2-(4-methylthiazol-5-yl)ethyl 4-methylbenzenesulfonate | 109949-23-7

• 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-(4-methylthiazol-5-yl)ethyl 4-methylbenzenesulfonate
• 英文别名: 2-(4-methyl-1,3-thiazol-5-yl)ethyl 4-methylbenzenesulfonate
• CAS: 109949-23-7
• 化学式: C₁₃H₁₅NO₃S₂
• 分子量: 297.399
• InChiKey: WOCSDTQNUUXKJH-UHFFFAOYSA-N

物化性质

• 沸点：
  465.5±33.0 °C(Predicted)
• 密度：
  1.292±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  92.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(4-methylthiazol-5-yl)ethyl 4-methylbenzenesulfonate 在 硫酸 作用下， 以 丁酮 为溶剂， 反应 4.0h， 生成
  参考文献：
  名称：

  Brembilla, Alain; Roizard, Denis; Lochon, Pierre, Journal de Chimie Physique et de Physico-Chimie Biologique, 1986, vol. 83, # 9, p. 577 - 588

  摘要：

  DOI：
• 作为产物：
  描述：

  4-甲基-5-(beta-羟乙基)噻唑 、 对甲苯磺酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以85%的产率得到2-(4-methylthiazol-5-yl)ethyl 4-methylbenzenesulfonate
  参考文献：
  名称：

  含有噻唑鎓和咪唑鎓辅酶模拟物的人工酶

  摘要：

  在改性聚乙烯亚胺酶模拟物存在下，疏水性噻唑鎓和咪唑鎓辅酶模拟物催化安息香缩合反应比单独的辅酶模拟物快 2300-3300 倍。聚阳离子酶模拟物不仅为辅酶和底物提供疏水结合域，而且还为沿安息香缩合反应途径产生的阴离子物质提供静电稳定。

  DOI：

  10.1021/ja804577q

文献信息

• NOVEL COMPOUNDS AS CANNABINOID RECEPTOR LIGANDS
  申请人：Kolasa Teodozyj

  公开号：US20090247500A1

  公开（公告）日：2009-10-01

  Disclosed herein are compounds of formula (I) wherein R 1 , R 2 , R 3 , R 25a , R 26a , X, and n are as defined in the specification. Pharmaceutical compositions comprising such compounds, and methods of treating conditions and disorders using such compounds and pharmaceutical compositions are also described.

  本文披露了以下式（I）的化合物 其中R 1 ，R 2 ，R 3 ，R 25a ，R 26a ，X和n如规范中所定义。还描述了包含这些化合物的药物组合物，以及使用这些化合物和药物组合物治疗疾病和疾病的方法。
• Fluoroethyl thiamine or salts thereof and application thereof in preparation of anticoccidial drugs
  申请人：GUANGZHOU ORIGMOL FEED-ADDITIVE CO., LTD

  公开号：US09096581B2

  公开（公告）日：2015-08-04

  The present invention discloses a fluoroethyl thiamine or salts thereof and application thereof in preparation of anticoccidial drugs. The structural formula of the fluoroethyl thiamine or salts thereof is shown as Formula (I). The fluoroethyl thiamine or salts thereof of the present invention have a remarkable anticoccidial effect, particularly on some coccidia which had resistance to other anticoccidial drugs, therefore the fluoroethyl thiamine or salts thereof of the present invention can be applied to preparation of anticoccidial drugs. Thus, the present invention provides conditions for development of new anticoccidial drugs.

  本发明公开了一种氟乙基硫胺或其盐以及其在制备抗球虫药物中的应用。该氟乙基硫胺或其盐的结构式如化学式（I）所示。本发明的氟乙基硫胺或其盐对一些对其他抗球虫药物具有抗药性的球虫具有显著的抗球虫效果，因此本发明的氟乙基硫胺或其盐可应用于制备抗球虫药物。因此，本发明为新型抗球虫药物的开发提供了条件。
• FLUOROETHYL THIAMINE OR SALTS THEREOF AND APPLICATION THEREOF IN PREPARATION OF ANTICOCCIDIAL DRUGS
  申请人：GUANGZHOU ORIGMOL FEED-ADDITIVE CO., LTD

  公开号：US20150133480A1

  公开（公告）日：2015-05-14

  The present invention discloses a fluoroethyl thiamine or salts thereof and application thereof in preparation of anticoccidial drugs. The structural formula of the fluoroethyl thiamine or salts thereof is shown as Formula (I). The fluoroethyl thiamine or salts thereof of the present invention have a remarkable anticoccidial effect, particularly on some coccidia which had resistance to other anticoccidial drugs, therefore the fluoroethyl thiamine or salts thereof of the present invention can be applied to preparation of anticoccidial drugs. Thus, the present invention provides conditions for development of new anticoccidial drugs.

  本发明公开了一种氟乙基硫胺或其盐，以及其在制备抗球虫药物中的应用。本发明的氟乙基硫胺或其盐的结构式如式（I）所示。本发明的氟乙基硫胺或其盐对一些对其他抗球虫药物具有抗药性的球虫具有显著的抗球虫效果，因此本发明的氟乙基硫胺或其盐可用于制备抗球虫药物。因此，本发明为新抗球虫药物的开发提供了条件。
• RADIOISOTOPE 18F SUBSTITUTED THIAMINE, AND SYNTHESIS METHOD AND USE THEREOF
  申请人：ZHONGSHAN HOSPITAL FUDAN UNIVERSITY

  公开号：US20180237358A1

  公开（公告）日：2018-08-23

  The present invention discloses a radioisotope 18 F substituted thiamine, synthesis method, and use thereof in small animal PET/CT imaging. The radioisotope 18 F substituted thiamine has a structure of The synthesis method comprises radiochemical synthesis by using existing precursors. In the present invention, the hydroxyl in the hydroxyethyl on the thiazole cycle of thiamine is replaced by radioisotope 18 F, to prepare a PET tracer. The radioisotope 18 F substituted thiamine of the present invention successfully enters the brains of various strains of mice, and the uptake in the brains of thiamine-deficient mice is obviously greater than that in normal control. The present invention is useful in the preparation of a brain imaging tracer for clinical trials of Alzheimer's disease and tumors.

  本发明公开了一种放射性同位素18F替代硫胺素、合成方法及其在小动物PET/CT成像中的应用。放射性同位素18F替代硫胺素的结构如下：合成方法通过使用现有的前体进行放射化学合成。本发明中，硫胺素噻唑环上羟乙基中的羟基被放射性同位素18F替代，以制备PET示踪剂。本发明的放射性同位素18F替代硫胺素成功进入各种小鼠的大脑，硫胺素缺乏小鼠大脑中的摄取量明显高于正常对照组。本发明在制备用于阿尔茨海默病和肿瘤临床试验的脑成像示踪剂方面具有实用价值。
• A novel PET tracer 18F-deoxy-thiamine: synthesis, metabolic kinetics, and evaluation on cerebral thiamine metabolism status
  作者：Changpeng Wang、Siwei Zhang、Yuefei Zou、Hongzhao Ma、Donglang Jiang、Lei Sheng、Shaoming Sang、Lirong Jin、Yihui Guan、Yuan Gui、Zhihong Xu、Chunjiu Zhong

  DOI：10.1186/s13550-020-00710-5

  日期：2020.12

  Some neuropsychological diseases are associated with abnormal thiamine metabolism, including Korsakoff–Wernicke syndrome and Alzheimer’s disease. However, in vivo detection of the status of brain thiamine metabolism is still unavailable and needs to be developed. A novel PET tracer of 18F-deoxy-thiamine was synthesized using an automated module via a two-step route. The main quality control parameters

  一些神经心理学疾病与硫胺素代谢异常有关，包括Korsakoff-Wernicke综合征和阿尔茨海默氏病。但是，体内对脑硫胺素代谢状态的检测仍不可用，需要开发。使用自动模块通过两步路线合成了新型的18F-脱氧硫胺素PET示踪剂。通过高效液相色谱（HPLC）评价了主要的质量控制参数，例如比活度和放射化学纯度。放射化学浓度通过放射性校准物测定。通过微正电子发射断层扫描/计算机断层扫描（PET / CT）研究了小鼠和mar猴大脑中的代谢动力学和18F-脱氧硫胺素的水平。体内稳定性，肾脏排泄率，用HPLC和γ-计数器分别测定18F-脱氧硫胺素在小鼠体内的生物分布和生物分布。此外，研究了注射后60分钟内大脑18F-脱氧硫胺素的保留（以曲线下面积（AUC）表示）与血液硫胺素水平之间的相关性。18 F-脱氧硫胺素在体外和体内均稳定。在小鼠中18 F-脱氧硫胺素的摄取和清除很快。1分钟内肝脏中达到最大标准摄取值（SUVmax）4