5-Hydrazino-3,4-dihydro-2H-pyrole | 93755-84-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 亚胺内酰胺
• 英文名称: 5-Hydrazino-3,4-dihydro-2H-pyrole
• 英文别名: 3,4-dihydro-2H-pyrrol-5-ylhydrazine
• CAS: 93755-84-1
• 化学式: C₄H₉N₃
• mdl: MFCD16495959
• 分子量: 99.1356
• InChiKey: AZJIWGMIUQPPCU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.2
• 重原子数：
  7
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  50.4
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-苄氧基吲哚-3-甲醛 、 5-Hydrazino-3,4-dihydro-2H-pyrole 在 盐酸 作用下， 以 甲醇 为溶剂， 反应 5.0h， 生成 N-[(E)-(5-phenylmethoxy-1H-indol-3-yl)methylideneamino]-3,4-dihydro-2H-pyrrol-5-amine
  参考文献：
  名称：

  The Serotonin 5-HT4 Receptor. 2. Structure-Activity Studies of the Indole Carbazimidamide Class of Agonists

  摘要：

  A number of substituted indole carbazimidamides were prepared and evaluated as 5-HT4 receptor agonists by using the isolated field-stimulated guinea pig ileum preparation. Their selectivity for the 5-HT4 receptor was established by examining their affinity for other 5-HT receptors using radioligand-binding techniques. Several selective and highly potent full as well as partial agonists emerged from this study. For example, 1b,d were found to be the most potent, full 5-HT4 receptor agonists described so far (EC(50) = 0.5 and 0.8 nM, respectively), being 6 and 4 times more potent than serotonin itself. On the other hand, 5b and 1h appeared as partial 5-HT4 receptor agonists in the nonstimulated guinea pig ileum preparation with potencies, evaluated against serotonin action, respectively similar (5b, K-i = 12 nM) to and 300-fold higher (1h, K-i = 0.04 nM) than serotonin.

  DOI：

  10.1021/jm00013a010
• 作为产物：
  描述：

  2-甲氧基-1-吡咯烷 在 hydrazine hydrate 作用下， 以 乙醚 为溶剂， 生成 5-Hydrazino-3,4-dihydro-2H-pyrole
  参考文献：
  名称：

  γ-内酰胺基抗真菌化合物抗小麦病原菌小麦酵母菌

  摘要：

  由于迫切需要新的环保和有效的抗真菌剂，因此设计了有效的环保策略来获得受天然 γ-内酰胺启发的两个系列化合物。设计的化合物经过充分表征和评估，可作为小麦作物的主要病原体小麦酵母菌的抗真菌候选物。目标衍生物是使用绿色溶剂、简单的程序和有限的纯化步骤从自然资源中制备的。这些受生物启发的化合物显示为进一步开发高效作物保护产品的良好候选者。事实上，HIT 化合物表现出 IC 50大约 1 μg/mL 并且比参考戊唑醇和联苯胺对一些多重耐药菌株更有效。每个系列都获得了两打衍生物，可以建立早期的构效关系，用于开发具有更高功效的下一代 γ-内酰胺衍生物。

  DOI：

  10.1002/cbdv.202100224

文献信息

• Bis-Cationic Heteroaromatics as Macrofilaricides:  Synthesis of Bis-Amidine and Bis<i>-</i>Guanylhydrazone Derivatives of Substituted Imidazo[1,2-<i>a</i>]pyridines
  作者：Richard J. Sundberg、Sujay Biswas、Krishna Kumar Murthi、Donna Rowe、John W. McCall、Michael T. Dzimianski

  DOI：10.1021/jm9803368

  日期：1998.10.1

  A series of guanylhydrazone, amidine, and hydrazone derivatives of 2-phenylimidazo[1,2-a]pyridine have been prepared and evaluated for macrofilarial activity against Acanthocheilonema viteae and Brugia pahangi in jirds. Compounds with 4',6-bis-substitution by cyclic guanylhydrazone groups show activity. 4',6-Bis-amidines show some activity but are more toxic; 4'- or 6-monosubstituted compounds are inactive. 2,6-Bis-substituted compounds lacking the phenyl ring are inactive. 4',6-Bis-substituted compounds having additional double bonds inserted between the heterocyclic ring and the phenyl ring or between the substituent and the ring system show reduced activity.