5-(3-(trifluoromethyl)phenyl)-1,3,4-thiadiazol-2-amine | 10445-02-0

• 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: 5-(3-(trifluoromethyl)phenyl)-1,3,4-thiadiazol-2-amine
• 英文别名: 5-(3-trifluoromethyl-phenyl)-[1,3,4]thiadiazol-2-ylamine；5-(3-Trifluormethyl-phenyl)-2-amino-1,3,4-thiadiazol；5-[3-(Trifluoromethyl)phenyl]-1,3,4-thiadiazol-2-amine
• CAS: 10445-02-0
• 化学式: C₉H₆F₃N₃S
• mdl: MFCD02664101
• 分子量: 245.228
• InChiKey: OWEVQLAGEVSZQL-UHFFFAOYSA-N

物化性质

• 熔点：
  150 °C
• 沸点：
  357.2±52.0 °C(Predicted)
• 密度：
  1.473±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  16
• 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：
  80
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  5-(3-(trifluoromethyl)phenyl)-1,3,4-thiadiazol-2-amine 在 吡啶 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 生成 N-{4-[5-(3-trifluoromethyl-phenyl)-[1,3,4]thiadiazol-2-ylsulfamoyl]-phenyl}-phthalamic acid
  参考文献：
  名称：

  Lalezari,I.; Sharghi,N., Journal of Heterocyclic Chemistry, 1966, vol. 3, p. 336 - 337

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(3-(trifluoromethyl)benzoyl)hydrazinecarbothioamide 在 硫酸 作用下， 生成 5-(3-(trifluoromethyl)phenyl)-1,3,4-thiadiazol-2-amine
  参考文献：
  名称：

  Lalezari,I.; Sharghi,N., Journal of Heterocyclic Chemistry, 1966, vol. 3, p. 336 - 337

  摘要：

  DOI：

文献信息

• Antihypertensive thiadiazoles. 1. Synthesis of some 2-aryl-5-hydrazino-1,3,4-thiadiazoles with vasodilator activity
  作者：Stephen Turner、Malcolm Myers、Brian Gadie、Anthony J. Nelson、Robin Pape、John F. Saville、John C. Doxey、Timothy L. Berridge

  DOI：10.1021/jm00400a003

  日期：1988.5

  with a 2-substituted phenyl ring had higher activity than their 3- or 4-substituted counterparts or those containing heteroaryl groups. The 2-methylphenyl and 2-ethylphenyl derivatives 7 and 18 were the most potent members of the series. Preliminary studies indicated that the hypotensive action of these compounds was due to a direct relaxant effect on vascular smooth muscle.

  已经合成了一些2-芳基-5-肼基-1,3,4-噻二唑并筛选了其降压活性。通常，具有2-取代的苯环的化合物比其3-或4-取代的对应物或含有杂芳基的化合物具有更高的活性。2-甲基苯基和2-乙基苯基衍生物7和18是该系列中最有效的成员。初步研究表明，这些化合物的降压作用归因于对血管平滑肌的直接松弛作用。
• One pot synthesis of 1,3,4-thiadiazole thiazolidinone derivatives
  作者：Peng Wang、Rong Wan、Fen Han、Yao Wang

  DOI：10.3184/030823409x12559727242438

  日期：2009.11

  One pot synthesis of 2-(substitutedphenyl)-3-[5-(substitutedphenyl)-1,3,4-thiadiazol-2-yl]thiazolidin-4-one was developed by the reaction of 1,3,4-thiadiazole, substituted benzaldehyde and mercaptoacetic acid. These compounds were identified by IR, ¹H NMR, elemental analyses and 2-(4-methoxyphenyl)-3-[5-(3-methylphenyl)-1,3,4-thiadiazol-2-yl]thiazolidin-4-one was confirmed by single-crystal X-ray diffraction.

  通过 1,3,4-噻二唑、取代苯甲醛和巯基乙酸的反应，一锅合成了 2-(取代苯基)-3-[5-(取代苯基)-1,3,4-噻二唑-2-基]噻唑烷-4-酮。通过红外光谱、1H NMR 和元素分析鉴定了这些化合物，并通过单晶 X 射线衍射确认了 2-(4-甲氧基苯基)-3-[5-(3-甲基苯基)-1,3,4-噻二唑-2-基]噻唑烷-4-酮。
• Synthesis and cytotoxic activity of ethyl ferulate derivatives as potent anti-inflammatory agents
  作者：Dan-ni Fu、Zi-yi Kong、Wen Sun、Chun-mei Bai、Yun Wu、Ming Bian、Qian-qian Ma

  DOI：10.1080/14786419.2022.2118739

  日期：——

  While a range of pharmacological agents are currently used to alleviate inflammation, the clinical administration of many of these anti-inflammatory drugs is associated with high rates of adverse s...

  虽然目前使用一系列药物来缓解炎症，但许多抗炎药物的临床给药与不良反应的高发生率有关。
• Synthesis of 2-Amino-1,3,4-oxadiazoles and 2-Amino-1,3,4-thiadiazoles via Sequential Condensation and I₂-Mediated Oxidative C–O/C–S Bond Formation
  作者：Pengfei Niu、Jinfeng Kang、Xianhai Tian、Lina Song、Hongxu Liu、Jie Wu、Wenquan Yu、Junbiao Chang

  DOI：10.1021/jo502518c

  日期：2015.1.16

  2-Amino-substituted 1,3,4-oxadiazoles and 1,3,4-thiadiazoles were synthesized via condensation of semicarbazide/thiosemicarbazide and the corresponding aldehydes followed by I-2-mediated oxidative C-O/C-S bond formation. This transition-metal-free sequential synthesis process is compatible with aromatic, aliphatic, and cinnamic aldehydes, providing facile access to a variety of diazole derivatives bearing a 2-amino substituent in an efficient and scalable fashion.
• 10.3184/030823410x12889042123874
  作者：Yu, Peng、Wan, Rong、Wang, Peng、Zhang, Jiang-Qiang、He, Qiu

  DOI：10.3184/030823410x12889042123874

  日期：——