4-[4-(3,4-dichloro-phenyl)-thiazol-2-ylamino]-phenol | 67241-24-1

• 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: 4-[4-(3,4-dichloro-phenyl)-thiazol-2-ylamino]-phenol
• 英文别名: 4-(4-(3,4-dichlorophenyl)thiazol-2-ylamino)phenol；4-[[4-(3,4-dichlorophenyl)-1,3-thiazol-2-yl]amino]phenol
• CAS: 67241-24-1
• 化学式: C₁₅H₁₀Cl₂N₂OS
• 分子量: 337.229
• InChiKey: GBAUSGFNQZAZEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  73.4
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1-(对羟基苯基)-2-硫脲 、 2,3',4'-三氯苯乙酮 以 乙醇 为溶剂， 生成 4-[4-(3,4-dichloro-phenyl)-thiazol-2-ylamino]-phenol
  参考文献：
  名称：

  2-（取代的苯胺基）4-（取代的苯基）噻唑的合成。

  摘要：

  通过将2-卤代酮与取代的硫脲缩合来合成2-（取代的苯胺基）4-（取代的苯基）噻唑。对某些化合物的生物学筛选显示了降血糖和高血糖活性。

  DOI：

  10.1002/jps.2600670447

文献信息

• 2-Anilino-4-aryl-1,3-thiazole inhibitors of valosin-containing protein (VCP or p97)
  作者：Matthew G. Bursavich、Daniel P. Parker、J. Adam Willardsen、Zhong-Hua Gao、Thaylon Davis、Kirill Ostanin、Rosann Robinson、Ashley Peterson、Daniel M. Cimbora、Ju-Fen Zhu、Burt Richards

  DOI：10.1016/j.bmcl.2010.01.058

  日期：2010.3

  Valosin-containing protein (VCP; also known as p97) is a member of the AAA ATPase family with a central role in the ubiquitin-degradation of misfolded proteins. VCP also exhibits antiapoptotic function and metastasis via activation of nuclear factor kappa-B signaling pathway. We have discovered that 2-anilino-4-aryl-1,3-thiazoles are potent drug-like inhibitors of this enzyme. The identified compounds show low nanomolar VCP potency, demonstrate SAR trends, and show activity in a mechanism based cellular assay. This series of compounds represents the first steps towards a novel, small molecule VCP inhibitor as a cancer therapeutic. (C) 2010 Elsevier Ltd. All rights reserved.
• THAKAR K. A.; GOSWAMI D. D.; CHOUDHARI S. R., J. PHARM. SCI., 1978, 67, NO 4, 587-589
  作者：THAKAR K. A.、 GOSWAMI D. D.、 CHOUDHARI S. R.

  DOI：——

  日期：——
• [EN] COMPOSITIONS AND METHODS FOR TREATING TRINUCLEOTIDE REPEAT DISORDERS<br/>[FR] COMPOSITIONS ET PROCÉDÉS POUR TRAITER DES MALADIES À EXPANSION DE TRIPLETS
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2007124171A2

  公开（公告）日：2007-11-01

  [EN] This invention relates to compositions and methods for treating disorders resulting from protein-misfolding. We describe exemplary compounds, which may be contained in pharmaceutical compositions, the screening methods by which they were discovered, and their use as therapeutic or prophylactic agents.
  [FR] L'invention concerne des compositions et des procédés pour traiter des troubles résultant d'un mauvais repliement de protéines. Cette invention se rapporte en outre à des composés exemplaires qui peuvent figurer dans des compositions pharmaceutiques, aux procédés de criblage qui ont permis de découvrir ces composés, ainsi qu'à l'utilisation desdits composés en tant qu'agents thérapeutiques ou prophylactiques.
• Synthesis of 2-(Substituted Anilino) 4-(Substituted Phenyl)thiazoles
  作者：K.A. Thakar、D.D. Goswami、S.R. Choudhari

  DOI：10.1002/jps.2600670447

  日期：1978.4

  2-(Substituted anilino) 4-(substituted phenyl)thiazoles were synthesized by condensing 2-haloketones with substituted thioureas. The biological screening of some compounds indicated hypoglycemic and hyperglycemic activity.

  通过将2-卤代酮与取代的硫脲缩合来合成2-（取代的苯胺基）4-（取代的苯基）噻唑。对某些化合物的生物学筛选显示了降血糖和高血糖活性。