5-hydroxy-3-amino-1-[S]-(chloromethyl)-1,2-dihydro-3H-benz(e)indole | 738577-95-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 5-hydroxy-3-amino-1-[S]-(chloromethyl)-1,2-dihydro-3H-benz(e)indole
• 英文别名: (1S)-3-amino-1-(chloromethyl)-1,2-dihydrobenzo[e]indol-5-ol
• CAS: 738577-95-2
• 化学式: C₁₃H₁₃ClN₂O
• 分子量: 248.712
• InChiKey: ZQGGHDMYAHTPMP-MRVPVSSYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  49.5
• 氢给体数：
  2
• 氢受体数：
  3

文献信息

• CC-1065 analog synthesis
  申请人：IMMUNOGEN INC.

  公开号：US20030195365A1

  公开（公告）日：2003-10-16

  Improved synthesis of seco(−)CBI (5-hydroxy-3-amino-1-[S]-(chloromethyl)-1,2-dihydro-3H-benz(e)indole): 1 and improved syntheses therefrom of a wide variety of CC-1065 analogs that comprise a cyclopropabenzidole (CBI) alkylating moiety, and which are collectively DC1 and its derivatives, for the synthesis of cell-targeted therapeutic agents.

  改进的合成seco(−)CBI (5-羟基-3-氨基-1-［S］-（氯甲基）-1,2-二氢-3H-苯并[e]吲哚）：1和改进的从中合成广泛的CC-1065类似物，包括环丙基苯并吲哚（CBI）烷基化基团，它们共同构成DC1及其衍生物，用于合成针对细胞的治疗剂。
• PRODRUGS OF CC-A1065 ANALOGS
  申请人：Zhao Robert

  公开号：US20090028821A1

  公开（公告）日：2009-01-29

  The present invention provides prodrugs of analogs of the anti-tumor antibiotic CC-1065 having a cleavable protective group containing a sulfonic acid containing phenyl carbamate, in which the protecting group confers enhanced water solubility upon the prodrug, and in which the prodrug also has a moiety, such as a sulfide or a disulfide, that can conjugate to a cell binding reagent such as an antibody, and for the therapeutic use of such prodrug and conjugates, and for processes for preparing such prodrugs and conjugates.

  本发明提供了抗肿瘤抗生素CC-1065的类似物前药物，其具有可切割的保护基，其中包含含苯基氨基甲酸磺酸，保护基使前药物具有增强的水溶性，并且前药物还具有一种基团，例如硫醚或二硫化物，可以与细胞结合试剂（如抗体）结合，以及使用这种前药物和结合物进行治疗的方法，以及制备这种前药物和结合物的过程。
• PRODRUGS OF CC-1065 ANALOGS
  申请人：ZHAO Robert

  公开号：US20110280890A1

  公开（公告）日：2011-11-17

  The present invention provides prodrugs of analogs of the anti-tumor antibiotic CC-1065 having a cleavable protective group containing a sulfonic acid containing phenyl carbamate, in which the protecting group confers enhanced water solubility upon the prodrug, and in which the prodrug also has a moiety, such as a sulfide or a disulfide, that can conjugate to a cell binding reagent such as an antibody, and for the therapeutic use of such prodrug and conjugates, and for processes for preparing such prodrugs and conjugates.

  本发明提供了CC-1065抗肿瘤抗生素类似物的前药，其中包含一种可剪除的保护基，该保护基含有含磺酸基的苯基氨基甲酸酯，该保护基赋予前药增强的水溶性，并且该前药还具有一种基团，例如硫醚或二硫醚，可以与细胞结合试剂（例如抗体）结合，并用于这种前药和结合物的治疗用途，以及制备这种前药和结合物的过程。
• Conjugated prodrugs of cc-1065 analogs
  申请人：ImmunoGen, Inc.

  公开号：EP2238988A1

  公开（公告）日：2010-10-13

  Prodrugs of analogs of the anti-tumor antibiotic CC-1065 having a cleavable protective group such as a piperazino carbamate, a 4-piperidino-piperidino carbamate or a phosphate, in which the protecting group confers enhanced water solubility and stability upon the prodrug, and in which the prodrug also has a moiety, such as a disulfide, that can conjugate to a cell binding reagent such as an antibody. The therapeutic use of such prodrug conjugates is also described; such prodrugs of cytotoxic agents have therapeutic use because they can deliver cytotoxic prodrugs to a specific cell population for enzymatic conversion to cytoxic drugs in a targeted fashion.

  抗肿瘤抗生素CC-1065类似物的原药具有可裂解的保护基团，如哌嗪氨基甲酸酯、4-哌啶氨基甲酸酯或磷酸酯，其中保护基团赋予原药更高的水溶性和稳定性，原药还具有可与细胞结合试剂（如抗体）共轭的分子，如二硫化物。此外，还介绍了这类原药共轭物的治疗用途；这类细胞毒性药物原药具有治疗用途，因为它们可以将细胞毒性原药以靶向方式输送到特定的细胞群中，使其在酶的作用下转化为细胞毒性药物。
• IMPROVED PRODRUGS OF CC-1065 ANALOGS
  申请人：Immunogen, Inc.

  公开号：EP1492526A2

  公开（公告）日：2005-01-05