2-(1-methylhydrazinyl)benzoxazole | 34173-48-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并恶唑类
• 英文名称: 2-(1-methylhydrazinyl)benzoxazole
• 英文别名: 2-(N-methyl-hydrazino)-benzooxazole；2-(1-methylhydrazine)benzoxazole；2-(1-methylhydrazino)benzoxazole；2-(N-Methyl-N-hydrazino)benzoxazol；1-(1,3-benzoxazol-2-yl)-1-methylhydrazine
• CAS: 34173-48-3
• 化学式: C₈H₉N₃O
• 分子量: 163.179
• InChiKey: PMUBQBXXYTYLKZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  55.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-乙酰基吡啶 、 2-(1-methylhydrazinyl)benzoxazole 在 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以53%的产率得到N-methyl-N-[(E)-1-pyridin-2-ylethylideneamino]-1,3-benzoxazol-2-amine
  参考文献：
  名称：

  衍生自α-（N）-酰基杂芳族化合物的2-苯并恶唑基的合成，构效关系和抗肿瘤研究。

  摘要：

  最近，我们已经描述了衍生自2-甲酰基和2-乙酰基吡啶的2-苯并恶唑基hydr唑酮的抗肿瘤活性。为了寻找更有效的类似物，已经合成了其中2-乙酰基吡啶部分已被2-酰基吡啶和α-（N）-乙酰二嗪/喹啉基取代的化合物。2-酰基吡啶基在nM范围内抑制了体外细胞增殖，而衍生自α-（N）-乙酰二嗪/喹啉的在muM范围内抑制了细胞生长。在NCI-60细胞分析中测试的化合物是白血病，结肠癌和卵巢癌细胞的有效抑制剂。E-13k [N-苯并恶唑-2-基-N'-（1-异喹啉-3-基-亚乙基）-肼]比未转化的MCF-10A细胞更有效地抑制MCF-7乳腺癌细胞的增殖。它不会被P-糖蛋白和较弱的MRP底物转运。浓度升高的血清或α（1）-酸性糖蛋白不会降低该化合物的抗增殖活性。在体内中空纤维测定中，E-13k得分为24，并净杀死OVCAR-3（卵巢）和SF2-95（CNS）肿瘤细胞。

  DOI：

  10.1021/jm060232u
• 作为产物：
  描述：

  2-氯苯并恶唑 、 甲基肼 以 乙醇 为溶剂， 生成 2-(1-methylhydrazinyl)benzoxazole
  参考文献：
  名称：

  新型多齿腙席夫碱配体镧系金属离子配合物的合成与表征。

  摘要：

  通式为 [Ln2L3(NO3)3] 的新型同型双核配合物（其中 HL 为新合成的 2-((2-(benzoxazol-2-yl)-2-methylhydrazono)methyl）苯酚和 Ln = Sm3+ (1)， Eu3+ (2), Tb3+ (3a, 3b), Dy3+ (4), Ho3+ (5), Er3+ (6), Tm3+ (7), Yb3+ (8)), 已由镧系元素 (III) 的硝酸盐合成多齿腙席夫碱配体。这种含有 N2O 结合部分的不对称席夫碱配体的灵活性，对镧系金属离子有吸引力，允许这些配合物的自组装。这些化合物通过光谱数据（ESI-MS、IR、UV/Vis、发光）和单晶的 X 射线结构测定来表征，所有这些似乎都是不同的溶剂。分析数据表明这些复合物中的金属：配体化学计量为 2:3，结构结果进一步证实了这一点。金属阳离子由氮和氧供体原子九配位。复合物是双中心的，三个氧原子

  DOI：

  10.3390/molecules27238390

文献信息

• Heterocyclic-substituted hydrazides and hydrazones as plant growth
  申请人：Gulf Oil Corporation

  公开号：US04319026A1

  公开（公告）日：1982-03-09

  A class of novel compounds is disclosed which has utility as plant growth regulators, having the general formula: ##STR1## in which X is O or S, Y is one of the group: ##STR2## R is H or CH.sub.3, Q is phenyl or chlorophenyl when Q' is hydrogen, or Q and Q' together may form the remainder of a benzene ring.

  披露了一类新型化合物，它们作为植物生长调节剂具有实用价值，具有以下通用公式：##STR1## 其中X是O或S，Y是以下一组中的其中一个：##STR2## R是H或CH.sub.3，当Q'是氢时，Q是苯基或氯苯基，或者Q和Q'可以一起形成苯环的其余部分。
• Method for producing ester group-containing compound
  申请人：DIC Corporation

  公开号：US11370740B2

  公开（公告）日：2022-06-28

  The present invention provides a novel method for producing an ester group-containing compound and a derivative produced using the compound as a synthetic intermediate. The invention also provides a polymerizable composition containing the compound obtained by the production method and a film-shaped polymer obtained by polymerizing the polymerizable composition. The present invention is a method for producing an ester group-containing compound, the method including a mixing step of mixing a condensing agent, a Bronsted acid, a carboxylic acid, and a phenol or an alcohol to prepare a reaction mixture. The Bronsted acid selected is other than the condensing agent, the carboxylic acid, and the phenol.

  本发明提供了一种生产含酯基化合物的新方法，以及以该化合物为合成中间体生产的衍生物。本发明还提供了一种可聚合组合物，其中含有通过该生产方法获得的化合物，以及通过聚合该可聚合组合物获得的膜状聚合物。本发明是一种生产含酯基化合物的方法，该方法包括一个混合步骤，即混合冷凝剂、勃朗斯特德酸、羧酸和苯酚或醇以制备反应混合物。所选的勃朗斯特酸与冷凝剂、羧酸和苯酚不同。
• Nagarajan,K. et al., Indian Journal of Chemistry, 1971, vol. 9, p. 748 - 754
  作者：Nagarajan,K. et al.

  DOI：——

  日期：——
• New Fe(II) complexes with Schiff base ligand: Synthesis, spectral characterization, magnetic studies and thermal stability
  作者：Marta A. Fik、Marta Löffler、Marek Weselski、Maciej Kubicki、Maria J. Korabik、Violetta Patroniak

  DOI：10.1016/j.poly.2015.10.050

  日期：2015.12

  New ligand (2)-2-(1-methyl-2-(pyridine-2-ylmethylene)hydrazinyl)benzoxazole (L) reacts with Fe(II) ions what results in formation of mononuclear complexes of 2:1 stoichiometry (complexes 1 and 2), which crystallize in the rare space group la-3d (No. 230) with solvent-acetonitrile-molecules in the crystal structure. Obtained complexes were studied in terms of their properties in the solid state concerning thermal stability and magnetism. N-3-donor Schiff base type Lisa strong crystal field ligand, therefore both obtained Fe(II) complexes are diamagnetic at room temperature what has been confirmed by magnetic susceptibility measurements and Mossbauer spectroscopy. However, the reversible LS ((1)A(1)) <-> HS (T-5(2)) spin-transitions may be observed starting above room temperature, remaining incomplete even up to 400 K. The thermal stability and electronic reflectance spectra of complexes were determined as well. (C) 2015 Elsevier Ltd. All rights reserved.
• New Mn(II) complexes with benzoxazole-based ligands: Synthesis, structure and their electrochemical behavior
  作者：Dawid Marcinkowski、Marta A. Fik、Teresa Łuczak、Maciej Kubicki、Violetta Patroniak

  DOI：10.1016/j.poly.2017.11.039

  日期：2018.2

  Six complexes of various Mn(II) salts: MnBr2 center dot 4H(2)O (1), Mn(NO3)(2)center dot 4H(2)O (2), MnCl2 center dot 4H(2)O (3) with 2-(1-methyl-2-(pyridin-2-ylmethylene)hydrazinyl)benzo[d]oxazole L-A (complexes 1A-3A) and 2-(24(1H-imidazol-4-yl)methylene)-1-methylhydrazinyl)benzo[d]oxazole HLB (complexes 1B-3B) have been synthesited. All complexes were obtained in 1:1 stoichiometry. Their structures have been established through analytical and spectroscopic (ESI-MS, IR, H-1 NMR and microanalyses) methods as well as by X-ray structure determinations. In order to gain some insights into the electron-richness of studied systems, the electrochemical properties of ligands L-A and HLB and complexes 1A and 1B were investigated by cyclic voltammetry. Complexes 1A and 1B were chosen due to isostructurality what allows to the direct comparison of their behavior. The impact of pyridine and imidazole substituents on electrochemical behavior of synthesized systems was evaluated and showed that the presence of NH moiety in imidazole ring of HLB does not feasible the adsorption on the bare gold electrode. (C) 2017 Elsevier Ltd. All rights reserved.