2,6-dichloro-N¹,N¹-dimethylbenzene-1,4-diamine | 106738-57-2

• 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: 2,6-dichloro-N¹,N¹-dimethylbenzene-1,4-diamine
• 英文别名: 2,6-dichloro-N¹,N¹-dimethyl-p-phenylenediamine；2,6-Dichlor-N¹,N¹-dimethyl-p-phenylendiamin；3,5-Dichlor-4-dimethylamino-anilin；2,6-Dichloro-N1,N1-dimethyl-1,4-benzenediamine；2,6-dichloro-1-N,1-N-dimethylbenzene-1,4-diamine
• CAS: 106738-57-2
• 化学式: C₈H₁₀Cl₂N₂
• 分子量: 205.087
• InChiKey: SUYCJTSQLIWSKO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2,6-dichloro-N¹,N¹-dimethylbenzene-1,4-diamine 生成 3,5-Dichlor-4-dimethylamino-benzendiazoniumtetrafluoroborat
  参考文献：
  名称：

  Van Beek,L.K.H. et al., Recueil des Travaux Chimiques des Pays-Bas, 1968, vol. 87, p. 737 - 745

  摘要：

  DOI：
• 作为产物：
  描述：

  acetic acid-(3-chloro-4-dimethylamino-5-nitro-anilide) 在 盐酸 、 sodium dithionite 、 乙醇 、 sodium nitrite 作用下， 生成 2,6-dichloro-N¹,N¹-dimethylbenzene-1,4-diamine
  参考文献：
  名称：

  167.对氨基二甲基苯胺。第二部分 的Ô氯代和硝基衍生物

  摘要：

  DOI：

  10.1039/jr9420000755

文献信息

• Van Beek,L.K.H. et al., Recueil des Travaux Chimiques des Pays-Bas, 1968, vol. 87, p. 737 - 745
  作者：Van Beek,L.K.H. et al.

  DOI：——

  日期：——
• Species-Selective Pyrimidineamine Inhibitors of <i>Trypanosoma brucei S</i>-Adenosylmethionine Decarboxylase
  作者：Oleg A. Volkov、Anthony J. Brockway、Stephen A. Wring、Michael Peel、Zhe Chen、Margaret A. Phillips、Jef K. De Brabander

  DOI：10.1021/acs.jmedchem.7b01654

  日期：2018.2.8

  New therapeutic options are needed for treatment of human African trypanosomiasis (HAT) caused by protozoan parasite Trypanosoma brucei. S-Adenosylmethionine decarboxylase (AdoMetDC) is an essential enzyme in the polyamine pathway of T. brucei. Previous attempts to target this enzyme were thwarted by the lack of brain penetration of the most advanced series. Herein, we describe a T. brucei AdoMetDC inhibitor series based on a pyrimidineamine pharmacophore that we identified by target-based high-throughput screening. The pyrimidineamines showed selectivity for T. brucei AdoMetDC over the human enzyme, inhibited parasite growth in whole-cell assay, and had good predicted blood-brain barrier penetration. The medicinal chemistry program elucidated structure-activity relationships within the series. Features of the series that were required for binding were revealed by determining the X-ray crystal structure of TbAdoMetDC bound to one analog. The pyrimidineamine series provides a novel starting point for an anti-HAT lead optimization.
• van Loon,A. et al., Recueil des Travaux Chimiques des Pays-Bas, 1960, vol. 79, p. 977 - 1001
  作者：van Loon,A. et al.

  DOI：——

  日期：——
• Synthetic Antimalarials. The Preparation of Certain Derivatives of Sulfanilamide¹
  作者：Nathan L. Drake、Charles M. Eaker、John A. Garman、Kenneth E. Hamlin、Robert A. Hayes、Stuart T. Haywood、Richard M. Peck、Robert K. Preston、John Sterling、John O. van Hook、Edward Walton

  DOI：10.1021/ja01212a070

  日期：1946.8
• KRIWANEK J.; ZEMKE F.; FANGHANEL E., J. PRAKT. CHEM., 329,(1987) N 2, 377-384
  作者：KRIWANEK J.、 ZEMKE F.、 FANGHANEL E.

  DOI：——

  日期：——