2-苯基-4-甲基-5-噻唑羧酸甲酯 | 189271-66-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 中文名称: 2-苯基-4-甲基-5-噻唑羧酸甲酯
• 英文名称: 4-methyl-2-phenyl-thiazole-5-carboxylic acid methyl ester
• 英文别名: methyl 4-methyl-2-phenylthiazole-5-carboxylate；methyl 4-methyl-2-phenyl-1,3-thiazole-5-carboxylate
• CAS: 189271-66-7
• 化学式: C₁₂H₁₁NO₂S
• mdl: MFCD11111645
• 分子量: 233.291
• InChiKey: VHJZCEJBOOOTIS-UHFFFAOYSA-N

物化性质

• 熔点：
  63-65 °C
• 沸点：
  360.1±34.0 °C(Predicted)
• 密度：
  1.217±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.166
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 海关编码：
  2934100090

反应信息

• 作为反应物：
  描述：

  2-苯基-4-甲基-5-噻唑羧酸甲酯 在 N-溴代丁二酰亚胺(NBS) 作用下， 以 四氯化碳 为溶剂， 反应 6.0h， 以60%的产率得到methyl 4-(dibromomethyl)-2-phenylthiazole-5-carboxylate
  参考文献：
  名称：

  An investigation of phenylthiazole antiflaviviral agents

  摘要：

  Flaviviruses are one of the most clinically important pathogens and their infection rates are increasing steadily. The phenylthiazole ring system has provided a template for the design and synthesis of antiviral agents that inhibit the flaviviruses by targeting their E-protein. Unfortunately, there is a correlation between phenylthiazole antiflaviviral activity and the presence of the reactive and therefore potentially toxic mono-or dibromomethyl moieties at thiazole-C4. Adding a linear hydrophobic tail para to the phenyl ring led to a new class of phenylthiazole antiflaviviral compounds that lack the toxic dibromomethyl moiety. This led to development of a drug-like phenylthiazole 12 that had high antiflaviviral selectivity (TI = 147). (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.04.041
• 作为产物：
  描述：

  2-氯乙酰乙酸甲酯 、 硫代苯甲酰胺 以 乙醇 为溶剂， 反应 18.0h， 以to give methyl 4-methyl-2-phenylthiazole-5-carboxylate (1.21 g, 42%) as a colourless oil的产率得到2-苯基-4-甲基-5-噻唑羧酸甲酯
  参考文献：
  名称：

  Carbozamides with antifungal activity

  摘要：

  通式为I的化合物及其盐和溶剂合物是抗真菌剂，因此在治疗各种真菌感染方面非常有用。此外还提供了包括这些化合物的制药组合物和其制备过程。

  公开号：

  US05888941A1

文献信息

• Process for preparing ligands of ppardelta and the intermediate compounds for preparing the same
  申请人：Kang Heon Joong

  公开号：US20090118516A1

  公开（公告）日：2009-05-07

  The present invention provides a process for preparing thiazole derivatives of formula (I), that activate the delta subtype of the human Peroxisome Proliferator Activated Receptor (hPPAR δ), and also provides compounds of formula (II), (IV), (X), (XI) and (XII), intermediate compounds for preparation of the above compounds of formula (I).

  本发明提供了一种制备式(I)的噻唑衍生物的过程，该噻唑衍生物可以激活人类过氧化物酶体增殖物激活受体(hPPAR δ)的δ亚型，同时还提供了式(II)、(IV)、(X)、(XI)和(XII)的化合物，这些化合物是制备上述式(I)的中间体。
• Process for preparing thiazole derivative and the intermediate compounds for preparing the same
  申请人：Kang Heonjoong

  公开号：US20070179300A1

  公开（公告）日：2007-08-02

  The present invention provides a process for preparing thiazole derivatives of formula (XI), that activate the delta subtype of the human Peroxisome Proliferator Activated Receptor (hPPARδ), and also provides processes for compounds of formula (VI), (VII), (VIII) and (IX), intermediate compounds for preparation of the above compounds of formula (XI).

  本发明提供了一种制备式（XI）的噻唑衍生物的过程，该衍生物可以激活人类过氧化物酶体增殖物激活受体（hPPARδ）的δ亚型，并且还提供了制备式（VI）、（VII）、（VIII）和（IX）的化合物的过程，这些化合物是制备上述式（XI）化合物的中间体化合物。
• PROCESS FOR PREPARING LIGANDS OF PPARDELTA AND THE INTERMEDIATE COMPOUNDS FOR PREPARING THE SAME
  申请人：Kang Heon Joong

  公开号：US20110184186A1

  公开（公告）日：2011-07-28

  The present invention provides a process for preparing thiazole derivatives of formula (I), that activate the delta subtype of the human Peroxisome Proliferator Activated Receptor (hPPAR δ), and also provides compounds of formula (II), (IV), (X), (XI) and (XII), intermediate compounds for preparation of the above compounds of formula (I).

  本发明提供了一种制备式(I)的噻唑衍生物的过程，该衍生物能激活人类过氧化物酶体增殖物激活受体(hPPARδ)的δ亚型，并提供了式(II)、(IV)、(X)、(XI)和(XII)的化合物，这些化合物是上述式(I)的制备的中间体。
• Design, Synthesis, and Biological Evaluation of Antiviral Agents Targeting Flavivirus Envelope Proteins
  作者：Ze Li、Mansoora Khaliq、Zhigang Zhou、Carol Beth Post、Richard J. Kuhn、Mark Cushman

  DOI：10.1021/jm800412d

  日期：2008.8.1

  Flavivirus envelope proteins (E proteins) have been shown to play a pivotal role in virus assembly, morphogenesis, and infection of host cells. Inhibition of flavivirus infection of a host cell by means of a small molecule envelope protein antagonist is an attractive strategy for the development of antiviral agents. Virtual screening of the NCI chemical database using the dengue virus envelope protein structure revealed several hypothetical hit compounds. Bioassay results identified a class of thiazole compounds with antiviral potency in cell-based assays. Modification of these lead compounds led to a series of analogues with improved antiviral activity and decreased cytotoxicity. The most active compounds 11 and 36 were effective in the low micromolar concentration range in a cellular assay system.
• Action Des Mercaptoacetates D'alkyles Sur Les Imidates N-Cyanes, N-Acyles Et N-Ethoxycarbonyles: Synthese D'alcoxycarbonylthiazoles
  作者：Khaireddine Dridi、Mohamed Lotfi El Efrit、Hedi Zantour

  DOI：10.1080/10426509808545481

  日期：1998.2.1