3-(1H-benzo[d]imidazol-1-yl)propane hydrazide | 328056-89-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 3-(1H-benzo[d]imidazol-1-yl)propane hydrazide
• 英文别名: 3-(1H-benzimidazol-1-yl)propane hydrazide；3-(1H-benzimidazol-1-yl)propanehydrazide；3-(benzimidazol-1-yl)-propionylhydrazine；3-(Benzimidazol-1-yl)propanehydrazide
• CAS: 328056-89-9
• 化学式: C₁₀H₁₂N₄O
• mdl: MFCD03030257
• 分子量: 204.231
• InChiKey: OERQRNNNZCIZQB-UHFFFAOYSA-N

物化性质

• 密度：
  1.35±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  15
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  72.9
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(1H-benzo[d]imidazol-1-yl)propane hydrazide 在 1-羟基苯并三唑 、 O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate 、 N,N-二异丙基乙胺 作用下， 以 N,N-二甲基甲酰胺 、 异丙醇 为溶剂， 反应 2.0h， 生成 N-(5-(2-(1H-benzo[d]imidazol-1-yl)ethyl)-1,3,4-thiadiazol-2-yl)-2-(4-methoxyphenyl)acetamide
  参考文献：
  名称：

  Phenylalanyl tRNA synthetase (PheRS) substrate mimics: design, synthesis, molecular dynamics and antimicrobial evaluation

  摘要：

  设计了19种新化合物，以模拟Phe-AMP，作为寻找新型抗菌剂并对抗抗生素耐药性的新希望。构建了E. faecalis PheS同源模型，以更详细地研究这些模拟物与酶的相互作用。

  DOI：

  10.1039/d1ra06439h
• 作为产物：
  描述：

  methyl 3-(1H-benzo[d]imidazol-1-yl)propanoate 在 一水合肼 作用下， 以 甲醇 为溶剂， 反应 3.0h， 以66%的产率得到3-(1H-benzo[d]imidazol-1-yl)propane hydrazide
  参考文献：
  名称：

  一些3-芳基氨基-5- [2-（取代的1-咪唑基）乙基] -1，2，4-三唑衍生物的合成和抗菌活性。

  摘要：

  在这项研究中，通过使3-（取代的咪唑-1）反应合成了一些3-芳基氨基-5- [2-（取代的咪唑-1-基或苯并咪唑-1-基）乙基] -1，2，4-三唑衍生物。 （-基）丙酰基酰肼，与S-甲基-N'-芳基异硫脲碘化物盐。通过IR，1 H-NMR和质谱数据以及元素分析结果阐明了它们的结构。通过使用管稀释技术，观察到该化合物对金黄色葡萄球菌NRRL B-767，黄褐微球菌NRRL B-4375，大肠杆菌B，铜绿假单胞菌NRRL B-23和真菌白色念珠菌和光滑念珠菌的抗菌活性。获得了显着的活性。

  DOI：

  10.1016/s0223-5234(00)01178-8

文献信息

• RUBBER COMPOSITION, AND PNEUMATIC TIRE USING SAME
  申请人：YUKIMURA Noriaki

  公开号：US20150353657A1

  公开（公告）日：2015-12-10

  The invention provides a rubber composition prepared by mixing, per 100 parts by mass of the rubber component comprising at least 50% by mass of a diene-based rubber, from 20 to 150 parts by mass of a filler, and from 0.05 to 30 parts by mass of a compound A which has a specific amidine structure and has a functional group reactive with the diene-based rubber. The rubber composition improves both a high elastic modulus and a low tan δ. The invention also provides a pneumatic tire using the rubber composition.

  本发明提供了一种橡胶组合物，其通过混合制备而成，每100质量部的橡胶组分中包括至少50质量部的二烯基橡胶、从20到150质量部的填料和从0.05到30质量部的化合物A，化合物A具有特定的酰胺结构并具有与二烯基橡胶反应的功能基团。该橡胶组合物提高了高弹性模量和低tanδ。本发明还提供了一种使用该橡胶组合物的充气轮胎。
• Two-Component Coupling of Carbodiimides and Hydrazides Provides Convergent Access to Biologically Active Compounds
  作者：Elisabeth T. Hennessy、Maximilian D. Palkowitz、Josep Saurí、Aaron C. Sather

  DOI：10.1021/acs.orglett.2c02555

  日期：2022.9.2

  A novel, convergent synthesis of aminotriazoloquinazolines is reported. These heterocycles are reliably prepared via a “click-like” reaction between readily available aryl carbodiimides and acyl or aryl hydrazides. Such products are of particular interest with respect to their inhibitory activity against the A2A and A2B adenosine receptors, and the title two-component coupling reaction has greatly

  报道了一种新型的氨基三唑并喹唑啉的聚合合成。这些杂环是通过容易获得的芳基碳二亚胺和酰基或芳基酰肼之间的“点击样”反应可靠地制备的。此类产品在其对 A 2A和 A 2B腺苷受体的抑制活性方面特别令人感兴趣，并且标题双组分偶联反应极大地加速了该领域中有效/选择性化学物质的发现。
• Structure–Activity Studies of Divin: An Inhibitor of Bacterial Cell Division
  作者：Maoquan Zhou、Ye-Jin Eun、Ilia A. Guzei、Douglas B. Weibel

  DOI：10.1021/ml400234x

  日期：2013.9.12

  We describe the synthesis and structure activity relationship (SAR) studies of divin, a small molecule that blocks bacterial division by perturbing the assembly of proteins at the site of cell septation. The bacteriostatic mechanism of action of divin is distinct from other reported inhibitors of bacterial cell division and provides an opportunity for assessing the therapeutic value of a new class of antimicrobial agents. We demonstrate a convenient synthetic route to divin and its analogues, and describe compounds with a 10-fold increase in solubility and a 4-fold improvement in potency. Divin analogues produce a phenotype that is identical to divin, suggesting that their biological activity comes from a similar mechanism of action. Our studies indicate that the 2-hydroxynaphthalenyl hydrazide portion of divin is essential for its activity and that alterations and substitution to the benzimidazole ring can increase its potency. The SAR study provides a critical opportunity to isolate drug resistant mutants and synthesize photoaffinity probes to determine the cellular target and biomolecular mechanism of divin.
• Design, synthesis and microbiological evaluation of novel compounds as potential Staphylococcus aureus phenylalanine tRNA synthetase inhibitors
  作者：Sebaey Mahgoub

  DOI：10.21608/ejchem.2018.4070.1357

  日期：2018.7.12

  AS THE RESISTANCE of Staphylococcus aureus to antibiotics represents a major threat to global health, anti-infectives with novel mechanisms must be developed. Novel compounds were generated as potential phenylalanine tRNA synthetase (PheRS) inhibitors based on the published homology model of S. aureus PheRS to aid the design process using Molecular Operating Environment (MOE) software. PheRS was selected as it is structurally unique enzyme among the aminoacyl-tRNA synthetases (aaRS), it is considerably different from human cytosolic and human mitochondrial aaRS and it is essential and conserved across bacterial species. The designed compounds were synthesized according to different clear schemes. The compounds were confirmed by H-1 NMR, C-13 NMR, HRMS and/or microanalysis, and they were microbiologically evaluated.
• US9546232B2
  申请人：——

  公开号：US9546232B2

  公开（公告）日：2017-01-17