Methyl 4-acetamido-3-methoxybenzoate | 1269834-09-4

• 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: Methyl 4-acetamido-3-methoxybenzoate
• 英文别名: methyl 4-acetamido-3-methoxybenzoate
• CAS: 1269834-09-4
• 化学式: C₁₁H₁₃NO₄
• 分子量: 223.229
• InChiKey: LTBGGGVKWBRDBG-UHFFFAOYSA-N

物化性质

• 沸点：
  387.1±27.0 °C(Predicted)
• 密度：
  1.210±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  Methyl 4-acetamido-3-methoxybenzoate 在 lithium aluminium tetrahydride 、 草酰氯 作用下， 以 四氢呋喃 、 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 12.0h， 生成 N-(4-formyl-2-methoxyphenyl)acetamide
  参考文献：
  名称：

  Synthesis and preliminary evaluation of curcumin analogues as cytotoxic agents

  摘要：

  A series of curcumin analogues with different substituents at the 4-position of the phenyl group were synthesized and screened for in vitro cytotoxicity against a panel of human cancer cell lines. Several novel curcumin analogues, especially 32 and 34, exhibited selective and potent cytotoxic activity against human epidermoid carcinoma cell line A-431 and human glioblastoma cell line U-251, implying their specific potential in the chemoprevention and chemotherapy of skin cancer and glioma. The preliminary SAR information extracted from the results suggested that introduction of appropriate substituents to the 4'-positions could be a promising approach for the development of new cytotoxic curcumin analogues with special selectivity for A-431 and U-251 cell lines. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.12.020
• 作为产物：
  描述：

  3-甲氧基-4-氨基苯甲酸甲酯 、 乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以98%的产率得到Methyl 4-acetamido-3-methoxybenzoate
  参考文献：
  名称：

  Synthesis and preliminary evaluation of curcumin analogues as cytotoxic agents

  摘要：

  A series of curcumin analogues with different substituents at the 4-position of the phenyl group were synthesized and screened for in vitro cytotoxicity against a panel of human cancer cell lines. Several novel curcumin analogues, especially 32 and 34, exhibited selective and potent cytotoxic activity against human epidermoid carcinoma cell line A-431 and human glioblastoma cell line U-251, implying their specific potential in the chemoprevention and chemotherapy of skin cancer and glioma. The preliminary SAR information extracted from the results suggested that introduction of appropriate substituents to the 4'-positions could be a promising approach for the development of new cytotoxic curcumin analogues with special selectivity for A-431 and U-251 cell lines. (C) 2011 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2010.12.020

文献信息

• [EN] SMALL-MOLECULE COMPOUND HAVING SUBSTITUTED PHENYL SPIRO[INDOLINE-3,3'-PYRROLIDINE] STRUCTURE<br/>[FR] COMPOSÉ À PETITES MOLÉCULES AYANT UNE STRUCTURE DE SPIRO[INDOLINE-3,3'-PYRROLIDINE] DE PHÉNYLE SUBSTITUÉE<br/>[ZH] 具有取代苯基螺[吲哚啉-3,3'-吡咯烷]结构的小分子化合物
  申请人：SHANGHAI INST MATERIA MEDICA CAS

  公开号：WO2022218379A1

  公开（公告）日：2022-10-20

  一种具有取代苯基螺[吲哚啉-3,3'-吡咯烷]结构的小分子化合物，结构如通式I所示，各取代基的定义如说明书和权利要求书所述。本发明化合物，能够抑制MDM2-p53、MDMX-p53蛋白蛋白相互作用，作为MDM2-p53、MDMX-p53蛋白蛋白相互作用小分子抑制剂，用于制备预防和/或治疗与MDM2、MDMX相关疾病，尤其是肿瘤的药物。
• Composition and Method for Making Oligo-Benzamide Compounds
  申请人：BOARD OF REGENTS, THE UNIVERSITY OF TEXAS SYSTEM

  公开号：US20140127285A1

  公开（公告）日：2014-05-08

  The present invention includes compound compositions and methods of making compounds that include an oligo-benzamide compound having at least two optionally substituted benzamides.
• US9394241B2
  申请人：——

  公开号：US9394241B2

  公开（公告）日：2016-07-19
• Synthesis and preliminary evaluation of curcumin analogues as cytotoxic agents
  作者：Qin Zhang、Ying Zhong、Lin-Na Yan、Xun Sun、Tao Gong、Zhi-Rong Zhang

  DOI：10.1016/j.bmcl.2010.12.020

  日期：2011.2

  A series of curcumin analogues with different substituents at the 4-position of the phenyl group were synthesized and screened for in vitro cytotoxicity against a panel of human cancer cell lines. Several novel curcumin analogues, especially 32 and 34, exhibited selective and potent cytotoxic activity against human epidermoid carcinoma cell line A-431 and human glioblastoma cell line U-251, implying their specific potential in the chemoprevention and chemotherapy of skin cancer and glioma. The preliminary SAR information extracted from the results suggested that introduction of appropriate substituents to the 4'-positions could be a promising approach for the development of new cytotoxic curcumin analogues with special selectivity for A-431 and U-251 cell lines. (C) 2011 Published by Elsevier Ltd.