3-甲基-5-苯基-1,2,4-噻二唑 | 50483-77-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 3-甲基-5-苯基-1,2,4-噻二唑
• 英文名称: 3-methyl-5-phenyl-1,2,4-thiadiazole
• CAS: 50483-77-7
• 化学式: C₉H₈N₂S
• mdl: MFCD00085135
• 分子量: 176.242
• InChiKey: ADYVSGWOTNOSMG-UHFFFAOYSA-N

物化性质

• 熔点：
  50 °C

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.111
• 拓扑面积：
  54
• 氢给体数：
  0
• 氢受体数：
  3

安全信息

• 海关编码：
  2934999090

反应信息

• 作为反应物：
  描述：

  3-甲基-5-苯基-1,2,4-噻二唑 在 N-溴代丁二酰亚胺(NBS) 、 过氧化苯甲酰 作用下， 以 四氯化碳 为溶剂， 反应 16.0h， 生成 3-bromomethyl-5-phenyl-1,2,4-thiadiazole
  参考文献：
  名称：

  Heteroarylnitrones as Drugs for Neurodegenerative Diseases: Synthesis, Neuroprotective Properties, and Free Radical Scavenger Properties

  摘要：

  New 1,2,4-thiadiazolylnitrones and furoxanylnitrones were developed and evaluated as neuroprotective agents on a human neuroblastoma (SH-SY5Y) cells model. They inhibited at low micromolar concentrations the oxidative damage and the death induced by exposure to hydrogen peroxide. These heteroarylnitrones showed excellent peroxyl free radical absorbance capacities, analyzed by oxygen radical absorbance capacity (ORAC) assay with fluorescein as the fluorescent probe, ranging from 1.5- to 16.5-fold the value of the reference nitrone, alpha-phenyl-N-tert-butylnitrone (PBN). The electron spin resonance spectroscopy (ESR) demonstrated the ability of these derivatives to directly trap and stabilize oxygen, carbon, and sulfur-centered free radicals. These results demonstrated the potential use of these heteroarylnitrones as neuroprotective agents in preventing the death of cells exposed to enhanced oxidative stress and damage.

  DOI：

  10.1021/jm8006432
• 作为产物：
  描述：

  N-<1-(Dimethylamino)ethylidene>thiobenzamide 在 hydroxylamine-O-sulfonic acid 作用下， 以 吡啶 、 甲醇 、 乙醇 为溶剂， 反应 1.0h， 以91%的产率得到3-甲基-5-苯基-1,2,4-噻二唑
  参考文献：
  名称：

  New synthesis of 1,2,4-thiadiazoles

  摘要：

  DOI：

  10.1021/jo01307a006

文献信息

• One-pot synthesis of 3,5-disubstituted 1,2,4-thiadiazoles from nitriles and thioamides via I₂-mediated oxidative formation of an N–S bond
  作者：Ling Chai、Yuanqing Xu、Tao Ding、Xiaomin Fang、Wenkai Zhang、Yanpeng Wang、Minghua Lu、Hao Xu、Xiaobo Yang

  DOI：10.1039/c7ob01887h

  日期：——

  A simple and practical method for I2-mediated one-pot synthesis of 3-alkyl-5-aryl-1,2,4-thiadiazoles has been developed; the one-pot reaction includes sequential intermolecular addition of thioamides to nitriles, and intramolecular oxidative coupling of N–H and S–H bonds mediated by molecular iodine. Meanwhile the protocol uses readily available nitriles and thioamides as the starting materials, molecular

  已经开发出一种简单而实用的方法，用于I 2介导的一锅合成3-烷基-5-芳基-1,2,4-噻二唑。一锅法反应包括将硫酰胺类分子间加至腈中，以及分子碘介导的N–H和S–H键的分子内氧化偶联。同时，该方案使用容易获得的腈和硫代酰胺作为起始原料，分子碘作为氧化剂，并以中等至良好的收率和各种官能团生成各种1,2,4-噻二唑。该方法是合成不对称双取代的1,2,4-噻二唑的有效方法。
• SUBSTITUTED N-HETEROCYCLYL- AND N-HETEROARYL-TETRAHYDROPYRIMIDINONES AND THE SALTS THEREOF, AND THE USE OF SAME AS HERBICIDAL ACTIVE SUBSTANCES
  申请人：Bayer Aktiengesellschaft

  公开号：US20200390100A1

  公开（公告）日：2020-12-17

  The present invention relates to substituted N-heterocyclyl- and N-heteroaryltetrahydropyrimidinones of the general formula (I) or salts thereof, where the radicals in the general formula (I) correspond to the definitions given in the description, and to the use thereof as herbicides, in particular for controlling broad-leaved weeds and/or weed grasses in crops of useful plants and/or as plant growth regulators for influencing the growth of crops of useful plants.

  本发明涉及通式（I）或其盐的取代N-杂环烷基和N-杂芳基四氢嘧啶酮，其中通式（I）中的基团对应于描述中给出的定义，并将其用作除草剂，特别是用于控制作物中的阔叶杂草和/或杂草草，并/或作为植物生长调节剂，以影响作物的生长。
• Cytohesin inhibitors
  申请人：Rheinische Friedrich-Wilhelms Universität

  公开号：EP2286808A1

  公开（公告）日：2011-02-23

  The present invention relates to a pharmaceutical preparation comprising as an active ingredient a primary amide according to the general formula (1) and/or a secondary amide according to the general formula (2) and their use as a medicament.

  本发明涉及一种药物制剂，其活性成分包括根据通式（1）的伯酰胺和/或根据通式（2）的仲酰胺，以及它们作为药物的用途。
• IMIDAZOTHIADIAZOLE AND IMIDAZOPYRAZINE DERIVATIVES AS PROTEASE ACTIVATED RECEPTOR 4 (PAR4) INHIBITORS FOR TREATING PLATELET AGGREGATION
  申请人：Bristol-Myers Squibb Company

  公开号：EP3243826A1

  公开（公告）日：2017-11-15

  The present invention provides thiazole compounds of Formula I wherein W, Y, R0, R2, R4, R5, R6, R7, X1, X2, X3 and X4 are as defined herein, or a stereoisomer, tautomer, pharmaceutically acceptable salt or solvate form thereof, wherein all of the variables are as defined herein. These compounds are inhibitors of platelet aggregation and thus can be used as medicaments for treating or preventing thromboembolic disorders.

  本发明提供了式 I 的噻唑化合物 其中 W、Y、R0、R2、R4、R5、R6、R7、X1、X2、X3 和 X4 如本文所定义，或其立体异构体、同系物、药学上可接受的盐或溶液形式，其中所有变量如本文所定义。这些化合物是血小板聚集抑制剂，因此可用作治疗或预防血栓栓塞性疾病的药物。
• New synthesis of 1,2,4-thiadiazoles
  作者：Yang-i Lin、S. A. Lang、Sharon R. Petty

  DOI：10.1021/jo01307a006

  日期：1980.9