1-Acetyl-4-ethyl-thiosemicarbazid | 31483-83-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: 1-Acetyl-4-ethyl-thiosemicarbazid
• 英文别名: 1-acetyl-4-ethyl thiosemicarbazide；N-Acetyl-N'-(aethyl-thiocarbamoyl)-hydrazin；1-Acetyl-4-aethyl-thiosemicarbazid；2-acetyl-N-ethylhydrazinecarbothioamide；1-acetamido-3-ethylthiourea
• CAS: 31483-83-7
• 化学式: C₅H₁₁N₃OS
• mdl: MFCD03946408
• 分子量: 161.228
• InChiKey: PPOXUPLNTWODRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  10
• 可旋转键数：
  1
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  85.2
• 氢给体数：
  3
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-Acetyl-4-ethyl-thiosemicarbazid 在 sodium hydroxide 作用下， 反应 0.5h， 以72%的产率得到4-乙基-5-甲基-4H-1,2,4-三唑-3-硫醇
  参考文献：
  名称：

  Robert-Piessard, Sylvie C.; Leger, Jean-Michel; Kumar, Piush, Journal of Chemical Research, Miniprint, 1989, # 3, p. 511 - 522

  摘要：

  DOI：
• 作为产物：
  描述：

  4-乙基-3-硫代氨基脲 、 乙酰氯 在 吡啶 作用下， 以 氯仿 为溶剂， 反应 3.0h， 生成 1-Acetyl-4-ethyl-thiosemicarbazid
  参考文献：
  名称：

  Synthesis and biological evaluations of sulfanyltriazoles as novel HIV-1 non-nucleoside reverse transcriptase inhibitors

  摘要：

  A novel sulfanyltriazole was discovered as an HIV-1 non-nucleoside reverse transcriptase inhibitor via HTS using a cell-based assay. Chemical modifications and molecular modeling studies were carried out to establish its SAR and understand its interactions with the enzyme. These modifications led to the identification of sulfanyltriazoles with low nanomolar potency for inhibiting HIV-1 replication and promising activities against selected NNRTI resistant mutants. These novel and potent sulfanyltriazoles could serve as advanced leads for further optimization. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.05.096

文献信息

• 765. The structure and reactivity of pyridazine quaternary salts
  作者：G. F. Duffin、J. D. Kendall

  DOI：10.1039/jr9590003789

  日期：——
• Robert-Piessard, Sylvie C.; Leger, Jean-Michel; Kumar, Piush, Journal of Chemical Research, Miniprint, 1989, # 3, p. 511 - 522
  作者：Robert-Piessard, Sylvie C.、Leger, Jean-Michel、Kumar, Piush、Baut, Guillaume Le、Brion, Jean-Daniel

  DOI：——

  日期：——
• ROBERT-PIESSARD, SYLVIE C.;LEGER, JEAN-MICHEL;KUMAR, PIUSH;LE, BAUT GUILL+
  作者：ROBERT-PIESSARD, SYLVIE C.、LEGER, JEAN-MICHEL、KUMAR, PIUSH、LE, BAUT GUILL+

  DOI：——

  日期：——
• Synthesis and biological evaluations of sulfanyltriazoles as novel HIV-1 non-nucleoside reverse transcriptase inhibitors
  作者：Zhiwei Wang、Baogen Wu、Kelli L. Kuhen、Badry Bursulaya、Truc N. Nguyen、Deborah G. Nguyen、Yun He

  DOI：10.1016/j.bmcl.2006.05.096

  日期：2006.8

  A novel sulfanyltriazole was discovered as an HIV-1 non-nucleoside reverse transcriptase inhibitor via HTS using a cell-based assay. Chemical modifications and molecular modeling studies were carried out to establish its SAR and understand its interactions with the enzyme. These modifications led to the identification of sulfanyltriazoles with low nanomolar potency for inhibiting HIV-1 replication and promising activities against selected NNRTI resistant mutants. These novel and potent sulfanyltriazoles could serve as advanced leads for further optimization. (c) 2006 Elsevier Ltd. All rights reserved.