4-{[4-(4-Chlorophenyl)-1,3-thiazol-2-yl]amino}benzoic acid | 312636-15-0

• 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-(4-Chlorophenyl)-1,3-thiazol-2-yl]amino}benzoic acid
• 英文别名: 4-[[4-(4-chlorophenyl)-1,3-thiazol-2-yl]amino]benzoic acid
• CAS: 312636-15-0
• 化学式: C₁₆H₁₁ClN₂O₂S
• 分子量: 330.795
• InChiKey: ZXHCMKPAXABHSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  90.5
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  对氯苯乙酮 在 溴 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 17.0h， 生成 4-{[4-(4-Chlorophenyl)-1,3-thiazol-2-yl]amino}benzoic acid
  参考文献：
  名称：

  Inhibitory Effect of 4-Aryl 2-Substituted Aniline-thiazole Analogs on Growth of Human Prostate Cancer LNCap Cells

  摘要：

  雄激素受体（AR）是一种配体诱导的核激素受体，已成为前列腺癌生长和进展的关键分子靶点。我们合成了一系列4-芳基-2取代的苯胺-噻唑类似物，并评估了它们在AR依赖的人前列腺癌LNCap细胞中的抗癌活性。在这些化合物中，化合物6抑制了LNCap移植模型中的肿瘤生长。

  DOI：

  10.5012/bkcs.2012.33.1.111

文献信息

• TARGETING NAD BIOSYNTHESIS IN BACTERIAL PATHOGENS
  申请人：Mackerell, JR. Alexander

  公开号：US20120190708A1

  公开（公告）日：2012-07-26

  The emergence of multidrug-resistant pathogens necessitates the search for new antibiotics acting on previously unexplored targets. Nicotinate mononucleotide adenylyltransferase of the NadD family, an essential enzyme of NAD biosynthesis in most bacteria, was selected as a target for structure-based inhibitor development. To this end, the inventors have identified small molecule compounds that inhibit bacterial target enzymes by interacting with a novel inhibitory binding site on the enzyme while having no effect on functionally equivalent human enzymes.

  多重耐药病原体的出现需要寻找作用于先前未被开发的靶标的新抗生素。Nicotinate单核苷酸腺苷转移酶（NadD家族），是大多数细菌NAD生物合成的必需酶，被选为基于结构的抑制剂开发的目标。为此，发明人已经鉴定出小分子化合物，通过与酶上的新型抑制性结合位点相互作用来抑制细菌靶标酶，而对功能相当的人类酶没有影响。
• 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.
• US8785499B2
  申请人：——

  公开号：US8785499B2

  公开（公告）日：2014-07-22
• Inhibitory Effect of 4-Aryl 2-Substituted Aniline-thiazole Analogs on Growth of Human Prostate Cancer LNCap Cells
  作者：Seung-Hwa Baek、Nak-Jeong Kim、Seong-Hwan Kim、Kwang-Hwa Park、Kyung-Chae Jeong、Bae-Keun Park、Nam-Sook Kang

  DOI：10.5012/bkcs.2012.33.1.111

  日期：2012.1.20

  Androgen receptor (AR) is ligand-inducible nuclear hormone receptor which has been focused on key molecular target in growth and progression of prostate cancer. We synthesized a series of 4-aryl 2-substituted aniline-thiazole analogs and evaluated their anti-cancer activity in AR-dependent human prostate cancer LNCap cells. Among them, the compound 6 inhibited the tumor growth in LNCap-inoculated xenograft model.

  雄激素受体（AR）是一种配体诱导的核激素受体，已成为前列腺癌生长和进展的关键分子靶点。我们合成了一系列4-芳基-2取代的苯胺-噻唑类似物，并评估了它们在AR依赖的人前列腺癌LNCap细胞中的抗癌活性。在这些化合物中，化合物6抑制了LNCap移植模型中的肿瘤生长。