3-氨基-4,5-二甲基苯甲酸 | 348165-23-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-氨基-4,5-二甲基苯甲酸
• 英文名称: 3-amino-4,5-dimethylbenzoic acid
• 英文别名: 3-amino-4,5-dimethyl-benzoic Acid
• CAS: 348165-23-1
• 化学式: C₉H₁₁NO₂
• 分子量: 165.192
• InChiKey: LODJOJFWWXEMGD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  63.3
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3,4-二甲基苯甲酸 在 palladium on activated charcoal 硝酸 、 氢气 作用下， 以 甲醇 为溶剂， 反应 20.0h， 以98%的产率得到3-氨基-4,5-二甲基苯甲酸
  参考文献：
  名称：

  An improved synthesis of 5,6-dimethylxanthenone-4-acetic acid (DMXAA)

  摘要：

  5,6-Dimethylxanthenone-4-acetic acid (DMXAA) is a novel anticancer agent with a number of unique activities, and is in clinical trial. The current synthesis of DMXAA involves six steps, beginning with a heterogeneous reaction to form an isonitrosoacetanilide, and gives an overall yield of 11% from 2,3-dimethylaniline. We report an alternative synthesis of the key intermediate 3,4-dimethylanthranilic acid via nitration of 3,4-dimethylbenzoic acid and separation of the key desired isomer by ready crystallisation. This, together with improvements in the rest of the synthesis, provide a shorter and higher-yielding route to DMXAA (22% overall from 3,4-dimethylbenzoic acid). (C) 2002 Editions scientifiques et medicales Elsevier SAS. All rights reserved.

  DOI：

  10.1016/s0223-5234(02)01406-x

文献信息

• N-heterocyclic inhibitors of TNF-alpha expression
  申请人：——

  公开号：US20020065270A1

  公开（公告）日：2002-05-30

  N-heterocyclic compounds that block cytokine production via inhibition of p38 kinase are disclosed. In one embodiment, compounds of the present invention are represented by Formula I: 1 Methods of production, pharmaceutical compositions and methods of treating conditions associated with inappropriate p38 kinase activity or TNF-&agr; expression utilizing compounds of the present invention are also disclosed.

  抑制 p38 激酶从而阻断细胞因子产生的 N-杂环化合物已被披露。在一种实施例中，本发明的化合物由式 I 表示。还披露了利用本发明化合物的生产方法、药物组合物以及治疗与不当 p38 激酶活性或 TNF-α 表达相关的疾病的方法。
• N- heterocyclic inhibitors of TNF-alpha expression
  申请人：——

  公开号：US20020137747A1

  公开（公告）日：2002-09-26

  N-heterocyclic compounds that block cytokine production via inhibition of p38 kinase are disclosed. In one embodiment, compounds of the present invention are represented by Formula I: 1 Methods of production, pharmaceutical compositions and methods of treating conditions associated with inappropriate p38 kinase activity or TNF-&agr; expression utilizing compounds of the present invention are also disclosed.

  揭示了通过抑制p38激酶阻断细胞因子产生的N-杂环化合物。在一种实施例中，本发明的化合物由式I表示。还揭示了利用本发明的化合物生产方法、制药组合物以及治疗与不当p38激酶活性或TNF-α表达相关的疾病的方法。
• 5,6-DIMETHYL XANTHONE-4-ACETIC ACID DERIVATIVES AND METHOD OF PREPARING THE SAME
  申请人：LI Wei

  公开号：US20100099754A1

  公开（公告）日：2010-04-22

  A method of preparation of 5,6-dimethylxanthone-4-acetic acid (DMXAA) and derivatives thereof. The derivatives are represented by formula (I), wherein R represents totally 1 to 2 substitutes at 1, 2, 3, 7, and 8 position selected from a lower alkyl, halogen, CF 3 , CN, NO 2 , NH 2 , CH 2 COOH, OR 2 , OH, NHSO 2 R 2 , SR 2 , CH 2 CONHR 2 or NHR 2 , and R 2 represents a lower alkyl, or a lower alkyl having OH, NH 2 , or OCH 3 . The invention further provides a pharmaceutical composition having such derivatives used as excellent antitumor and antibacterial agents.

  一种制备5,6-二甲基黄酮-4-乙酸（DMXAA）及其衍生物的方法。这些衍生物由式（I）表示，其中R代表在1、2、3、7和8位置中选择的1至2个取代基，包括较低的烷基、卤素、CF3、CN、NO2、NH2、CH2COOH、OR2、OH、NHSO2R2、SR2、CH2CONHR2或NHR2，R2表示较低的烷基，或具有OH、NH2或OCH3的较低的烷基。该发明还提供了一种药物组合物，其中这些衍生物被用作优秀的抗肿瘤和抗菌剂。
• [EN] N-HETEROCYCLIC INHIBITORS OF TNF-ALPHA EXPRESSION<br/>[FR] INHIBITEURS N-HETEROCYCLIQUES DE L'EXPRESSION DE TNF-ALPHA
  申请人：BRISTOL MYERS SQUIBB CO

  公开号：WO2003002542A1

  公开（公告）日：2003-01-09

  N-heterocyclic compounds that block cytokine production via inhibition of p38 kinase are disclosed. In one embodiment, compounds of the present invention are represented by Formula (I). Methods of production, pharmaceutical compositions and methods of treating conditions associated with inappropriate p38 kinase activity or TNF-a expression utilizing compounds of the present invention are also disclosed.

  本发明揭示了一种通过抑制p38激酶来阻止细胞因子产生的N-杂环化合物。在一种实施例中，本发明的化合物由式(I)表示。本发明还揭示了利用本发明的化合物生产方法、制药组合物以及治疗与不适当的p38激酶活性或TNF-a表达相关的疾病的方法。
• [EN] CYTOKINE, ESPECIALLY TNF-ALPHA, INHIBITORS<br/>[FR] INHIBITEURS DE LA CYTOKINE, EN PARTICULIER DE TNF-ALPHA
  申请人：PHARMACOPEIA INC

  公开号：WO2001047897A1

  公开（公告）日：2001-07-05

  N-heterocyclic compounds that block cytokine production via inhibition of p38 kinase are disclosed. In one embodiment, compounds of the present invention are represented by Formula I. Methods of production, pharmaceutical compositions and methods of treating conditions associated with inappropriate p38 kinase activity or TNF-α expression utilizing compounds of the present invention are also disclosed.

  揭示了一种通过抑制p38激酶来阻断细胞因子产生的N-杂环化合物。在一种实施例中，本发明的化合物由式I表示。本发明还揭示了利用本发明化合物治疗与不适当的p38激酶活性或TNF-α表达相关的疾病情况的方法、制备方法和制药组合物。