1-benzoyl-2-(3-pyridylmethylidene)hydrazine | 1215-53-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-benzoyl-2-(3-pyridylmethylidene)hydrazine
• 英文别名: (E)-N'-(pyridin-3-ylmethylene)benzohydrazide；Pyridin-3-aldehyd-benzoylhydrazon；benzoic acid-([3]pyridylmethylene-hydrazide)；Benzoesaeure-([3]pyridylmethylen-hydrazid)；N'-(3-pyridinylmethylene)benzohydrazide；N-[(E)-pyridin-3-ylmethylideneamino]benzamide
• CAS: 1215-53-8
• 化学式: C₁₃H₁₁N₃O
• 分子量: 225.25
• InChiKey: JCVMRRDGCPODBY-XNTDXEJSSA-N

物化性质

• 溶解度：
  31.1 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  54.4
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  1-benzoyl-2-(3-pyridylmethylidene)hydrazine 在 potassium permanganate 作用下， 以 丙酮 为溶剂， 反应 9.0h， 以78%的产率得到3-(5-phenyl-1,3,4-oxadiazol-2-yl)pyridine
  参考文献：
  名称：

  Reddy, P. S. N.; Reddy, P. Pratap, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1987, vol. 26, # 1-12, p. 890 - 891

  摘要：

  DOI：
• 作为产物：
  描述：

  3-吡啶甲醛 、 苯甲酰肼 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以84%的产率得到1-benzoyl-2-(3-pyridylmethylidene)hydrazine
  参考文献：
  名称：

  衍生自天然黄樟脑的新型N-酰基芳基azo和等位基因的合成及止痛活性。

  摘要：

  从天然黄樟脑合成了一系列新的N-酰基芳基hydr（NAH）类抗伤害感受化合物（7）。以10f表示的最止痛衍生物，[（4'-N，N-二甲基氨基苄叉基-3-（3'，4'-亚甲基二氧苯基）丙酰肼]]比双嘧啶和消炎痛更有效，用作标准品。我们通过分子杂交和经典生物立体异构策略对先前报道的止痛NAH进行结构规划，以鉴定N-酰基芳基hydr部分的药效学作用并研究这些系列中的构效关系（SAR）。

  DOI：

  10.1016/s0223-5234(00)00120-3

文献信息

• Unsaturated compounds containing nitrogen. Part 4. Further reactions of 1-chloro-2,3-diazabutadienes with S-nucleophiles
  作者：William T. Flowers、John F. Robinson、David R. Taylor、Anthony E. Tipping

  DOI：10.1039/p19810000349

  日期：——

  1-Chloro-1,4-diaryl-2,3-diazabutadienes (Ar1CClNNCHAr2), prepared by the reaction of thionyl chloride with aroylhydrazones (Ar1CONHNCHAr2), react with thiosemicarbazide or thiocarbohydrazide to give 2-arylidenehydrazino-5-aryl-1,3,4-thiadiazoles, and with potassium thiocyanate to give 1-thiocyanato-1,4-diaryl-2,3-diaza-butadienes which isomerize thermally to arylideneamino-5-aryl-1,3,4-thiadiazoles

  通过亚硫酰氯与芳酰肼（Ar 1 CONHN CHAr 2）反应制得的1-Chloro-1,4-diaryl-2,3-diazabutadienes（Ar 1 CCl NN CHAr 2）与硫代氨基脲或硫代碳酰肼反应生成2-亚芳基肼基-5-芳基-1,3,4-噻二唑，并与硫氰酸钾反应生成1-硫氰酸根-1,4-二芳基-2,3-二氮杂-丁二烯，其热异构化为芳基氨基-5-芳基-1,3 ，4-噻二唑。1-氯-1,4-二苯基-2,3-二氮杂丁二烯与乙基黄原酸钾反应生成1-乙基黄蒽基-2,3-二氮杂丁二烯，经热解后生成2,5-二苯基-1,3,4-噻二唑。
• Antibacterial activity of chalcones, hydrazones and oxadiazoles against methicillin-resistant Staphylococcus aureus
  作者：Thaís Moreira Osório、Franco Delle Monache、Louise Domeneghini Chiaradia、Alessandra Mascarello、Taisa Regina Stumpf、Carlos Roberto Zanetti、Douglas Bardini Silveira、Célia Regina Monte Barardi、Elza de Fatima Albino Smânia、Aline Viancelli、Lucas Ariel Totaro Garcia、Rosendo Augusto Yunes、Ricardo José Nunes、Artur Smânia

  DOI：10.1016/j.bmcl.2011.11.059

  日期：2012.1

  The increase in antibiotic resistance due to multiple factors has encouraged the search for new compounds which are active against multidrug-resistant pathogens. In this context, chalcones, dihydrochalcones, hydrazones and oxadiazoles were tested against Staphylococcus aureus ATCC 25923 and methicillin-resistant S. aureus (MRSA) isolates, which were obtained from clinical laboratories and were characterized as MRSA using traditional and molecular methods. Among 65 tested compounds, two chalcones, one dihydrochalcone and two hydrazones were active against MRSA. Based on the minimal inhibitory concentration and cytotoxicity, hydrazones provided a better selectivity index than chalcones. Active hydrazones are promising antibiotic-like substances and they should be the subject of further microbiological studies. (C) 2011 Elsevier Ltd. All rights reserved.
• Fast Synthesis of <i>N</i>-Acylhydrazones Employing a Microwave Assisted Neat Protocol
  作者：Marta M. Andrade、Maria Teresa Barros

  DOI：10.1021/cc9001444

  日期：2010.3.8

  A variety of N-acylhydrazones were synthesized Under microwave irradiation within 2.5-10 min, starting from benzo, salicyloyl, and isonicotinic hydrazides. The protocol developed employs microwave irradiation in the absence of solvents and catalysts, leading to high yields. The results are reproducible in a 500 mg to 5 g scale.
• Grammaticakis, Bulletin de la Societe Chimique de France, 1956, p. 109,115
  作者：Grammaticakis

  DOI：——

  日期：——
• Anusha, D.; Prakasham, R. S.; Praveena, G., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2021, vol. 60, # 1, p. 117 - 126
  作者：Anusha, D.、Prakasham, R. S.、Praveena, G.、Raju, B. China、Tiwari, A. K.、Zehra, A.

  DOI：——

  日期：——