N-(5-乙酰氨基-1,2,4-噻二唑-3-基)乙酰胺 | 16151-45-4

• 分子结构分类: 有机化合物 - 有机氮化合物
• 中文名称: N-(5-乙酰氨基-1,2,4-噻二唑-3-基)乙酰胺
• 英文名称: 3,5-diacetylamino-1,2,4-thiadiazole
• 英文别名: 3,5-bis-acetylamino-[1,2,4]thiadiazole；N,N'-[1,2,4]thiadiazole-3,5-diyl-bis-acetamide；N,N'-[1,2,4]Thiadiazol-3,5-diyl-bis-acetamid；3,5-Bis-acetamino-1,2,4-thiadiazol od. 3,5-Diacetamido-1,2,4-thiadiazol；3,5-Bis-acetamido-1,2,4-thiadiazol；3,5-Bis-acetamino-1,2,4-thiadiazol；N,N'-(1,2,4-Thiadiazole-3,5-diyl)diacetamide；N-(5-acetamido-1,2,4-thiadiazol-3-yl)acetamide
• CAS: 16151-45-4
• 化学式: C₆H₈N₄O₂S
• 分子量: 200.221
• InChiKey: OBEQPYWCGXLWMW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  5

安全信息

• 海关编码：
  2934999090

反应信息

• 作为产物：
  描述：

  acetylthiourea 在 吡啶 、 双氧水 作用下， 生成 N-(5-乙酰氨基-1,2,4-噻二唑-3-基)乙酰胺
  参考文献：
  名称：

  Walter,W.; Randau,G., Justus Liebigs Annalen der Chemie, 1969, vol. 722, p. 52 - 79

  摘要：

  DOI：

文献信息

• Non-ATP competitive glycogen synthase kinase 3β (GSK-3β) inhibitors: Study of structural requirements for thiadiazolidinone derivatives
  作者：Ana Castro、Arantxa Encinas、Carmen Gil、Stefan Bräse、Williams Porcal、Concepción Pérez、Francisco J. Moreno、Ana Martínez

  DOI：10.1016/j.bmc.2007.09.016

  日期：2008.1

  The 2,4-disubstituted thiadiazolidinones (TDZD) were described as the first non-ATP competitive GSK-3 beta inhibitors. New modifications in this heterocyclic ring are here reported to study the influence on the biological activity. The basic skeleton of 1,2,4-thiadiazole and also one of the carbonyl groups are kept, while different modifications are introduced in positions 3 and 5, respectively. The GSK-3 beta activity of the new thiadiazole derivatives here synthesized showed IC50 values for some of the compounds in the micromolar range. Additionally, ATP competition studies have been carried out, showing that as well as the first generation of TDZD, these new compounds act in a non-competitive manner. With this study, additional requirements for the biological activity of the TDZD family have been delineated. (c) 2007 Elsevier Ltd. All rights reserved.
• Koren,B. et al., Journal of Heterocyclic Chemistry, 1977, vol. 14, p. 621 - 625
  作者：Koren,B. et al.

  DOI：——

  日期：——
• Gerrit, L'abbe; Vermeulen, Guido, Bulletin des Societes Chimiques Belges, 1981, vol. 90, # 1, p. 89 - 98
  作者：Gerrit, L'abbe、Vermeulen, Guido

  DOI：——

  日期：——
• Oxidative azacyclization of 1-monosubstituted thioureas in reaction with [bis(acyloxy)iodo]arenes to form 1,2,4-thiadiazole derivatives
  作者：Elena A. Mamaeva、Abdigali A. Bakibaev

  DOI：10.1016/s0040-4020(03)01176-1

  日期：2003.9

  For the first time, derivatives of 1,2,4-thiadiazoles have been obtained by the reaction of [bis(acyloxy)iodo]arenes with 1-monosubstituted thioureas. 1-Acetylthiourea is subject to intermolecular azacyclization to form 3,5-bis-(acetylamino)-1,2,4-thiadiazole in reaction with [bis(acyloxy)iodo] benzene. 1-Phenylthiourea forms 3,5-bis-(phenylamino)-1,2,4-thiadiazole in a single-stage reaction with (diacetoxyiodo)benzene. The reaction of 1-phenylthiourea with [bis(trifluoroacetoxy)iodo]benzene leads to the formation of 5-imino-4-phenyl-3-phenylamino-4H-1,2,4-thiadiazoline. (C) 2003 Elsevier Ltd. All rights reserved.
• Thiadiazoles. Part II. 3 : 5-Diamino-1 : 2 : 4-thiadiazole and its 5-alkyl homologues
  作者：Frederick Kurzer

  DOI：10.1039/jr9550002288

  日期：——