6-chloro-N-phenyl-1,3,5-triazine-2,4-diamine | 16007-72-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 三嗪类
• 英文名称: 6-chloro-N-phenyl-1,3,5-triazine-2,4-diamine
• 英文别名: 2-Chloro-4-anilino-6-amino-1,3,5-triazine；2-chloro-4-amino-6-anilino-1,3,5-triazine；6-chloro-N-phenyl-[1,3,5]triazine-2,4-diamine；6-chloro-N²-phenyl-[1,3,5]triazine-2,4-diyldiamine；6-Chlor-N²-phenyl-[1,3,5]triazin-2,4-diyldiamin；2-Amino-6-anilino-4-chlor-<1,3,5>triazin；6-chloro-2-N-phenyl-1,3,5-triazine-2,4-diamine
• CAS: 16007-72-0
• 化学式: C₉H₈ClN₅
• 分子量: 221.649
• InChiKey: GTWWCOHKWIABRU-UHFFFAOYSA-N

物化性质

• 熔点：
  213-213.5 °C(Solv: 1,4-dioxane (123-91-1))
• 沸点：
  472.5±28.0 °C(Predicted)
• 密度：
  1.483±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  6-chloro-N-phenyl-1,3,5-triazine-2,4-diamine 以 水 、 乙腈 为溶剂， 生成 R243
  参考文献：
  名称：

  Binding of s-triazines to dissolved humic substances: Electrophoretic approaches using Affinity Capillary Electrophoresis (ACE) and Micellar Electrokinetic Chromatography (MEKC)

  摘要：

  Binding studies were conducted between s-triazines and soil and water extracted fulvic and humic acids (FA and HA) using capillary electrophoretic methods,A first approach to estimate simultaneously the affinity of several s-triazines (hydroxyatrazine, ameline, atraton and ametryn) to dissolved humic substances (HS) was done with the affinity capillary electrophoresis (ACE) modus; the limits of the ACE method resulted in the measurement of the electrophoretic mobility of the pesticide-HS complexes. In a second approach, the partition of the s-triazines between the water and the dissolved humic substances was successfully described like in micellar electrokinetic chromatography (MEKC) using the humic substances as micellar phase, Similar to surfactants, humic acids (HA) behaved like ionic micelles in the aqueous running buffer at concentrations higher than a defined ''humic critical micellar concentration'' (HCMC). The low molecular weight acidic fulvic acids (FA) behaved the same but showing higher HCMC.These results confirm the micellar properties of HS and the hydrophobic type of interaction of the s-triazines with hydrophobic sites of humic and fulvic ionic micelles. (C) 1997 Elsevier Science Ltd.

  DOI：

  10.1016/s0045-6535(97)00139-2
• 作为产物：
  描述：

  苯胺 在 2,6-二甲基吡啶 、 ammonium hydroxide 作用下， 以 丙酮 为溶剂， 反应 24.0h， 生成 6-chloro-N-phenyl-1,3,5-triazine-2,4-diamine
  参考文献：
  名称：

  Targeting the hydrophobic region of Hsp90’s ATP binding pocket with novel 1,3,5-triazines

  摘要：

  Heat shock protein 90 (Hsp90) is a molecular chaperone that plays an important role in regulating the maturation and stabilization of many oncogenic proteins. In an attempt to discover a new class of Hsp90 inhibitors, a series of 1,3,5-triazine compounds were rationally designed, synthesized, and their biological activities were evaluated. Compound 3b was found to degrade Hsp90's client proteins of Her2, Met and Akt and to induce the expression level of Hsp70. The binding mode of 3b in the ATP-binding site of Hsp90 was predicted by the molecular docking. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.09.050

文献信息

• Design, Synthesis, and Characterization of Ogerin-Based Positive Allosteric Modulators for G Protein-Coupled Receptor 68 (GPR68)
  作者：Xufen Yu、Xi-Ping Huang、Terry P. Kenakin、Samuel T. Slocum、Xin Chen、Michael L. Martini、Jing Liu、Jian Jin

  DOI：10.1021/acs.jmedchem.9b00869

  日期：2019.8.22

  protein-coupled receptor 68 (GPR68) is an understudied orphan G protein-coupled receptor (GPCR). It is expressed most abundantly in the brain, potentially playing important roles in learning and memory. Pharmacological studies with GPR68 have been hindered by lack of chemical tools that can selectively modulate its activity. We previously reported the first small-molecule positive allosteric modulator (PAM)

  G蛋白偶联受体68（GPR68）是一种研究不足的孤儿G蛋白偶联受体（GPCR）。它在大脑中最丰富地表达，可能在学习和记忆中起重要作用。由于缺少可选择性调节其活性的化学工具，阻碍了GPR68的药理研究。我们先前报道了第一个小分子正构构调节剂（PAM），ogerin（1），并显示1可以增强GPR68-Gs途径的质子活性。在这里，我们报道了第一个关于1的支架的综合构效关系（SAR）研究。我们的主要化合物MS48107（71）的变构活性是1的33倍。化合物71具有很高的选择性密切相关的质子GPCR和48种常见药物靶标，并且在老鼠体内具有生物利用度和脑渗透能力。因此，我们的SAR研究产生了改进的GPR68 PAM，用于研究GPR68在体外和体内的生理和病理生理作用。
• Bacterial–yeast consortium as an effective biocatalyst for biodegradation of sulphonated azo dye Reactive Red 198
  作者：Mayur B. Kurade、Tatoba R. Waghmode、Mital U. Jadhav、Byong-Hun Jeon、Sanjay P. Govindwar

  DOI：10.1039/c4ra15834b

  日期：——

  A novel bacterial–yeast consortium (Brevibacillus laterosporusandGalactomyces geotrichum) acts as a proficient biocatalyst.

  一种新型的细菌-酵母共生体（Brevibacillus laterosporus和Galactomyces geotrichum）作为高效生物催化剂。
• Cyanuric Chloride Derivatives. I. Aminochloro-s-triazines
  作者：Jack T. Thurston、James R. Dudley、Donald W. Kaiser、Ingenuin Hechenbleikner、Frederic C. Schaefer、Dagfrid Holm-Hansen

  DOI：10.1021/ja01151a001

  日期：1951.7
• DE433100
  申请人：——

  公开号：——

  公开（公告）日：——
• Targeting the hydrophobic region of Hsp90’s ATP binding pocket with novel 1,3,5-triazines
  作者：Taeho Lee、Young Ho Seo

  DOI：10.1016/j.bmcl.2013.09.050

  日期：2013.12

  Heat shock protein 90 (Hsp90) is a molecular chaperone that plays an important role in regulating the maturation and stabilization of many oncogenic proteins. In an attempt to discover a new class of Hsp90 inhibitors, a series of 1,3,5-triazine compounds were rationally designed, synthesized, and their biological activities were evaluated. Compound 3b was found to degrade Hsp90's client proteins of Her2, Met and Akt and to induce the expression level of Hsp70. The binding mode of 3b in the ATP-binding site of Hsp90 was predicted by the molecular docking. (C) 2013 Elsevier Ltd. All rights reserved.