2-chloro-3-(dimethylamino)phenol

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 2-chloro-3-(dimethylamino)phenol
• 英文别名: 2-Chloro-3-(dimethylamino)phenol
• 化学式: C₈H₁₀ClNO
• 分子量: 171.626
• InChiKey: DRRYCEUQRYNTPU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  23.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-chloro-3-(dimethylamino)phenol 、 5-氯-2,4-二硝基苯甲酸 在 盐酸 、 碳酸氢钠 作用下， 以 水 为溶剂， 反应 2.0h， 生成 5-(2-chloro-3-(dimethylamino)phenoxy)-2,4-dinitrobenzoic acid
  参考文献：
  名称：

  Discovery of 1,4-Benzodiazepine-2,5-dione (BZD) Derivatives as Dual Nucleotide Binding Oligomerization Domain Containing 1/2 (NOD1/NOD2) Antagonists Sensitizing Paclitaxel (PTX) To Suppress Lewis Lung Carcinoma (LLC) Growth in Vivo

  摘要：

  Nucleotide-binding oligomerization domain-like receptors (NLRs) are intracellular sensors of pathogen-associated molecular patterns (PAMPs) and damage-associated molecular patterns (DAMPs). Previously, we reported nucleotide-binding oligomerization domain-containing protein 1 (NOD1) antagonists (II, 12) and a NOD2 antagonist (9) that sensitized docetaxel (DTX) or paclitaxel (PTX) treatment for breast or lung cancer. In this article, we describe for the first time a 1,4-benzodiazepine-2,5-dione (BZD) derivative (26bh) that acts as a dual NOD1/NOD2 antagonist and inhibits both nuclear factor kappa B (NF-kappa B) and mitogen-activated protein kinase (MAPK) inflammatory signaling, thereby sensitizing PTX to suppress Lewis lung carcinoma (LLC) growth. After investigation of the compound's cytotoxicity, a systematic structure-activity relationship (SAR) was completed and revealed several key factors that were necessary to maintain antagonistic ability. This study establishes the possibility for using adjuvant treatment to combat cancer by antagonizing both NOD1 and NOD2 signaling.

  DOI：

  10.1021/acs.jmedchem.7b00608
• 作为产物：
  描述：

  3-羟基-N,N-二甲基苯胺 在 sodium hypochlorite 、 sodium hydroxide 作用下， 以 水 为溶剂， 反应 1.0h， 以102mg的产率得到2-chloro-3-(dimethylamino)phenol
  参考文献：
  名称：

  取代的苯并二氮杂环类化合物及其制备方法 和用途

  摘要：

  本发明公开了取代的苯并二氮杂环类化合物及其制备方法和用途，进一步涉及该化合物的药物组合物和用途。其中，所述取代的苯并二氮杂环类化合物可以通过选择性拮抗或者协同激动NOD1/2信号传导通路的激活，达到预防或治疗免疫炎性疾病或肿瘤的效果，且具有多肽酶稳定性，在机体内不会被多肽酶降解。

  公开号：

  CN106831614B

文献信息

• [EN] DYE COMPOSITION COMPRISING AT LEAST ONE PARTICULAR LIPOPHILIC META-AMINOPHENOL COUPLER IN A MEDIUM RICH IN FATTY SUBSTANCES, PROCESSES AND DEVICES<br/>[FR] COMPOSITION DE COLORATION COMPRENANT AU MOINS UN COUPLEUR MÉTA-AMINOPHÉNOL LIPOPHILE DANS UN MILIEU RICHE EN CORPS GRAS, PROCÉDÉS ET DISPOSITIFS
  申请人：OREAL

  公开号：WO2014118093A2

  公开（公告）日：2014-08-07

  The present invention relates to a composition for dyeing keratin fibres, comprising one or more fatty substances, one or more surfactants, one or more oxidation bases, one or more particular couplers of particular meta-aminophenol type with a logP of greater than or equal to 0.9, and one or more basifying agents, the fatty substance content in the dye composition representing in total at least 10% by weight relative to the total weight of the said composition. The invention also relates to a dyeing process using such a composition, and also to devices suitable for performing such a process.
• Discovery of 1,4-Benzodiazepine-2,5-dione (BZD) Derivatives as Dual Nucleotide Binding Oligomerization Domain Containing 1/2 (NOD1/NOD2) Antagonists Sensitizing Paclitaxel (PTX) To Suppress Lewis Lung Carcinoma (LLC) Growth in Vivo
  作者：Suhua Wang、Jingshu Yang、Xueyuan Li、Zijie Liu、Youzhen Wu、Guangxu Si、Yiran Tao、Nan Zhao、Xiao Hu、Yao Ma、Gang Liu

  DOI：10.1021/acs.jmedchem.7b00608

  日期：2017.6.22

  Nucleotide-binding oligomerization domain-like receptors (NLRs) are intracellular sensors of pathogen-associated molecular patterns (PAMPs) and damage-associated molecular patterns (DAMPs). Previously, we reported nucleotide-binding oligomerization domain-containing protein 1 (NOD1) antagonists (II, 12) and a NOD2 antagonist (9) that sensitized docetaxel (DTX) or paclitaxel (PTX) treatment for breast or lung cancer. In this article, we describe for the first time a 1,4-benzodiazepine-2,5-dione (BZD) derivative (26bh) that acts as a dual NOD1/NOD2 antagonist and inhibits both nuclear factor kappa B (NF-kappa B) and mitogen-activated protein kinase (MAPK) inflammatory signaling, thereby sensitizing PTX to suppress Lewis lung carcinoma (LLC) growth. After investigation of the compound's cytotoxicity, a systematic structure-activity relationship (SAR) was completed and revealed several key factors that were necessary to maintain antagonistic ability. This study establishes the possibility for using adjuvant treatment to combat cancer by antagonizing both NOD1 and NOD2 signaling.
• 取代的苯并二氮杂环类化合物及其制备方法 和用途
  申请人：清华大学

  公开号：CN106831614B

  公开（公告）日：2020-07-28

  本发明公开了取代的苯并二氮杂环类化合物及其制备方法和用途，进一步涉及该化合物的药物组合物和用途。其中，所述取代的苯并二氮杂环类化合物可以通过选择性拮抗或者协同激动NOD1/2信号传导通路的激活，达到预防或治疗免疫炎性疾病或肿瘤的效果，且具有多肽酶稳定性，在机体内不会被多肽酶降解。