8-chloro-11-[1-(2-hydroxy-1-phenylethylcarbonyl)-4-piperidylidene]-6,11-dihydro-5H-benzo[5,6]-cyclohepta-[1,2-b]pyridine | 169250-67-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并环庚烷吡啶
• 英文名称: 8-chloro-11-[1-(2-hydroxy-1-phenylethylcarbonyl)-4-piperidylidene]-6,11-dihydro-5H-benzo[5,6]-cyclohepta-[1,2-b]pyridine
• 英文别名: 1-[4-(13-chloro-4-azatricyclo[9.4.0.03,8]pentadeca-1(11),3(8),4,6,12,14-hexaen-2-ylidene)piperidin-1-yl]-3-hydroxy-2-phenylpropan-1-one
• CAS: 169250-67-3
• 化学式: C₂₈H₂₇ClN₂O₂
• 分子量: 458.988
• InChiKey: KHYZXKXACKOBDP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  33
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  53.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  8-chloro-11-[1-(2-hydroxy-1-phenylethylcarbonyl)-4-piperidylidene]-6,11-dihydro-5H-benzo[5,6]-cyclohepta-[1,2-b]pyridine 在 吡啶 作用下， 反应 41.0h， 生成 8-CHLORO-11-[1-(2-ACETYLMERCAPTO-1-PHENYLETHYL-CARBONYL)-4-PIPERIDYLIDENE]-6,11-DIHYDRO-5H-BENZO[5,6]-CYCLOHEPTA[1,2-b]-PYRIDINE
  参考文献：
  名称：

  Discovery of novel nonpeptide tricyclic inhibitors of ras farnesyl protein transferase

  摘要：

  A comprehensive structure-activity relationship (SAR) study of novel tricyclic amides has been undertaken. The discovery of compounds that are potent FPT inhibitors in the nanomolar range has been achieved. These compounds are nonpeptidic and do not contain sulfhydryl groups. They selectively inhibit farnesyl protein transferase (FPT) and not geranylgeranyl protein transferase-1 (GGPT-1). They also inhibit H-Ras processing in Cos monkey kidney cells. Copyright (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(96)00206-4
• 作为产物：
  描述：

  DL-托品酸 、 地氯雷他定 在 N-甲基吗啉 、 1-羟基苯并三唑 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以97%的产率得到8-chloro-11-[1-(2-hydroxy-1-phenylethylcarbonyl)-4-piperidylidene]-6,11-dihydro-5H-benzo[5,6]-cyclohepta-[1,2-b]pyridine
  参考文献：
  名称：

  Discovery of novel nonpeptide tricyclic inhibitors of ras farnesyl protein transferase

  摘要：

  A comprehensive structure-activity relationship (SAR) study of novel tricyclic amides has been undertaken. The discovery of compounds that are potent FPT inhibitors in the nanomolar range has been achieved. These compounds are nonpeptidic and do not contain sulfhydryl groups. They selectively inhibit farnesyl protein transferase (FPT) and not geranylgeranyl protein transferase-1 (GGPT-1). They also inhibit H-Ras processing in Cos monkey kidney cells. Copyright (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0968-0896(96)00206-4

文献信息

• Tricyclic amide and urea compounds useful for inhibition of G-protein
  申请人：Schering Corporation

  公开号：US05700806A1

  公开（公告）日：1997-12-23

  Novel compounds of Formula (7.0a), (7.0b) or (7.0c): ##STR1## are disclosed. Also disclosed is a method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells. The method comprises administering a compound of the formula (7.0a), (7.0b) or (7.0c) to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammal such as a human being.

  本发明公开了公式（7.0a）、（7.0b）或（7.0c）的新化合物：##STR1##。同时还公开了一种抑制Ras功能并因此抑制细胞异常生长的方法。该方法包括向生物系统中注射公式（7.0a）、（7.0b）或（7.0c）的化合物。特别地，该方法抑制哺乳动物（如人类）中细胞的异常生长。
• Tricyclic amide and urea compounds useful for inhibition of G-protein function and for treatment of proliferative diseases
  申请人：Schering Corporation

  公开号：US06242458B1

  公开（公告）日：2001-06-05

  A method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells is disclosed. The method comprises the administration of a compound of Formula 1.0: to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammal such as a human being. Novel compounds of the formulas 5.1 and 5.2 are disclosed.

  本发明公开了一种抑制Ras功能并因此抑制细胞异常生长的方法。该方法包括将公式1.0的化合物注入生物系统中。特别是，该方法抑制哺乳动物（例如人类）中细胞的异常生长。还公开了公式5.1和5.2的新化合物。
• Tricylic amide and urea compounds useful for inhibition of G-protein function and for treatment of proliferative diseases
  申请人：SCHERING CORPORATION

  公开号：EP1123931A1

  公开（公告）日：2001-08-16

  A method of inhibiting Ras function and therefore inhibiting the abnormal growth of cells is disclosed. The method comprises the administration of a compound of formula (1.0) to a biological system. In particular, the method inhibits the abnormal growth of cells in a mammal such as a human being. Novel compounds of formulae (5.0, 5.1, 5.2, 5.3, 5.3A and 5.3B) are disclosed. Also disclosed are process for making the 3-substituted compound of formulae (5.0, 5.1, 5.2 and 5.3). Further disclosed are novel compounds which are intermediates in the process for making 3-substituted compounds of formulae (5.0, 5.1, 5.2 and 5.3).

  本发明公开了一种抑制 Ras 功能从而抑制细胞异常生长的方法。该方法包括向生物系统施用式（1.0）化合物。特别是，该方法可抑制哺乳动物如人体内细胞的异常生长。本发明公开了式(5.0、5.1、5.2、5.3、5.3A 和 5.3B)的新型化合物。还公开了式 (5.0、5.1、5.2 和 5.3) 的 3-取代基化合物的制造工艺。还公开了作为式（5.0、5.1、5.2 和 5.3）3-取代化合物制造工艺中间体的新型化合物。
• TRICYCLIC AMIDE AND UREA COMPOUNDS USEFUL FOR INHIBITION OF G-PROTEIN FUNCTION AND FOR TREATMENT OF PROLIFERATIVE DISEASES
  申请人：SCHERING CORPORATION

  公开号：EP0723540A1

  公开（公告）日：1996-07-31
• US6242458B1
  申请人：——

  公开号：US6242458B1

  公开（公告）日：2001-06-05