2-(4-氯苯基)-4-甲基-1,3-噻唑-5-酰氯 | 54001-22-8

• 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-(4-氯苯基)-4-甲基-1,3-噻唑-5-酰氯
• 英文名称: 5-chlorocarbonyl-2-(4-chlorophenyl)-4-methylthiazole
• 英文别名: 2-(4-chloro-phenyl)-4-methyl-thiazole-5-carbonyl chloride；2-(4-Chlorophenyl)-4-methyl-1,3-thiazole-5-carbonyl chloride
• CAS: 54001-22-8
• 化学式: C₁₁H₇Cl₂NOS
• 分子量: 272.155
• InChiKey: BCMARAXFBBVCJE-UHFFFAOYSA-N

物化性质

• 熔点：
  180 °C

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  58.2
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934100090

反应信息

• 作为反应物：
  描述：

  2-(4-氯苯基)-4-甲基-1,3-噻唑-5-酰氯 在 氢碘酸 作用下， 以 乙醚 、 氯仿 、 苯 为溶剂， 反应 2.0h， 生成 1-[2-(4-氯苯基)-4-甲基-1,3-噻唑-5-基]-1-乙酮
  参考文献：
  名称：

  Csavassy,G.; Gyoerfi,Z.A., Justus Liebigs Annalen der Chemie, 1974, p. 1195 - 1205

  摘要：

  DOI：
• 作为产物：
  描述：

  4-氯硫代苯甲酰胺 在 氢氧化钾 、 氯化亚砜 作用下， 以 乙醇 为溶剂， 生成 2-(4-氯苯基)-4-甲基-1,3-噻唑-5-酰氯
  参考文献：
  名称：

  Csavassy,G.; Gyoerfi,Z.A., Justus Liebigs Annalen der Chemie, 1974, p. 1195 - 1205

  摘要：

  DOI：

文献信息

• Substituted 2-[(4-Aminomethyl)phenoxy]-2-methylpropionic Acid PPARα Agonists. 1. Discovery of a Novel Series of Potent HDLc Raising Agents
  作者：Michael L. Sierra、Véronique Beneton、Anne-Bénédict Boullay、Thierry Boyer、Andrew G. Brewster、Frédéric Donche、Marie-Claire Forest、Marie-Hélène Fouchet、Françoise J. Gellibert、Didier A. Grillot、Millard H. Lambert、Alain Laroze、Christelle Le Grumelec、Jean Michel Linget、Valerie G. Montana、Van-Loc Nguyen、Edwige Nicodème、Vipul Patel、Annie Penfornis、Olivier Pineau、Danig Pohin、Florent Potvain、Géraldine Poulain、Cécile Bertho Ruault、Michael Saunders、Jérôme Toum、H. Eric Xu、Robert X. Xu、Pascal M. Pianetti

  DOI：10.1021/jm058056x

  日期：2007.2.1

  The peroxisome proliferator activated receptors PPAR alpha, PPAR gamma, and PPAR delta are ligand-activated transcription factors that play a key role in lipid homeostasis. The fibrates raise circulating levels of high-density lipoprotein cholesterol and lower levels of triglycerides in part through their activity as PPAR alpha agonists; however, the low potency and restricted selectivity of the fibrates may limit their efficacy, and it would be desirable to develop more potent and selective PPAR alpha agonists. Modification of the selective PPAR delta agonist 1 (GW501516) so as to incorporate the 2-aryl-2-methylpropionic acid group of the fibrates led to a marked shift in potency and selectivity toward PPAR alpha agonism. Optimization of the series gave 25a, which shows EC50 = 4 nM on PPAR alpha and at least 500-fold selectivity versus PPAR delta and PPAR gamma. Compound 25a (GW590735) has been progressed to clinical trials for the treatment of diseases of lipid imbalance.
• Design, Synthesis, and Biological Evaluation of Thiazoles Targeting Flavivirus Envelope Proteins
  作者：Abdelrahman S. Mayhoub、Mansoora Khaliq、Richard J. Kuhn、Mark Cushman

  DOI：10.1021/jm1013538

  日期：2011.3.24

  A series of third-generation analogues of methyl 4-(dibromomethyl)-2-(4-chlorophenyl)thiazole-5-carboxylate (1), which had the most potent antiviral activity among the first- and second-generation compounds, have been synthesized and tested against yellow fever virus using a cell-based assay. The compounds were designed with the objectives of improving metabolic stability, therapeutic index, and antiviral potency. The biological effects of C4 and C5 substitution were examined. The methylthio ester and the dihydroxpropylamide analogues had the best antiviral potencies and improved therapeutic indices and metabolic stabilities relative to the parent compound 1.
• [EN] SUBSTITUTED THIAZOLES FOR USE AS ANTIVIRAL AGENTS<br/>[FR] THIAZOLES SUBSTITUÉS UTILISÉS EN TANT QU'AGENTS ANTIVIRAUX
  申请人：PURDUE RESEARCH FOUNDATION

  公开号：WO2012109573A1

  公开（公告）日：2012-08-16

  Described herein are substituted thiazoles. Also described herein are preparations of substituted thiazoles, and the use of substituted thiazoles as antiviral agents.