体化合物，具有由连接剂连接的两个或三个含酰胺的结构域。这些化合物有助于促进细胞凋亡。该发明包括包含这些化合物的药物组合物和使用它们治疗癌症和自身免疫性疾病等病症的方法。
• WO2008/128121
  申请人：——

  公开号：——

  公开（公告）日：——