2-(2-肼基-2-氧代乙氧基)乙酰肼 | 2580-60-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 中文名称: 2-(2-肼基-2-氧代乙氧基)乙酰肼
• 英文名称: Diglykolsaeure-dihydrazid
• 英文别名: Oxybisacetohydrazide；2-(2-hydrazinyl-2-oxoethoxy)acetohydrazide
• CAS: 2580-60-1
• 化学式: C₄H₁₀N₄O₃
• 分子量: 162.148
• InChiKey: BDDCLYANXRQQNB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  11
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  120
• 氢给体数：
  4
• 氢受体数：
  5

安全信息

• 海关编码：
  2928000090

反应信息

• 作为反应物：
  描述：

  2-(2-肼基-2-氧代乙氧基)乙酰肼 生成 Oxydimethylen-diisocyanat-(1,3)
  参考文献：
  名称：

  Cyclopolymerization of Aliphatic 1,2-Diisocyanates

  摘要：

  DOI：

  10.1021/ja01057a029
• 作为产物：
  描述：

  二甲基二羟基乙酸酯 在 一水合肼 作用下， 生成 2-(2-肼基-2-氧代乙氧基)乙酰肼
  参考文献：
  名称：

  Nitraza‐/Oxa‐Propylene‐ and Hydrazonemethylene‐Bridged 1,2,4‐Nitraminotriazoles and Selected Salts

  摘要：

  摘要合成了两种具有桥接氧杂丙烯和硝杂丙烯分子的新桥接硝基三唑，并将其转化为几种盐，以及从肼基亚甲基桥接硝基三唑转化为几种盐。所有化合物都通过核磁共振和红外光谱、元素分析以及差热分析进行了全面鉴定。根据 BAM 标准技术测定了对摩擦和冲击的敏感性，并使用 EXPLO5 计算机代码计算了能量特性。对中性化合物和各种盐类的物理化学特性和引爆性能进行了研究，并与常用的二次爆炸物 RDX 进行了比较。

  DOI：

  10.1002/ejoc.202300302

文献信息

• Antitumour imidazotetrazines. Part 39. Synthesis of bis(imidazotetrazine)s with saturated spacer groups
  作者：Jill Arrowsmith、Sharon A. Jennings、David A. F. Langnel、Richard T. Wheelhouse、Malcolm F. G. Stevens

  DOI：10.1039/b005652i

  日期：——

  Bis(imidazotetrazine)s (16), related in structure to the antitumour agents mitozolomide (1a) and temozolomide (1b), but linked through the N(3)–N(3′) atoms of the imidazo[5,1-d][1,2,3,5]tetrazine ring-systems, are prepared by interaction of 5-diazoimidazole-4-carboxamide (8) and diisocyanates (15). The presence of the polymethylene linker with/without sulfur and oxygen heteroatoms does not substantially affect the acid stability, base-catalysed decomposition, antitumour activity or DNA base alkylation preference characteristic of the unlinked imidazotetrazines mitozolomide and temozolomide.

  双(咪唑四嗪) (16) 的结构与抗肿瘤药物米唑仑 (1a) 和替莫唑胺 (1b) 相关，但通过咪唑[5,1-d][1,2,3,5]四嗪环系的N(3)–N(3′)原子相连，由5-氮杂咪唑-4-羧酰胺 (8) 和二异氰酸酯 (15) 反应制备而成。含/不含硫和氧杂原子的多亚甲基连接体的存在并未显著影响与未连接的咪唑四嗪米唑仑和替莫唑胺特征相关的酸稳定性、碱催化分解、抗肿瘤活性或DNA碱基烷基化偏好。
• Design and Development of <i>Mycobacterium tuberculosis</i> Lysine <i>ɛ</i> ‐Aminotransferase Inhibitors for Latent Tuberculosis Infection
  作者：Brindha Devi Parthiban、Shalini Saxena、Manoj Chandran、Padma Sridevi Jonnalagadda、Renu Yadav、Rudraraju Reshma Srilakshmi、Yogeeswari Perumal、Sriram Dharmarajan

  DOI：10.1111/cbdd.12655

  日期：2016.2

  Lysine ɛ‐aminotransferase (LAT) is a protein involved in lysine catabolism, and it plays a significant role during the persistent/latent phase of Mycobacterium tuberculosis (MTB), as observed by its up‐regulation by ~40‐fold during this stage. We have used the crystal structure of MTB LAT in external aldimine form in complex with its substrate lysine as a template to design and identify seven lead compounds with IC50 ranging from 18.06 to > 90 μm. We have synthesized 21 compounds based on the identified lead, and compound 21 [2,2′‐oxybis(N′‐(4‐fluorobenzylidene)acetohydrazide)] was found to be the most active with MTB LAT IC50 of 0.81 ± 0.03 μm. Compound 21 also showed a 2.3 log reduction in the nutrient‐starved MTB model and was more potent than standard isoniazid and rifampicin at the same dose level of 10 μg/mL.