4-(4-methylpiperazine-1-carbonyl)benzoylazide | 1417164-78-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(4-methylpiperazine-1-carbonyl)benzoylazide
• 英文别名: 4-(4-Methylpiperazine-1-carbonyl)benzoyl azide
• CAS: 1417164-78-3
• 化学式: C₁₃H₁₅N₅O₂
• 分子量: 273.294
• InChiKey: PKMFHLOMZJNXSA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  20
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  4-(4-methylpiperazine-1-carbonyl)benzoylazide 以 甲苯 为溶剂， 反应 1.0h， 生成 4-(4-methylpiperazin-1-ylcarbonyl)phenylisocyanate
  参考文献：
  名称：

  具有4-甲基哌嗪基羰基部分的二芳基脲衍生物的合成和细胞毒活性

  摘要：

  通过异氰酸酯与芳基胺的反应合成了11个带有N-甲基哌嗪基部分的二芳基脲衍生物（1a-1k）。1a–1k的结构通过1 H-NMR和MS表征。通过MTT方法评估了1a-1k的细胞毒性活性对人肺腺癌上皮细胞系A549和人前列腺癌细胞系PC3的影响。化合物1d和1k显示出强大的细胞毒活性。结果表明，活性与另一个苯环上的取代基有很大关系。

  DOI：

  10.1007/s00044-012-0398-y
• 作为产物：
  描述：

  对苯二甲酸单甲酯 在 氯化亚砜 、 草酰氯 、 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 10.0h， 生成 4-(4-methylpiperazine-1-carbonyl)benzoylazide
  参考文献：
  名称：

  具有4-甲基哌嗪基羰基部分的二芳基脲衍生物的合成和细胞毒活性

  摘要：

  通过异氰酸酯与芳基胺的反应合成了11个带有N-甲基哌嗪基部分的二芳基脲衍生物（1a-1k）。1a–1k的结构通过1 H-NMR和MS表征。通过MTT方法评估了1a-1k的细胞毒性活性对人肺腺癌上皮细胞系A549和人前列腺癌细胞系PC3的影响。化合物1d和1k显示出强大的细胞毒活性。结果表明，活性与另一个苯环上的取代基有很大关系。

  DOI：

  10.1007/s00044-012-0398-y

文献信息

• PYRROLO[2,1-F][1,2,4]TRIAZINE COMPOUND, AND PREPARATION METHOD AND APPLICATION THEREOF
  申请人：Shanghai Institute of Materia Medica, Chinese Academy of Sciences

  公开号：US20150141644A1

  公开（公告）日：2015-05-21

  The present invention relates to a pyrrolo[2,1-f][1,2,4]triazine compound, an isomer thereof or a pharmaceutically acceptable salt, ester or hydrate thereof, and a preparation method and application thereof. The pyrrolo[2,1-f][1,2,4]triazine compound has a structure expressed in general formula (I). The pyrrolo[2,1-f][1,2,4]triazine compound expressed in general formula (I) can inhibit a phosphatidylinositol-3 kinase (PI3K) signal pathway, thereby being used to prepare medicine for treating phosphatidylinositol-3 kinase related diseases such as cancer.

  本发明涉及一种吡咯并[2,1-f][1,2,4]三嗪化合物，其异构体或药学上可接受的盐、酯或水合物，以及其制备方法和应用。吡咯并[2,1-f][1,2,4]三嗪化合物具有一般式(I)表示的结构。一般式(I)表示的吡咯并[2,1-f][1,2,4]三嗪化合物可以抑制磷脂酰肌醇-3激酶（PI3K）信号通路，因此可用于制备用于治疗磷脂酰肌醇-3激酶相关疾病如癌症的药物。
• Pyrrolo[2,1-f][1,2,4]triazine compound, and preparation method and application thereof
  申请人：Shanghai Institute of Materia Medica, Chinese Academy of Sciences

  公开号：US09447101B2

  公开（公告）日：2016-09-20

  The present invention relates to a pyrrolo[2,1-f][1,2,4]triazine compound, an isomer thereof or a pharmaceutically acceptable salt, ester or hydrate thereof, and a preparation method and application thereof. The pyrrolo[2,1-f][1,2,4]triazine compound has a structure expressed in general formula (I). The pyrrolo[2,1-f][1,2,4]triazine compound expressed in general formula (I) can inhibit a phosphatidylinositol-3 kinase (PI3K) signal pathway, thereby being used to prepare medicine for treating phosphatidylinositol-3 kinase related diseases such as cancer.

  本发明涉及一种吡咯并[2,1-f][1,2,4]三嗪化合物、其异构体或其药学上可接受的盐、酯或水合物，以及其制备方法和应用。该吡咯并[2,1-f][1,2,4]三嗪化合物具有通式(I)所表示的结构。通式(I)所表示的吡咯并[2,1-f][1,2,4]三嗪化合物能够抑制磷脂酰肌醇-3激酶（PI3K）信号通路，因此可用于制备治疗磷脂酰肌醇-3激酶相关疾病如癌症的药物。
• Combination of 4-anilinoquinazoline, arylurea and tertiary amine moiety to discover novel anticancer agents
  作者：Sai-Jie Zuo、Sai Zhang、Shuai Mao、Xiao-Xiao Xie、Xue Xiao、Min-Hnag Xin、Wei Xuan、Yuan-Yuan He、Yong-Xiao Cao、San-Qi Zhang

  DOI：10.1016/j.bmc.2015.12.001

  日期：2016.1

  In present study, 4-anilinoquinazolines scaffold, arylurea and tertiary amine moiety were combined to design, synthesize gefitinib analogs and discover novel anticancer agents. A series of 4-anilinoquinazoline derivatives (1, 2, 3 and 4) bearing arylurea and tertiary amine moiety at its 6-position were synthesized. Their antiproliferative activities in vitro were evaluated via MTT assay against A431 cell and A549 cell. The SAR of the title compounds was discussed. The compounds 2d, 2i and 2j with potent antiproliferative activities were evaluated their inhibitory activity against EGFR-TK. Compound 2j displayed potent inhibitory activity against EGFR-TK. In addition, compound 2j, at 50 mg/kg, can completely inhibit cancer growth in established nude mouse A549 xenograft model in vivo. These results suggest that the 4-anilinoquinazoline derivatives bearing diarylurea and tertiary amino moiety at its 6-position can serve as anticancer agents and EGFR inhibitors. (C) 2015 Elsevier Ltd. All rights reserved.
• PYRROLO[2,1-F[1,2,4]TRIAZINE COMPOUNDS, PREPARATION METHODS AND APPLICATIONS THEREOF
  申请人：Shanghai Institute of Materia Medica, Chinese Academy of Sciences

  公开号：US20170000800A1

  公开（公告）日：2017-01-05

  The present invention relates to a pyrrolo[2,1-f][1,2,4]triazine compound, an isomer thereof or a pharmaceutically acceptable salt, ester or hydrate thereof, and a preparation method and application thereof. The pyrrolo[2,1-f][1,2,4]triazine compound has a structure expressed in general formula (I). The pyrrolo[2,1-f][1,2,4]triazine compound expressed in general formula (I) can inhibit a phosphatidylinositol-3 kinase (PI3K) signal pathway, thereby being used to prepare medicine for treating phosphatidylinositol-3 kinase related diseases such as cancer.
• US9447101B2
  申请人：——

  公开号：US9447101B2

  公开（公告）日：2016-09-20