N’-(3-nitrobenzylidene)isonicotinohydrazide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: N’-(3-nitrobenzylidene)isonicotinohydrazide
• 英文别名: N-[(3-nitrophenyl)methylideneamino]pyridine-4-carboxamide
• 化学式: C₁₃H₁₀N₄O₃
• mdl: MFCD00161002
• 分子量: 270.247
• InChiKey: GTORRVVNCWSJKS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  20
• 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：
  100
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N’-(3-nitrobenzylidene)isonicotinohydrazide 在 chromium(VI) oxide 作用下， 以 溶剂黄146 为溶剂， 生成 4-[5-(3-nitrophenyl)-1,3,4-oxadiazol-2-yl]-pyridine
  参考文献：
  名称：

  杂多酸催化一锅三组分合成2,5-二取代的1,3,4-恶二唑

  摘要：

  H 6 [PMo 9 V 3 O 40 ]被用作制备1-芳酰基-2-亚芳基肼的有效催化剂。已经通过用CrO 3氧化1-芳基-2-亚芳基肼以优异的产率合成了2，5-二取代的1,3,4-恶二唑。

  DOI：

  10.1080/15533174.2012.740718
• 作为产物：
  描述：

  异烟酸 在 硫酸 、 溶剂黄146 作用下， 以 乙醇 为溶剂， 反应 10.0h， 生成 N’-(3-nitrobenzylidene)isonicotinohydrazide
  参考文献：
  名称：

  Synthesis and testing of 3-acetyl-2,5-disubstituted-2,3-dihydro-1,3,4-oxadiazole derivatives for antifungal activity against selected Candida Species

  摘要：

  A series of 21 1,3,4-oxadiazoline derivatives was synthesized by cyclization of N-acylhydrazones with acetic anhydride and evaluated for their in vitro antifungal activity against six Candida strains: Candida albicans (ATCC 90028 and LM V-42), C. krusei (ATCC 6258 and LM 12 C) and C. tropicalis (ATCC 13803 and LM 14). The Candida strains were found to be sensitive to some of the compounds, which inhibited the growth by 50-90%, with minimum inhibitory concentration (MIC) in the range of 64-512 mu g mL(-1). The compounds' structures were fully confirmed and characterized by Fourier transform infrared spectroscopy (FTIR), H-1 and C-13 nuclear magnetic resonance (NMR) and mass spectrometry (MS).

  DOI：

  10.1590/s0103-50532013000100016

文献信息

• An efficient alkynylation of 4-thiazolidinone with terminal alkyne under C–H functionalisation
  作者：Mohammed Umar M. Shaikh、Sulochana S. Mudaliar、Kishor H. Chikhalia

  DOI：10.1039/c6ra05015h

  日期：——

  efficient alkynylation through the cross coupling reaction of terminal alkynes with the slightly more acidic C–H bonds of 4-thiazolidinone has been developed. This method allows the direct introduction of an ethynyl group into the 4-thiazolidinone moiety. Mild reaction conditions involving aerial oxidation and one pot synthesis make this reaction more efficient for the formation of sp3(C)–sp(C) bond.

  通过末端炔烃与4-噻唑烷酮的酸性更强的CH键的交叉偶联反应，开发了钯催化有效炔基化的方法。该方法允许将乙炔基直接引入4-噻唑烷酮部分中。轻度的反应条件（包括空气氧化和一锅合成）使该反应对于形成sp 3（C）–sp（C）键更有效。
• Antimicrobial Activities of Synthetic Arylidine Nicotinic and Isonicotinic Hydrazones
  作者：Muhammad Hayat、Khalid Mohammed Khan、Sumayya Saeed、Uzma Salar、Momin Khan、Taimoor Baig、Aqeel Ahmad、Shahnaz Parveen、Muhammad Taha

  DOI：10.2174/1570180814666170914120337

  日期：2018.8.27

  showed significant to moderate antimicrobial activities against Gram positive and Gram negative bacterial cultures. Few compounds also showed antifungal activity against fungal cultures. Minimum Inhibitory Concentration (MIC) was calculated for the most active compounds 1, 7, 11, 19, 34, 46, 50, 51, and 55 against gram positive and gram negative cultures. Conclusion: Newly identified compounds may serve

  背景：尽管可以使用多种抗菌剂，但病原菌的再次出现仍然是严重的医学问题。鉴定新的，安全的和选择性的抗菌剂是药物化学研究的主要兴趣。 方法：研究了合成的亚芳基烟碱和异烟碱（1-63）库的抗菌活性。 结果：许多衍生物显示出对革兰氏阳性和革兰氏阴性细菌培养物具有显着至中等的抗菌活性。很少有化合物也显示出对真菌培养物的抗真菌活性。计算了对革兰氏阳性和革兰氏阴性培养物活性最高的化合物1、7、11、19、34、46、50、51和55的最低抑菌浓度（MIC）。 结论：新鉴定的化合物可作为未来研究的先导，以获得更强大的抗菌剂。
• A facile procedure for the one-pot synthesis of unsymmetrical 2,5-disubstituted 1,3,4-oxadiazoles
  作者：Minoo Dabiri、Peyman Salehi、Mostafa Baghbanzadeh、Mahboobeh Bahramnejad

  DOI：10.1016/j.tetlet.2006.07.127

  日期：2006.9

  Unsymmetrically 2,5-disubstituted 1,3,4-oxadiazoles were efficiently synthesized from the cyclization–oxidation reaction of acyl hydrazones. Also, the synthesis of the title compounds was achieved by the condensation of acyl hydrazides and aromatic aldehydes in the presence of ceric ammonium nitrate in dichloromethane.

  不对称的2，5-二取代的1,3,4-恶二唑是通过酰基的环化-氧化反应有效合成的。同样，标题化合物的合成是通过在硝酸铈铵中在二氯甲烷中缩合酰肼和芳族醛来实现的。
• On the importance of π-hole spodium bonding in tricoordinated Hg^II complexes
  作者：Ghodrat Mahmoudi、Ardavan Masoudiasl、Maria G. Babashkina、Antonio Frontera、Thomas Doert、Jonathan M. White、Ennio Zangrando、Fedor I. Zubkov、Damir A. Safin

  DOI：10.1039/d0dt03938a

  日期：——

  A new coordination polymer [Hg(LI)I]n (1) and a new discrete coordination complex [Hg(HLII)I2] (2) are synthesized and X-ray characterized. The existence of positive π-holes at the spodium atoms in both compounds is evidenced by DFT calculations. In 1, a Hg–S semicoordination bond and a Hg⋯I spodium bond are formed at opposite sides of the π-hole. In 2, two different Hg⋯I spodium bonds are formed at

  合成了一种新的配位聚合物[Hg(L I )I] n ( 1 ) 和一种新的离散配位络合物[Hg(HL II )I 2 ] ( 2 ) 并对其进行了X 射线表征。DFT 计算证明了两种化合物中钠原子上都存在正 π 空穴。在1中，一个 Hg-S 半配位键和一个 Hg⋯I 钠键在 π 孔的相对两侧形成。在2中，两个不同的 Hg⋯I 钠键在 π 孔的两侧形成。这是第一项描述结构引导的 π 孔钠键的研究。
• Microwave-assisted, solvent-free, parallel syntheses and elucidation of reaction mechanism for the formation of some novel tetraaryl imidazoles of biological interest
  作者：B. R. Prashantha Kumar、Gyanendra Kumar Sharma、S. Srinath、Mohamed Noor、B. Suresh、B. R. Srinivasa

  DOI：10.1002/jhet.68

  日期：2009.3

  Abstract The microwave assisted, solvent free, parallel syntheses of title compounds is described in this protocol. Twelve new tetraaryl imidazoles, which are incorporated with the chemotherapeutic pharmacophores, have been synthesized by adopting one pot multicomponent reaction. Attempt has been made to investigate the mechanism behind the formation of tetraaryl imidazoles by product identification method. The synthesized compounds were analyzed by physical and analytical data. The synthesized compounds were evaluated for their antibacterial, antitubercular, and short‐term anticancer activity. Compound 13 was found to be the candidate compound to investigate further for its potential anticancer activity. J. Heterocyclic Chem., 46, 278 (2009).