3-Amino-2,4,6-trimethyl-phenol | 114960-27-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: 3-Amino-2,4,6-trimethyl-phenol
• 英文别名: 4-Amino-2-oxy-1.3.5-trimethyl-benzol；3-Amino-mesitol；3-amino-2,4,6-trimethylphenol
• CAS: 114960-27-9
• 化学式: C₉H₁₃NO
• 分子量: 151.208
• InChiKey: VYWOSJTZLKAVMN-UHFFFAOYSA-N

物化性质

• 沸点：
  281.6±35.0 °C(Predicted)
• 密度：
  1.088±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  11
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  46.2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-Amino-2,4,6-trimethyl-phenol 在 lithium hydroxide 、 三氯化硼 、 caesium carbonate 作用下， 以 四氢呋喃 、 二氯甲烷 、 乙腈 为溶剂， 反应 18.0h， 生成 2-[3-[[3-[(4-Chloro-3-methyl-1,2-oxazol-5-yl)sulfamoyl]thiophene-2-carbonyl]amino]-2,4,6-trimethylphenoxy]acetic acid
  参考文献：
  名称：

  Endothelin Antagonists:  Substituted Mesitylcarboxamides with High Potency and Selectivity for ET_A Receptors

  摘要：

  We have previously disclosed the discovery of 2,4-disubstituted anilinothiophenesulfonamides with potent ETA-selective endothelin receptor antagonism and the subsequent identification of sitaxsentan (TBC11251, 1) as a clinical development compound (Wu et al. J. Med. Chem. 1997, 40, 1682 and 1690). The orally active 1 has demonstrated efficacy in a phase II clinical trial of congestive heart failure (Givertz ct al. Circulation 1998, 98, Abstr. #3044) and was active in rat models of myocardial infarction (Podesser et al. Circulation. 1998, 98, Abstr. #2896) and acute hypoxia-induced pulmonary hypertension (Chen et al. FASEB J. 1996, 10 (3), A104). We now report that an additional substituent at the 6-position of the anilino ring further increases the potency of this series of compounds. It was also found that a wide range of functionalities at the 3-position of the 2,4,6-trisubstituted ring increased ETA selectivity by similar to 10-fold while maintaining in vitro potency, therefore rendering the compounds amenable to fine-tuning of pharmacological and toxicological profiles with enhanced selectivity. The optimal compound in this series was found to be TBC2576 (7u), which has similar to 10-fold higher ETA binding affinity than 1, high ETA/ETB selectivity, and a serum half-life of 7.3 h in rats, as well as in vivo activity.

  DOI：

  10.1021/jm9900063
• 作为产物：
  描述：

  2,4,6-三甲酚 在 sodium hydroxide 、 硫酸 、 硝酸 、 铁粉 、 溶剂黄146 、 三乙胺 作用下， 以 甲醇 为溶剂， 反应 2.0h， 生成 3-Amino-2,4,6-trimethyl-phenol
  参考文献：
  名称：

  Endothelin Antagonists:  Substituted Mesitylcarboxamides with High Potency and Selectivity for ET_A Receptors

  摘要：

  We have previously disclosed the discovery of 2,4-disubstituted anilinothiophenesulfonamides with potent ETA-selective endothelin receptor antagonism and the subsequent identification of sitaxsentan (TBC11251, 1) as a clinical development compound (Wu et al. J. Med. Chem. 1997, 40, 1682 and 1690). The orally active 1 has demonstrated efficacy in a phase II clinical trial of congestive heart failure (Givertz ct al. Circulation 1998, 98, Abstr. #3044) and was active in rat models of myocardial infarction (Podesser et al. Circulation. 1998, 98, Abstr. #2896) and acute hypoxia-induced pulmonary hypertension (Chen et al. FASEB J. 1996, 10 (3), A104). We now report that an additional substituent at the 6-position of the anilino ring further increases the potency of this series of compounds. It was also found that a wide range of functionalities at the 3-position of the 2,4,6-trisubstituted ring increased ETA selectivity by similar to 10-fold while maintaining in vitro potency, therefore rendering the compounds amenable to fine-tuning of pharmacological and toxicological profiles with enhanced selectivity. The optimal compound in this series was found to be TBC2576 (7u), which has similar to 10-fold higher ETA binding affinity than 1, high ETA/ETB selectivity, and a serum half-life of 7.3 h in rats, as well as in vivo activity.

  DOI：

  10.1021/jm9900063

文献信息

• Transition metal complexes in the controlled synthesis of polyolefins substituted with functional groups
  申请人：——

  公开号：US20040132610A1

  公开（公告）日：2004-07-08

  A method is provided for the polymerization of olefins substituted with a functional group using a transition metal catalyst that, by virtue of one or more stabilizing groups incorporated within the catalyst structure, “fixes” the stereoconfiguration of each olefinic monomer relative to the transition metal complex during each successive reaction in the polymerization process. The invention substantially reduces the likelihood of olefin rearrangement at the active site of the catalyst during polymerization. In one particular embodiment, the functional group is a polar, electron-donating group and the stabilizing group is a Lewis acid substituent; examples of polymers that can be prepared with such a system include poly(vinyl acetate), poly(vinyl alcohol), and poly(vinyl ethers). Novel complexes and catalyst systems useful in the polymerization method are also provided.

  提供了一种用过渡金属催化剂聚合带有功能基团的烯烃的方法，该方法通过在催化剂结构中引入一个或多个稳定基团，使每个烯烃单体相对于聚合过程中的每个连续反应中的过渡金属络合物的立体构型“固定”。该发明大大减少了在聚合过程中在催化剂的活性位点发生烯烃重排的可能性。在一个特定实施例中，功能基团是极性的、电子给予基团，而稳定基团是一种Lewis酸取代物；使用这种体系可以制备包括聚乙酸乙烯酯、聚乙烯醇和聚乙烯醚在内的聚合物的示例。还提供了在聚合方法中有用的新型络合物和催化剂体系。
• 化合物、着色組成物、インクジェット記録用インク、インクジェット記録方法、インクジェットプリンタカートリッジ、インクジェット記録物、カラーフィルタ、カラートナー、及び転写用インク
  申请人：富士フイルム株式会社

  公开号：JP2016047907A

  公开（公告）日：2016-04-07

  【課題】高い彩度を有すると共に、耐光性及び耐オゾン性優れた画像を形成することができる化合物、該化合物を含有する着色組成物、インクジェット記録用インク等を提供する。【解決手段】下記式（１）で表される化合物。前記化合物を有する組成物は、カラーフィルタ、トナー、及び転写用インク等に有用。（Ｒ１、Ｒ５、Ｒ６及びＲ１０はアルキル基等を、Ｒ３、Ｒ４、Ｒ８、Ｒ９、Ｒ１１１〜Ｒ１２０はＨ又は置換基；Ｘ１及びＸ２はヒドロキシル基、アルコキシ基等；これらは更に置換基を有していてもよい）【選択図】なし

  这是专利申请的一部分，涉及到化合物和着色组合物的描述。
• Knecht, Justus Liebigs Annalen der Chemie, 1882, vol. 215, p. 83
  作者：Knecht

  DOI：——

  日期：——
• Quinol Imide Acetates. II. 2,4,6-Trimethyl-o-quinolbenzenesulfonimide Acetate and 2,4-Dimethyl-o-quinolbenzenesulfonimide Acetate
  作者：Roger Adams、K. R. Brower

  DOI：10.1021/ja01599a061

  日期：1956.9
• US4551215A
  申请人：——

  公开号：US4551215A

  公开（公告）日：1985-11-05