(S)-tert-butyl 3-methyl-4-(4-phenylphthalazin-1-yl)piperazine-1-carboxylate | 1228022-31-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪类
• 英文名称: (S)-tert-butyl 3-methyl-4-(4-phenylphthalazin-1-yl)piperazine-1-carboxylate
• 英文别名: tert-butyl (3S)-3-methyl-4-(4-phenylphthalazin-1-yl)piperazine-1-carboxylate
• CAS: 1228022-31-8
• 化学式: C₂₄H₂₈N₄O₂
• 分子量: 404.512
• InChiKey: BHUWKVYQAFWZAH-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  30
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  58.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (S)-tert-butyl 3-methyl-4-(4-phenylphthalazin-1-yl)piperazine-1-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以100%的产率得到(S)-1-(2-methylpiperazin-1-yl)-4-phenylphthalazine
  参考文献：
  名称：

  Design of 1-piperazinyl-4-arylphthalazines as potent Smoothened antagonists

  摘要：

  The Hedgehog (Hh) signaling pathway regulates cell proliferation and differentiation in developing tissues, and abnormal activation of the Hh pathway has been linked to several tumor subsets. As a transducer of Hh signaling, the GPCR-like protein Smoothened (Smo) is a promising target for disruption of unregulated Hh signaling. A series of 1-amino-4-arylphthalazines was developed as potent and orally bioavailable inhibitors of Smo. A representative compound from this class demonstrated significant tumor volume reduction in a mouse medulloblastoma model. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.110
• 作为产物：
  描述：

  (S)-tert-butyl 4-(4-chlorophthalazin-1-yl)-3-methylpiperazine-1-carboxylate 、 苯硼酸 在 四(三苯基膦)钯 、 sodium carbonate 作用下， 以 水 、 甲苯 为溶剂， 生成 (S)-tert-butyl 3-methyl-4-(4-phenylphthalazin-1-yl)piperazine-1-carboxylate
  参考文献：
  名称：

  Design of 1-piperazinyl-4-arylphthalazines as potent Smoothened antagonists

  摘要：

  The Hedgehog (Hh) signaling pathway regulates cell proliferation and differentiation in developing tissues, and abnormal activation of the Hh pathway has been linked to several tumor subsets. As a transducer of Hh signaling, the GPCR-like protein Smoothened (Smo) is a promising target for disruption of unregulated Hh signaling. A series of 1-amino-4-arylphthalazines was developed as potent and orally bioavailable inhibitors of Smo. A representative compound from this class demonstrated significant tumor volume reduction in a mouse medulloblastoma model. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.04.110

文献信息

• DISUBSTITUTED PHTHALAZINE HEDGEHOG PATHWAY ANTAGONISTS
  申请人：Bastian Jolie Anne

  公开号：US20110190304A1

  公开（公告）日：2011-08-04

  The present invention provides novel 1,4-disubstituted phthalazine hedgehog pathway antagonists useful in the treatment of cancer.

  本发明提供了一种新型的1,4-二取代邻苯二酮刺猬途径拮抗剂，可用于治疗癌症。
• US8404687B2
  申请人：——

  公开号：US8404687B2

  公开（公告）日：2013-03-26
• [EN] DISUBSTITUTED PHTHALAZINE HEDGEHOG PATHWAY ANTAGONISTS<br/>[FR] ANTAGONISTES PHTALAZINE DISUBSTITUÉE DE LA VOIE DE SIGNALISATION HEDGEHOG
  申请人：LILLY CO ELI

  公开号：WO2010062507A1

  公开（公告）日：2010-06-03

  The present invention provides novel 1,4-disubstituted phthalazine hedgehog pathway antagonists useful in the treatment of cancer.